# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 2218193'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   13.2078(17)
_cell_length_b                   10.4518(14)
_cell_length_c                   14.7158(19)
_cell_angle_alpha                90
_cell_angle_beta                 105.951(5)
_cell_angle_gamma                90
_cell_volume                     1953.2(4)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C15 H15 N3 Ni1.50 O3 S1.50 
# Dc =      1.43 Fooo =    864.00 Mu =     16.37 M =    421.47
# Found Formula = C20 H14 N6 Ni1 S2 
# Dc =      1.57 FOOO =    944.00 Mu =     12.27 M =    461.21

_chemical_formula_sum            'C20 H14 N6 Ni1 S2'
_chemical_formula_moiety         'C20 H14 N6 Ni1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         461.21


_cell_measurement_reflns_used    348
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_min          0.180
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_max          0.320

_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    1.227

# Sheldrick geometric approximatio 0.74 0.80 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.80
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            21648
_reflns_number_total             3712
_diffrn_reflns_av_R_equivalents  0.059
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3712 
# Theoretical number of reflections is about 7523 


_diffrn_reflns_theta_min         1.604
_diffrn_reflns_theta_max         25.850
_diffrn_measured_fraction_theta_max 0.982

_diffrn_reflns_theta_full        25.075
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -16
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   2.90
_oxford_diffrn_Wilson_scale      60.39

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.58
_refine_diff_density_max         1.12


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         2633
_refine_ls_number_restraints     0
_refine_ls_number_parameters     262
_oxford_refine_ls_R_factor_ref   0.0491
_refine_ls_wR_factor_ref         0.1015
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0003634
_refine_ls_shift/su_mean         0.0000149


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3699
_refine_ls_R_factor_all          0.0784
_refine_ls_wR_factor_all         0.1106

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2633
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_gt          0.1015

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.73 4.60 1.54 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.26836(4) 0.53441(6) 0.23720(4) 0.0359 1.0000 Uani . . . . . .
S1 S 0.22918(11) 0.74488(13) 0.16011(10) 0.0466 1.0000 Uani . . . . . .
S2 S 0.23631(10) 0.31230(13) 0.28561(9) 0.0459 1.0000 Uani . . . . . .
N1 N 0.1882(3) 0.5156(4) 0.0963(3) 0.0366 1.0000 Uani . . . . . .
N2 N 0.1295(4) 0.6773(5) -0.0194(4) 0.0697 1.0000 Uani . . . . . .
N3 N 0.1363(3) 0.5233(4) 0.2854(3) 0.0379 1.0000 Uani . . . . . .
N4 N 0.0769(4) 0.3522(5) 0.3631(4) 0.0602 1.0000 Uani . . . . . .
N5 N 0.4180(3) 0.5143(4) 0.2150(3) 0.0358 1.0000 Uani . . . . . .
N6 N 0.3640(3) 0.5999(4) 0.3663(3) 0.0349 1.0000 Uani . . . . . .
C1 C 0.1766(4) 0.6395(5) 0.0686(3) 0.0408 1.0000 Uani . . . . . .
C2 C 0.1526(4) 0.4258(5) 0.0321(4) 0.0523 1.0000 Uani . . . . . .
C3 C 0.1045(5) 0.4565(7) -0.0603(4) 0.0709 1.0000 Uani . . . . . .
C4 C 0.0953(6) 0.5837(7) -0.0813(5) 0.0835 1.0000 Uani . . . . . .
C5 C 0.1402(4) 0.4010(5) 0.3151(3) 0.0398 1.0000 Uani . . . . . .
C6 C 0.0630(4) 0.6001(5) 0.3011(4) 0.0490 1.0000 Uani . . . . . .
C7 C -0.0073(4) 0.5564(7) 0.3474(5) 0.0674 1.0000 Uani . . . . . .
C8 C 0.0048(5) 0.4333(7) 0.3786(5) 0.0720 1.0000 Uani . . . . . .
C9 C 0.4432(4) 0.4691(5) 0.1402(4) 0.0487 1.0000 Uani . . . . . .
C10 C 0.5465(4) 0.4620(6) 0.1347(4) 0.0503 1.0000 Uani . . . . . .
C11 C 0.6264(4) 0.5039(5) 0.2087(4) 0.0494 1.0000 Uani . . . . . .
C12 C 0.6030(4) 0.5518(5) 0.2894(3) 0.0396 1.0000 Uani . . . . . .
C13 C 0.6810(4) 0.5966(5) 0.3708(4) 0.0489 1.0000 Uani . . . . . .
C14 C 0.6541(4) 0.6418(5) 0.4466(4) 0.0463 1.0000 Uani . . . . . .
C15 C 0.5463(4) 0.6457(5) 0.4485(3) 0.0378 1.0000 Uani . . . . . .
C16 C 0.5141(4) 0.6906(5) 0.5261(3) 0.0434 1.0000 Uani . . . . . .
C17 C 0.4104(4) 0.6898(5) 0.5211(4) 0.0451 1.0000 Uani . . . . . .
C18 C 0.3373(4) 0.6444(5) 0.4409(3) 0.0414 1.0000 Uani . . . . . .
C19 C 0.4966(3) 0.5544(4) 0.2890(3) 0.0343 1.0000 Uani . . . . . .
C20 C 0.4673(3) 0.6020(4) 0.3699(3) 0.0327 1.0000 Uani . . . . . .
H21 H 0.1605 0.3384 0.0504 0.0627 1.0000 Uiso R . . . . .
H31 H 0.0790 0.3927 -0.1071 0.0851 1.0000 Uiso R . . . . .
H41 H 0.0621 0.6072 -0.1449 0.1005 1.0000 Uiso R . . . . .
H61 H 0.0590 0.6864 0.2799 0.0588 1.0000 Uiso R . . . . .
H71 H -0.0617 0.6095 0.3572 0.0809 1.0000 Uiso R . . . . .
H81 H -0.0409 0.4028 0.4137 0.0867 1.0000 Uiso R . . . . .
H91 H 0.3883 0.4400 0.0880 0.0584 1.0000 Uiso R . . . . .
H101 H 0.5613 0.4284 0.0797 0.0605 1.0000 Uiso R . . . . .
H111 H 0.6972 0.5006 0.2055 0.0594 1.0000 Uiso R . . . . .
H131 H 0.7532 0.5945 0.3715 0.0587 1.0000 Uiso R . . . . .
H141 H 0.7075 0.6716 0.4997 0.0557 1.0000 Uiso R . . . . .
H161 H 0.5643 0.7211 0.5812 0.0520 1.0000 Uiso R . . . . .
H171 H 0.3874 0.7206 0.5729 0.0541 1.0000 Uiso R . . . . .
H181 H 0.2649 0.6450 0.4395 0.0497 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.14224(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.4640(15) yes
Ni1 . S2 . 2.4983(15) yes
Ni1 . N1 . 2.062(4) yes
Ni1 . N3 . 2.060(4) yes
Ni1 . N5 . 2.100(4) yes
Ni1 . N6 . 2.087(4) yes
S1 . C1 . 1.730(5) yes
S2 . C5 . 1.721(5) yes
N1 . C1 . 1.354(6) yes
N1 . C2 . 1.323(6) yes
N2 . C1 . 1.333(6) yes
N2 . C4 . 1.329(8) yes
N3 . C5 . 1.348(6) yes
N3 . C6 . 1.326(6) yes
N4 . C5 . 1.335(6) yes
N4 . C8 . 1.340(8) yes
N5 . C9 . 1.322(6) yes
N5 . C19 . 1.349(6) yes
N6 . C18 . 1.326(6) yes
N6 . C20 . 1.351(5) yes
C2 . C3 . 1.372(8) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.363(9) yes
C3 . H31 . 0.950 no
C4 . H41 . 0.950 no
C6 . C7 . 1.372(8) yes
C6 . H61 . 0.950 no
C7 . C8 . 1.361(10) yes
C7 . H71 . 0.950 no
C8 . H81 . 0.950 no
C9 . C10 . 1.391(7) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.363(7) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.399(7) yes
C11 . H111 . 0.950 no
C12 . C13 . 1.428(7) yes
C12 . C19 . 1.404(6) yes
C13 . C14 . 1.345(7) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.432(7) yes
C14 . H141 . 0.950 no
C15 . C16 . 1.405(7) yes
C15 . C20 . 1.404(6) yes
C16 . C17 . 1.351(7) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.387(7) yes
C17 . H171 . 0.950 no
C18 . H181 . 0.950 no
C19 . C20 . 1.438(6) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 158.47(5) yes
S1 . Ni1 . N1 . 68.73(11) yes
S2 . Ni1 . N1 . 96.76(12) yes
S1 . Ni1 . N3 . 96.80(12) yes
S2 . Ni1 . N3 . 67.87(12) yes
N1 . Ni1 . N3 . 95.25(15) yes
S1 . Ni1 . N5 . 96.06(12) yes
S2 . Ni1 . N5 . 101.04(12) yes
N1 . Ni1 . N5 . 94.57(15) yes
N3 . Ni1 . N5 . 165.99(16) yes
S1 . Ni1 . N6 . 97.13(11) yes
S2 . Ni1 . N6 . 98.80(11) yes
N1 . Ni1 . N6 . 164.10(15) yes
N3 . Ni1 . N6 . 93.59(15) yes
N5 . Ni1 . N6 . 79.31(14) yes
Ni1 . S1 . C1 . 77.21(17) yes
Ni1 . S2 . C5 . 76.48(17) yes
Ni1 . N1 . C1 . 101.3(3) yes
Ni1 . N1 . C2 . 140.3(4) yes
C1 . N1 . C2 . 118.4(4) yes
C1 . N2 . C4 . 115.3(5) yes
Ni1 . N3 . C5 . 101.8(3) yes
Ni1 . N3 . C6 . 138.9(4) yes
C5 . N3 . C6 . 118.9(4) yes
C5 . N4 . C8 . 115.3(5) yes
Ni1 . N5 . C9 . 128.9(3) yes
Ni1 . N5 . C19 . 113.1(3) yes
C9 . N5 . C19 . 118.0(4) yes
Ni1 . N6 . C18 . 129.6(3) yes
Ni1 . N6 . C20 . 113.2(3) yes
C18 . N6 . C20 . 117.2(4) yes
S1 . C1 . N1 . 112.8(3) yes
S1 . C1 . N2 . 123.2(4) yes
N1 . C1 . N2 . 124.0(5) yes
N1 . C2 . C3 . 121.3(5) yes
N1 . C2 . H21 . 119.4 no
C3 . C2 . H21 . 119.3 no
C2 . C3 . C4 . 116.1(6) yes
C2 . C3 . H31 . 121.9 no
C4 . C3 . H31 . 121.9 no
C3 . C4 . N2 . 124.8(6) yes
C3 . C4 . H41 . 117.6 no
N2 . C4 . H41 . 117.6 no
S2 . C5 . N3 . 113.2(4) yes
S2 . C5 . N4 . 122.8(4) yes
N3 . C5 . N4 . 124.0(5) yes
N3 . C6 . C7 . 120.7(6) yes
N3 . C6 . H61 . 119.7 no
C7 . C6 . H61 . 119.6 no
C6 . C7 . C8 . 116.8(6) yes
C6 . C7 . H71 . 121.6 no
C8 . C7 . H71 . 121.6 no
C7 . C8 . N4 . 124.3(6) yes
C7 . C8 . H81 . 117.8 no
N4 . C8 . H81 . 117.9 no
N5 . C9 . C10 . 122.9(5) yes
N5 . C9 . H91 . 118.5 no
C10 . C9 . H91 . 118.5 no
C9 . C10 . C11 . 119.5(5) yes
C9 . C10 . H101 . 120.3 no
C11 . C10 . H101 . 120.3 no
C10 . C11 . C12 . 119.4(5) yes
C10 . C11 . H111 . 120.3 no
C12 . C11 . H111 . 120.3 no
C11 . C12 . C13 . 123.6(5) yes
C11 . C12 . C19 . 117.3(5) yes
C13 . C12 . C19 . 119.2(4) yes
C12 . C13 . C14 . 121.1(5) yes
C12 . C13 . H131 . 119.5 no
C14 . C13 . H131 . 119.5 no
C13 . C14 . C15 . 121.2(5) yes
C13 . C14 . H141 . 119.4 no
C15 . C14 . H141 . 119.4 no
C14 . C15 . C16 . 123.4(4) yes
C14 . C15 . C20 . 119.5(4) yes
C16 . C15 . C20 . 117.1(4) yes
C15 . C16 . C17 . 118.9(4) yes
C15 . C16 . H161 . 120.6 no
C17 . C16 . H161 . 120.5 no
C16 . C17 . C18 . 120.4(5) yes
C16 . C17 . H171 . 119.8 no
C18 . C17 . H171 . 119.8 no
C17 . C18 . N6 . 122.9(5) yes
C17 . C18 . H181 . 118.5 no
N6 . C18 . H181 . 118.6 no
C12 . C19 . N5 . 123.0(4) yes
C12 . C19 . C20 . 120.0(4) yes
N5 . C19 . C20 . 117.0(4) yes
C19 . C20 . C15 . 119.1(4) yes
C19 . C20 . N6 . 117.4(4) yes
C15 . C20 . N6 . 123.5(4) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C3 . H31 . N4 4_554 143 0.95 2.60 3.404(8) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2218194'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   7.2900(13)
_cell_length_b                   10.3529(17)
_cell_length_c                   16.582(3)
_cell_angle_alpha                81.942(5)
_cell_angle_beta                 85.590(5)
_cell_angle_gamma                70.476(5)
_cell_volume                     1167.3(4)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C20 H20 Cu2 F2 N4 Ni2 O4 S2 
# Dc =      2.07 Fooo =    728.00 Mu =     36.18 M =    727.04
# Found Formula = C22 H12.00 F6 N6 Ni1 S2 
# Dc =      1.70 FOOO =    600.00 Mu =     10.83 M =    597.21

_chemical_formula_sum            'C22 H12.00 F6 N6 Ni1 S2'
_chemical_formula_moiety         'C22 H12.00 F6 N6 Ni1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         597.21


_cell_measurement_reflns_used    174
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.040
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_max          0.190

_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             599.999
_exptl_absorpt_coefficient_mu    1.083

# Sheldrick geometric approximatio 0.82 0.96 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.96
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            20794
_reflns_number_total             4524
_diffrn_reflns_av_R_equivalents  0.012
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4524 
# Theoretical number of reflections is about 9431 


_diffrn_reflns_theta_min         2.103
_diffrn_reflns_theta_max         26.255
_diffrn_measured_fraction_theta_max 0.961

_diffrn_reflns_theta_full        25.204
_diffrn_measured_fraction_theta_full 0.987


_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_reflns_limit_h_min              -8
_reflns_limit_h_max              8
_reflns_limit_k_min              -12
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              20

_oxford_diffrn_Wilson_B_factor   2.76
_oxford_diffrn_Wilson_scale      74.27

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.77
_refine_diff_density_max         0.69


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3781
_refine_ls_number_restraints     0
_refine_ls_number_parameters     334
_oxford_refine_ls_R_factor_ref   0.0442
_refine_ls_wR_factor_ref         0.0824
_refine_ls_goodness_of_fit_ref   0.9999
_refine_ls_shift/su_max          0.0003218
_refine_ls_shift/su_mean         0.0000128


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4508
_refine_ls_R_factor_all          0.0536
_refine_ls_wR_factor_all         0.0831

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3781
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_gt          0.0824

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 2.47 3.01 1.05 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.29880(6) 0.38345(4) 0.30303(3) 0.0320 1.0000 Uani . . . . . .
S1 S 0.06029(12) 0.62313(9) 0.28647(6) 0.0355 1.0000 Uani . . . . . .
S2 S 0.05294(13) 0.26324(9) 0.32038(5) 0.0375 1.0000 Uani . . . . . .
N1 N 0.4285(4) 0.5257(3) 0.25014(18) 0.0363 1.0000 Uani . . . . . .
N2 N 0.2829(4) 0.7648(3) 0.2055(2) 0.0428 1.0000 Uani . . . . . .
N3 N 0.2261(4) 0.3453(3) 0.19184(18) 0.0372 1.0000 Uani . . . . . .
N4 N -0.0277(4) 0.2599(3) 0.16542(19) 0.0436 1.0000 Uani . . . . . .
N5 N 0.5417(4) 0.2044(3) 0.31615(18) 0.0359 1.0000 Uani . . . . . .
N6 N 0.3525(4) 0.3778(3) 0.42426(17) 0.0330 1.0000 Uani . . . . . .
C1 C 0.2715(5) 0.6456(3) 0.2440(2) 0.0365 1.0000 Uani . . . . . .
C2 C 0.5990(5) 0.5323(4) 0.2207(2) 0.0408 1.0000 Uani . . . . . .
C3 C 0.6226(6) 0.6524(4) 0.1816(2) 0.0443 1.0000 Uani . . . . . .
C4 C 0.4493(6) 0.7704(4) 0.1742(2) 0.0444 1.0000 Uani . . . . . .
C5 C 0.4526(7) 0.9022(5) 0.1335(3) 0.0620 1.0000 Uani . . . . . .
C6 C 0.0851(5) 0.2883(4) 0.2167(2) 0.0382 1.0000 Uani . . . . . .
C7 C 0.2584(5) 0.3690(4) 0.1134(2) 0.0433 1.0000 Uani . . . . . .
C8 C 0.1664(6) 0.3364(4) 0.0573(3) 0.0508 1.0000 Uani . . . . . .
C9 C 0.0150(6) 0.2850(4) 0.0872(3) 0.0510 1.0000 Uani . . . . . .
C10 C -0.1108(7) 0.2521(6) 0.0299(3) 0.0650 1.0000 Uani . . . . . .
C11 C 0.6273(6) 0.1276(4) 0.2712(2) 0.0432 1.0000 Uani . . . . . .
C12 C 0.7928(5) -0.0007(4) 0.2844(2) 0.0408 1.0000 Uani . . . . . .
C13 C 0.8330(5) -0.0430(4) 0.3644(2) 0.0402 1.0000 Uani . . . . . .
C14 C 0.7330(5) 0.0377(4) 0.4256(2) 0.0382 1.0000 Uani . . . . . .
C15 C 0.7622(5) 0.0055(4) 0.5107(2) 0.0397 1.0000 Uani . . . . . .
C16 C 0.6672(5) 0.0873(4) 0.5631(2) 0.0409 1.0000 Uani . . . . . .
C17 C 0.5247(5) 0.2219(4) 0.5394(2) 0.0380 1.0000 Uani . . . . . .
C18 C 0.4225(5) 0.3158(4) 0.5897(2) 0.0420 1.0000 Uani . . . . . .
C19 C 0.2891(5) 0.4397(4) 0.5608(2) 0.0402 1.0000 Uani . . . . . .
C20 C 0.2553(5) 0.4696(4) 0.4769(2) 0.0375 1.0000 Uani . . . . . .
C21 C 0.5897(5) 0.1654(3) 0.3990(2) 0.0336 1.0000 Uani . . . . . .
C22 C 0.4849(5) 0.2563(3) 0.4559(2) 0.0334 1.0000 Uani . . . . . .
F1 F 0.3511(4) 0.9423(3) 0.06796(18) 0.0759 1.0000 Uani . . . . . .
F2 F 0.3802(4) 1.0027(3) 0.17877(19) 0.0729 1.0000 Uani . . . . . .
F3 F 0.6344(4) 0.9056(3) 0.11283(18) 0.0714 1.0000 Uani . . . . . .
F4 F -0.1303(5) 0.1327(3) 0.05106(19) 0.0797 1.0000 Uani . . . . . .
F5 F -0.2843(4) 0.3482(3) 0.02876(18) 0.0796 1.0000 Uani . . . . . .
F6 F -0.0494(4) 0.2608(3) -0.04602(18) 0.0789 1.0000 Uani . . . . . .
H71 H 0.3548 0.4085 0.0964 0.0460 1.0000 Uiso R . . . . .
H81 H 0.1965 0.3471 0.0017 0.0479 1.0000 Uiso R . . . . .
H31 H 0.7423 0.6596 0.1627 0.0460 1.0000 Uiso R . . . . .
H21 H 0.7066 0.4527 0.2259 0.0450 1.0000 Uiso R . . . . .
H201 H 0.1656 0.5538 0.4575 0.0419 1.0000 Uiso R . . . . .
H191 H 0.2225 0.5033 0.5962 0.0420 1.0000 Uiso R . . . . .
H181 H 0.4424 0.2956 0.6457 0.0420 1.0000 Uiso R . . . . .
H111 H 0.5929 0.1541 0.2171 0.0420 1.0000 Uiso R . . . . .
H121 H 0.8630 -0.0504 0.2430 0.0419 1.0000 Uiso R . . . . .
H131 H 0.9273 -0.1279 0.3787 0.0420 1.0000 Uiso R . . . . .
H151 H 0.8504 -0.0800 0.5289 0.0421 1.0000 Uiso R . . . . .
H161 H 0.6930 0.0605 0.6181 0.0420 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.17734(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.5009(10) yes
Ni1 . S2 . 2.4810(10) yes
Ni1 . N1 . 2.067(3) yes
Ni1 . N3 . 2.081(3) yes
Ni1 . N5 . 2.091(3) yes
Ni1 . N6 . 2.067(3) yes
S1 . C1 . 1.717(4) yes
S2 . C6 . 1.712(4) yes
N1 . C1 . 1.376(4) yes
N1 . C2 . 1.320(4) yes
N2 . C1 . 1.334(5) yes
N2 . C4 . 1.298(5) yes
N3 . C6 . 1.360(5) yes
N3 . C7 . 1.307(5) yes
N4 . C6 . 1.351(5) yes
N4 . C9 . 1.320(5) yes
N5 . C11 . 1.157(5) yes
N5 . C21 . 1.413(4) yes
N6 . C20 . 1.362(4) yes
N6 . C22 . 1.368(4) yes
C2 . C3 . 1.376(5) yes
C2 . H21 . 0.928 no
C3 . C4 . 1.433(5) yes
C3 . H31 . 0.927 no
C4 . C5 . 1.443(6) yes
C5 . F1 . 1.302(5) yes
C5 . F2 . 1.310(6) yes
C5 . F3 . 1.353(5) yes
C7 . C8 . 1.328(5) yes
C7 . H71 . 0.933 no
C8 . C9 . 1.407(6) yes
C8 . H81 . 0.933 no
C9 . C10 . 1.515(6) yes
C10 . F4 . 1.288(6) yes
C10 . F5 . 1.322(5) yes
C10 . F6 . 1.305(6) yes
C11 . C12 . 1.468(5) yes
C11 . H111 . 0.929 no
C12 . C13 . 1.359(5) yes
C12 . H121 . 0.931 no
C13 . C14 . 1.406(5) yes
C13 . H131 . 0.929 no
C14 . C15 . 1.419(5) yes
C14 . C21 . 1.421(5) yes
C15 . C16 . 1.293(5) yes
C15 . H151 . 0.929 no
C16 . C17 . 1.455(5) yes
C16 . H161 . 0.931 no
C17 . C18 . 1.358(5) yes
C17 . C22 . 1.407(5) yes
C18 . C19 . 1.374(5) yes
C18 . H181 . 0.934 no
C19 . C20 . 1.405(5) yes
C19 . H191 . 0.930 no
C20 . H201 . 0.929 no
C21 . C22 . 1.420(5) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 96.17(3) yes
S1 . Ni1 . N1 . 68.26(8) yes
S2 . Ni1 . N1 . 156.44(8) yes
S1 . Ni1 . N3 . 91.44(8) yes
S2 . Ni1 . N3 . 68.23(8) yes
N1 . Ni1 . N3 . 93.74(12) yes
S1 . Ni1 . N5 . 167.89(8) yes
S2 . Ni1 . N5 . 95.90(8) yes
N1 . Ni1 . N5 . 100.56(11) yes
N3 . Ni1 . N5 . 94.02(12) yes
S1 . Ni1 . N6 . 96.61(8) yes
S2 . Ni1 . N6 . 98.98(8) yes
N1 . Ni1 . N6 . 100.28(11) yes
N3 . Ni1 . N6 . 165.64(11) yes
N5 . Ni1 . N6 . 80.44(11) yes
Ni1 . S1 . C1 . 77.10(12) yes
Ni1 . S2 . C6 . 77.25(12) yes
Ni1 . N1 . C1 . 101.4(2) yes
Ni1 . N1 . C2 . 140.6(2) yes
C1 . N1 . C2 . 117.9(3) yes
C1 . N2 . C4 . 119.3(3) yes
Ni1 . N3 . C6 . 100.5(2) yes
Ni1 . N3 . C7 . 141.6(3) yes
C6 . N3 . C7 . 117.5(3) yes
C6 . N4 . C9 . 115.0(3) yes
Ni1 . N5 . C11 . 132.6(3) yes
Ni1 . N5 . C21 . 110.5(2) yes
C11 . N5 . C21 . 116.4(3) yes
Ni1 . N6 . C20 . 128.1(2) yes
Ni1 . N6 . C22 . 113.5(2) yes
C20 . N6 . C22 . 117.7(3) yes
S1 . C1 . N1 . 113.1(3) yes
S1 . C1 . N2 . 124.1(3) yes
N1 . C1 . N2 . 122.7(3) yes
N1 . C2 . C3 . 122.5(4) yes
N1 . C2 . H21 . 118.7 no
C3 . C2 . H21 . 118.8 no
C2 . C3 . C4 . 115.7(4) yes
C2 . C3 . H31 . 123.5 no
C4 . C3 . H31 . 120.8 no
C3 . C4 . N2 . 121.8(4) yes
C3 . C4 . C5 . 121.5(4) yes
N2 . C4 . C5 . 116.7(4) yes
C4 . C5 . F1 . 113.1(4) yes
C4 . C5 . F2 . 113.2(4) yes
F1 . C5 . F2 . 104.9(4) yes
C4 . C5 . F3 . 113.5(4) yes
F1 . C5 . F3 . 107.7(4) yes
F2 . C5 . F3 . 103.8(4) yes
S2 . C6 . N3 . 113.8(3) yes
S2 . C6 . N4 . 122.2(3) yes
N3 . C6 . N4 . 124.0(3) yes
N3 . C7 . C8 . 123.9(4) yes
N3 . C7 . H71 . 117.4 no
C8 . C7 . H71 . 118.7 no
C7 . C8 . C9 . 115.4(4) yes
C7 . C8 . H81 . 123.5 no
C9 . C8 . H81 . 121.0 no
C8 . C9 . N4 . 124.0(4) yes
C8 . C9 . C10 . 121.2(4) yes
N4 . C9 . C10 . 114.8(4) yes
C9 . C10 . F4 . 112.5(4) yes
C9 . C10 . F5 . 108.7(4) yes
F4 . C10 . F5 . 109.3(4) yes
C9 . C10 . F6 . 113.3(4) yes
F4 . C10 . F6 . 109.4(4) yes
F5 . C10 . F6 . 103.2(4) yes
N5 . C11 . C12 . 130.5(4) yes
N5 . C11 . H111 . 115.4 no
C12 . C11 . H111 . 113.9 no
C11 . C12 . C13 . 113.2(3) yes
C11 . C12 . H121 . 124.4 no
C13 . C12 . H121 . 122.4 no
C12 . C13 . C14 . 121.5(3) yes
C12 . C13 . H131 . 118.9 no
C14 . C13 . H131 . 119.6 no
C13 . C14 . C15 . 126.8(3) yes
C13 . C14 . C21 . 116.2(3) yes
C15 . C14 . C21 . 117.0(3) yes
C14 . C15 . C16 . 123.0(3) yes
C14 . C15 . H151 . 117.5 no
C16 . C15 . H151 . 119.5 no
C15 . C16 . C17 . 122.7(4) yes
C15 . C16 . H161 . 119.0 no
C17 . C16 . H161 . 118.3 no
C16 . C17 . C18 . 126.7(3) yes
C16 . C17 . C22 . 116.5(3) yes
C18 . C17 . C22 . 116.8(3) yes
C17 . C18 . C19 . 121.9(4) yes
C17 . C18 . H181 . 119.4 no
C19 . C18 . H181 . 118.8 no
C18 . C19 . C20 . 119.2(3) yes
C18 . C19 . H191 . 120.5 no
C20 . C19 . H191 . 120.3 no
C19 . C20 . N6 . 121.0(3) yes
C19 . C20 . H201 . 118.9 no
N6 . C20 . H201 . 120.1 no
C14 . C21 . N5 . 121.6(3) yes
C14 . C21 . C22 . 120.6(3) yes
N5 . C21 . C22 . 117.8(3) yes
C21 . C22 . C17 . 120.2(3) yes
C21 . C22 . N6 . 116.3(3) yes
C17 . C22 . N6 . 123.4(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . N4 1_655 151 0.93 2.53 3.378(6) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2218195'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   17.4521(12)
_cell_length_b                   14.4468(10)
_cell_length_c                   9.2977(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.804(2)
_cell_angle_gamma                90
_cell_volume                     2322.5(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 N4 Ni2 O4 P2 S2 
# Dc =      1.78 Fooo =   1272.00 Mu =     19.76 M =    623.90
# Found Formula = C22 H22 N6 Ni1 S2 
# Dc =      1.41 FOOO =   1024.00 Mu =     10.37 M =    493.30

_chemical_formula_sum            'C22 H22 N6 Ni1 S2'
_chemical_formula_moiety         'C22 H22 N6 Ni1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         493.30


_cell_measurement_reflns_used    316
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.110
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    1.037

# Sheldrick geometric approximatio 0.80 0.89 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.89
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            25398
_reflns_number_total             4436
_diffrn_reflns_av_R_equivalents  0.030
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4436 
# Theoretical number of reflections is about 8929 


_diffrn_reflns_theta_min         1.178
_diffrn_reflns_theta_max         25.793
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        25.277
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_reflns_limit_h_min              -21
_reflns_limit_h_max              21
_reflns_limit_k_min              0
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              11

_oxford_diffrn_Wilson_B_factor   2.46
_oxford_diffrn_Wilson_scale      82.04

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.40
_refine_diff_density_max         0.43


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3619
_refine_ls_number_restraints     0
_refine_ls_number_parameters     280
_oxford_refine_ls_R_factor_ref   0.0449
_refine_ls_wR_factor_ref         0.0817
_refine_ls_goodness_of_fit_ref   0.9999
_refine_ls_shift/su_max          0.0003107
_refine_ls_shift/su_mean         0.0000243


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4423
_refine_ls_R_factor_all          0.0615
_refine_ls_wR_factor_all         0.0863

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3619
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_gt          0.0817

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.58 4.49 1.57 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.23906(2) 0.49975(3) 0.03599(3) 0.0310 1.0000 Uani . . . . . .
S1 S 0.12791(5) 0.47452(5) 0.16353(8) 0.0412 1.0000 Uani . . . . . .
S2 S 0.33395(5) 0.50175(6) 0.25934(8) 0.0450 1.0000 Uani . . . . . .
N1 N 0.18299(14) 0.62526(17) 0.0676(2) 0.0339 1.0000 Uani . . . . . .
N2 N 0.07481(16) 0.6465(2) 0.1968(3) 0.0465 1.0000 Uani . . . . . .
N3 N 0.29121(14) 0.36972(17) 0.0778(2) 0.0334 1.0000 Uani . . . . . .
N4 N 0.39583(15) 0.3314(2) 0.2611(3) 0.0480 1.0000 Uani . . . . . .
N5 N 0.32320(14) 0.53671(18) -0.0976(2) 0.0357 1.0000 Uani . . . . . .
N6 N 0.17935(14) 0.48087(16) -0.1733(2) 0.0323 1.0000 Uani . . . . . .
C1 C 0.12680(17) 0.5932(2) 0.1428(3) 0.0356 1.0000 Uani . . . . . .
C2 C 0.1854(2) 0.7164(2) 0.0428(3) 0.0433 1.0000 Uani . . . . . .
C3 C 0.1318(2) 0.7741(2) 0.0926(4) 0.0577 1.0000 Uani . . . . . .
C4 C 0.0777(2) 0.7368(3) 0.1709(4) 0.0528 1.0000 Uani . . . . . .
C5 C 0.2477(2) 0.7511(3) -0.0393(5) 0.0646 1.0000 Uani . . . . . .
C6 C 0.0189(3) 0.7965(3) 0.2308(6) 0.0830 1.0000 Uani . . . . . .
C7 C 0.34290(17) 0.3905(2) 0.1966(3) 0.0362 1.0000 Uani . . . . . .
C8 C 0.29052(18) 0.2838(2) 0.0248(3) 0.0395 1.0000 Uani . . . . . .
C9 C 0.3443(2) 0.2195(2) 0.0876(4) 0.0513 1.0000 Uani . . . . . .
C10 C 0.3966(2) 0.2468(3) 0.2038(4) 0.0550 1.0000 Uani . . . . . .
C11 C 0.2300(2) 0.2598(2) -0.0986(4) 0.0502 1.0000 Uani . . . . . .
C12 C 0.4581(3) 0.1823(3) 0.2765(6) 0.0909 1.0000 Uani . . . . . .
C13 C 0.39505(19) 0.5668(3) -0.0520(3) 0.0477 1.0000 Uani . . . . . .
C14 C 0.4475(2) 0.5854(3) -0.1444(4) 0.0566 1.0000 Uani . . . . . .
C15 C 0.4266(2) 0.5731(3) -0.2908(4) 0.0520 1.0000 Uani . . . . . .
C16 C 0.35297(19) 0.5426(2) -0.3400(3) 0.0436 1.0000 Uani . . . . . .
C17 C 0.30191(16) 0.52461(19) -0.2409(3) 0.0308 1.0000 Uani . . . . . .
C18 C 0.22166(15) 0.49288(19) -0.2829(3) 0.0294 1.0000 Uani . . . . . .
C19 C 0.19049(18) 0.4776(2) -0.4271(3) 0.0370 1.0000 Uani . . . . . .
C20 C 0.1147(2) 0.4510(3) -0.4570(3) 0.0478 1.0000 Uani . . . . . .
C21 C 0.07108(19) 0.4396(3) -0.3455(3) 0.0464 1.0000 Uani . . . . . .
C22 C 0.10532(17) 0.4545(2) -0.2055(3) 0.0393 1.0000 Uani . . . . . .
H31 H 0.1321 0.8365 0.0737 0.0666 1.0000 Uiso R . . . . .
H51 H 0.2382 0.8133 -0.0688 0.0931 1.0000 Uiso R . . . . .
H52 H 0.2959 0.7479 0.0217 0.0933 1.0000 Uiso R . . . . .
H53 H 0.2506 0.7144 -0.1228 0.0929 1.0000 Uiso R . . . . .
H61 H 0.0216 0.7862 0.3311 0.1202 1.0000 Uiso R . . . . .
H62 H 0.0288 0.8594 0.2131 0.1200 1.0000 Uiso R . . . . .
H63 H -0.0311 0.7801 0.1845 0.1201 1.0000 Uiso R . . . . .
H91 H 0.3443 0.1601 0.0528 0.0590 1.0000 Uiso R . . . . .
H111 H 0.2321 0.1961 -0.1214 0.0722 1.0000 Uiso R . . . . .
H112 H 0.2373 0.2957 -0.1828 0.0721 1.0000 Uiso R . . . . .
H113 H 0.1798 0.2722 -0.0726 0.0715 1.0000 Uiso R . . . . .
H121 H 0.4981 0.2167 0.3330 0.1309 1.0000 Uiso R . . . . .
H122 H 0.4792 0.1488 0.2040 0.1311 1.0000 Uiso R . . . . .
H123 H 0.4363 0.1405 0.3382 0.1311 1.0000 Uiso R . . . . .
H131 H 0.4090 0.5759 0.0464 0.0539 1.0000 Uiso R . . . . .
H141 H 0.4968 0.6065 -0.1084 0.0651 1.0000 Uiso R . . . . .
H151 H 0.4613 0.5855 -0.3549 0.0603 1.0000 Uiso R . . . . .
H161 H 0.3371 0.5340 -0.4355 0.0502 1.0000 Uiso R . . . . .
H191 H 0.2200 0.4864 -0.4998 0.0420 1.0000 Uiso R . . . . .
H201 H 0.0929 0.4404 -0.5528 0.0555 1.0000 Uiso R . . . . .
H211 H 0.0192 0.4215 -0.3615 0.0529 1.0000 Uiso R . . . . .
H221 H 0.0766 0.4468 -0.1321 0.0447 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.15983(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.4344(8) yes
Ni1 . S2 . 2.4742(8) yes
Ni1 . N1 . 2.100(2) yes
Ni1 . N3 . 2.101(2) yes
Ni1 . N5 . 2.117(2) yes
Ni1 . N6 . 2.097(2) yes
S1 . C1 . 1.724(3) yes
S2 . C7 . 1.724(3) yes
N1 . C1 . 1.361(4) yes
N1 . C2 . 1.338(4) yes
N2 . C1 . 1.339(4) yes
N2 . C4 . 1.328(5) yes
N3 . C7 . 1.361(4) yes
N3 . C8 . 1.335(4) yes
N4 . C7 . 1.339(4) yes
N4 . C10 . 1.334(5) yes
N5 . C13 . 1.341(4) yes
N5 . C17 . 1.345(3) yes
N6 . C18 . 1.348(3) yes
N6 . C22 . 1.341(4) yes
C2 . C3 . 1.380(5) yes
C2 . C5 . 1.497(5) yes
C3 . C4 . 1.378(5) yes
C3 . H31 . 0.919 no
C4 . C6 . 1.504(5) yes
C5 . H51 . 0.948 no
C5 . H52 . 0.950 no
C5 . H53 . 0.946 no
C6 . H61 . 0.940 no
C6 . H62 . 0.944 no
C6 . H63 . 0.950 no
C8 . C9 . 1.391(5) yes
C8 . C11 . 1.491(4) yes
C9 . C10 . 1.374(5) yes
C9 . H91 . 0.917 no
C10 . C12 . 1.509(5) yes
C11 . H111 . 0.946 no
C11 . H112 . 0.962 no
C11 . H113 . 0.958 no
C12 . H121 . 0.953 no
C12 . H122 . 0.945 no
C12 . H123 . 0.948 no
C13 . C14 . 1.365(4) yes
C13 . H131 . 0.924 no
C14 . C15 . 1.372(5) yes
C14 . H141 . 0.932 no
C15 . C16 . 1.376(5) yes
C15 . H151 . 0.924 no
C16 . C17 . 1.390(4) yes
C16 . H161 . 0.902 no
C17 . C18 . 1.475(4) yes
C18 . C19 . 1.394(4) yes
C19 . C20 . 1.370(4) yes
C19 . H191 . 0.912 no
C20 . C21 . 1.376(5) yes
C20 . H201 . 0.933 no
C21 . C22 . 1.373(4) yes
C21 . H211 . 0.935 no
C22 . H221 . 0.907 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 94.57(3) yes
S1 . Ni1 . N1 . 69.13(7) yes
S2 . Ni1 . N1 . 98.27(7) yes
S1 . Ni1 . N3 . 97.46(7) yes
S2 . Ni1 . N3 . 68.36(7) yes
N1 . Ni1 . N3 . 160.85(9) yes
S1 . Ni1 . N5 . 170.35(7) yes
S2 . Ni1 . N5 . 92.93(7) yes
N1 . Ni1 . N5 . 103.77(10) yes
N3 . Ni1 . N5 . 90.95(10) yes
S1 . Ni1 . N6 . 95.98(7) yes
S2 . Ni1 . N6 . 166.43(7) yes
N1 . Ni1 . N6 . 93.45(9) yes
N3 . Ni1 . N6 . 101.75(9) yes
N5 . Ni1 . N6 . 77.58(9) yes
Ni1 . S1 . C1 . 78.13(10) yes
Ni1 . S2 . C7 . 77.65(10) yes
Ni1 . N1 . C1 . 99.19(18) yes
Ni1 . N1 . C2 . 143.0(2) yes
C1 . N1 . C2 . 117.8(3) yes
C1 . N2 . C4 . 117.0(3) yes
Ni1 . N3 . C7 . 100.10(19) yes
Ni1 . N3 . C8 . 141.4(2) yes
C7 . N3 . C8 . 118.4(3) yes
C7 . N4 . C10 . 116.7(3) yes
Ni1 . N5 . C13 . 126.1(2) yes
Ni1 . N5 . C17 . 115.36(19) yes
C13 . N5 . C17 . 118.5(2) yes
Ni1 . N6 . C18 . 115.50(18) yes
Ni1 . N6 . C22 . 125.89(19) yes
C18 . N6 . C22 . 118.5(2) yes
S1 . C1 . N1 . 113.5(2) yes
S1 . C1 . N2 . 121.9(2) yes
N1 . C1 . N2 . 124.6(3) yes
N1 . C2 . C3 . 119.9(3) yes
N1 . C2 . C5 . 117.3(3) yes
C3 . C2 . C5 . 122.8(3) yes
C2 . C3 . C4 . 119.0(3) yes
C2 . C3 . H31 . 120.5 no
C4 . C3 . H31 . 120.5 no
C3 . C4 . N2 . 121.7(3) yes
C3 . C4 . C6 . 121.4(4) yes
N2 . C4 . C6 . 116.9(4) yes
C2 . C5 . H51 . 110.8 no
C2 . C5 . H52 . 108.9 no
H51 . C5 . H52 . 108.8 no
C2 . C5 . H53 . 110.9 no
H51 . C5 . H53 . 108.6 no
H52 . C5 . H53 . 108.7 no
C4 . C6 . H61 . 109.5 no
C4 . C6 . H62 . 109.8 no
H61 . C6 . H62 . 109.8 no
C4 . C6 . H63 . 108.7 no
H61 . C6 . H63 . 109.1 no
H62 . C6 . H63 . 109.9 no
S2 . C7 . N3 . 113.6(2) yes
S2 . C7 . N4 . 122.1(2) yes
N3 . C7 . N4 . 124.3(3) yes
N3 . C8 . C9 . 119.6(3) yes
N3 . C8 . C11 . 118.0(3) yes
C9 . C8 . C11 . 122.3(3) yes
C8 . C9 . C10 . 118.5(3) yes
C8 . C9 . H91 . 120.5 no
C10 . C9 . H91 . 121.0 no
C9 . C10 . N4 . 122.3(3) yes
C9 . C10 . C12 . 122.1(4) yes
N4 . C10 . C12 . 115.6(4) yes
C8 . C11 . H111 . 110.8 no
C8 . C11 . H112 . 110.1 no
H111 . C11 . H112 . 109.2 no
C8 . C11 . H113 . 109.8 no
H111 . C11 . H113 . 107.6 no
H112 . C11 . H113 . 109.4 no
C10 . C12 . H121 . 110.4 no
C10 . C12 . H122 . 108.6 no
H121 . C12 . H122 . 109.4 no
C10 . C12 . H123 . 110.2 no
H121 . C12 . H123 . 108.8 no
H122 . C12 . H123 . 109.4 no
N5 . C13 . C14 . 122.9(3) yes
N5 . C13 . H131 . 118.0 no
C14 . C13 . H131 . 119.1 no
C13 . C14 . C15 . 119.2(3) yes
C13 . C14 . H141 . 120.3 no
C15 . C14 . H141 . 120.5 no
C14 . C15 . C16 . 118.8(3) yes
C14 . C15 . H151 . 120.4 no
C16 . C15 . H151 . 120.8 no
C15 . C16 . C17 . 119.5(3) yes
C15 . C16 . H161 . 121.3 no
C17 . C16 . H161 . 119.2 no
C16 . C17 . N5 . 121.1(3) yes
C16 . C17 . C18 . 123.6(2) yes
N5 . C17 . C18 . 115.3(2) yes
C17 . C18 . N6 . 116.0(2) yes
C17 . C18 . C19 . 122.4(2) yes
N6 . C18 . C19 . 121.6(3) yes
C18 . C19 . C20 . 118.6(3) yes
C18 . C19 . H191 . 120.4 no
C20 . C19 . H191 . 121.0 no
C19 . C20 . C21 . 119.9(3) yes
C19 . C20 . H201 . 119.8 no
C21 . C20 . H201 . 120.3 no
C20 . C21 . C22 . 118.8(3) yes
C20 . C21 . H211 . 122.4 no
C22 . C21 . H211 . 118.8 no
C21 . C22 . N6 . 122.5(3) yes
C21 . C22 . H221 . 118.7 no
N6 . C22 . H221 . 118.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C21 . H211 . N2 2_565 134 0.93 2.59 3.301(5) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2218197'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   17.394(5)
_cell_length_b                   8.392(2)
_cell_length_c                   18.918(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.794(9)
_cell_angle_gamma                90
_cell_volume                     2545.9(12)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 N4 Ni2 O4 P2 S2 
# Dc =      1.63 Fooo =   1272.00 Mu =     18.03 M =    623.90
# Found Formula = C26 H26 N6 Ni1 S2 
# Dc =      1.42 FOOO =   1136.00 Mu =      9.53 M =    545.37

_chemical_formula_sum            'C26 H26 N6 Ni1 S2'
_chemical_formula_moiety         'C26 H26 N6 Ni1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         545.37


_cell_measurement_reflns_used    98
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_max          0.210

_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    0.953

# Sheldrick geometric approximatio 0.87 0.88 
# No experimental values of Tmin/max available 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.88
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            25934
_reflns_number_total             4863
_diffrn_reflns_av_R_equivalents  0.052
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4863 
# Theoretical number of reflections is about 9748 


_diffrn_reflns_theta_min         1.270
_diffrn_reflns_theta_max         25.755
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.755
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -21
_reflns_limit_h_max              19
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.36
_refine_diff_density_max         0.50


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3166
_refine_ls_number_restraints     0
_refine_ls_number_parameters     316
_oxford_refine_ls_R_factor_ref   0.0402
_refine_ls_wR_factor_ref         0.0664
_refine_ls_goodness_of_fit_ref   1.0001
_refine_ls_shift/su_max          0.0004112
_refine_ls_shift/su_mean         0.0000301


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4842
_refine_ls_R_factor_all          0.0866
_refine_ls_wR_factor_all         0.0913

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3166
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_gt          0.0664

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed

# WARNING. The IUCr will not accept pure Unit Weights for F-squared refinements 
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.71851(3) 0.24966(7) 0.49332(3) 0.0307 1.0000 Uani . . . . . .
S2 S 0.79410(7) 0.07181(11) 0.59809(6) 0.0359 1.0000 Uani . . . . . .
C3 C 0.83535(19) 0.2517(5) 0.63731(18) 0.0294 1.0000 Uani . . . . . .
N4 N 0.8060(2) 0.3792(3) 0.58821(17) 0.0307 1.0000 Uani . . . . . .
C5 C 0.8415(2) 0.5216(5) 0.6112(2) 0.0378 1.0000 Uani . . . . . .
C6 C 0.8982(2) 0.5425(5) 0.6857(2) 0.0381 1.0000 Uani . . . . . .
C7 C 0.9204(2) 0.4120(5) 0.7360(2) 0.0373 1.0000 Uani . . . . . .
N8 N 0.89037(17) 0.2644(4) 0.71152(15) 0.0344 1.0000 Uani . . . . . .
C9 C 0.9753(3) 0.4321(5) 0.8212(2) 0.0492 1.0000 Uani . . . . . .
C10 C 0.8161(3) 0.6560(4) 0.5508(3) 0.0534 1.0000 Uani . . . . . .
S11 S 0.65591(6) 0.45183(13) 0.39506(6) 0.0385 1.0000 Uani . . . . . .
C12 C 0.7521(2) 0.4357(5) 0.3891(2) 0.0333 1.0000 Uani . . . . . .
N13 N 0.80220(18) 0.3233(3) 0.43809(16) 0.0301 1.0000 Uani . . . . . .
C14 C 0.8837(2) 0.3195(5) 0.4466(2) 0.0370 1.0000 Uani . . . . . .
C15 C 0.9095(2) 0.4193(5) 0.4038(2) 0.0416 1.0000 Uani . . . . . .
C16 C 0.8534(2) 0.5188(5) 0.3517(2) 0.0379 1.0000 Uani . . . . . .
N17 N 0.77378(19) 0.5291(4) 0.34337(17) 0.0362 1.0000 Uani . . . . . .
C18 C 0.8759(3) 0.6228(5) 0.3000(2) 0.0490 1.0000 Uani . . . . . .
C19 C 0.9415(2) 0.2084(5) 0.5040(2) 0.0495 1.0000 Uani . . . . . .
N20 N 0.6495(2) 0.0730(4) 0.41117(18) 0.0387 1.0000 Uani . . . . . .
C21 C 0.5679(2) 0.0880(5) 0.3985(2) 0.0446 1.0000 Uani . . . . . .
C22 C 0.5440(2) 0.1760(5) 0.4510(3) 0.0475 1.0000 Uani . . . . . .
N23 N 0.60540(18) 0.2480(4) 0.51433(18) 0.0410 1.0000 Uani . . . . . .
C24 C 0.5848(3) 0.3208(5) 0.5687(3) 0.0512 1.0000 Uani . . . . . .
C25 C 0.6519(3) 0.3890(6) 0.6399(3) 0.0668 1.0000 Uani . . . . . .
C26 C 0.5003(3) 0.3298(6) 0.5623(3) 0.0681 1.0000 Uani . . . . . .
C27 C 0.4410(3) 0.2659(7) 0.5005(4) 0.0737 1.0000 Uani . . . . . .
C28 C 0.4562(3) 0.1857(6) 0.4398(3) 0.0639 1.0000 Uani . . . . . .
C29 C 0.3991(3) 0.1023(7) 0.3696(4) 0.0779 1.0000 Uani . . . . . .
C30 C 0.4226(3) 0.0259(7) 0.3218(4) 0.0794 1.0000 Uani . . . . . .
C31 C 0.5064(3) 0.0087(6) 0.3347(3) 0.0622 1.0000 Uani . . . . . .
C32 C 0.5326(4) -0.0863(7) 0.2915(3) 0.0698 1.0000 Uani . . . . . .
C33 C 0.6146(3) -0.1052(6) 0.3099(2) 0.0615 1.0000 Uani . . . . . .
C34 C 0.6744(3) -0.0232(5) 0.3706(2) 0.0456 1.0000 Uani . . . . . .
C35 C 0.7646(3) -0.0464(5) 0.3902(2) 0.0520 1.0000 Uani . . . . . .
H61 H 0.9210 0.6432 0.7018 0.0456 1.0000 Uiso R . . . . .
H91 H 0.9780 0.3336 0.8481 0.0728 1.0000 Uiso R . . . . .
H92 H 1.0296 0.4621 0.8261 0.0728 1.0000 Uiso R . . . . .
H93 H 0.9525 0.5134 0.8426 0.0730 1.0000 Uiso R . . . . .
H101 H 0.8278 0.7571 0.5762 0.0799 1.0000 Uiso R . . . . .
H102 H 0.8473 0.6476 0.5193 0.0799 1.0000 Uiso R . . . . .
H103 H 0.7578 0.6498 0.5196 0.0800 1.0000 Uiso R . . . . .
H151 H 0.9647 0.4197 0.4096 0.0496 1.0000 Uiso R . . . . .
H181 H 0.8514 0.7247 0.2977 0.0732 1.0000 Uiso R . . . . .
H182 H 0.9350 0.6349 0.3187 0.0729 1.0000 Uiso R . . . . .
H183 H 0.8560 0.5785 0.2500 0.0734 1.0000 Uiso R . . . . .
H191 H 0.9979 0.2378 0.5151 0.0738 1.0000 Uiso R . . . . .
H192 H 0.9315 0.2094 0.5500 0.0738 1.0000 Uiso R . . . . .
H193 H 0.9335 0.1032 0.4836 0.0738 1.0000 Uiso R . . . . .
H251 H 0.6268 0.4435 0.6701 0.1000 1.0000 Uiso R . . . . .
H252 H 0.6866 0.3045 0.6702 0.1000 1.0000 Uiso R . . . . .
H253 H 0.6854 0.4624 0.6257 0.0997 1.0000 Uiso R . . . . .
H261 H 0.4879 0.3778 0.6010 0.0816 1.0000 Uiso R . . . . .
H271 H 0.3861 0.2755 0.4957 0.0878 1.0000 Uiso R . . . . .
H291 H 0.3427 0.1073 0.3598 0.0928 1.0000 Uiso R . . . . .
H301 H 0.3823 -0.0196 0.2783 0.0951 1.0000 Uiso R . . . . .
H321 H 0.4945 -0.1388 0.2494 0.0838 1.0000 Uiso R . . . . .
H331 H 0.6327 -0.1743 0.2815 0.0738 1.0000 Uiso R . . . . .
H351 H 0.7965 -0.0262 0.4437 0.0777 1.0000 Uiso R . . . . .
H352 H 0.7748 -0.1538 0.3782 0.0780 1.0000 Uiso R . . . . .
H353 H 0.7822 0.0253 0.3602 0.0781 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.10372(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S2 . 2.4220(12) yes
Ni1 . N4 . 2.146(3) yes
Ni1 . S11 . 2.4394(12) yes
Ni1 . N13 . 2.184(3) yes
Ni1 . N20 . 2.147(3) yes
Ni1 . N23 . 2.153(3) yes
S2 . C3 . 1.712(4) yes
C3 . N4 . 1.379(5) yes
C3 . N8 . 1.363(4) yes
N4 . C5 . 1.338(5) yes
C5 . C6 . 1.384(5) yes
C5 . C10 . 1.542(5) yes
C6 . C7 . 1.403(5) yes
C6 . H61 . 0.933 no
C7 . N8 . 1.355(5) yes
C7 . C9 . 1.531(5) yes
C9 . H91 . 0.961 no
C9 . H92 . 0.948 no
C9 . H93 . 0.953 no
C10 . H101 . 0.957 no
C10 . H102 . 0.952 no
C10 . H103 . 0.957 no
S11 . C12 . 1.725(4) yes
C12 . N13 . 1.372(4) yes
C12 . N17 . 1.326(5) yes
N13 . C14 . 1.364(5) yes
C14 . C15 . 1.356(5) yes
C14 . C19 . 1.489(5) yes
C15 . C16 . 1.370(5) yes
C15 . H151 . 0.924 no
C16 . N17 . 1.335(5) yes
C16 . C18 . 1.472(5) yes
C18 . H181 . 0.949 no
C18 . H182 . 0.955 no
C18 . H183 . 0.948 no
C19 . H191 . 0.953 no
C19 . H192 . 0.951 no
C19 . H193 . 0.952 no
N20 . C21 . 1.352(5) yes
N20 . C34 . 1.297(5) yes
C21 . C22 . 1.422(6) yes
C21 . C31 . 1.430(6) yes
C22 . N23 . 1.396(5) yes
C22 . C28 . 1.460(6) yes
N23 . C24 . 1.359(5) yes
C24 . C25 . 1.511(6) yes
C24 . C26 . 1.429(6) yes
C25 . H251 . 0.959 no
C25 . H252 . 0.963 no
C25 . H253 . 0.955 no
C26 . C27 . 1.335(7) yes
C26 . H261 . 0.932 no
C27 . C28 . 1.442(8) yes
C27 . H271 . 0.927 no
C28 . C29 . 1.489(8) yes
C29 . C30 . 1.298(8) yes
C29 . H291 . 0.926 no
C30 . C31 . 1.388(7) yes
C30 . H301 . 0.931 no
C31 . C32 . 1.342(7) yes
C32 . C33 . 1.340(7) yes
C32 . H321 . 0.926 no
C33 . C34 . 1.396(6) yes
C33 . H331 . 0.926 no
C34 . C35 . 1.479(6) yes
C35 . H351 . 0.963 no
C35 . H352 . 0.963 no
C35 . H353 . 0.956 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S2 . Ni1 . N4 . 69.11(8) yes
S2 . Ni1 . S11 . 173.08(4) yes
N4 . Ni1 . S11 . 104.34(8) yes
S2 . Ni1 . N13 . 108.34(8) yes
N4 . Ni1 . N13 . 82.46(11) yes
S11 . Ni1 . N13 . 67.81(8) yes
S2 . Ni1 . N20 . 98.09(9) yes
N4 . Ni1 . N20 . 166.41(12) yes
S11 . Ni1 . N20 . 88.25(9) yes
N13 . Ni1 . N20 . 97.94(12) yes
S2 . Ni1 . N23 . 95.17(9) yes
N4 . Ni1 . N23 . 104.56(13) yes
S11 . Ni1 . N23 . 88.58(9) yes
N13 . Ni1 . N23 . 156.38(11) yes
N20 . Ni1 . N23 . 80.49(14) yes
Ni1 . S2 . C3 . 79.33(12) yes
S2 . C3 . N4 . 114.1(2) yes
S2 . C3 . N8 . 121.6(3) yes
N4 . C3 . N8 . 124.2(3) yes
C3 . N4 . Ni1 . 97.4(2) yes
C3 . N4 . C5 . 118.1(3) yes
Ni1 . N4 . C5 . 144.4(3) yes
N4 . C5 . C6 . 120.1(4) yes
N4 . C5 . C10 . 116.7(3) yes
C6 . C5 . C10 . 123.3(3) yes
C5 . C6 . C7 . 119.5(3) yes
C5 . C6 . H61 . 119.5 no
C7 . C6 . H61 . 121.0 no
C6 . C7 . N8 . 120.9(3) yes
C6 . C7 . C9 . 121.6(3) yes
N8 . C7 . C9 . 117.5(3) yes
C3 . N8 . C7 . 116.6(3) yes
C7 . C9 . H91 . 110.2 no
C7 . C9 . H92 . 108.8 no
H91 . C9 . H92 . 109.5 no
C7 . C9 . H93 . 109.4 no
H91 . C9 . H93 . 109.6 no
H92 . C9 . H93 . 109.3 no
C5 . C10 . H101 . 109.4 no
C5 . C10 . H102 . 109.9 no
H101 . C10 . H102 . 108.5 no
C5 . C10 . H103 . 110.4 no
H101 . C10 . H103 . 109.1 no
H102 . C10 . H103 . 109.5 no
Ni1 . S11 . C12 . 80.62(13) yes
S11 . C12 . N13 . 112.9(3) yes
S11 . C12 . N17 . 121.6(3) yes
N13 . C12 . N17 . 125.5(3) yes
C12 . N13 . Ni1 . 98.7(2) yes
C12 . N13 . C14 . 117.1(3) yes
Ni1 . N13 . C14 . 142.4(3) yes
N13 . C14 . C15 . 119.0(4) yes
N13 . C14 . C19 . 118.6(3) yes
C15 . C14 . C19 . 122.4(4) yes
C14 . C15 . C16 . 119.8(4) yes
C14 . C15 . H151 . 120.1 no
C16 . C15 . H151 . 120.1 no
C15 . C16 . N17 . 122.8(4) yes
C15 . C16 . C18 . 122.8(4) yes
N17 . C16 . C18 . 114.4(4) yes
C16 . N17 . C12 . 115.4(3) yes
C16 . C18 . H181 . 109.5 no
C16 . C18 . H182 . 110.0 no
H181 . C18 . H182 . 108.7 no
C16 . C18 . H183 . 110.1 no
H181 . C18 . H183 . 109.0 no
H182 . C18 . H183 . 109.6 no
C14 . C19 . H191 . 110.2 no
C14 . C19 . H192 . 110.6 no
H191 . C19 . H192 . 109.5 no
C14 . C19 . H193 . 109.5 no
H191 . C19 . H193 . 107.8 no
H192 . C19 . H193 . 109.3 no
Ni1 . N20 . C21 . 108.5(3) yes
Ni1 . N20 . C34 . 129.6(3) yes
C21 . N20 . C34 . 121.4(4) yes
N20 . C21 . C22 . 119.7(4) yes
N20 . C21 . C31 . 119.8(4) yes
C22 . C21 . C31 . 120.4(4) yes
C21 . C22 . N23 . 119.4(4) yes
C21 . C22 . C28 . 119.9(4) yes
N23 . C22 . C28 . 120.6(4) yes
C22 . N23 . Ni1 . 107.1(3) yes
C22 . N23 . C24 . 120.4(3) yes
Ni1 . N23 . C24 . 131.7(3) yes
N23 . C24 . C25 . 120.3(4) yes
N23 . C24 . C26 . 121.6(5) yes
C25 . C24 . C26 . 118.0(4) yes
C24 . C25 . H251 . 109.8 no
C24 . C25 . H252 . 110.0 no
H251 . C25 . H252 . 108.8 no
C24 . C25 . H253 . 109.8 no
H251 . C25 . H253 . 109.0 no
H252 . C25 . H253 . 109.4 no
C24 . C26 . C27 . 118.2(5) yes
C24 . C26 . H261 . 120.0 no
C27 . C26 . H261 . 121.8 no
C26 . C27 . C28 . 124.6(5) yes
C26 . C27 . H271 . 117.9 no
C28 . C27 . H271 . 117.6 no
C22 . C28 . C27 . 114.5(5) yes
C22 . C28 . C29 . 113.8(5) yes
C27 . C28 . C29 . 131.6(5) yes
C28 . C29 . C30 . 124.9(5) yes
C28 . C29 . H291 . 116.6 no
C30 . C29 . H291 . 118.6 no
C29 . C30 . C31 . 121.4(6) yes
C29 . C30 . H301 . 119.1 no
C31 . C30 . H301 . 119.5 no
C21 . C31 . C30 . 119.5(6) yes
C21 . C31 . C32 . 118.1(5) yes
C30 . C31 . C32 . 122.4(5) yes
C31 . C32 . C33 . 119.4(5) yes
C31 . C32 . H321 . 120.5 no
C33 . C32 . H321 . 120.1 no
C32 . C33 . C34 . 122.3(5) yes
C32 . C33 . H331 . 119.3 no
C34 . C33 . H331 . 118.3 no
C33 . C34 . N20 . 118.7(4) yes
C33 . C34 . C35 . 121.4(4) yes
N20 . C34 . C35 . 119.9(4) yes
C34 . C35 . H351 . 111.3 no
C34 . C35 . H352 . 109.8 no
H351 . C35 . H352 . 109.2 no
C34 . C35 . H353 . 108.8 no
H351 . C35 . H353 . 109.0 no
H352 . C35 . H353 . 108.6 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C25 . H253 . N4 . 124 0.95 2.56 3.190(7) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2218198'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   7.6206(4)
_cell_length_b                   31.1326(15)
_cell_length_c                   11.3631(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.4229(18)
_cell_angle_gamma                90
_cell_volume                     2542.5(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 F2 N4 Ni2 O4 S2 
# Dc =      1.57 Fooo =   1224.00 Mu =     16.93 M =    599.95
# Found Formula = C24 H16 F6 N6 Ni1 S2 
# Dc =      1.63 FOOO =   1264.00 Mu =      9.98 M =    625.26

_chemical_formula_sum            'C24 H16 F6 N6 Ni1 S2'
_chemical_formula_moiety         'C24 H16 F6 N6 Ni1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         625.26


_cell_measurement_reflns_used    169
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.120
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_max          0.190

_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    0.998

# Sheldrick geometric approximatio 0.84 0.89 
# No experimental values of Tmin/max available 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  0.89
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            17334
_reflns_number_total             4834
_diffrn_reflns_av_R_equivalents  0.025
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4834 
# Theoretical number of reflections is about 9684 


_diffrn_reflns_theta_min         1.308
_diffrn_reflns_theta_max         25.707
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        25.707
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_reflns_limit_h_min              -9
_reflns_limit_h_max              8
_reflns_limit_k_min              0
_reflns_limit_k_max              37
_reflns_limit_l_min              0
_reflns_limit_l_max              13

_oxford_diffrn_Wilson_B_factor   2.22
_oxford_diffrn_Wilson_scale      105.61

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.84
_refine_diff_density_max         1.33


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         4098
_refine_ls_number_restraints     0
_refine_ls_number_parameters     346
_oxford_refine_ls_R_factor_ref   0.0660
_refine_ls_wR_factor_ref         0.1228
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0010248
_refine_ls_shift/su_mean         0.0000260


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4813
_refine_ls_R_factor_all          0.0769
_refine_ls_wR_factor_all         0.1261

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4098
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_gt          0.1228

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.16 3.86 1.13 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.83326(8) 0.606764(18) 0.17126(5) 0.0243 1.0000 Uani . . . . . .
S1 S 0.96293(16) 0.65831(4) 0.05911(12) 0.0331 1.0000 Uani . . . . . .
S2 S 0.64876(17) 0.57863(4) 0.30049(11) 0.0304 1.0000 Uani . . . . . .
N1 N 0.6304(5) 0.64847(12) 0.0652(3) 0.0269 1.0000 Uani . . . . . .
N2 N 0.6603(6) 0.70601(13) -0.0649(4) 0.0322 1.0000 Uani . . . . . .
N3 N 0.8448(5) 0.64733(12) 0.3202(3) 0.0268 1.0000 Uani . . . . . .
N4 N 0.7345(6) 0.63572(13) 0.4891(4) 0.0319 1.0000 Uani . . . . . .
N5 N 1.0517(5) 0.56709(12) 0.2763(3) 0.0288 1.0000 Uani . . . . . .
N6 N 0.7891(5) 0.55136(12) 0.0537(3) 0.0286 1.0000 Uani . . . . . .
C1 C 0.7330(6) 0.67346(14) 0.0140(4) 0.0251 1.0000 Uani . . . . . .
C2 C 0.4801(7) 0.71306(16) -0.0886(5) 0.0373 1.0000 Uani . . . . . .
C3 C 0.3678(7) 0.69077(17) -0.0363(5) 0.0405 1.0000 Uani . . . . . .
C4 C 0.4535(7) 0.65810(17) 0.0429(5) 0.0356 1.0000 Uani . . . . . .
C5 C 0.3991(8) 0.7487(2) -0.1815(7) 0.0582 1.0000 Uani . . . . . .
C6 C 0.7495(6) 0.62399(14) 0.3799(4) 0.0247 1.0000 Uani . . . . . .
C7 C 0.8067(7) 0.67396(15) 0.5336(5) 0.0333 1.0000 Uani . . . . . .
C8 C 0.8924(7) 0.70092(15) 0.4742(5) 0.0347 1.0000 Uani . . . . . .
C9 C 0.9114(7) 0.68569(15) 0.3664(5) 0.0329 1.0000 Uani . . . . . .
C10 C 0.7849(10) 0.68567(19) 0.6562(6) 0.0523 1.0000 Uani . . . . . .
C11 C 1.1912(7) 0.57580(19) 0.3814(5) 0.0390 1.0000 Uani . . . . . .
C12 C 1.2782(9) 0.5419(2) 0.4634(6) 0.0580 1.0000 Uani . . . . . .
C13 C 1.2279(9) 0.5008(2) 0.4360(6) 0.0595 1.0000 Uani . . . . . .
C14 C 1.0913(8) 0.49068(18) 0.3217(5) 0.0446 1.0000 Uani . . . . . .
C15 C 1.0441(10) 0.44764(19) 0.2787(7) 0.0561 1.0000 Uani . . . . . .
C16 C 0.9257(10) 0.44009(19) 0.1640(7) 0.0568 1.0000 Uani . . . . . .
C17 C 0.8376(8) 0.47426(16) 0.0835(6) 0.0420 1.0000 Uani . . . . . .
C18 C 0.7177(9) 0.46804(18) -0.0396(6) 0.0508 1.0000 Uani . . . . . .
C19 C 0.6431(8) 0.50218(19) -0.1113(6) 0.0467 1.0000 Uani . . . . . .
C20 C 0.6785(7) 0.54423(16) -0.0634(4) 0.0341 1.0000 Uani . . . . . .
C21 C 0.8719(7) 0.51675(15) 0.1248(4) 0.0307 1.0000 Uani . . . . . .
C22 C 1.0064(6) 0.52520(15) 0.2447(4) 0.0304 1.0000 Uani . . . . . .
C23 C 1.2582(7) 0.6204(2) 0.4095(6) 0.0518 1.0000 Uani . . . . . .
C24 C 0.5942(8) 0.58133(19) -0.1460(5) 0.0473 1.0000 Uani . . . . . .
F1 F 0.5086(13) 0.7765(3) -0.1971(9) 0.073(2) 0.5000 Uiso . . . . 1 .
F2 F 0.3006(13) 0.7302(3) -0.2955(9) 0.081(2) 0.5000 Uiso . . . . 1 .
F3 F 0.2672(17) 0.7688(4) -0.1584(11) 0.103(3) 0.5000 Uiso . . . . 1 .
F4 F 0.9451(13) 0.6668(3) 0.7498(8) 0.064(2) 0.5000 Uiso . . . . 1 .
F5 F 0.6536(12) 0.6667(3) 0.6819(8) 0.063(2) 0.5000 Uiso . . . . 1 .
F6 F 0.7833(12) 0.7280(3) 0.6735(8) 0.055(2) 0.5000 Uiso . . . . 1 .
F11 F 0.5064(11) 0.7622(3) -0.2441(8) 0.061(2) 0.5000 Uiso . . . . 2 .
F21 F 0.2244(13) 0.7457(3) -0.2381(9) 0.077(2) 0.5000 Uiso . . . . 2 .
F31 F 0.3941(15) 0.7859(3) -0.1096(10) 0.089(3) 0.5000 Uiso . . . . 2 .
F41 F 0.8529(15) 0.6603(3) 0.7440(9) 0.080(3) 0.5000 Uiso . . . . 2 .
F51 F 0.5968(12) 0.6849(3) 0.6459(8) 0.066(2) 0.5000 Uiso . . . . 2 .
F61 F 0.8599(12) 0.7229(3) 0.7001(7) 0.054(2) 0.5000 Uiso . . . . 2 .
H31 H 0.2428 0.6971 -0.0540 0.0492 1.0000 Uiso R . . . . .
H41 H 0.3850 0.6419 0.0819 0.0428 1.0000 Uiso R . . . . .
H81 H 0.9351 0.7278 0.5052 0.0419 1.0000 Uiso R . . . . .
H91 H 0.9731 0.7021 0.3241 0.0402 1.0000 Uiso R . . . . .
H121 H 1.3729 0.5484 0.5372 0.0700 1.0000 Uiso R . . . . .
H131 H 1.2837 0.4790 0.4923 0.0712 1.0000 Uiso R . . . . .
H151 H 1.0974 0.4250 0.3314 0.0670 1.0000 Uiso R . . . . .
H161 H 0.9011 0.4117 0.1356 0.0680 1.0000 Uiso R . . . . .
H181 H 0.6894 0.4403 -0.0713 0.0613 1.0000 Uiso R . . . . .
H191 H 0.5674 0.4983 -0.1936 0.0558 1.0000 Uiso R . . . . .
H231 H 1.3910 0.6210 0.4350 0.0780 1.0000 Uiso R . . . . .
H232 H 1.2100 0.6379 0.3362 0.0777 1.0000 Uiso R . . . . .
H233 H 1.2188 0.6319 0.4748 0.0779 1.0000 Uiso R . . . . .
H241 H 0.6813 0.6046 -0.1310 0.0709 1.0000 Uiso R . . . . .
H242 H 0.5620 0.5728 -0.2314 0.0712 1.0000 Uiso R . . . . .
H243 H 0.4849 0.5911 -0.1288 0.0710 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.11837(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.4522(13) yes
Ni1 . S2 . 2.5047(13) yes
Ni1 . N1 . 2.071(4) yes
Ni1 . N3 . 2.090(4) yes
Ni1 . N5 . 2.097(4) yes
Ni1 . N6 . 2.139(4) yes
S1 . C1 . 1.720(5) yes
S2 . C6 . 1.714(5) yes
N1 . C1 . 1.363(6) yes
N1 . C4 . 1.321(6) yes
N2 . C1 . 1.345(6) yes
N2 . C2 . 1.327(6) yes
N3 . C6 . 1.358(6) yes
N3 . C9 . 1.335(6) yes
N4 . C6 . 1.334(6) yes
N4 . C7 . 1.338(6) yes
N5 . C11 . 1.337(6) yes
N5 . C22 . 1.366(6) yes
N6 . C20 . 1.335(6) yes
N6 . C21 . 1.369(6) yes
C2 . C3 . 1.380(7) yes
C2 . C5 . 1.513(8) yes
C3 . C4 . 1.371(7) yes
C3 . H31 . 0.927 no
C4 . H41 . 0.936 no
C5 . F1 . 1.255(11) yes
C5 . F2 . 1.387(11) yes
C5 . F3 . 1.284(12) yes
C7 . C8 . 1.371(7) yes
C7 . C10 . 1.502(7) yes
C8 . C9 . 1.366(7) yes
C8 . H81 . 0.923 no
C9 . H91 . 0.930 no
C10 . F4 . 1.450(11) yes
C10 . F5 . 1.276(10) yes
C10 . F6 . 1.333(10) yes
C11 . C12 . 1.418(8) yes
C11 . C23 . 1.478(8) yes
C12 . C13 . 1.343(10) yes
C12 . H121 . 0.928 no
C13 . C14 . 1.404(9) yes
C13 . H131 . 0.932 no
C14 . C15 . 1.430(9) yes
C14 . C22 . 1.401(7) yes
C15 . C16 . 1.337(9) yes
C15 . H151 . 0.927 no
C16 . C17 . 1.418(8) yes
C16 . H161 . 0.938 no
C17 . C18 . 1.406(8) yes
C17 . C21 . 1.399(7) yes
C18 . C19 . 1.345(8) yes
C18 . H181 . 0.933 no
C19 . C20 . 1.409(7) yes
C19 . H191 . 0.929 no
C20 . C24 . 1.492(7) yes
C21 . C22 . 1.431(7) yes
C23 . H231 . 0.956 no
C23 . H232 . 0.960 no
C23 . H233 . 0.957 no
C24 . H241 . 0.958 no
C24 . H242 . 0.956 no
C24 . H243 . 0.966 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 159.28(5) yes
S1 . Ni1 . N1 . 68.84(10) yes
S2 . Ni1 . N1 . 96.01(10) yes
S1 . Ni1 . N3 . 96.30(11) yes
S2 . Ni1 . N3 . 67.49(10) yes
N1 . Ni1 . N3 . 85.12(15) yes
S1 . Ni1 . N5 . 107.47(11) yes
S2 . Ni1 . N5 . 87.40(11) yes
N1 . Ni1 . N5 . 176.25(15) yes
N3 . Ni1 . N5 . 94.78(15) yes
S1 . Ni1 . N6 . 102.11(11) yes
S2 . Ni1 . N6 . 94.70(11) yes
N1 . Ni1 . N6 . 102.12(15) yes
N3 . Ni1 . N6 . 161.57(14) yes
N5 . Ni1 . N6 . 79.09(15) yes
Ni1 . S1 . C1 . 77.74(15) yes
Ni1 . S2 . C6 . 77.31(15) yes
Ni1 . N1 . C1 . 100.6(3) yes
Ni1 . N1 . C4 . 140.4(3) yes
C1 . N1 . C4 . 118.9(4) yes
C1 . N2 . C2 . 115.4(4) yes
Ni1 . N3 . C6 . 101.3(3) yes
Ni1 . N3 . C9 . 140.1(3) yes
C6 . N3 . C9 . 118.6(4) yes
C6 . N4 . C7 . 116.3(4) yes
Ni1 . N5 . C11 . 129.3(3) yes
Ni1 . N5 . C22 . 109.2(3) yes
C11 . N5 . C22 . 119.0(4) yes
Ni1 . N6 . C20 . 132.3(3) yes
Ni1 . N6 . C21 . 108.7(3) yes
C20 . N6 . C21 . 118.1(4) yes
S1 . C1 . N1 . 112.9(3) yes
S1 . C1 . N2 . 124.0(3) yes
N1 . C1 . N2 . 123.2(4) yes
N2 . C2 . C3 . 125.3(5) yes
N2 . C2 . C5 . 114.6(5) yes
C3 . C2 . C5 . 120.1(5) yes
C2 . C3 . C4 . 115.3(5) yes
C2 . C3 . H31 . 122.5 no
C4 . C3 . H31 . 122.2 no
C3 . C4 . N1 . 121.8(5) yes
C3 . C4 . H41 . 119.4 no
N1 . C4 . H41 . 118.8 no
C2 . C5 . F1 . 117.9(6) yes
C2 . C5 . F2 . 108.5(6) yes
F1 . C5 . F2 . 109.4(8) yes
C2 . C5 . F3 . 112.4(8) yes
F1 . C5 . F3 . 107.1(8) yes
F2 . C5 . F3 . 100.1(8) yes
S2 . C6 . N3 . 113.5(3) yes
S2 . C6 . N4 . 123.6(3) yes
N3 . C6 . N4 . 122.9(4) yes
N4 . C7 . C8 . 124.2(5) yes
N4 . C7 . C10 . 114.0(4) yes
C8 . C7 . C10 . 121.7(5) yes
C7 . C8 . C9 . 116.0(4) yes
C7 . C8 . H81 . 122.2 no
C9 . C8 . H81 . 121.8 no
C8 . C9 . N3 . 121.6(4) yes
C8 . C9 . H91 . 119.7 no
N3 . C9 . H91 . 118.7 no
C7 . C10 . F4 . 104.8(6) yes
C7 . C10 . F5 . 115.9(6) yes
F4 . C10 . F5 . 100.2(7) yes
C7 . C10 . F6 . 112.7(6) yes
F4 . C10 . F6 . 109.8(7) yes
F5 . C10 . F6 . 112.2(7) yes
N5 . C11 . C12 . 119.7(5) yes
N5 . C11 . C23 . 119.9(5) yes
C12 . C11 . C23 . 120.3(5) yes
C11 . C12 . C13 . 121.5(6) yes
C11 . C12 . H121 . 119.1 no
C13 . C12 . H121 . 119.4 no
C12 . C13 . C14 . 119.7(5) yes
C12 . C13 . H131 . 120.3 no
C14 . C13 . H131 . 120.0 no
C13 . C14 . C15 . 123.4(5) yes
C13 . C14 . C22 . 116.9(5) yes
C15 . C14 . C22 . 119.6(5) yes
C14 . C15 . C16 . 120.6(5) yes
C14 . C15 . H151 . 119.1 no
C16 . C15 . H151 . 120.3 no
C15 . C16 . C17 . 121.2(6) yes
C15 . C16 . H161 . 119.6 no
C17 . C16 . H161 . 119.1 no
C16 . C17 . C18 . 123.4(5) yes
C16 . C17 . C21 . 119.8(5) yes
C18 . C17 . C21 . 116.8(5) yes
C17 . C18 . C19 . 119.8(5) yes
C17 . C18 . H181 . 120.1 no
C19 . C18 . H181 . 120.0 no
C18 . C19 . C20 . 120.8(5) yes
C18 . C19 . H191 . 120.1 no
C20 . C19 . H191 . 119.1 no
C19 . C20 . N6 . 121.0(5) yes
C19 . C20 . C24 . 119.3(5) yes
N6 . C20 . C24 . 119.7(4) yes
C17 . C21 . N6 . 123.3(5) yes
C17 . C21 . C22 . 119.2(5) yes
N6 . C21 . C22 . 117.5(4) yes
C21 . C22 . C14 . 119.3(5) yes
C21 . C22 . N5 . 117.6(4) yes
C14 . C22 . N5 . 123.0(5) yes
C11 . C23 . H231 . 109.7 no
C11 . C23 . H232 . 109.9 no
H231 . C23 . H232 . 108.3 no
C11 . C23 . H233 . 110.0 no
H231 . C23 . H233 . 109.4 no
H232 . C23 . H233 . 109.5 no
C20 . C24 . H241 . 110.2 no
C20 . C24 . H242 . 109.6 no
H241 . C24 . H242 . 108.7 no
C20 . C24 . H243 . 109.6 no
H241 . C24 . H243 . 108.6 no
H242 . C24 . H243 . 110.2 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C23 . H231 . N4 1_655 170 0.96 2.52 3.469(8) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2218199'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   13.2700(5)
_cell_length_b                   12.5322(5)
_cell_length_c                   21.6315(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.525(2)
_cell_angle_gamma                90
_cell_volume                     3586.2(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C30 H30 N6 Ni3 O6 S6 
# Dc =      1.74 Fooo =   1920.00 Mu =     19.61 M =    939.13
# Found Formula = C27 H41 N9 Ni1 O3 S3 
# Dc =      1.29 FOOO =   1464.00 Mu =      7.56 M =    694.59

_chemical_formula_sum            'C27 H41 N9 Ni1 O3 S3'
_chemical_formula_moiety         'C27 H41 N9 Ni1 O3 S3'
_chemical_compound_source        ?
_chemical_formula_weight         694.59


_cell_measurement_reflns_used    312
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.130
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_max          0.180

_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    0.756

# Sheldrick geometric approximatio 0.89 0.91 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.91
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            28143
_reflns_number_total             7906
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7906 
# Theoretical number of reflections is about 15975 


_diffrn_reflns_theta_min         2.341
_diffrn_reflns_theta_max         27.200
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        25.024
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -17
_reflns_limit_h_max              17
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   2.13
_oxford_diffrn_Wilson_scale      255.01

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.40
_refine_diff_density_max         0.84


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         5689
_refine_ls_number_restraints     0
_refine_ls_number_parameters     388
_oxford_refine_ls_R_factor_ref   0.0547
_refine_ls_wR_factor_ref         0.0862
_refine_ls_goodness_of_fit_ref   0.9999
_refine_ls_shift/su_max          0.0005035
_refine_ls_shift/su_mean         0.0000340


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7884
_refine_ls_R_factor_all          0.0888
_refine_ls_wR_factor_all         0.0994

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5689
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_gt          0.0862

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 2.39 2.72 0.840 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.59567(3) 0.67617(3) 0.424387(19) 0.0252 1.0000 Uani . . . . . .
S1 S 0.59646(6) 0.67402(8) 0.30899(4) 0.0325 1.0000 Uani . . . . . .
S2 S 0.54822(8) 0.87296(7) 0.44122(4) 0.0342 1.0000 Uani . . . . . .
S3 S 0.68656(7) 0.49897(7) 0.44649(5) 0.0350 1.0000 Uani . . . . . .
N1 N 0.4555(2) 0.6443(2) 0.38248(12) 0.0261 1.0000 Uani . . . . . .
N2 N 0.3960(2) 0.6564(2) 0.27869(12) 0.0300 1.0000 Uani . . . . . .
N3 N 0.5492(2) 0.7057(2) 0.51075(12) 0.0259 1.0000 Uani . . . . . .
N4 N 0.4956(2) 0.8589(2) 0.55855(12) 0.0286 1.0000 Uani . . . . . .
N5 N 0.74495(19) 0.6950(2) 0.44984(13) 0.0282 1.0000 Uani . . . . . .
N6 N 0.8754(2) 0.5756(2) 0.47703(14) 0.0321 1.0000 Uani . . . . . .
N7 N 0.8210(3) 0.5320(3) 0.19798(18) 0.0534 1.0000 Uani . . . . . .
N8 N 0.8748(7) 0.6594(8) 0.7866(5) 0.2086 1.0000 Uani . . . . . .
N9 N 0.7638(5) 0.0645(7) 0.4978(4) 0.1445 1.0000 Uani . . . . . .
C1 C 0.4732(2) 0.6560(2) 0.32346(14) 0.0245 1.0000 Uani . . . . . .
C2 C 0.3578(3) 0.6355(3) 0.39642(16) 0.0365 1.0000 Uani . . . . . .
C3 C 0.2771(3) 0.6383(4) 0.35425(18) 0.0440 1.0000 Uani . . . . . .
C4 C 0.2949(3) 0.6526(3) 0.29028(17) 0.0387 1.0000 Uani . . . . . .
C5 C 0.1702(3) 0.6284(6) 0.3720(2) 0.0837 1.0000 Uani . . . . . .
C6 C 0.5289(2) 0.8090(3) 0.50855(14) 0.0248 1.0000 Uani . . . . . .
C7 C 0.5349(2) 0.6525(3) 0.56441(15) 0.0292 1.0000 Uani . . . . . .
C8 C 0.5020(3) 0.6980(3) 0.61591(15) 0.0311 1.0000 Uani . . . . . .
C9 C 0.4787(3) 0.8092(3) 0.61395(14) 0.0286 1.0000 Uani . . . . . .
C10 C 0.4853(4) 0.6369(3) 0.67364(17) 0.0585 1.0000 Uani . . . . . .
C11 C 0.7767(2) 0.5951(2) 0.45867(15) 0.0256 1.0000 Uani . . . . . .
C12 C 0.8123(3) 0.7743(3) 0.45944(18) 0.0376 1.0000 Uani . . . . . .
C13 C 0.9115(3) 0.7610(3) 0.4771(2) 0.0443 1.0000 Uani . . . . . .
C14 C 0.9470(3) 0.6549(3) 0.48781(18) 0.0368 1.0000 Uani . . . . . .
C15 C 0.9838(4) 0.8525(4) 0.4862(3) 0.0820 1.0000 Uani . . . . . .
C16 C 0.8277(4) 0.5266(5) 0.2679(2) 0.0775 1.0000 Uani . . . . . .
C17 C 0.8760(6) 0.4274(6) 0.2966(3) 0.1110 1.0000 Uani . . . . . .
C18 C 0.9238(4) 0.5227(6) 0.1730(3) 0.0944 1.0000 Uani . . . . . .
C19 C 0.9975(5) 0.6102(7) 0.1938(5) 0.1512 1.0000 Uani . . . . . .
C20 C 0.7722(4) 0.6374(4) 0.1804(2) 0.0631 1.0000 Uani . . . . . .
C21 C 0.7630(4) 0.6629(6) 0.1127(3) 0.0970 1.0000 Uani . . . . . .
C22 C 0.7584(4) 0.4407(4) 0.1701(3) 0.0713 1.0000 Uani . . . . . .
C23 C 0.6511(4) 0.4370(5) 0.1877(3) 0.0891 1.0000 Uani . . . . . .
C24 C 0.8035(7) 0.6160(7) 0.7997(4) 0.1173 1.0000 Uani . . . . . .
C25 C 0.7171(5) 0.5653(5) 0.8175(3) 0.0970 1.0000 Uani . . . . . .
C26 C 0.7663(5) 0.1353(6) 0.4650(4) 0.1038 1.0000 Uani . . . . . .
C27 C 0.7746(4) 0.2223(5) 0.4210(3) 0.1006 1.0000 Uani . . . . . .
O1 O 0.2300(2) 0.6618(3) 0.24706(13) 0.0598 1.0000 Uani . . . . . .
O2 O 0.4464(2) 0.8629(2) 0.65593(11) 0.0470 1.0000 Uani . . . . . .
O3 O 1.03492(19) 0.6300(2) 0.50592(16) 0.0543 1.0000 Uani . . . . . .
H21 H 0.3471 0.6282 0.4390 0.0438 1.0000 Uiso R . . . . .
H51 H 0.1335 0.6902 0.3573 0.1250 1.0000 Uiso R . . . . .
H52 H 0.1698 0.6249 0.4167 0.1248 1.0000 Uiso R . . . . .
H53 H 0.1397 0.5659 0.3536 0.1248 1.0000 Uiso R . . . . .
H71 H 0.5487 0.5796 0.5647 0.0347 1.0000 Uiso R . . . . .
H101 H 0.5224 0.6692 0.7083 0.0870 1.0000 Uiso R . . . . .
H102 H 0.5077 0.5647 0.6689 0.0867 1.0000 Uiso R . . . . .
H103 H 0.4148 0.6367 0.6797 0.0873 1.0000 Uiso R . . . . .
H121 H 0.7886 0.8425 0.4521 0.0447 1.0000 Uiso R . . . . .
H151 H 1.0384 0.8427 0.4602 0.1249 1.0000 Uiso R . . . . .
H152 H 1.0092 0.8550 0.5293 0.1249 1.0000 Uiso R . . . . .
H153 H 0.9484 0.9170 0.4749 0.1249 1.0000 Uiso R . . . . .
H161 H 0.8671 0.5880 0.2836 0.0928 1.0000 Uiso R . . . . .
H162 H 0.7596 0.5310 0.2805 0.0931 1.0000 Uiso R . . . . .
H171 H 0.8745 0.4316 0.3411 0.1681 1.0000 Uiso R . . . . .
H172 H 0.9449 0.4250 0.2854 0.1680 1.0000 Uiso R . . . . .
H173 H 0.8403 0.3653 0.2806 0.1682 1.0000 Uiso R . . . . .
H181 H 0.9512 0.4545 0.1873 0.1141 1.0000 Uiso R . . . . .
H182 H 0.9138 0.5228 0.1275 0.1142 1.0000 Uiso R . . . . .
H191 H 1.0613 0.5968 0.1774 0.2310 1.0000 Uiso R . . . . .
H192 H 1.0054 0.6100 0.2386 0.2310 1.0000 Uiso R . . . . .
H193 H 0.9722 0.6782 0.1792 0.2310 1.0000 Uiso R . . . . .
H201 H 0.8122 0.6933 0.2030 0.0753 1.0000 Uiso R . . . . .
H202 H 0.7045 0.6353 0.1953 0.0748 1.0000 Uiso R . . . . .
H211 H 0.7311 0.7320 0.1067 0.1460 1.0000 Uiso R . . . . .
H212 H 0.8294 0.6657 0.0968 0.1460 1.0000 Uiso R . . . . .
H213 H 0.7238 0.6087 0.0901 0.1461 1.0000 Uiso R . . . . .
H221 H 0.7919 0.3752 0.1848 0.0865 1.0000 Uiso R . . . . .
H222 H 0.7592 0.4466 0.1254 0.0862 1.0000 Uiso R . . . . .
H231 H 0.6179 0.3762 0.1692 0.1311 1.0000 Uiso R . . . . .
H232 H 0.6523 0.4323 0.2315 0.1311 1.0000 Uiso R . . . . .
H233 H 0.6169 0.5006 0.1740 0.1310 1.0000 Uiso R . . . . .
H271 H 0.7346 0.2811 0.4317 0.1498 1.0000 Uiso R . . . . .
H272 H 0.8434 0.2457 0.4198 0.1498 1.0000 Uiso R . . . . .
H273 H 0.7505 0.1993 0.3810 0.1502 1.0000 Uiso R . . . . .
H251 H 0.6716 0.5516 0.7820 0.1454 1.0000 Uiso R . . . . .
H252 H 0.7359 0.4988 0.8374 0.1453 1.0000 Uiso R . . . . .
H253 H 0.6834 0.6091 0.8464 0.1453 1.0000 Uiso R . . . . .
H22 H 0.4101 0.6593 0.2420 0.0355 1.0000 Uiso R . . . . .
H61 H 0.8937 0.5127 0.4820 0.0378 1.0000 Uiso R . . . . .
H41 H 0.4845 0.9240 0.5558 0.0335 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.096949(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.4972(9) yes
Ni1 . S2 . 2.5783(10) yes
Ni1 . S3 . 2.5542(10) yes
Ni1 . N1 . 2.044(3) yes
Ni1 . N3 . 2.047(3) yes
Ni1 . N5 . 2.028(3) yes
S1 . C1 . 1.704(3) yes
S2 . C6 . 1.699(3) yes
S3 . C11 . 1.703(3) yes
N1 . C1 . 1.324(4) yes
N1 . C2 . 1.358(4) yes
N2 . C1 . 1.353(4) yes
N2 . C4 . 1.385(4) yes
N2 . H22 . 0.830 no
N3 . C6 . 1.322(4) yes
N3 . C7 . 1.365(4) yes
N4 . C6 . 1.353(4) yes
N4 . C9 . 1.384(4) yes
N4 . H41 . 0.830 no
N5 . C11 . 1.331(4) yes
N5 . C12 . 1.342(4) yes
N6 . C11 . 1.361(4) yes
N6 . C14 . 1.382(4) yes
N6 . H61 . 0.830 no
N7 . C16 . 1.509(6) yes
N7 . C18 . 1.511(6) yes
N7 . C20 . 1.507(6) yes
N7 . C22 . 1.512(6) yes
N8 . C24 . 1.147(10) yes
N9 . C26 . 1.138(9) yes
C2 . C3 . 1.352(5) yes
C2 . H21 . 0.947 no
C3 . C4 . 1.433(5) yes
C3 . C5 . 1.504(5) yes
C4 . O1 . 1.226(4) yes
C5 . H51 . 0.955 no
C5 . H52 . 0.967 no
C5 . H53 . 0.954 no
C7 . C8 . 1.353(5) yes
C7 . H71 . 0.932 no
C8 . C9 . 1.428(4) yes
C8 . C10 . 1.496(5) yes
C9 . O2 . 1.233(4) yes
C10 . H101 . 0.955 no
C10 . H102 . 0.960 no
C10 . H103 . 0.955 no
C12 . C13 . 1.352(5) yes
C12 . H121 . 0.920 no
C13 . C14 . 1.423(5) yes
C13 . C15 . 1.498(5) yes
C14 . O3 . 1.241(4) yes
C15 . H151 . 0.960 no
C15 . H152 . 0.967 no
C15 . H153 . 0.957 no
C16 . C17 . 1.510(8) yes
C16 . H161 . 0.976 no
C16 . H162 . 0.967 no
C17 . H171 . 0.967 no
C17 . H172 . 0.964 no
C17 . H173 . 0.961 no
C18 . C19 . 1.513(9) yes
C18 . H181 . 0.970 no
C18 . H182 . 0.983 no
C19 . H191 . 0.959 no
C19 . H192 . 0.967 no
C19 . H193 . 0.960 no
C20 . C21 . 1.494(7) yes
C20 . H201 . 0.984 no
C20 . H202 . 0.979 no
C21 . H211 . 0.968 no
C21 . H212 . 0.971 no
C21 . H213 . 0.965 no
C22 . C23 . 1.504(7) yes
C22 . H221 . 0.975 no
C22 . H222 . 0.969 no
C23 . H231 . 0.953 no
C23 . H232 . 0.949 no
C23 . H233 . 0.953 no
C24 . C25 . 1.391(10) yes
C25 . H251 . 0.954 no
C25 . H252 . 0.962 no
C25 . H253 . 0.968 no
C26 . C27 . 1.458(10) yes
C27 . H271 . 0.948 no
C27 . H272 . 0.961 no
C27 . H273 . 0.943 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 99.90(3) yes
S1 . Ni1 . S3 . 97.96(4) yes
S2 . Ni1 . S3 . 157.25(3) yes
S1 . Ni1 . N1 . 68.28(8) yes
S2 . Ni1 . N1 . 91.46(8) yes
S3 . Ni1 . N1 . 108.25(8) yes
S1 . Ni1 . N3 . 159.99(8) yes
S2 . Ni1 . N3 . 66.63(7) yes
S3 . Ni1 . N3 . 99.12(8) yes
N1 . Ni1 . N3 . 96.36(10) yes
S1 . Ni1 . N5 . 101.05(8) yes
S2 . Ni1 . N5 . 95.42(8) yes
S3 . Ni1 . N5 . 67.27(8) yes
N1 . Ni1 . N5 . 168.23(11) yes
N3 . Ni1 . N5 . 95.13(11) yes
Ni1 . S1 . C1 . 74.82(10) yes
Ni1 . S2 . C6 . 74.05(11) yes
Ni1 . S3 . C11 . 74.31(11) yes
Ni1 . N1 . C1 . 100.4(2) yes
Ni1 . N1 . C2 . 140.2(2) yes
C1 . N1 . C2 . 117.9(3) yes
C1 . N2 . C4 . 124.1(3) yes
C1 . N2 . H22 . 118.0 no
C4 . N2 . H22 . 118.0 no
Ni1 . N3 . C6 . 102.7(2) yes
Ni1 . N3 . C7 . 139.5(2) yes
C6 . N3 . C7 . 117.9(3) yes
C6 . N4 . C9 . 124.7(3) yes
C6 . N4 . H41 . 117.6 no
C9 . N4 . H41 . 117.7 no
Ni1 . N5 . C11 . 102.7(2) yes
Ni1 . N5 . C12 . 138.8(2) yes
C11 . N5 . C12 . 118.4(3) yes
C11 . N6 . C14 . 123.6(3) yes
C11 . N6 . H61 . 118.2 no
C14 . N6 . H61 . 118.2 no
C16 . N7 . C18 . 111.8(4) yes
C16 . N7 . C20 . 106.4(4) yes
C18 . N7 . C20 . 111.1(4) yes
C16 . N7 . C22 . 110.7(4) yes
C18 . N7 . C22 . 106.4(4) yes
C20 . N7 . C22 . 110.6(4) yes
S1 . C1 . N2 . 123.5(2) yes
S1 . C1 . N1 . 116.0(2) yes
N2 . C1 . N1 . 120.5(3) yes
N1 . C2 . C3 . 124.6(3) yes
N1 . C2 . H21 . 116.3 no
C3 . C2 . H21 . 119.1 no
C2 . C3 . C4 . 118.2(3) yes
C2 . C3 . C5 . 122.6(4) yes
C4 . C3 . C5 . 119.2(4) yes
C3 . C4 . N2 . 114.5(3) yes
C3 . C4 . O1 . 126.1(4) yes
N2 . C4 . O1 . 119.4(3) yes
C3 . C5 . H51 . 108.3 no
C3 . C5 . H52 . 109.8 no
H51 . C5 . H52 . 109.2 no
C3 . C5 . H53 . 109.8 no
H51 . C5 . H53 . 109.7 no
H52 . C5 . H53 . 110.1 no
S2 . C6 . N4 . 123.2(2) yes
S2 . C6 . N3 . 116.6(2) yes
N4 . C6 . N3 . 120.1(3) yes
N3 . C7 . C8 . 124.8(3) yes
N3 . C7 . H71 . 116.3 no
C8 . C7 . H71 . 118.9 no
C7 . C8 . C9 . 118.0(3) yes
C7 . C8 . C10 . 123.4(3) yes
C9 . C8 . C10 . 118.6(3) yes
C8 . C9 . N4 . 114.5(3) yes
C8 . C9 . O2 . 126.7(3) yes
N4 . C9 . O2 . 118.8(3) yes
C8 . C10 . H101 . 109.8 no
C8 . C10 . H102 . 108.9 no
H101 . C10 . H102 . 109.8 no
C8 . C10 . H103 . 109.1 no
H101 . C10 . H103 . 110.1 no
H102 . C10 . H103 . 109.1 no
S3 . C11 . N6 . 124.5(2) yes
S3 . C11 . N5 . 115.7(2) yes
N6 . C11 . N5 . 119.8(3) yes
N5 . C12 . C13 . 125.0(3) yes
N5 . C12 . H121 . 116.5 no
C13 . C12 . H121 . 118.4 no
C12 . C13 . C14 . 117.7(3) yes
C12 . C13 . C15 . 122.8(4) yes
C14 . C13 . C15 . 119.5(3) yes
C13 . C14 . N6 . 115.4(3) yes
C13 . C14 . O3 . 125.3(3) yes
N6 . C14 . O3 . 119.3(3) yes
C13 . C15 . H151 . 109.3 no
C13 . C15 . H152 . 108.9 no
H151 . C15 . H152 . 110.4 no
C13 . C15 . H153 . 108.5 no
H151 . C15 . H153 . 109.6 no
H152 . C15 . H153 . 110.3 no
N7 . C16 . C17 . 116.0(5) yes
N7 . C16 . H161 . 107.6 no
C17 . C16 . H161 . 107.8 no
N7 . C16 . H162 . 107.4 no
C17 . C16 . H162 . 107.8 no
H161 . C16 . H162 . 110.1 no
C16 . C17 . H171 . 108.8 no
C16 . C17 . H172 . 107.6 no
H171 . C17 . H172 . 110.2 no
C16 . C17 . H173 . 109.8 no
H171 . C17 . H173 . 110.7 no
H172 . C17 . H173 . 109.6 no
N7 . C18 . C19 . 114.7(6) yes
N7 . C18 . H181 . 106.2 no
C19 . C18 . H181 . 109.1 no
N7 . C18 . H182 . 107.6 no
C19 . C18 . H182 . 109.3 no
H181 . C18 . H182 . 109.8 no
C18 . C19 . H191 . 109.4 no
C18 . C19 . H192 . 108.2 no
H191 . C19 . H192 . 109.9 no
C18 . C19 . H193 . 110.2 no
H191 . C19 . H193 . 109.3 no
H192 . C19 . H193 . 109.8 no
N7 . C20 . C21 . 115.8(5) yes
N7 . C20 . H201 . 107.1 no
C21 . C20 . H201 . 109.5 no
N7 . C20 . H202 . 106.3 no
C21 . C20 . H202 . 108.8 no
H201 . C20 . H202 . 109.1 no
C20 . C21 . H211 . 108.9 no
C20 . C21 . H212 . 110.4 no
H211 . C21 . H212 . 108.6 no
C20 . C21 . H213 . 110.2 no
H211 . C21 . H213 . 110.4 no
H212 . C21 . H213 . 108.4 no
N7 . C22 . C23 . 115.0(4) yes
N7 . C22 . H221 . 106.5 no
C23 . C22 . H221 . 107.9 no
N7 . C22 . H222 . 106.9 no
C23 . C22 . H222 . 109.8 no
H221 . C22 . H222 . 110.6 no
C22 . C23 . H231 . 109.5 no
C22 . C23 . H232 . 108.2 no
H231 . C23 . H232 . 109.9 no
C22 . C23 . H233 . 109.4 no
H231 . C23 . H233 . 110.2 no
H232 . C23 . H233 . 109.6 no
N8 . C24 . C25 . 178.1(12) yes
C24 . C25 . H251 . 110.0 no
C24 . C25 . H252 . 109.1 no
H251 . C25 . H252 . 109.3 no
C24 . C25 . H253 . 110.6 no
H251 . C25 . H253 . 109.2 no
H252 . C25 . H253 . 108.5 no
N9 . C26 . C27 . 176.2(10) yes
C26 . C27 . H271 . 110.3 no
C26 . C27 . H272 . 111.5 no
H271 . C27 . H272 . 108.7 no
C26 . C27 . H273 . 109.5 no
H271 . C27 . H273 . 107.9 no
H272 . C27 . H273 . 108.9 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N2 . H22 . O2 4_564 169 0.83 1.98 2.800(7) yes
N6 . H61 . O3 2_766 169 0.83 2.03 2.850(7) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 2218201'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   18.2867(10)
_cell_length_b                   18.2867(10)
_cell_length_c                   32.7273(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     9477.9(11)

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'R -3 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/3,y+2/3,z+2/3
-x+1/3,-y+2/3,-z+2/3
x+2/3,y+1/3,z+1/3
-x+2/3,-y+1/3,-z+1/3
-y,x-y,z
y,-x+y,-z
-y+1/3,x-y+2/3,z+2/3
y+1/3,-x+y+2/3,-z+2/3
-y+2/3,x-y+1/3,z+1/3
y+2/3,-x+y+1/3,-z+1/3
-x+y,-x,z
x-y,x,-z
-x+y+1/3,-x+2/3,z+2/3
x-y+1/3,x+2/3,-z+2/3
-x+y+2/3,-x+1/3,z+1/3
x-y+2/3,x+1/3,-z+1/3

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            3

# Given Formula = C80.00 H80.00 Cl16 N16 Ni8.00 O16 S16 
# Dc =      1.61 Fooo =   4656.00 Mu =     18.27 M =   3071.59
# Found Formula = C81 H102 Cl18 N24 Ni6 S12 
# Dc =      1.46 FOOO =   4266.00 Mu =     15.03 M =   2787.06

_chemical_formula_sum            'C81 H102 Cl18 N24 Ni6 S12'
_chemical_formula_moiety         'C81 H102 Cl18 N24 Ni6 S12'
_chemical_compound_source        ?
_chemical_formula_weight         2787.06


_cell_measurement_reflns_used    225
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.210

_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             4266
_exptl_absorpt_coefficient_mu    1.503

# Sheldrick geometric approximatio 0.74 0.81 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.81
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            17392
_reflns_number_total             4067
_diffrn_reflns_av_R_equivalents  0.017
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4067 
# Theoretical number of reflections is about 8126 


_diffrn_reflns_theta_min         1.428
_diffrn_reflns_theta_max         25.825
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.825
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_reflns_limit_h_min              -22
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              22
_reflns_limit_l_min              0
_reflns_limit_l_max              39

_oxford_diffrn_Wilson_B_factor   3.10
_oxford_diffrn_Wilson_scale      741.38

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.52
_refine_diff_density_max         0.90


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3015
_refine_ls_number_restraints     17
_refine_ls_number_parameters     204
_oxford_refine_ls_R_factor_ref   0.0594
_refine_ls_wR_factor_ref         0.1308
_refine_ls_goodness_of_fit_ref   0.9998
_refine_ls_shift/su_max          0.0006560
_refine_ls_shift/su_mean         0.0000242


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4055
_refine_ls_R_factor_all          0.0770
_refine_ls_wR_factor_all         0.1357

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3015
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_gt          0.1308

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 5.02 6.35 1.94 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.21348(4) 0.16003(4) 0.504992(19) 0.0360 1.0000 Uani . . . . . .
S1 S 0.17442(8) 0.25352(7) 0.54059(4) 0.0404 1.0000 Uani . . . . . .
S2 S 0.12966(7) 0.03008(7) 0.54357(4) 0.0362 1.0000 Uani . . . . . .
N1 N 0.2922(3) 0.2874(3) 0.48811(14) 0.0461 1.0000 Uani . . . . . .
N2 N 0.2844(3) 0.4074(3) 0.51252(17) 0.0626 1.0000 Uani . . . . . .
N3 N 0.2811(3) 0.1536(3) 0.55532(13) 0.0430 1.0000 Uani . . . . . .
N4 N 0.2343(3) 0.0401(3) 0.60348(14) 0.0557 1.0000 Uani . . . . . .
C1 C 0.2601(3) 0.3252(3) 0.51123(17) 0.0461 1.0000 Uani . . . . . .
C2 C 0.3583(4) 0.3366(4) 0.4631(2) 0.0592 1.0000 Uani . . . . . .
C3 C 0.3888(4) 0.4231(4) 0.4625(2) 0.0716 1.0000 Uani D . . . . .
C4 C 0.3527(4) 0.4579(4) 0.4872(2) 0.0733 1.0000 Uani D . . . . .
C5 C 0.3953(4) 0.2958(4) 0.4386(2) 0.0707 1.0000 Uani . . . . . .
C6 C 0.3815(6) 0.5499(4) 0.4884(3) 0.1071 1.0000 Uani . . . . . .
C7 C 0.2233(3) 0.0780(3) 0.57155(16) 0.0418 1.0000 Uani . . . . . .
C8 C 0.3569(4) 0.1964(4) 0.57436(16) 0.0561 1.0000 Uani D . . . . .
C9 C 0.3722(5) 0.1581(5) 0.60734(19) 0.0722 1.0000 Uani D . . . . .
C10 C 0.3112(5) 0.0810(5) 0.6215(2) 0.0649 1.0000 Uani . . . . . .
C11 C 0.4214(4) 0.2810(5) 0.5588(2) 0.0810 1.0000 Uani . . . . . .
C12 C 0.3257(6) 0.0376(6) 0.6567(2) 0.0907 1.0000 Uani . . . . . .
C13 C 0.6882(5) 0.5248(7) 0.3915(3) 0.171(5) 1.0000 Uiso D . . . . .
C14 C 0.0834(9) 0.1835(8) 0.6776(3) 0.156(9) 0.5000 Uiso D . . . . .
Cl1 Cl 0.5949(3) 0.5186(3) 0.39191(14) 0.1889(15) 1.0000 Uiso D U . . . .
Cl2 Cl 0.7353(6) 0.5597(6) 0.3473(3) 0.196(2) 0.5000 Uiso D U . . 2 .
Cl3 Cl 0.6750(6) 0.4292(6) 0.3957(3) 0.198(2) 0.5000 Uiso D U . . 1 .
Cl4 Cl 0.1102(6) 0.1496(5) 0.6369(2) 0.173(3) 0.5000 Uiso D U . . . .
Cl5 Cl 0.1625(11) 0.2745(8) 0.6931(5) 0.182(3) 0.2500 Uiso D U . . 1 .
Cl6 Cl 0.0583(10) 0.1131(9) 0.7138(4) 0.179(3) 0.2500 Uiso D U . . 2 .
H31 H 0.4340 0.4575 0.4451 0.0771 1.0000 Uiso R . . . . .
H51 H 0.4079 0.2612 0.4557 0.0960 1.0000 Uiso R . . . . .
H52 H 0.4457 0.3382 0.4264 0.0959 1.0000 Uiso R . . . . .
H53 H 0.3573 0.2618 0.4178 0.0955 1.0000 Uiso R . . . . .
H61 H 0.4371 0.5815 0.4768 0.1340 1.0000 Uiso R . . . . .
H62 H 0.3831 0.5657 0.5167 0.1338 1.0000 Uiso R . . . . .
H63 H 0.3423 0.5608 0.4735 0.1338 1.0000 Uiso R . . . . .
H91 H 0.4252 0.1863 0.6193 0.0751 1.0000 Uiso R . . . . .
H111 H 0.4476 0.2758 0.5341 0.1090 1.0000 Uiso R . . . . .
H112 H 0.3953 0.3148 0.5540 0.1087 1.0000 Uiso R . . . . .
H113 H 0.4638 0.3072 0.5791 0.1090 1.0000 Uiso R . . . . .
H121 H 0.3232 0.0618 0.6822 0.1229 1.0000 Uiso R . . . . .
H122 H 0.2843 -0.0217 0.6566 0.1231 1.0000 Uiso R . . . . .
H123 H 0.3807 0.0440 0.6536 0.1229 1.0000 Uiso R . . . . .
H141 H 0.0310 0.1837 0.6722 0.1561 0.5000 Uiso R . . . . .
H131 H 0.7227 0.5604 0.4129 0.1939 1.0000 Uiso R . . . . .
H132 H 0.6803 0.4699 0.3958 0.1917 0.5000 Uiso R . . . 2 .
H133 H 0.7160 0.5488 0.3663 0.1917 0.5000 Uiso . . . . 1 .
H142 H 0.0722 0.1437 0.6988 0.1843 0.2500 Uiso R . . . 1 .
H143 H 0.1280 0.2374 0.6861 0.1843 0.2500 Uiso . . . . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.047967(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 8_556 2.4566(14) yes
Ni1 . S2 14_556 2.4526(13) yes
Ni1 . S1 . 2.4519(14) yes
Ni1 . S2 . 2.4387(13) yes
Ni1 . N1 . 2.110(4) yes
Ni1 . N3 . 2.098(4) yes
S1 . C1 . 1.744(5) yes
S2 . C7 . 1.742(5) yes
N1 . C1 . 1.343(7) yes
N1 . C2 . 1.360(7) yes
N2 . C1 . 1.338(7) yes
N2 . C4 . 1.394(8) yes
N3 . C7 . 1.360(7) yes
N3 . C8 . 1.355(7) yes
N4 . C7 . 1.325(7) yes
N4 . C10 . 1.353(8) yes
C2 . C3 . 1.390(9) yes
C2 . C5 . 1.471(9) yes
C3 . C4 . 1.383(5) yes
C3 . H31 . 0.939 no
C4 . C6 . 1.491(9) yes
C5 . H51 . 0.955 no
C5 . H52 . 0.946 no
C5 . H53 . 0.949 no
C6 . H61 . 0.961 no
C6 . H62 . 0.967 no
C6 . H63 . 0.968 no
C8 . C9 . 1.389(4) yes
C8 . C11 . 1.490(8) yes
C9 . C10 . 1.369(9) yes
C9 . H91 . 0.928 no
C10 . C12 . 1.496(9) yes
C11 . H111 . 0.968 no
C11 . H112 . 0.965 no
C11 . H113 . 0.949 no
C12 . H121 . 0.956 no
C12 . H122 . 0.963 no
C12 . H123 . 0.958 no
C13 . Cl1 . 1.653(5) yes
C13 . Cl3 . 1.646(5) yes
C13 . H131 . 0.950 no
C13 . H133 . 0.951 no
C14 . Cl4 . 1.642(5) yes
C14 . Cl5 . 1.648(5) yes
C14 . H141 . 0.977 no
C14 . H142 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 8_556 Ni1 . S2 14_556 86.87(4) yes
S1 8_556 Ni1 . S1 . 170.78(4) yes
S2 14_556 Ni1 . S1 . 87.43(4) yes
S1 8_556 Ni1 . S2 . 87.64(4) yes
S2 14_556 Ni1 . S2 . 93.78(6) yes
S1 . Ni1 . S2 . 99.97(5) yes
S1 8_556 Ni1 . N1 . 105.16(13) yes
S2 14_556 Ni1 . N1 . 96.54(12) yes
S1 . Ni1 . N1 . 68.32(13) yes
S2 . Ni1 . N1 . 163.93(13) yes
S1 8_556 Ni1 . N3 . 94.68(12) yes
S2 14_556 Ni1 . N3 . 162.50(12) yes
S1 . Ni1 . N3 . 92.94(12) yes
S2 . Ni1 . N3 . 68.90(12) yes
N1 . Ni1 . N3 . 99.85(16) yes
Ni1 14_556 S1 . Ni1 . 92.09(5) yes
Ni1 14_556 S1 . C1 . 103.07(19) yes
Ni1 . S1 . C1 . 78.28(19) yes
Ni1 8_556 S2 . Ni1 . 92.51(4) yes
Ni1 8_556 S2 . C7 . 100.53(17) yes
Ni1 . S2 . C7 . 78.52(18) yes
Ni1 . N1 . C1 . 100.8(3) yes
Ni1 . N1 . C2 . 141.1(4) yes
C1 . N1 . C2 . 118.1(5) yes
C1 . N2 . C4 . 114.2(5) yes
Ni1 . N3 . C7 . 100.5(3) yes
Ni1 . N3 . C8 . 142.2(4) yes
C7 . N3 . C8 . 117.3(4) yes
C7 . N4 . C10 . 116.2(5) yes
S1 . C1 . N1 . 112.6(4) yes
S1 . C1 . N2 . 119.7(5) yes
N1 . C1 . N2 . 127.7(5) yes
N1 . C2 . C3 . 118.7(6) yes
N1 . C2 . C5 . 118.3(5) yes
C3 . C2 . C5 . 123.0(6) yes
C2 . C3 . C4 . 120.2(6) yes
C2 . C3 . H31 . 119.3 no
C4 . C3 . H31 . 120.5 no
N2 . C4 . C3 . 121.2(5) yes
N2 . C4 . C6 . 115.2(6) yes
C3 . C4 . C6 . 123.6(6) yes
C2 . C5 . H51 . 109.9 no
C2 . C5 . H52 . 108.8 no
H51 . C5 . H52 . 109.2 no
C2 . C5 . H53 . 110.8 no
H51 . C5 . H53 . 108.9 no
H52 . C5 . H53 . 109.2 no
C4 . C6 . H61 . 109.9 no
C4 . C6 . H62 . 107.7 no
H61 . C6 . H62 . 109.4 no
C4 . C6 . H63 . 109.8 no
H61 . C6 . H63 . 110.2 no
H62 . C6 . H63 . 109.7 no
S2 . C7 . N3 . 112.1(4) yes
S2 . C7 . N4 . 121.3(4) yes
N3 . C7 . N4 . 126.6(5) yes
N3 . C8 . C9 . 118.2(5) yes
N3 . C8 . C11 . 119.5(5) yes
C9 . C8 . C11 . 122.3(6) yes
C8 . C9 . C10 . 121.1(6) yes
C8 . C9 . H91 . 117.8 no
C10 . C9 . H91 . 121.1 no
C9 . C10 . N4 . 120.6(6) yes
C9 . C10 . C12 . 122.5(6) yes
N4 . C10 . C12 . 116.9(6) yes
C8 . C11 . H111 . 110.9 no
C8 . C11 . H112 . 109.4 no
H111 . C11 . H112 . 110.8 no
C8 . C11 . H113 . 108.0 no
H111 . C11 . H113 . 108.3 no
H112 . C11 . H113 . 109.3 no
C10 . C12 . H121 . 111.4 no
C10 . C12 . H122 . 110.4 no
H121 . C12 . H122 . 109.2 no
C10 . C12 . H123 . 108.0 no
H121 . C12 . H123 . 108.9 no
H122 . C12 . H123 . 108.9 no
Cl1 . C13 . Cl3 . 109.1(7) yes
Cl1 . C13 . H131 . 110.5 no
Cl3 . C13 . H131 . 111.1 no
Cl1 . C13 . H133 . 109.5 no
Cl3 . C13 . H133 . 108.8 no
H131 . C13 . H133 . 107.7 no
Cl4 . C14 . Cl5 . 110.8(8) yes
Cl4 . C14 . H141 . 109.5 no
Cl5 . C14 . H141 . 114.8 no
Cl4 . C14 . H142 . 107.1 no
Cl5 . C14 . H142 . 107.0 no
H141 . C14 . H142 . 107.3 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C13 . H131 . N2 2_666 141 0.95 2.53 3.323(11) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-4 3 8 x .
# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 2218196'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   38.267(6)
_cell_length_b                   14.165(2)
_cell_length_c                   20.809(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.325(4)
_cell_angle_gamma                90
_cell_volume                     10577(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C89.50 H60.01 Cu4.00 F23.97 N27.96 Ni0.50 O0.50 S7.99 
# Dc =      1.59 Fooo =   5080.88 Mu =     11.38 M =   2530.04
# Found Formula = C89 H61.50 F24 N28.50 Ni4 S8 
# Dc =      1.56 FOOO =   5004.00 Mu =      9.60 M =   2477.48

_chemical_formula_sum            'C89 H61.50 F24 N28.50 Ni4 S8'
_chemical_formula_moiety         'C89 H61.50 F24 N28.50 Ni4 S8'
_chemical_compound_source        ?
_chemical_formula_weight         2477.48


_cell_measurement_reflns_used    231
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             5004
_exptl_absorpt_coefficient_mu    0.960

# Sheldrick geometric approximatio 0.80 0.87 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.87
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            67858
_reflns_number_total             10079
_diffrn_reflns_av_R_equivalents  0.030
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 10079 
# Theoretical number of reflections is about 20320 


_diffrn_reflns_theta_min         1.135
_diffrn_reflns_theta_max         25.787
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        25.271
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_reflns_limit_h_min              -46
_reflns_limit_h_max              43
_reflns_limit_k_min              0
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              25

_oxford_diffrn_Wilson_B_factor   3.33
_oxford_diffrn_Wilson_scale      326.69

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.61
_refine_diff_density_max         0.74


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         7452
_refine_ls_number_restraints     6
_refine_ls_number_parameters     694
_oxford_refine_ls_R_factor_ref   0.0587
_refine_ls_wR_factor_ref         0.0877
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0007707
_refine_ls_shift/su_mean         0.0000349


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        10046
_refine_ls_R_factor_all          0.0859
_refine_ls_wR_factor_all         0.0917

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7452
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_gt          0.0877

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 4.07 4.72 1.84 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.348601(13) 0.67968(4) 0.33635(2) 0.0433 1.0000 Uani . . . . . .
Ni2 Ni 0.350863(12) 0.18486(4) 0.50379(2) 0.0442 1.0000 Uani . . . . . .
S1 S 0.35076(3) 0.81599(8) 0.26147(5) 0.0569 1.0000 Uani . . . . . .
S2 S 0.36702(3) 0.53786(8) 0.41131(5) 0.0523 1.0000 Uani . . . . . .
S3 S 0.36451(3) 0.04981(8) 0.44094(5) 0.0530 1.0000 Uani . . . . . .
S4 S 0.35791(3) 0.31389(9) 0.58624(6) 0.0584 1.0000 Uani . . . . . .
N1 N 0.39614(9) 0.7597(3) 0.37921(16) 0.0540 1.0000 Uani . . . . . .
N2 N 0.41824(11) 0.8886(3) 0.33015(19) 0.0724 1.0000 Uani . . . . . .
N3 N 0.37934(8) 0.5865(2) 0.30117(15) 0.0483 1.0000 Uani . . . . . .
N4 N 0.40456(10) 0.4369(2) 0.34644(18) 0.0567 1.0000 Uani . . . . . .
N5 N 0.31618(9) 0.7441(2) 0.38383(16) 0.0481 1.0000 Uani . . . . . .
N6 N 0.29697(8) 0.6238(2) 0.28125(15) 0.0453 1.0000 Uani . . . . . .
N7 N 0.38606(8) 0.0894(2) 0.57013(15) 0.0488 1.0000 Uani . . . . . .
N8 N 0.40819(9) -0.0577(2) 0.54397(16) 0.0517 1.0000 Uani . . . . . .
N9 N 0.39608(8) 0.2719(2) 0.50881(16) 0.0486 1.0000 Uani . . . . . .
N10 N 0.41938(10) 0.4033(3) 0.58419(19) 0.0626 1.0000 Uani . . . . . .
N11 N 0.31175(9) 0.2489(2) 0.42145(17) 0.0537 1.0000 Uani . . . . . .
N12 N 0.30223(9) 0.1283(2) 0.51100(17) 0.0500 1.0000 Uani . . . . . .
N13 N 0.32016(17) 0.4000(5) 0.1526(4) 0.1309 1.0000 Uani . . . . . .
N14 N 0.33903(15) -0.1331(4) 0.6498(3) 0.1059 1.0000 Uani . . . . . .
N15 N 0.4664(9) 0.743(2) 0.2286(15) 0.126(10) 0.2500 Uiso . . . . . .
C1 C 0.39236(11) 0.8246(3) 0.3291(2) 0.0565 1.0000 Uani . . . . . .
C2 C 0.44837(15) 0.8856(4) 0.3844(3) 0.0855 1.0000 Uani . . . . . .
C3 C 0.45548(13) 0.8228(4) 0.4373(3) 0.0837 1.0000 Uani . . . . . .
C4 C 0.42708(12) 0.7600(4) 0.4318(2) 0.0674 1.0000 Uani . . . . . .
C5 C 0.4785(2) 0.9544(7) 0.3854(4) 0.1284 1.0000 Uani . . . . . .
C6 C 0.38558(11) 0.5153(3) 0.3484(2) 0.0489 1.0000 Uani . . . . . .
C7 C 0.41952(12) 0.4345(3) 0.2975(2) 0.0615 1.0000 Uani . . . . . .
C8 C 0.41664(12) 0.5047(3) 0.2516(2) 0.0618 1.0000 Uani . . . . . .
C9 C 0.39523(11) 0.5811(3) 0.2545(2) 0.0551 1.0000 Uani . . . . . .
C10 C 0.43992(18) 0.3469(4) 0.2962(4) 0.0860 1.0000 Uani . . . . . .
C11 C 0.32845(12) 0.8052(3) 0.4360(2) 0.0583 1.0000 Uani . . . . . .
C12 C 0.30498(14) 0.8417(3) 0.4663(2) 0.0680 1.0000 Uani . . . . . .
C13 C 0.26882(14) 0.8169(4) 0.4440(2) 0.0685 1.0000 Uani . . . . . .
C14 C 0.25585(12) 0.7538(3) 0.3909(2) 0.0613 1.0000 Uani . . . . . .
C15 C 0.28031(11) 0.7177(3) 0.3618(2) 0.0492 1.0000 Uani . . . . . .
C16 C 0.26965(10) 0.6500(3) 0.3035(2) 0.0479 1.0000 Uani . . . . . .
C17 C 0.23334(11) 0.6151(3) 0.2725(2) 0.0584 1.0000 Uani . . . . . .
C18 C 0.22671(12) 0.5536(3) 0.2179(2) 0.0619 1.0000 Uani . . . . . .
C19 C 0.25450(12) 0.5285(3) 0.1959(2) 0.0575 1.0000 Uani . . . . . .
C20 C 0.28957(11) 0.5647(3) 0.22886(19) 0.0515 1.0000 Uani . . . . . .
C21 C 0.38908(10) 0.0218(3) 0.52518(19) 0.0449 1.0000 Uani . . . . . .
C22 C 0.42657(11) -0.0669(3) 0.6112(2) 0.0586 1.0000 Uani . . . . . .
C23 C 0.42635(12) -0.0016(3) 0.6588(2) 0.0620 1.0000 Uani . . . . . .
C24 C 0.40472(11) 0.0769(3) 0.6353(2) 0.0552 1.0000 Uani . . . . . .
C25 C 0.44746(16) -0.1570(4) 0.6308(3) 0.0812 1.0000 Uani . . . . . .
C26 C 0.39456(10) 0.3335(3) 0.5583(2) 0.0513 1.0000 Uani . . . . . .
C27 C 0.44652(15) 0.4073(4) 0.5580(3) 0.0819 1.0000 Uani . U . . . .
C28 C 0.45011(13) 0.3498(4) 0.5092(2) 0.0711 1.0000 Uani . . . . . .
C29 C 0.42370(11) 0.2813(3) 0.4855(2) 0.0598 1.0000 Uani . . . . . .
C30 C 0.47363(16) 0.4879(5) 0.5885(3) 0.0828 1.0000 Uani . U . . . .
C31 C 0.36165(19) 0.3950(5) 0.0766(4) 0.1149 1.0000 Uani . . . . . .
C32 C 0.33786(19) 0.3961(5) 0.1174(4) 0.0977 1.0000 Uani . . . . . .
C33 C 0.37549(18) -0.0926(5) 0.7724(3) 0.1083 1.0000 Uani . . . . . .
C34 C 0.35510(18) -0.1144(5) 0.7034(4) 0.0868 1.0000 Uani . . . . . .
C35 C 0.5293(10) 0.723(2) 0.2393(18) 0.114(11) 0.2500 Uiso . . . . . .
C36 C 0.4960(10) 0.7351(17) 0.2259(11) 0.098(8) 0.2500 Uiso . . . . . .
C37 C 0.31876(13) 0.3067(3) 0.3787(2) 0.0653 1.0000 Uani . . . . . .
C38 C 0.29054(14) 0.3475(3) 0.3234(3) 0.0771 1.0000 Uani . . . . . .
C39 C 0.25466(14) 0.3245(4) 0.3147(3) 0.0762 1.0000 Uani . . . . . .
C40 C 0.24667(12) 0.2647(3) 0.3578(2) 0.0641 1.0000 Uani . . . . . .
C41 C 0.27593(11) 0.2262(3) 0.4120(2) 0.0531 1.0000 Uani . . . . . .
C42 C 0.27071(11) 0.1571(3) 0.4615(2) 0.0523 1.0000 Uani . . . . . .
C43 C 0.30016(12) 0.0689(3) 0.5580(2) 0.0574 1.0000 Uani . . . . . .
C44 C 0.26638(13) 0.0333(3) 0.5580(3) 0.0638 1.0000 Uani . . . . . .
C45 C 0.23469(13) 0.0628(4) 0.5083(3) 0.0669 1.0000 Uani . . . . . .
C46 C 0.23630(12) 0.1240(3) 0.4597(2) 0.0621 1.0000 Uani . . . . . .
F1 F 0.46621(14) 1.0433(4) 0.3988(3) 0.1704 1.0000 Uani . . . . . .
F2 F 0.48201(11) 0.9729(4) 0.3298(2) 0.1535 1.0000 Uani . . . . . .
F3 F 0.50841(10) 0.9506(4) 0.4342(2) 0.1471 1.0000 Uani . . . . . .
F4 F 0.46224(10) 0.3535(2) 0.2600(2) 0.1113 1.0000 Uani . . . . . .
F5 F 0.46153(12) 0.3168(3) 0.3542(2) 0.1280 1.0000 Uani . . . . . .
F6 F 0.41751(11) 0.2787(3) 0.2657(3) 0.1410 1.0000 Uani . . . . . .
F7 F 0.42625(10) -0.2314(2) 0.6117(2) 0.1177 1.0000 Uani . . . . . .
F8 F 0.46506(10) -0.1650(2) 0.69652(17) 0.1137 1.0000 Uani . . . . . .
F9 F 0.47320(10) -0.1681(2) 0.6027(2) 0.1102 1.0000 Uani . . . . . .
F10 F 0.5089(2) 0.4594(6) 0.5894(4) 0.099(3) 0.5000 Uiso . . . . 1 .
F11 F 0.46896(19) 0.5578(5) 0.5485(3) 0.0909(19) 0.5000 Uiso . . . . 1 .
F12 F 0.4789(2) 0.5095(6) 0.6518(4) 0.095(2) 0.5000 Uiso . . . . 1 .
F13 F 0.4904(2) 0.4757(6) 0.6536(4) 0.095(2) 0.5000 Uiso . . . . 2 .
F14 F 0.5015(3) 0.4907(7) 0.5710(5) 0.113(3) 0.5000 Uiso . . . . 2 .
F15 F 0.4586(2) 0.5696(6) 0.5787(4) 0.111(2) 0.5000 Uiso . . . . 2 .
H31 H 0.4778 0.8226 0.4749 0.1008 1.0000 Uiso R . . . . .
H41 H 0.4298 0.7162 0.4670 0.0808 1.0000 Uiso R . . . . .
H81 H 0.4282 0.5007 0.2191 0.0733 1.0000 Uiso R . . . . .
H91 H 0.3917 0.6304 0.2227 0.0657 1.0000 Uiso R . . . . .
H111 H 0.3535 0.8220 0.4517 0.0700 1.0000 Uiso R . . . . .
H121 H 0.3144 0.8830 0.5028 0.0813 1.0000 Uiso R . . . . .
H131 H 0.2528 0.8417 0.4644 0.0823 1.0000 Uiso R . . . . .
H141 H 0.2310 0.7361 0.3752 0.0733 1.0000 Uiso R . . . . .
H171 H 0.2145 0.6322 0.2883 0.0700 1.0000 Uiso R . . . . .
H181 H 0.2031 0.5292 0.1970 0.0744 1.0000 Uiso R . . . . .
H191 H 0.2501 0.4874 0.1591 0.0691 1.0000 Uiso R . . . . .
H201 H 0.3086 0.5481 0.2126 0.0615 1.0000 Uiso R . . . . .
H231 H 0.4401 -0.0097 0.7051 0.0735 1.0000 Uiso R . . . . .
H241 H 0.4030 0.1221 0.6667 0.0657 1.0000 Uiso R . . . . .
H281 H 0.4698 0.3557 0.4929 0.0847 1.0000 Uiso R . . . . .
H291 H 0.4253 0.2393 0.4525 0.0706 1.0000 Uiso R . . . . .
H311 H 0.3464 0.3914 0.0291 0.1720 1.0000 Uiso R . . . . .
H312 H 0.3774 0.3406 0.0885 0.1720 1.0000 Uiso R . . . . .
H313 H 0.3765 0.4511 0.0848 0.1719 1.0000 Uiso R . . . . .
H331 H 0.3717 -0.0280 0.7804 0.1632 1.0000 Uiso R . . . . .
H332 H 0.4016 -0.1036 0.7825 0.1630 1.0000 Uiso R . . . . .
H333 H 0.3666 -0.1312 0.8016 0.1631 1.0000 Uiso R . . . . .
H371 H 0.3434 0.3205 0.3846 0.0803 1.0000 Uiso R . . . . .
H381 H 0.2964 0.3884 0.2934 0.0932 1.0000 Uiso R . . . . .
H391 H 0.2353 0.3503 0.2778 0.0923 1.0000 Uiso R . . . . .
H401 H 0.2218 0.2492 0.3517 0.0770 1.0000 Uiso R . . . . .
H431 H 0.3219 0.0499 0.5926 0.0692 1.0000 Uiso R . . . . .
H441 H 0.2655 -0.0096 0.5916 0.0770 1.0000 Uiso R . . . . .
H451 H 0.2116 0.0417 0.5078 0.0803 1.0000 Uiso R . . . . .
H461 H 0.2146 0.1440 0.4250 0.0740 1.0000 Uiso R . . . . .
H351 H 0.5343 0.7310 0.1980 0.1343 0.2500 Uiso R . . . . .
H352 H 0.5436 0.7668 0.2726 0.1343 0.2500 Uiso R . . . . .
H353 H 0.5357 0.6605 0.2559 0.1343 0.2500 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.067525(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.5004(12) yes
Ni1 . S2 . 2.4903(12) yes
Ni1 . N1 . 2.064(3) yes
Ni1 . N3 . 2.064(3) yes
Ni1 . N5 . 2.049(3) yes
Ni1 . N6 . 2.067(3) yes
Ni2 . S3 . 2.4732(12) yes
Ni2 . S4 . 2.4568(12) yes
Ni2 . N7 . 2.063(3) yes
Ni2 . N9 . 2.097(3) yes
Ni2 . N11 . 2.053(3) yes
Ni2 . N12 . 2.079(3) yes
S1 . C1 . 1.724(4) yes
S2 . C6 . 1.722(4) yes
S3 . C21 . 1.723(4) yes
S4 . C26 . 1.718(4) yes
N1 . C1 . 1.361(5) yes
N1 . C4 . 1.304(5) yes
N2 . C1 . 1.337(5) yes
N2 . C2 . 1.304(6) yes
N3 . C6 . 1.370(5) yes
N3 . C9 . 1.314(5) yes
N4 . C6 . 1.336(5) yes
N4 . C7 . 1.330(5) yes
N5 . C11 . 1.339(5) yes
N5 . C15 . 1.341(5) yes
N6 . C16 . 1.334(5) yes
N6 . C20 . 1.325(5) yes
N7 . C21 . 1.371(5) yes
N7 . C24 . 1.307(5) yes
N8 . C21 . 1.326(5) yes
N8 . C22 . 1.336(5) yes
N9 . C26 . 1.367(5) yes
N9 . C29 . 1.314(5) yes
N10 . C26 . 1.347(5) yes
N10 . C27 . 1.332(6) yes
N11 . C37 . 1.304(5) yes
N11 . C41 . 1.354(5) yes
N12 . C42 . 1.349(5) yes
N12 . C43 . 1.314(5) yes
N13 . C32 . 1.159(8) yes
N14 . C34 . 1.102(7) yes
N15 . C36 . 1.16(3) yes
C2 . C3 . 1.368(7) yes
C2 . C5 . 1.505(8) yes
C3 . C4 . 1.378(6) yes
C3 . H31 . 0.937 no
C4 . H41 . 0.939 no
C5 . F1 . 1.406(11) yes
C5 . F2 . 1.237(8) yes
C5 . F3 . 1.238(7) yes
C7 . C8 . 1.358(6) yes
C7 . C10 . 1.471(7) yes
C8 . C9 . 1.372(6) yes
C8 . H81 . 0.928 no
C9 . H91 . 0.939 no
C10 . F4 . 1.323(6) yes
C10 . F5 . 1.277(7) yes
C10 . F6 . 1.302(6) yes
C11 . C12 . 1.366(6) yes
C11 . H111 . 0.931 no
C12 . C13 . 1.344(6) yes
C12 . H121 . 0.928 no
C13 . C14 . 1.373(6) yes
C13 . H131 . 0.929 no
C14 . C15 . 1.379(5) yes
C14 . H141 . 0.926 no
C15 . C16 . 1.487(5) yes
C16 . C17 . 1.403(5) yes
C17 . C18 . 1.384(6) yes
C17 . H171 . 0.923 no
C18 . C19 . 1.344(6) yes
C18 . H181 . 0.923 no
C19 . C20 . 1.377(5) yes
C19 . H191 . 0.929 no
C20 . H201 . 0.934 no
C22 . C23 . 1.358(6) yes
C22 . C25 . 1.486(7) yes
C23 . C24 . 1.371(6) yes
C23 . H231 . 0.931 no
C24 . H241 . 0.932 no
C25 . F7 . 1.305(6) yes
C25 . F8 . 1.302(6) yes
C25 . F9 . 1.319(6) yes
C27 . C28 . 1.346(7) yes
C27 . C30 . 1.524(7) yes
C28 . C29 . 1.363(6) yes
C28 . H281 . 0.930 no
C29 . H291 . 0.928 no
C30 . F10 . 1.401(10) yes
C30 . F11 . 1.265(9) yes
C30 . F12 . 1.297(9) yes
C31 . C32 . 1.443(9) yes
C31 . H311 . 0.960 no
C31 . H312 . 0.956 no
C31 . H313 . 0.957 no
C33 . C34 . 1.410(8) yes
C33 . H331 . 0.950 no
C33 . H332 . 0.959 no
C33 . H333 . 0.962 no
C35 . C36 . 1.22(4) yes
C35 . H351 . 0.950 no
C35 . H352 . 0.950 no
C35 . H353 . 0.950 no
C37 . C38 . 1.400(6) yes
C37 . H371 . 0.930 no
C38 . C39 . 1.361(7) yes
C38 . H381 . 0.934 no
C39 . C40 . 1.345(7) yes
C39 . H391 . 0.936 no
C40 . C41 . 1.395(5) yes
C40 . H401 . 0.940 no
C41 . C42 . 1.483(6) yes
C42 . C46 . 1.386(6) yes
C43 . C44 . 1.387(6) yes
C43 . H431 . 0.931 no
C44 . C45 . 1.358(6) yes
C44 . H441 . 0.936 no
C45 . C46 . 1.350(6) yes
C45 . H451 . 0.928 no
C46 . H461 . 0.934 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 161.77(4) yes
S1 . Ni1 . N1 . 68.31(10) yes
S2 . Ni1 . N1 . 99.04(10) yes
S1 . Ni1 . N3 . 97.26(9) yes
S2 . Ni1 . N3 . 68.54(9) yes
N1 . Ni1 . N3 . 88.80(13) yes
S1 . Ni1 . N5 . 96.51(10) yes
S2 . Ni1 . N5 . 98.29(9) yes
N1 . Ni1 . N5 . 97.90(14) yes
N3 . Ni1 . N5 . 166.12(13) yes
S1 . Ni1 . N6 . 100.49(9) yes
S2 . Ni1 . N6 . 92.68(9) yes
N1 . Ni1 . N6 . 168.24(13) yes
N3 . Ni1 . N6 . 96.40(13) yes
N5 . Ni1 . N6 . 79.37(13) yes
S3 . Ni2 . S4 . 162.29(4) yes
S3 . Ni2 . N7 . 68.80(9) yes
S4 . Ni2 . N7 . 97.60(10) yes
S3 . Ni2 . N9 . 99.13(10) yes
S4 . Ni2 . N9 . 68.87(9) yes
N7 . Ni2 . N9 . 90.92(13) yes
S3 . Ni2 . N11 . 97.29(10) yes
S4 . Ni2 . N11 . 97.22(10) yes
N7 . Ni2 . N11 . 164.79(13) yes
N9 . Ni2 . N11 . 97.57(13) yes
S3 . Ni2 . N12 . 95.67(10) yes
S4 . Ni2 . N12 . 96.90(9) yes
N7 . Ni2 . N12 . 95.27(13) yes
N9 . Ni2 . N12 . 165.17(13) yes
N11 . Ni2 . N12 . 79.58(14) yes
Ni1 . S1 . C1 . 76.55(15) yes
Ni1 . S2 . C6 . 77.01(14) yes
Ni2 . S3 . C21 . 77.33(14) yes
Ni2 . S4 . C26 . 77.77(14) yes
Ni1 . N1 . C1 . 101.4(2) yes
Ni1 . N1 . C4 . 140.5(3) yes
C1 . N1 . C4 . 117.7(4) yes
C1 . N2 . C2 . 114.8(4) yes
Ni1 . N3 . C6 . 101.2(2) yes
Ni1 . N3 . C9 . 140.0(3) yes
C6 . N3 . C9 . 118.5(4) yes
C6 . N4 . C7 . 115.4(4) yes
Ni1 . N5 . C11 . 125.3(3) yes
Ni1 . N5 . C15 . 115.5(3) yes
C11 . N5 . C15 . 119.2(4) yes
Ni1 . N6 . C16 . 114.5(3) yes
Ni1 . N6 . C20 . 126.0(3) yes
C16 . N6 . C20 . 119.5(3) yes
Ni2 . N7 . C21 . 101.0(2) yes
Ni2 . N7 . C24 . 141.0(3) yes
C21 . N7 . C24 . 117.9(4) yes
C21 . N8 . C22 . 115.3(4) yes
Ni2 . N9 . C26 . 99.4(2) yes
Ni2 . N9 . C29 . 142.9(3) yes
C26 . N9 . C29 . 117.6(4) yes
C26 . N10 . C27 . 114.1(4) yes
Ni2 . N11 . C37 . 125.7(3) yes
Ni2 . N11 . C41 . 115.1(3) yes
C37 . N11 . C41 . 119.2(4) yes
Ni2 . N12 . C42 . 114.4(3) yes
Ni2 . N12 . C43 . 126.0(3) yes
C42 . N12 . C43 . 119.6(4) yes
S1 . C1 . N1 . 113.6(3) yes
S1 . C1 . N2 . 122.1(3) yes
N1 . C1 . N2 . 124.4(4) yes
N2 . C2 . C3 . 126.0(5) yes
N2 . C2 . C5 . 115.7(5) yes
C3 . C2 . C5 . 118.2(5) yes
C2 . C3 . C4 . 115.0(4) yes
C2 . C3 . H31 . 122.9 no
C4 . C3 . H31 . 122.1 no
C3 . C4 . N1 . 122.1(5) yes
C3 . C4 . H41 . 119.5 no
N1 . C4 . H41 . 118.4 no
C2 . C5 . F1 . 105.9(8) yes
C2 . C5 . F2 . 117.1(6) yes
F1 . C5 . F2 . 98.6(7) yes
C2 . C5 . F3 . 117.9(7) yes
F1 . C5 . F3 . 98.8(7) yes
F2 . C5 . F3 . 114.0(7) yes
S2 . C6 . N3 . 113.2(3) yes
S2 . C6 . N4 . 123.4(3) yes
N3 . C6 . N4 . 123.4(4) yes
N4 . C7 . C8 . 124.7(4) yes
N4 . C7 . C10 . 114.2(5) yes
C8 . C7 . C10 . 121.2(5) yes
C7 . C8 . C9 . 116.7(4) yes
C7 . C8 . H81 . 121.7 no
C9 . C8 . H81 . 121.6 no
C8 . C9 . N3 . 121.0(4) yes
C8 . C9 . H91 . 119.8 no
N3 . C9 . H91 . 119.2 no
C7 . C10 . F4 . 113.8(5) yes
C7 . C10 . F5 . 115.9(5) yes
F4 . C10 . F5 . 103.1(5) yes
C7 . C10 . F6 . 111.8(5) yes
F4 . C10 . F6 . 102.8(5) yes
F5 . C10 . F6 . 108.2(6) yes
N5 . C11 . C12 . 121.1(4) yes
N5 . C11 . H111 . 118.5 no
C12 . C11 . H111 . 120.3 no
C11 . C12 . C13 . 120.3(4) yes
C11 . C12 . H121 . 119.2 no
C13 . C12 . H121 . 120.5 no
C12 . C13 . C14 . 119.3(4) yes
C12 . C13 . H131 . 120.5 no
C14 . C13 . H131 . 120.2 no
C13 . C14 . C15 . 119.0(4) yes
C13 . C14 . H141 . 120.0 no
C15 . C14 . H141 . 121.0 no
C14 . C15 . N5 . 121.1(4) yes
C14 . C15 . C16 . 124.2(4) yes
N5 . C15 . C16 . 114.7(3) yes
C15 . C16 . N6 . 115.8(3) yes
C15 . C16 . C17 . 123.3(4) yes
N6 . C16 . C17 . 120.9(4) yes
C16 . C17 . C18 . 118.0(4) yes
C16 . C17 . H171 . 121.1 no
C18 . C17 . H171 . 121.0 no
C17 . C18 . C19 . 120.4(4) yes
C17 . C18 . H181 . 119.5 no
C19 . C18 . H181 . 120.1 no
C18 . C19 . C20 . 118.8(4) yes
C18 . C19 . H191 . 120.5 no
C20 . C19 . H191 . 120.7 no
C19 . C20 . N6 . 122.6(4) yes
C19 . C20 . H201 . 118.3 no
N6 . C20 . H201 . 119.1 no
S3 . C21 . N7 . 112.8(3) yes
S3 . C21 . N8 . 123.1(3) yes
N7 . C21 . N8 . 124.1(3) yes
N8 . C22 . C23 . 124.3(4) yes
N8 . C22 . C25 . 114.1(4) yes
C23 . C22 . C25 . 121.6(4) yes
C22 . C23 . C24 . 116.6(4) yes
C22 . C23 . H231 . 121.8 no
C24 . C23 . H231 . 121.6 no
C23 . C24 . N7 . 121.6(4) yes
C23 . C24 . H241 . 119.2 no
N7 . C24 . H241 . 119.1 no
C22 . C25 . F7 . 113.0(4) yes
C22 . C25 . F8 . 113.3(5) yes
F7 . C25 . F8 . 106.9(5) yes
C22 . C25 . F9 . 113.2(5) yes
F7 . C25 . F9 . 104.5(5) yes
F8 . C25 . F9 . 105.2(5) yes
S4 . C26 . N9 . 113.9(3) yes
S4 . C26 . N10 . 121.9(3) yes
N9 . C26 . N10 . 124.2(4) yes
N10 . C27 . C28 . 125.6(5) yes
N10 . C27 . C30 . 112.1(5) yes
C28 . C27 . C30 . 122.3(5) yes
C27 . C28 . C29 . 116.5(4) yes
C27 . C28 . H281 . 121.8 no
C29 . C28 . H281 . 121.6 no
C28 . C29 . N9 . 122.0(4) yes
C28 . C29 . H291 . 119.5 no
N9 . C29 . H291 . 118.5 no
C27 . C30 . F10 . 107.6(6) yes
C27 . C30 . F11 . 113.1(5) yes
F10 . C30 . F11 . 98.6(6) yes
C27 . C30 . F12 . 116.3(6) yes
F10 . C30 . F12 . 104.2(6) yes
F11 . C30 . F12 . 114.7(7) yes
C32 . C31 . H311 . 108.9 no
C32 . C31 . H312 . 109.1 no
H311 . C31 . H312 . 109.1 no
C32 . C31 . H313 . 110.1 no
H311 . C31 . H313 . 109.7 no
H312 . C31 . H313 . 110.0 no
C31 . C32 . N13 . 176.3(7) yes
C34 . C33 . H331 . 108.9 no
C34 . C33 . H332 . 110.7 no
H331 . C33 . H332 . 109.2 no
C34 . C33 . H333 . 109.1 no
H331 . C33 . H333 . 109.1 no
H332 . C33 . H333 . 109.7 no
C33 . C34 . N14 . 178.6(8) yes
C36 . C35 . H351 . 107.5 no
C36 . C35 . H352 . 111.4 no
H351 . C35 . H352 . 109.5 no
C36 . C35 . H353 . 109.4 no
H351 . C35 . H353 . 109.5 no
H352 . C35 . H353 . 109.5 no
C35 . C36 . N15 . 165(3) yes
N11 . C37 . C38 . 122.5(5) yes
N11 . C37 . H371 . 118.8 no
C38 . C37 . H371 . 118.7 no
C37 . C38 . C39 . 117.7(5) yes
C37 . C38 . H381 . 120.6 no
C39 . C38 . H381 . 121.7 no
C38 . C39 . C40 . 121.0(4) yes
C38 . C39 . H391 . 119.5 no
C40 . C39 . H391 . 119.5 no
C39 . C40 . C41 . 118.8(4) yes
C39 . C40 . H401 . 120.7 no
C41 . C40 . H401 . 120.5 no
C40 . C41 . N11 . 120.8(4) yes
C40 . C41 . C42 . 123.7(4) yes
N11 . C41 . C42 . 115.4(3) yes
C41 . C42 . N12 . 115.4(4) yes
C41 . C42 . C46 . 124.1(4) yes
N12 . C42 . C46 . 120.5(4) yes
N12 . C43 . C44 . 122.0(4) yes
N12 . C43 . H431 . 119.4 no
C44 . C43 . H431 . 118.7 no
C43 . C44 . C45 . 118.3(5) yes
C43 . C44 . H441 . 120.7 no
C45 . C44 . H441 . 121.0 no
C44 . C45 . C46 . 120.5(4) yes
C44 . C45 . H451 . 120.3 no
C46 . C45 . H451 . 119.2 no
C42 . C46 . C45 . 119.2(4) yes
C42 . C46 . H461 . 119.8 no
C45 . C46 . H461 . 121.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C20 . H201 . N13 . 132 0.93 2.56 3.259(9) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_I_CCDC8
_database_code_depnum_ccdc_archive 'CCDC 2218200'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-11-08 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   20.132(2)
_cell_length_b                   11.9175(16)
_cell_length_c                   28.727(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6892.3(15)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C38 H54 F10 N14 Ni2 O12 S6 
# Dc =      1.35 Fooo =   2872.00 Mu =      8.11 M =   1398.73
# Found Formula = C47 H58 F18 N14 Ni2 O2 S6 
# Dc =      1.45 FOOO =   3072.00 Mu =      8.23 M =   1502.85

_chemical_formula_sum            'C47 H58 F18 N14 Ni2 O2 S6'
_chemical_formula_moiety         'C47 H58 F18 N14 Ni2 O2 S6'
_chemical_compound_source        ?
_chemical_formula_weight         1502.85


_cell_measurement_reflns_used    211
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    296

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.170
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3072
_exptl_absorpt_coefficient_mu    0.823

# Sheldrick geometric approximatio 0.82 0.87 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.87
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      296
_diffrn_reflns_number            34600
_reflns_number_total             6561
_diffrn_reflns_av_R_equivalents  0.017
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6561 
# Theoretical number of reflections is about 13144 


_diffrn_reflns_theta_min         2.440
_diffrn_reflns_theta_max         25.735
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.735
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              0
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              34

_oxford_diffrn_Wilson_B_factor   3.78
_oxford_diffrn_Wilson_scale      663.82

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.50
_refine_diff_density_max         0.66


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         4845
_refine_ls_number_restraints     9
_refine_ls_number_parameters     397
_oxford_refine_ls_R_factor_ref   0.0558
_refine_ls_wR_factor_ref         0.0823
_refine_ls_goodness_of_fit_ref   1.0001
_refine_ls_shift/su_max          0.0003051
_refine_ls_shift/su_mean         0.0000220


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6561
_refine_ls_R_factor_all          0.0754
_refine_ls_wR_factor_all         0.0839

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4845
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_gt          0.0823

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 1.23 1.47 0.375 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.64481(4) 0.11544(6) 0.47122(3) 0.0448 1.0000 Uani . . . . . .
S1 S 0.65855(8) -0.08275(11) 0.44458(6) 0.0584 1.0000 Uani . . . . . .
S2 S 0.54793(8) 0.16819(12) 0.42341(6) 0.0540 1.0000 Uani . . . . . .
S3 S 0.72073(8) 0.11678(18) 0.53902(6) 0.0702 1.0000 Uani . . . . . .
N1 N 0.7102(2) 0.1023(4) 0.41828(18) 0.0525 1.0000 Uani . . . . . .
N2 N 0.7470(3) -0.0550(5) 0.3761(2) 0.0723 1.0000 Uani . . . . . .
N3 N 0.6345(2) 0.2909(4) 0.46851(19) 0.0519 1.0000 Uani . . . . . .
N4 N 0.5494(3) 0.3902(4) 0.4329(2) 0.0627 1.0000 Uani . . . . . .
N5 N 0.5918(2) 0.1064(4) 0.53452(17) 0.0554 1.0000 Uani . . . . . .
N6 N 0.6342(3) 0.1214(5) 0.60948(19) 0.0710 1.0000 Uani . . . . . .
N7 N 0.8654(4) 0.1723(6) 0.6498(3) 0.0907 1.0000 Uani . . . . . .
C1 C 0.7096(3) -0.0127(5) 0.4093(2) 0.0580 1.0000 Uani . . . . . .
C2 C 0.7455(4) 0.1705(5) 0.3939(2) 0.0659 1.0000 Uani . . . . . .
C3 C 0.7878(4) 0.1311(6) 0.3577(3) 0.0799 1.0000 Uani . . . . . .
C4 C 0.7846(4) 0.0135(7) 0.3520(3) 0.0860 1.0000 Uani . . . . . .
C5 C 0.8275(6) -0.0433(9) 0.3161(4) 0.1106 1.0000 Uani . . . . . .
C6 C 0.5777(3) 0.2945(5) 0.4421(2) 0.0548 1.0000 Uani . . . . . .
C7 C 0.6604(3) 0.3771(5) 0.4851(2) 0.0627 1.0000 Uani . . . . . .
C8 C 0.6330(3) 0.4816(5) 0.4740(3) 0.0728 1.0000 Uani . . . . . .
C9 C 0.5772(4) 0.4811(5) 0.4483(3) 0.0736 1.0000 Uani . . . . . .
C10 C 0.5444(5) 0.5894(6) 0.4365(4) 0.0959 1.0000 Uani . . . . . .
C11 C 0.6448(4) 0.1167(6) 0.5645(2) 0.0669 1.0000 Uani . . . . . .
C12 C 0.5334(3) 0.1053(5) 0.5490(2) 0.0601 1.0000 Uani . . . . . .
C13 C 0.5206(4) 0.1143(6) 0.5925(3) 0.0686 1.0000 Uani . . . . . .
C14 C 0.5759(4) 0.1211(6) 0.6233(3) 0.0753 1.0000 Uani D . . . . .
C15 C 0.5606(4) 0.1315(6) 0.6747(3) 0.0860 1.0000 Uani D . . . . .
C16 C 0.8715(6) 0.0746(9) 0.6181(4) 0.1429 1.0000 Uani . . . . . .
C17 C 0.8449(7) -0.0452(10) 0.6247(4) 0.1648 1.0000 Uani . . . . . .
C18 C 0.9061(6) 0.1466(11) 0.6909(4) 0.1385 1.0000 Uani . . . . . .
C19 C 0.9816(6) 0.1489(12) 0.6832(4) 0.1648 1.0000 Uani . . . . . .
C20 C 0.8877(5) 0.2823(9) 0.6310(4) 0.1300 1.0000 Uani . . . . . .
C21 C 0.8568(6) 0.3224(9) 0.5861(4) 0.1432 1.0000 Uani . . . . . .
C22 C 0.7959(5) 0.1868(10) 0.6655(4) 0.1300 1.0000 Uani . . . . . .
C23 C 0.7785(6) 0.2874(11) 0.6951(4) 0.1600 1.0000 Uani . . . . . .
C24 C 0.6545(10) 0.3979(17) 0.7713(6) 0.120(7) 0.5000 Uiso . . . . . .
F1 F 0.7887(3) -0.0953(5) 0.2829(2) 0.1322 1.0000 Uani . . . . . .
F2 F 0.8699(3) 0.0285(5) 0.2912(2) 0.1324 1.0000 Uani . . . . . .
F3 F 0.8675(3) -0.1307(5) 0.3329(2) 0.1286 1.0000 Uani . . . . . .
F4 F 0.5721(2) 0.6811(3) 0.4585(2) 0.1125 1.0000 Uani . . . . . .
F5 F 0.4783(2) 0.5964(3) 0.45007(19) 0.1050 1.0000 Uani . . . . . .
F6 F 0.5455(2) 0.6182(3) 0.3894(2) 0.1039 1.0000 Uani . . . . . .
F7 F 0.5166(4) 0.2030(8) 0.6915(3) 0.085(2) 0.5000 Uiso D . . . 1 .
F8 F 0.5562(5) 0.0364(7) 0.7026(3) 0.087(3) 0.5000 Uiso D . . . 1 .
F9 F 0.6135(4) 0.1609(8) 0.7095(3) 0.089(3) 0.5000 Uiso D . . . 1 .
F10 F 0.4970(4) 0.1154(8) 0.6901(3) 0.080(2) 0.5000 Uiso D . . . 2 .
F11 F 0.6107(5) 0.0578(8) 0.6940(3) 0.084(2) 0.5000 Uiso D . . . 2 .
F12 F 0.5849(4) 0.2427(8) 0.6898(3) 0.082(2) 0.5000 Uiso D . . . 2 .
O1 O 0.5200(8) 0.3772(14) 0.7701(5) 0.163(6) 0.5000 Uiso . . . . . .
O2 O 0.6261(7) 0.4765(13) 0.8012(5) 0.134(5) 0.5000 Uiso . . . . . .
H71 H 0.7327 0.2843 0.7026 0.2417 1.0000 Uiso R . . . . .
H72 H 0.8053 0.2871 0.7231 0.2419 1.0000 Uiso R . . . . .
H73 H 0.7876 0.3541 0.6774 0.2418 1.0000 Uiso R . . . . .
H81 H 0.8964 0.2042 0.7142 0.1674 1.0000 Uiso R . . . . .
H82 H 0.8921 0.0746 0.7037 0.1675 1.0000 Uiso R . . . . .
H91 H 0.9356 0.2779 0.6262 0.1570 1.0000 Uiso R . . . . .
H92 H 0.8780 0.3388 0.6547 0.1569 1.0000 Uiso R . . . . .
H101 H 0.4760 0.1169 0.6032 0.0818 1.0000 Uiso R . . . . .
H111 H 0.8145 0.1781 0.3401 0.0962 1.0000 Uiso R . . . . .
H141 H 0.8623 -0.0918 0.5999 0.2458 1.0000 Uiso R . . . . .
H142 H 0.8588 -0.0748 0.6541 0.2459 1.0000 Uiso R . . . . .
H143 H 0.5300 0.4360 0.7834 0.2470 0.5000 Uiso R . . . . .
H144 H 0.5328 0.3826 0.7429 0.2469 0.5000 Uiso R . . . . .
H145 H 0.7968 -0.0454 0.6231 0.2460 1.0000 Uiso R . . . . .
H151 H 0.8792 0.3861 0.5753 0.2148 1.0000 Uiso R . . . . .
H152 H 0.8613 0.2637 0.5638 0.2148 1.0000 Uiso R . . . . .
H153 H 0.8103 0.3394 0.5911 0.2147 1.0000 Uiso R . . . . .
H161 H 0.7842 0.1200 0.6839 0.1559 1.0000 Uiso R . . . . .
H162 H 0.7681 0.1905 0.6380 0.1563 1.0000 Uiso R . . . . .
H171 H 0.6952 0.3724 0.5059 0.0752 1.0000 Uiso R . . . . .
H181 H 0.6912 0.3617 0.7861 0.1799 0.5000 Uiso R . . . . .
H182 H 0.6695 0.4361 0.7439 0.1799 0.5000 Uiso R . . . . .
H183 H 0.6216 0.3434 0.7629 0.1799 0.5000 Uiso R . . . . .
H191 H 0.6525 0.5506 0.4844 0.0877 1.0000 Uiso R . . . . .
H201 H 0.4988 0.0982 0.5276 0.0722 1.0000 Uiso R . . . . .
H211 H 0.7438 0.2473 0.3993 0.0780 1.0000 Uiso R . . . . .
H241 H 0.9197 0.0658 0.6139 0.1723 1.0000 Uiso R . . . . .
H242 H 0.8523 0.1011 0.5884 0.1721 1.0000 Uiso R . . . . .
H251 H 1.0036 0.1241 0.7113 0.2439 1.0000 Uiso R . . . . .
H252 H 0.9966 0.2232 0.6751 0.2438 1.0000 Uiso R . . . . .
H253 H 0.9927 0.0987 0.6586 0.2438 1.0000 Uiso R . . . . .
H261 H 0.6008 0.5188 0.7868 0.2040 0.5000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.043492(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S1 . 2.4982(16) yes
Ni1 . S2 . 2.4670(17) yes
Ni1 . S3 . 2.4756(18) yes
Ni1 . N1 . 2.018(5) yes
Ni1 . N3 . 2.103(4) yes
Ni1 . N5 . 2.111(5) yes
S1 . C1 . 1.667(7) yes
S2 . C6 . 1.707(6) yes
S3 . C11 . 1.694(7) yes
N1 . C1 . 1.395(7) yes
N1 . C2 . 1.286(8) yes
N2 . C1 . 1.314(8) yes
N2 . C4 . 1.313(9) yes
N3 . C6 . 1.372(8) yes
N3 . C7 . 1.247(7) yes
N4 . C6 . 1.302(7) yes
N4 . C9 . 1.296(8) yes
N5 . C11 . 1.376(8) yes
N5 . C12 . 1.248(7) yes
N6 . C11 . 1.312(8) yes
N6 . C14 . 1.239(9) yes
N7 . C16 . 1.483(12) yes
N7 . C18 . 1.469(11) yes
N7 . C20 . 1.487(11) yes
N7 . C22 . 1.480(11) yes
C2 . C3 . 1.425(9) yes
C2 . H211 . 0.930 no
C3 . C4 . 1.412(10) yes
C3 . H111 . 0.926 no
C4 . C5 . 1.504(11) yes
C5 . F1 . 1.379(12) yes
C5 . F2 . 1.407(11) yes
C5 . F3 . 1.402(12) yes
C7 . C8 . 1.399(8) yes
C7 . H171 . 0.923 no
C8 . C9 . 1.345(10) yes
C8 . H191 . 0.958 no
C9 . C10 . 1.489(9) yes
C10 . F4 . 1.381(9) yes
C10 . F5 . 1.390(9) yes
C10 . F6 . 1.397(11) yes
C12 . C13 . 1.281(9) yes
C12 . H201 . 0.931 no
C13 . C14 . 1.426(9) yes
C13 . H101 . 0.949 no
C14 . C15 . 1.513(10) yes
C15 . F7 . 1.319(10) yes
C15 . F8 . 1.390(11) yes
C15 . F9 . 1.501(11) yes
C16 . C17 . 1.537(14) yes
C16 . H241 . 0.984 no
C16 . H242 . 0.989 no
C17 . H141 . 0.971 no
C17 . H142 . 0.956 no
C17 . H145 . 0.970 no
C18 . C19 . 1.535(13) yes
C18 . H81 . 0.980 no
C18 . H82 . 0.976 no
C19 . H251 . 0.968 no
C19 . H252 . 0.966 no
C19 . H253 . 0.953 no
C20 . C21 . 1.509(13) yes
C20 . H91 . 0.974 no
C20 . H92 . 0.976 no
C21 . H151 . 0.936 no
C21 . H152 . 0.954 no
C21 . H153 . 0.967 no
C22 . C23 . 1.511(14) yes
C22 . H161 . 0.983 no
C22 . H162 . 0.969 no
C23 . H71 . 0.947 no
C23 . H72 . 0.967 no
C23 . H73 . 0.962 no
C24 . O2 . 1.39(2) yes
C24 . H181 . 0.956 no
C24 . H182 . 0.958 no
C24 . H183 . 0.959 no
O1 . H143 . 0.822 no
O1 . H144 . 0.825 no
O2 . H261 . 0.827 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 . Ni1 . S2 . 99.08(6) yes
S1 . Ni1 . S3 . 100.30(7) yes
S2 . Ni1 . S3 . 157.58(7) yes
S1 . Ni1 . N1 . 67.88(14) yes
S2 . Ni1 . N1 . 96.66(15) yes
S3 . Ni1 . N1 . 101.00(15) yes
S1 . Ni1 . N3 . 160.01(16) yes
S2 . Ni1 . N3 . 69.37(14) yes
S3 . Ni1 . N3 . 94.81(15) yes
N1 . Ni1 . N3 . 96.54(19) yes
S1 . Ni1 . N5 . 105.76(15) yes
S2 . Ni1 . N5 . 95.34(14) yes
S3 . Ni1 . N5 . 68.57(14) yes
N1 . Ni1 . N5 . 167.19(19) yes
N3 . Ni1 . N5 . 91.9(2) yes
Ni1 . S1 . C1 . 77.4(2) yes
Ni1 . S2 . C6 . 76.8(2) yes
Ni1 . S3 . C11 . 77.4(2) yes
Ni1 . N1 . C1 . 102.1(4) yes
Ni1 . N1 . C2 . 136.2(4) yes
C1 . N1 . C2 . 121.7(6) yes
C1 . N2 . C4 . 118.4(6) yes
Ni1 . N3 . C6 . 97.7(3) yes
Ni1 . N3 . C7 . 139.8(4) yes
C6 . N3 . C7 . 122.3(5) yes
C6 . N4 . C9 . 118.3(6) yes
Ni1 . N5 . C11 . 98.2(4) yes
Ni1 . N5 . C12 . 139.8(5) yes
C11 . N5 . C12 . 121.6(6) yes
C11 . N6 . C14 . 118.1(7) yes
C16 . N7 . C18 . 106.4(9) yes
C16 . N7 . C20 . 116.4(8) yes
C18 . N7 . C20 . 107.8(8) yes
C16 . N7 . C22 . 110.9(8) yes
C18 . N7 . C22 . 107.9(8) yes
C20 . N7 . C22 . 107.1(8) yes
N1 . C1 . S1 . 112.6(5) yes
N1 . C1 . N2 . 120.4(6) yes
S1 . C1 . N2 . 127.0(5) yes
N1 . C2 . C3 . 121.3(6) yes
N1 . C2 . H211 . 120.7 no
C3 . C2 . H211 . 118.0 no
C2 . C3 . C4 . 112.6(7) yes
C2 . C3 . H111 . 123.1 no
C4 . C3 . H111 . 124.3 no
C3 . C4 . N2 . 125.6(7) yes
C3 . C4 . C5 . 120.0(8) yes
N2 . C4 . C5 . 114.4(8) yes
C4 . C5 . F1 . 110.6(9) yes
C4 . C5 . F2 . 115.1(8) yes
F1 . C5 . F2 . 105.3(9) yes
C4 . C5 . F3 . 115.4(9) yes
F1 . C5 . F3 . 103.3(8) yes
F2 . C5 . F3 . 106.1(8) yes
N3 . C6 . S2 . 116.0(4) yes
N3 . C6 . N4 . 120.3(5) yes
S2 . C6 . N4 . 123.7(5) yes
N3 . C7 . C8 . 118.7(6) yes
N3 . C7 . H171 . 121.1 no
C8 . C7 . H171 . 120.0 no
C7 . C8 . C9 . 116.8(6) yes
C7 . C8 . H191 . 122.1 no
C9 . C8 . H191 . 121.1 no
C8 . C9 . N4 . 123.5(6) yes
C8 . C9 . C10 . 119.4(7) yes
N4 . C9 . C10 . 117.1(7) yes
C9 . C10 . F4 . 113.8(7) yes
C9 . C10 . F5 . 114.4(7) yes
F4 . C10 . F5 . 102.1(7) yes
C9 . C10 . F6 . 115.3(8) yes
F4 . C10 . F6 . 104.1(7) yes
F5 . C10 . F6 . 105.8(7) yes
N5 . C11 . S3 . 115.5(5) yes
N5 . C11 . N6 . 119.5(6) yes
S3 . C11 . N6 . 124.9(5) yes
N5 . C12 . C13 . 120.9(7) yes
N5 . C12 . H201 . 119.1 no
C13 . C12 . H201 . 120.0 no
C12 . C13 . C14 . 117.0(7) yes
C12 . C13 . H101 . 120.8 no
C14 . C13 . H101 . 122.3 no
C13 . C14 . N6 . 122.7(7) yes
C13 . C14 . C15 . 116.9(7) yes
N6 . C14 . C15 . 120.4(7) yes
C14 . C15 . F7 . 123.1(7) yes
C14 . C15 . F8 . 120.5(6) yes
F7 . C15 . F8 . 105.8(7) yes
C14 . C15 . F9 . 121.6(6) yes
F7 . C15 . F9 . 94.7(7) yes
F8 . C15 . F9 . 81.6(6) yes
N7 . C16 . C17 . 128.6(10) yes
N7 . C16 . H241 . 104.0 no
C17 . C16 . H241 . 105.1 no
N7 . C16 . H242 . 104.2 no
C17 . C16 . H242 . 105.5 no
H241 . C16 . H242 . 108.3 no
C16 . C17 . H141 . 108.3 no
C16 . C17 . H142 . 110.4 no
H141 . C17 . H142 . 109.4 no
C16 . C17 . H145 . 110.2 no
H141 . C17 . H145 . 108.9 no
H142 . C17 . H145 . 109.6 no
N7 . C18 . C19 . 115.7(9) yes
N7 . C18 . H81 . 106.9 no
C19 . C18 . H81 . 106.5 no
N7 . C18 . H82 . 109.0 no
C19 . C18 . H82 . 110.8 no
H81 . C18 . H82 . 107.5 no
C18 . C19 . H251 . 109.2 no
C18 . C19 . H252 . 111.2 no
H251 . C19 . H252 . 109.8 no
C18 . C19 . H253 . 109.1 no
H251 . C19 . H253 . 108.7 no
H252 . C19 . H253 . 108.8 no
N7 . C20 . C21 . 117.6(9) yes
N7 . C20 . H91 . 107.6 no
C21 . C20 . H91 . 107.8 no
N7 . C20 . H92 . 107.1 no
C21 . C20 . H92 . 107.1 no
H91 . C20 . H92 . 109.5 no
C20 . C21 . H151 . 110.0 no
C20 . C21 . H152 . 107.6 no
H151 . C21 . H152 . 109.0 no
C20 . C21 . H153 . 109.9 no
H151 . C21 . H153 . 110.1 no
H152 . C21 . H153 . 110.2 no
N7 . C22 . C23 . 118.9(9) yes
N7 . C22 . H161 . 107.1 no
C23 . C22 . H161 . 106.6 no
N7 . C22 . H162 . 107.6 no
C23 . C22 . H162 . 106.8 no
H161 . C22 . H162 . 109.7 no
C22 . C23 . H71 . 108.8 no
C22 . C23 . H72 . 109.6 no
H71 . C23 . H72 . 110.7 no
C22 . C23 . H73 . 108.3 no
H71 . C23 . H73 . 109.8 no
H72 . C23 . H73 . 109.6 no
O2 . C24 . H181 . 110.3 no
O2 . C24 . H182 . 108.4 no
H181 . C24 . H182 . 109.8 no
O2 . C24 . H183 . 109.0 no
H181 . C24 . H183 . 109.9 no
H182 . C24 . H183 . 109.4 no
H143 . O1 . H144 . 107.2 no
C24 . O2 . H261 . 110.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O1 . H143 . O2 . 123 0.82 2.06 2.600(13) yes
C24 . H183 . O1 . 121 0.96 2.10 2.720(13) yes
C2 . H211 . N2 3_655 154 0.93 2.46 3.315(13) yes
C19 . H252 . O1 8_556 126 0.97 2.46 3.131(13) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
