# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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 1995929'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   10.7282(13)
_cell_length_b                   29.457(3)
_cell_length_c                   8.1158(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.594(6)
_cell_angle_gamma                90
_cell_volume                     2503.1(5)

_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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 Co2 N8 O4 S2 
# Dc =      1.64 Fooo =   1256.00 Mu =     15.36 M =    618.43
# Found Formula = C13.25 H20 Co1 N12 O1.38 S3 
# Dc =      1.39 FOOO =   1078.00 Mu =      9.67 M =    524.52

_chemical_formula_sum            'C13.25 H20 Co1 N12 O1.38 S3'
_chemical_formula_moiety         'C13.25 H20 Co1 N12 O1.38 S3'
_chemical_compound_source        ?
_chemical_formula_weight         524.52


_cell_measurement_reflns_used    199
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_max          0.200

_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1078
_exptl_absorpt_coefficient_mu    0.967

# Sheldrick geometric approximatio 0.83 0.87 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.83
_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            41557
_reflns_number_total             4814
_diffrn_reflns_av_R_equivalents  0.040
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4814 
# Theoretical number of reflections is about 9755 


_diffrn_reflns_theta_min         1.383
_diffrn_reflns_theta_max         26.003
_diffrn_measured_fraction_theta_max 0.980

_diffrn_reflns_theta_full        25.223
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       9
_reflns_limit_h_min              -13
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              36
_reflns_limit_l_min              0
_reflns_limit_l_max              9

_oxford_diffrn_Wilson_B_factor   3.48
_oxford_diffrn_Wilson_scale      79.19

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

_refine_diff_density_min         -0.39
_refine_diff_density_max         0.42


# 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         4181
_refine_ls_number_restraints     3
_refine_ls_number_parameters     278
_oxford_refine_ls_R_factor_ref   0.0494
_refine_ls_wR_factor_ref         0.0694
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0011840
_refine_ls_shift/su_mean         0.0000603


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4797
_refine_ls_R_factor_all          0.0596
_refine_ls_wR_factor_all         0.0711

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4181
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_gt          0.0694

# 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: 
 1.96 2.39 0.772 
;

# 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
Co2 Co 0.39319(4) 0.634798(12) 0.01204(5) 0.0463 1.0000 Uani . . . . . .
S1 S 0.46401(8) 0.62167(2) 0.29531(10) 0.0520 1.0000 Uani . . . . . .
S3 S 0.29316(7) 0.64124(2) -0.26819(9) 0.0458 1.0000 Uani . . . . . .
S11 S 0.59260(8) 0.63104(2) -0.03875(11) 0.0527 1.0000 Uani . . . . . .
N1 N 0.4592(2) 0.69634(7) 0.0125(3) 0.0445 1.0000 Uani . . . . . .
N2 N 0.6525(2) 0.71972(8) -0.0609(3) 0.0489 1.0000 Uani . . . . . .
N3 N 0.3164(2) 0.74766(8) 0.0836(3) 0.0521 1.0000 Uani . . . . . .
N4 N 0.6927(2) 0.79528(8) -0.0891(3) 0.0572 1.0000 Uani . . . . . .
N5 N 0.2116(2) 0.64903(8) -0.0013(3) 0.0467 1.0000 Uani . . . . . .
N6 N 0.0556(2) 0.66638(9) -0.2492(3) 0.0564 1.0000 Uani . . . . . .
N7 N 0.1727(3) 0.65451(10) 0.2666(3) 0.0686 1.0000 Uani . . . . . .
N8 N -0.1447(3) 0.68965(11) -0.2272(4) 0.0767 1.0000 Uani . . . . . .
N9 N 0.3730(2) 0.56988(7) 0.0512(3) 0.0482 1.0000 Uani . . . . . .
N10 N 0.4379(3) 0.53102(8) 0.3140(3) 0.0562 1.0000 Uani . . . . . .
N11 N 0.2875(3) 0.53219(9) -0.1951(3) 0.0628 1.0000 Uani . . . . . .
N12 N 0.4099(3) 0.45478(8) 0.3324(3) 0.0665 1.0000 Uani . . . . . .
O1 O -0.0129(5) 0.70301(16) 0.4287(6) 0.0783(14) 0.5000 Uiso D . . . 1 .
O2 O 0.8023(7) 0.5454(2) 0.4350(9) 0.117(2) 0.5000 Uiso D . . . 2 .
O3 O 1.0602(14) 0.5417(5) 0.2907(19) 0.130(5) 0.2500 Uiso D . . . . .
O4 O 1.0000 0.5000 0.0000 0.123(6) 0.2500 Uiso S . . . . .
C1 C 0.5742(3) 0.68906(9) -0.0290(4) 0.0468 1.0000 Uani . . . . . .
C2 C 0.4260(3) 0.74017(9) 0.0370(4) 0.0454 1.0000 Uani . . . . . .
C3 C 0.5040(3) 0.77406(9) 0.0023(4) 0.0489 1.0000 Uani . . . . . .
C4 C 0.6141(3) 0.76354(9) -0.0476(4) 0.0484 1.0000 Uani . . . . . .
C5 C 0.1703(3) 0.65367(10) -0.1680(4) 0.0474 1.0000 Uani . . . . . .
C6 C 0.1265(3) 0.65832(11) 0.0953(4) 0.0558 1.0000 Uani . . . . . .
C7 C 0.0050(3) 0.67166(12) 0.0248(4) 0.0629 1.0000 Uani . . . . . .
C8 C -0.0275(3) 0.67514(12) -0.1468(4) 0.0626 1.0000 Uani . . . . . .
C9 C 0.4226(3) 0.56710(9) 0.2179(4) 0.0506 1.0000 Uani . . . . . .
C10 C 0.3353(3) 0.53089(10) -0.0306(4) 0.0536 1.0000 Uani . . . . . .
C11 C 0.3465(3) 0.49050(10) 0.0608(4) 0.0579 1.0000 Uani . . . . . .
C12 C 0.3984(3) 0.49178(10) 0.2311(4) 0.0585 1.0000 Uani . . . . . .
C13 C -0.0529(8) 0.6555(2) 0.4150(10) 0.081(2) 0.5000 Uiso D . . . 1 .
C14 C 0.8253(12) 0.5851(3) 0.3406(14) 0.138(4) 0.5000 Uiso D . . . 2 .
C15 C 1.082(2) 0.4947(5) 0.343(3) 0.140(8) 0.2500 Uiso D . . . . .
H11 H 0.0261 0.7138 0.5168 0.1179 0.5000 Uiso R . . . 1 .
H21 H 0.7420 0.5437 0.4801 0.1782 0.5000 Uiso R . . . 2 .
H31 H 0.4811 0.8038 0.0158 0.0595 1.0000 Uiso R . . . . .
H32 H 0.2639 0.7263 0.0918 0.0629 1.0000 Uiso R . . . . .
H41 H 0.6654 0.8227 -0.1106 0.0695 1.0000 Uiso R . . . . .
H42 H 0.7505 0.7868 -0.1395 0.0695 1.0000 Uiso R . . . . .
H71 H -0.0540 0.6779 0.0896 0.0767 1.0000 Uiso R . . . . .
H72 H 0.1369 0.6697 0.3321 0.0839 1.0000 Uiso R . . . . .
H81 H -0.2090 0.6862 -0.1799 0.0927 1.0000 Uiso R . . . . .
H82 H -0.1637 0.6933 -0.3377 0.0926 1.0000 Uiso R . . . . .
H111 H 0.3180 0.4632 0.0070 0.0702 1.0000 Uiso R . . . . .
H112 H 0.2696 0.5080 -0.2498 0.0752 1.0000 Uiso R . . . . .
H121 H 0.4011 0.4284 0.2872 0.0806 1.0000 Uiso R . . . . .
H122 H 0.4593 0.4568 0.4328 0.0808 1.0000 Uiso R . . . . .
H131 H 0.0087 0.6367 0.4835 0.1223 0.5000 Uiso R . . . 1 .
H132 H -0.1303 0.6521 0.4498 0.1225 0.5000 Uiso R . . . 1 .
H133 H -0.0651 0.6392 0.3111 0.1225 0.5000 Uiso R . . . 1 .
H141 H 0.8593 0.6088 0.4192 0.2090 0.5000 Uiso R . . . 2 .
H142 H 0.8871 0.5773 0.2748 0.2090 0.5000 Uiso R . . . 2 .
H143 H 0.7467 0.5947 0.2679 0.2090 0.5000 Uiso R . . . 2 .
H144 H 0.2530 0.6450 0.3021 0.0831 1.0000 Uiso R . . . . .
H145 H 0.3042 0.7735 0.1236 0.0625 1.0000 Uiso R . . . . .
H146 H 0.2993 0.5558 -0.2520 0.0756 1.0000 Uiso R . . . . .
H33 H 1.0409 0.5285 0.1982 0.1544 0.2500 Uiso R . . . . .
H151 H 1.1108 0.4940 0.4627 0.1579 0.2500 Uiso R . . . . .
H152 H 1.1455 0.4818 0.2922 0.1579 0.2500 Uiso R . . . . .
H153 H 1.0053 0.4778 0.3117 0.1579 0.2500 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.13722(4)
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
Co2 . S1 . 2.2914(9) yes
Co2 . S3 . 2.3012(8) yes
Co2 . S11 . 2.2679(9) yes
Co2 . N1 . 1.946(2) yes
Co2 . N5 . 1.973(2) yes
Co2 . N9 . 1.958(2) yes
S1 . C9 . 1.748(3) yes
S3 . C5 . 1.732(3) yes
S11 . C1 . 1.724(3) yes
N1 . C1 . 1.366(4) yes
N1 . C2 . 1.365(3) yes
N2 . C1 . 1.298(4) yes
N2 . C4 . 1.367(3) yes
N3 . C2 . 1.329(4) yes
N3 . H32 . 0.858 no
N3 . H145 . 0.850 no
N4 . C4 . 1.350(4) yes
N4 . H41 . 0.862 no
N4 . H42 . 0.852 no
N5 . C5 . 1.336(3) yes
N5 . C6 . 1.354(4) yes
N6 . C5 . 1.318(4) yes
N6 . C8 . 1.370(4) yes
N7 . C6 . 1.375(4) yes
N7 . H72 . 0.848 no
N7 . H144 . 0.892 no
N8 . C8 . 1.354(4) yes
N8 . H81 . 0.865 no
N8 . H82 . 0.881 no
N9 . C9 . 1.344(4) yes
N9 . C10 . 1.344(4) yes
N10 . C9 . 1.307(3) yes
N10 . C12 . 1.358(4) yes
N11 . C10 . 1.322(4) yes
N11 . H112 . 0.840 no
N11 . H146 . 0.859 no
N12 . C12 . 1.354(4) yes
N12 . H121 . 0.855 no
N12 . H122 . 0.871 no
O1 . C13 . 1.461(4) yes
O1 . H11 . 0.810 no
O2 . C14 . 1.449(5) yes
O2 . H21 . 0.812 no
O3 . C15 . 1.452(5) yes
O3 . H33 . 0.830 no
C2 . C3 . 1.371(4) yes
C3 . C4 . 1.365(4) yes
C3 . H31 . 0.923 no
C6 . C7 . 1.362(4) yes
C7 . C8 . 1.363(4) yes
C7 . H71 . 0.925 no
C10 . C11 . 1.393(4) yes
C11 . C12 . 1.374(4) yes
C11 . H111 . 0.934 no
C13 . H131 . 0.944 no
C13 . H132 . 0.939 no
C13 . H133 . 0.955 no
C14 . H141 . 0.963 no
C14 . H142 . 0.965 no
C14 . H143 . 0.960 no
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C15 . H153 . 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 . Co2 . S3 . 170.63(3) yes
S1 . Co2 . S11 . 93.13(3) yes
S3 . Co2 . S11 . 94.56(3) yes
S1 . Co2 . N1 . 96.56(7) yes
S3 . Co2 . N1 . 90.93(7) yes
S11 . Co2 . N1 . 71.86(7) yes
S1 . Co2 . N5 . 101.44(7) yes
S3 . Co2 . N5 . 71.71(7) yes
S11 . Co2 . N5 . 163.72(7) yes
N1 . Co2 . N5 . 99.01(10) yes
S1 . Co2 . N9 . 72.34(7) yes
S3 . Co2 . N9 . 101.34(7) yes
S11 . Co2 . N9 . 97.12(8) yes
N1 . Co2 . N9 . 164.26(10) yes
N5 . Co2 . N9 . 94.22(10) yes
Co2 . S1 . C9 . 77.98(10) yes
Co2 . S3 . C5 . 77.99(10) yes
Co2 . S11 . C1 . 79.72(10) yes
Co2 . N1 . C1 . 101.61(17) yes
Co2 . N1 . C2 . 140.8(2) yes
C1 . N1 . C2 . 117.6(2) yes
C1 . N2 . C4 . 115.0(3) yes
C2 . N3 . H32 . 122.5 no
C2 . N3 . H145 . 118.5 no
H32 . N3 . H145 . 118.1 no
C4 . N4 . H41 . 119.7 no
C4 . N4 . H42 . 118.5 no
H41 . N4 . H42 . 115.2 no
Co2 . N5 . C5 . 100.51(18) yes
Co2 . N5 . C6 . 142.5(2) yes
C5 . N5 . C6 . 116.7(3) yes
C5 . N6 . C8 . 114.2(3) yes
C6 . N7 . H72 . 118.6 no
C6 . N7 . H144 . 117.5 no
H72 . N7 . H144 . 120.0 no
C8 . N8 . H81 . 119.7 no
C8 . N8 . H82 . 120.9 no
H81 . N8 . H82 . 115.8 no
Co2 . N9 . C9 . 100.91(17) yes
Co2 . N9 . C10 . 141.9(2) yes
C9 . N9 . C10 . 117.1(2) yes
C9 . N10 . C12 . 114.3(3) yes
C10 . N11 . H112 . 120.2 no
C10 . N11 . H146 . 119.7 no
H112 . N11 . H146 . 116.5 no
C12 . N12 . H121 . 118.9 no
C12 . N12 . H122 . 118.0 no
H121 . N12 . H122 . 116.8 no
C13 . O1 . H11 . 122.0 no
C14 . O2 . H21 . 122.3 no
C15 . O3 . H33 . 79.3 no
S11 . C1 . N1 . 106.6(2) yes
S11 . C1 . N2 . 126.5(2) yes
N1 . C1 . N2 . 126.8(2) yes
N1 . C2 . N3 . 118.2(3) yes
N1 . C2 . C3 . 117.9(3) yes
N3 . C2 . C3 . 123.7(3) yes
C2 . C3 . C4 . 120.2(3) yes
C2 . C3 . H31 . 118.5 no
C4 . C3 . H31 . 121.3 no
N2 . C4 . C3 . 122.2(3) yes
N2 . C4 . N4 . 114.8(3) yes
C3 . C4 . N4 . 123.0(3) yes
S3 . C5 . N5 . 109.6(2) yes
S3 . C5 . N6 . 123.3(2) yes
N5 . C5 . N6 . 127.1(3) yes
N7 . C6 . N5 . 115.4(3) yes
N7 . C6 . C7 . 123.3(3) yes
N5 . C6 . C7 . 121.3(3) yes
C6 . C7 . C8 . 117.3(3) yes
C6 . C7 . H71 . 121.9 no
C8 . C7 . H71 . 120.8 no
N6 . C8 . C7 . 123.4(3) yes
N6 . C8 . N8 . 115.2(3) yes
C7 . C8 . N8 . 121.3(3) yes
S1 . C9 . N9 . 108.6(2) yes
S1 . C9 . N10 . 123.0(2) yes
N9 . C9 . N10 . 128.4(3) yes
N9 . C10 . N11 . 118.9(3) yes
N9 . C10 . C11 . 119.0(3) yes
N11 . C10 . C11 . 122.1(3) yes
C10 . C11 . C12 . 118.8(3) yes
C10 . C11 . H111 . 120.4 no
C12 . C11 . H111 . 120.9 no
C11 . C12 . N10 . 122.4(3) yes
C11 . C12 . N12 . 123.5(3) yes
N10 . C12 . N12 . 114.0(3) yes
O1 . C13 . H131 . 111.1 no
O1 . C13 . H132 . 110.2 no
H131 . C13 . H132 . 108.2 no
O1 . C13 . H133 . 122.0 no
H131 . C13 . H133 . 99.7 no
H132 . C13 . H133 . 104.6 no
O2 . C14 . H141 . 108.6 no
O2 . C14 . H142 . 108.5 no
H141 . C14 . H142 . 109.4 no
O2 . C14 . H143 . 109.5 no
H141 . C14 . H143 . 110.4 no
H142 . C14 . H143 . 110.3 no
O3 . C15 . H151 . 108.4 no
O3 . C15 . H152 . 109.8 no
H151 . C15 . H152 . 109.5 no
O3 . C15 . H153 . 110.2 no
H151 . C15 . H153 . 109.5 no
H152 . C15 . H153 . 109.5 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
O2 . H21 . N12 2_666 168 0.81 2.46 3.259(7) yes
N3 . H32 . N5 . 141 0.86 2.42 3.137(7) yes
N3 . H32 . C6 . 173 0.86 2.49 3.342(7) yes
N4 . H42 . O1 4_664 132 0.85 2.50 3.131(7) yes
N7 . H72 . O1 . 160 0.85 2.17 2.980(7) yes
N7 . H72 . C13 . 129 0.85 2.32 2.929(7) yes
N8 . H81 . N2 1_455 146 0.87 2.18 2.935(7) yes
N8 . H82 . N4 4_464 152 0.88 2.30 3.104(7) yes
N11 . H112 . O2 2_665 167 0.84 2.20 3.021(7) yes
N12 . H122 . N10 2_666 172 0.87 2.14 3.006(7) yes
C13 . H132 . N4 4_465 128 0.94 2.42 3.084(7) yes
C14 . H141 . C13 1_655 136 0.96 1.67 2.454(7) yes
C14 . H142 . O3 . 142 0.97 2.11 2.932(7) yes
O3 . H33 . O4 . 180 0.83 1.78 2.613(7) yes
C15 . H151 . O2 2_766 124 0.95 1.60 2.279(7) yes


####################################################################### 
# 
# 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 1995933'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   8.7104(12)
_cell_length_b                   20.042(3)
_cell_length_c                   13.7941(17)
_cell_angle_alpha                90
_cell_angle_beta                 90.357(7)
_cell_angle_gamma                90
_cell_volume                     2408.0(6)

_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'
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'
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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C15 H15 Co1.50 F9 N6 P1.50 S3 
# Dc =      1.88 Fooo =   1356.00 Mu =     14.93 M =    681.36
# Found Formula = C20 H18 Co1 F6 N4 P1 S2 
# Dc =      1.61 FOOO =   1176.00 Mu =     10.15 M =    582.42

_chemical_formula_sum            'C20 H18 Co1 F6 N4 P1 S2'
_chemical_formula_moiety         'C20 H18 Co1 F6 N4 P1 S2'
_chemical_compound_source        ?
_chemical_formula_weight         582.42


_cell_measurement_reflns_used    192
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.170
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_max          0.260

_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1176
_exptl_absorpt_coefficient_mu    1.015

# Sheldrick geometric approximatio 0.82 0.84 
_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  0.84
_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            43635
_reflns_number_total             5311
_diffrn_reflns_av_R_equivalents  0.028
# Number of reflections without Friedels Law is 5311 
# Number of reflections with Friedels Law is 1547 
# Theoretical number of reflections is about 5373 


_diffrn_reflns_theta_min         1.792
_diffrn_reflns_theta_max         27.212
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        26.395
_diffrn_measured_fraction_theta_full 0.994


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              25
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   2.80
_oxford_diffrn_Wilson_scale      32.57

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

_refine_diff_density_min         -0.67
_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         4513
_refine_ls_number_restraints     16
_refine_ls_number_parameters     301
_oxford_refine_ls_R_factor_ref   0.0661
_refine_ls_wR_factor_ref         0.1312
_refine_ls_goodness_of_fit_ref   1.0002
_refine_ls_shift/su_max          0.0004354
_refine_ls_shift/su_mean         0.0000277


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5300
_refine_ls_R_factor_all          0.0762
_refine_ls_wR_factor_all         0.1343

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4513
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_gt          0.1312

# 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: 
 6.10 7.57 2.52 
;

# 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
Co1 Co 0.95858(6) 0.72531(3) 0.51543(4) 0.0327 1.0000 Uani . . . . . .
S1 S 0.86960(14) 0.71807(6) 0.67103(8) 0.0477 1.0000 Uani . . . . . .
S2 S 1.07919(12) 0.70164(6) 0.37024(7) 0.0443 1.0000 Uani . . . . . .
N1 N 0.8762(3) 0.63714(17) 0.5330(2) 0.0357 1.0000 Uani . . . . . .
N2 N 1.1590(4) 0.68902(17) 0.5448(2) 0.0357 1.0000 Uani . . . . . .
N3 N 1.0413(4) 0.81572(18) 0.5204(3) 0.0406 1.0000 Uani . . . . . .
N4 N 0.7625(4) 0.75921(17) 0.4650(2) 0.0358 1.0000 Uani . . . . . .
C1 C 0.8368(4) 0.6384(2) 0.6267(3) 0.0423 1.0000 Uani . . . . . .
C2 C 0.7813(6) 0.5818(3) 0.6721(4) 0.0568 1.0000 Uani . . . . . .
C3 C 0.7670(6) 0.5248(3) 0.6178(5) 0.0661 1.0000 Uani . . . . . .
C4 C 0.8087(6) 0.5240(3) 0.5222(4) 0.0587 1.0000 Uani . . . . . .
C5 C 0.8626(5) 0.5812(2) 0.4808(4) 0.0434 1.0000 Uani . . . . . .
C6 C 1.2128(4) 0.6753(2) 0.4561(3) 0.0365 1.0000 Uani . . . . . .
C7 C 1.3537(5) 0.6444(2) 0.4439(3) 0.0447 1.0000 Uani . . . . . .
C8 C 1.4373(5) 0.6277(3) 0.5249(4) 0.0566 1.0000 Uani . . . . . .
C9 C 1.3806(6) 0.6419(3) 0.6157(4) 0.0597 1.0000 Uani . . . . . .
C10 C 1.2402(5) 0.6730(2) 0.6234(3) 0.0466 1.0000 Uani . . . . . .
C11 C 1.1050(6) 0.8389(3) 0.6023(4) 0.0539 1.0000 Uani . . . . . .
C12 C 1.1694(7) 0.9013(3) 0.6086(5) 0.0720 1.0000 Uani . . . . . .
C13 C 1.1693(8) 0.9418(3) 0.5295(6) 0.0811 1.0000 Uani . . . . . .
C14 C 1.1020(7) 0.9189(3) 0.4449(5) 0.0723 1.0000 Uani . . . . . .
C15 C 1.0393(6) 0.8557(3) 0.4427(4) 0.0528 1.0000 Uani . . . . . .
C16 C 0.6887(5) 0.8104(3) 0.5076(4) 0.0536 1.0000 Uani . . . . . .
C17 C 0.5558(6) 0.8372(3) 0.4694(4) 0.0666 1.0000 Uani . . . . . .
C18 C 0.4942(6) 0.8110(3) 0.3857(4) 0.0603 1.0000 Uani . . . . . .
C19 C 0.5677(5) 0.7587(3) 0.3420(3) 0.0491 1.0000 Uani . . . . . .
C20 C 0.7007(5) 0.7340(2) 0.3838(3) 0.0386 1.0000 Uani . . . . . .
P1 P 0.63222(18) 0.95739(8) 0.72313(10) 0.0611 1.0000 Uani . . . . . .
F1 F 0.4733(11) 0.9946(5) 0.7073(6) 0.102(3) 0.5000 Uiso . . . . 2 .
F2 F 0.7846(12) 0.9134(6) 0.7394(8) 0.117(2) 0.5000 Uiso . U . . 2 .
F3 F 0.7229(12) 1.0221(5) 0.7375(7) 0.104(3) 0.5000 Uiso . . . . 2 .
F4 F 0.6518(8) 0.9578(4) 0.6101(5) 0.0680(18) 0.5000 Uiso . . . . 2 .
F5 F 0.5400(9) 0.8861(4) 0.7046(6) 0.082(2) 0.5000 Uiso . . . . 2 .
F6 F 0.6014(9) 0.9455(4) 0.8334(6) 0.072(2) 0.5000 Uiso . . . . 2 .
F7 F 0.5839(12) 1.0313(5) 0.7021(7) 0.1072(14) 0.5000 Uiso . U . . 1 .
F8 F 0.7129(12) 0.8868(5) 0.7470(7) 0.1088(13) 0.5000 Uiso . U . . 1 .
F9 F 0.7956(11) 0.9916(5) 0.7576(7) 0.1043(14) 0.5000 Uiso . U . . 1 .
F10 F 0.7207(12) 0.9493(5) 0.6217(7) 0.1040(14) 0.5000 Uiso . U . . 1 .
F11 F 0.4832(11) 0.9197(5) 0.7005(7) 0.1075(14) 0.5000 Uiso . U . . 1 .
F12 F 0.5772(12) 0.9746(5) 0.8336(8) 0.1042(14) 0.5000 Uiso . U . . 1 .
H61 H 1.1998 0.6827 0.6842 0.0557 1.0000 Uiso R . . . . .
H71 H 1.4363 0.6307 0.6709 0.0719 1.0000 Uiso R . . . . .
H81 H 1.5313 0.6069 0.5186 0.0679 1.0000 Uiso R . . . . .
H91 H 1.3904 0.6350 0.3823 0.0540 1.0000 Uiso R . . . . .
H151 H 0.8917 0.5818 0.4168 0.0521 1.0000 Uiso R . . . . .
H161 H 0.7993 0.4857 0.4851 0.0710 1.0000 Uiso R . . . . .
H171 H 0.7315 0.4864 0.6461 0.0792 1.0000 Uiso R . . . . .
H181 H 0.7551 0.5829 0.7370 0.0676 1.0000 Uiso R . . . . .
H201 H 0.7496 0.6985 0.3547 0.0456 1.0000 Uiso R . . . . .
H211 H 0.5283 0.7397 0.2855 0.0602 1.0000 Uiso R . . . . .
H221 H 0.4061 0.8290 0.3593 0.0720 1.0000 Uiso R . . . . .
H231 H 0.5088 0.8724 0.5004 0.0801 1.0000 Uiso R . . . . .
H241 H 0.7307 0.8281 0.5646 0.0640 1.0000 Uiso R . . . . .
H271 H 1.1057 0.8116 0.6565 0.0647 1.0000 Uiso R . . . . .
H281 H 1.2132 0.9149 0.6669 0.0872 1.0000 Uiso R . . . . .
H291 H 1.2129 0.9838 0.5321 0.0971 1.0000 Uiso R . . . . .
H301 H 1.0985 0.9460 0.3900 0.0860 1.0000 Uiso R . . . . .
H311 H 0.9935 0.8404 0.3859 0.0640 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.2378(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
Co1 . S1 . 2.2912(12) yes
Co1 . S2 . 2.3165(11) yes
Co1 . N1 . 1.923(3) yes
Co1 . N2 . 1.932(3) yes
Co1 . N3 . 1.951(4) yes
Co1 . N4 . 1.961(3) yes
S1 . C1 . 1.733(5) yes
S2 . C6 . 1.738(4) yes
N1 . C1 . 1.339(5) yes
N1 . C5 . 1.337(5) yes
N2 . C6 . 1.342(5) yes
N2 . C10 . 1.330(5) yes
N3 . C11 . 1.340(6) yes
N3 . C15 . 1.337(6) yes
N4 . C16 . 1.347(5) yes
N4 . C20 . 1.339(5) yes
C1 . C2 . 1.384(6) yes
C2 . C3 . 1.371(8) yes
C2 . H181 . 0.925 no
C3 . C4 . 1.370(8) yes
C3 . H171 . 0.917 no
C4 . C5 . 1.365(7) yes
C4 . H161 . 0.925 no
C5 . H151 . 0.921 no
C6 . C7 . 1.385(6) yes
C7 . C8 . 1.371(7) yes
C7 . H91 . 0.929 no
C8 . C9 . 1.379(7) yes
C8 . H81 . 0.924 no
C9 . C10 . 1.378(6) yes
C9 . H71 . 0.927 no
C10 . H61 . 0.931 no
C11 . C12 . 1.373(7) yes
C11 . H271 . 0.927 no
C12 . C13 . 1.360(9) yes
C12 . H281 . 0.928 no
C13 . C14 . 1.380(9) yes
C13 . H291 . 0.924 no
C14 . C15 . 1.381(7) yes
C14 . H301 . 0.933 no
C15 . H311 . 0.929 no
C16 . C17 . 1.378(7) yes
C16 . H241 . 0.936 no
C17 . C18 . 1.373(8) yes
C17 . H231 . 0.922 no
C18 . C19 . 1.370(7) yes
C18 . H221 . 0.921 no
C19 . C20 . 1.382(6) yes
C19 . H211 . 0.932 no
C20 . H201 . 0.924 no
P1 . F7 . 1.567(10) yes
P1 . F8 . 1.613(10) yes
P1 . F9 . 1.647(10) yes
P1 . F10 . 1.610(10) yes
P1 . F11 . 1.532(10) yes
P1 . F12 . 1.637(10) 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 . Co1 . S2 . 162.71(5) yes
S1 . Co1 . N1 . 72.23(10) yes
S2 . Co1 . N1 . 95.31(10) yes
S1 . Co1 . N2 . 95.16(10) yes
S2 . Co1 . N2 . 71.96(10) yes
N1 . Co1 . N2 . 87.99(14) yes
S1 . Co1 . N3 . 98.81(11) yes
S2 . Co1 . N3 . 92.92(11) yes
N1 . Co1 . N3 . 170.74(15) yes
N2 . Co1 . N3 . 90.54(14) yes
S1 . Co1 . N4 . 93.16(10) yes
S2 . Co1 . N4 . 99.39(10) yes
N1 . Co1 . N4 . 92.19(13) yes
N2 . Co1 . N4 . 171.31(14) yes
N3 . Co1 . N4 . 90.64(14) yes
Co1 . S1 . C1 . 77.51(14) yes
Co1 . S2 . C6 . 77.19(13) yes
Co1 . N1 . C1 . 101.7(3) yes
Co1 . N1 . C5 . 137.2(3) yes
C1 . N1 . C5 . 120.8(4) yes
Co1 . N2 . C6 . 101.9(2) yes
Co1 . N2 . C10 . 137.5(3) yes
C6 . N2 . C10 . 120.4(4) yes
Co1 . N3 . C11 . 120.2(3) yes
Co1 . N3 . C15 . 121.7(3) yes
C11 . N3 . C15 . 118.1(4) yes
Co1 . N4 . C16 . 121.7(3) yes
Co1 . N4 . C20 . 120.7(3) yes
C16 . N4 . C20 . 117.5(4) yes
S1 . C1 . N1 . 108.4(3) yes
S1 . C1 . C2 . 130.7(4) yes
N1 . C1 . C2 . 120.9(4) yes
C1 . C2 . C3 . 117.7(5) yes
C1 . C2 . H181 . 120.5 no
C3 . C2 . H181 . 121.8 no
C2 . C3 . C4 . 120.9(5) yes
C2 . C3 . H171 . 119.7 no
C4 . C3 . H171 . 119.4 no
C3 . C4 . C5 . 119.1(5) yes
C3 . C4 . H161 . 121.2 no
C5 . C4 . H161 . 119.7 no
C4 . C5 . N1 . 120.6(5) yes
C4 . C5 . H151 . 120.6 no
N1 . C5 . H151 . 118.8 no
S2 . C6 . N2 . 108.8(3) yes
S2 . C6 . C7 . 130.0(3) yes
N2 . C6 . C7 . 121.2(4) yes
C6 . C7 . C8 . 118.4(4) yes
C6 . C7 . H91 . 120.8 no
C8 . C7 . H91 . 120.8 no
C7 . C8 . C9 . 119.9(4) yes
C7 . C8 . H81 . 120.0 no
C9 . C8 . H81 . 120.1 no
C8 . C9 . C10 . 119.1(5) yes
C8 . C9 . H71 . 120.5 no
C10 . C9 . H71 . 120.5 no
C9 . C10 . N2 . 121.0(4) yes
C9 . C10 . H61 . 120.2 no
N2 . C10 . H61 . 118.8 no
N3 . C11 . C12 . 122.5(5) yes
N3 . C11 . H271 . 118.5 no
C12 . C11 . H271 . 119.1 no
C11 . C12 . C13 . 119.6(6) yes
C11 . C12 . H281 . 119.2 no
C13 . C12 . H281 . 121.2 no
C12 . C13 . C14 . 118.6(5) yes
C12 . C13 . H291 . 120.9 no
C14 . C13 . H291 . 120.5 no
C13 . C14 . C15 . 119.3(6) yes
C13 . C14 . H301 . 120.4 no
C15 . C14 . H301 . 120.3 no
C14 . C15 . N3 . 122.0(5) yes
C14 . C15 . H311 . 119.3 no
N3 . C15 . H311 . 118.8 no
N4 . C16 . C17 . 122.2(5) yes
N4 . C16 . H241 . 118.1 no
C17 . C16 . H241 . 119.7 no
C16 . C17 . C18 . 119.7(5) yes
C16 . C17 . H231 . 119.7 no
C18 . C17 . H231 . 120.6 no
C17 . C18 . C19 . 118.7(4) yes
C17 . C18 . H221 . 120.2 no
C19 . C18 . H221 . 121.1 no
C18 . C19 . C20 . 118.9(4) yes
C18 . C19 . H211 . 120.7 no
C20 . C19 . H211 . 120.4 no
C19 . C20 . N4 . 123.0(4) yes
C19 . C20 . H201 . 118.8 no
N4 . C20 . H201 . 118.1 no
F7 . P1 . F8 . 169.6(5) yes
F7 . P1 . F9 . 83.7(5) yes
F8 . P1 . F9 . 86.1(5) yes
F7 . P1 . F10 . 93.6(5) yes
F8 . P1 . F10 . 83.1(5) yes
F9 . P1 . F10 . 82.8(5) yes
F7 . P1 . F11 . 101.7(6) yes
F8 . P1 . F11 . 88.7(5) yes
F9 . P1 . F11 . 173.4(5) yes
F10 . P1 . F11 . 100.6(5) yes
F7 . P1 . F12 . 83.8(5) yes
F8 . P1 . F12 . 97.2(5) yes
F9 . P1 . F12 . 84.3(5) yes
F10 . P1 . F12 . 167.1(5) yes
F11 . P1 . F12 . 92.3(5) yes


####################################################################### 
# 
# 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 1995931'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   10.3110(17)
_cell_length_b                   12.3024(19)
_cell_length_c                   28.363(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3597.8(11)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c b '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y,z+1/2
-x,y,-z+1/2
-x,-y+1/2,z+1/2
x,y+1/2,-z+1/2
x,-y+1/2,-z
-x,y+1/2,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'
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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 '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            8

# Given Formula = C15 H15 Cl1.50 Co1.50 N1.50 O3 S0.25 
# Dc =      1.53 Fooo =   1676.00 Mu =     16.62 M =    413.89
# Found Formula = C14 H12 Co1 N7 S3 
# Dc =      1.60 FOOO =   1760.00 Mu =     13.14 M =    433.43

_chemical_formula_sum            'C14 H12 Co1 N7 S3'
_chemical_formula_moiety         'C14 H12 Co1 N7 S3'
_chemical_compound_source        ?
_chemical_formula_weight         433.43


_cell_measurement_reflns_used    134
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.070
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_max          0.140

_exptl_crystal_density_diffrn    1.600
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    1.314

# Sheldrick geometric approximatio 0.85 0.91 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.85
_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            26550
_reflns_number_total             3452
_diffrn_reflns_av_R_equivalents  0.028
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3452 
# Theoretical number of reflections is about 6909 


_diffrn_reflns_theta_min         1.436
_diffrn_reflns_theta_max         25.783
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.783
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              0
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              34

_oxford_diffrn_Wilson_B_factor   3.28
_oxford_diffrn_Wilson_scale      631.22

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

_refine_diff_density_min         -0.34
_refine_diff_density_max         0.65


# 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         2906
_refine_ls_number_restraints     11
_refine_ls_number_parameters     228
_oxford_refine_ls_R_factor_ref   0.0470
_refine_ls_wR_factor_ref         0.0704
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0005686
_refine_ls_shift/su_mean         0.0000492


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3437
_refine_ls_R_factor_all          0.0568
_refine_ls_wR_factor_all         0.0712

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2906
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_gt          0.0704

# 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: 
 1.52 2.03 0.578 
;

# 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
Co1 Co 0.32402(4) 0.40369(3) 0.374355(15) 0.0435 1.0000 Uani . U . . . .
S1 S 0.26655(8) 0.58360(6) 0.37690(3) 0.0522 1.0000 Uani . . . . . .
S2 S 0.33655(8) 0.22166(6) 0.35366(3) 0.0477 1.0000 Uani . U . . . .
S3 S 0.54049(7) 0.41234(7) 0.39090(3) 0.0502 1.0000 Uani . . . . . .
N1 N 0.1356(3) 0.40925(18) 0.37508(8) 0.0459 1.0000 Uani . . . . . .
N2 N 0.0002(3) 0.56524(19) 0.37739(9) 0.0533 1.0000 Uani . . . . . .
N3 N 0.3317(2) 0.39743(18) 0.30685(8) 0.0410 1.0000 Uani . . . . . .
N4 N 0.3369(2) 0.23989(19) 0.25787(9) 0.0458 1.0000 Uani . . . . . .
N5 N 0.3440(2) 0.3928(2) 0.44079(8) 0.0469 1.0000 Uani . . . . . .
N6 N 0.5370(3) 0.3772(2) 0.48654(9) 0.0535 1.0000 Uani . . . . . .
N7 N 0.0000 0.3673(6) 0.2500 0.1062 1.0000 Uani S T . . . .
N8 N 0.0308(7) 0.5940(7) 0.4939(3) 0.106(3) 0.5000 Uiso D . . . 2 .
C1 C 0.1197(3) 0.5194(2) 0.37595(12) 0.0503 1.0000 Uani . . . . . .
C2 C 0.0382(3) 0.3414(3) 0.37551(11) 0.0492 1.0000 Uani . . . . . .
C3 C -0.0877(3) 0.3860(3) 0.37759(12) 0.0531 1.0000 Uani . . . . . .
C4 C -0.0960(3) 0.4970(3) 0.37729(13) 0.0550 1.0000 Uani . . . . . .
C5 C 0.3350(3) 0.2878(2) 0.29928(11) 0.0448 1.0000 Uani . . . . . .
C6 C 0.3331(3) 0.4606(2) 0.27006(11) 0.0457 1.0000 Uani . . . . . .
C7 C 0.3356(3) 0.4178(2) 0.22593(11) 0.0457 1.0000 Uani . . . . . .
C8 C 0.3384(3) 0.3067(2) 0.22112(11) 0.0485 1.0000 Uani . . . . . .
C9 C 0.4749(3) 0.3932(2) 0.44551(10) 0.0500 1.0000 Uani . . . . . .
C10 C 0.2670(4) 0.3867(3) 0.48027(12) 0.0544 1.0000 Uani . . . . . .
C11 C 0.3255(4) 0.3782(3) 0.52217(12) 0.0581 1.0000 Uani . . . . . .
C12 C 0.4641(4) 0.3708(3) 0.52377(12) 0.0566 1.0000 Uani . . . . . .
C13 C 0.0000 0.2688(8) 0.2500 0.0880 1.0000 Uani S T . . . .
C14 C 0.000000(10) 0.1518(6) 0.250000(10) 0.0975 1.0000 Uani S T . . . .
C15 C 0.0913(6) 0.6790(6) 0.4939(4) 0.102(3) 0.5000 Uiso D . . . 2 .
C16 C 0.1732(8) 0.7779(6) 0.4945(4) 0.095(3) 0.5000 Uiso D . . . 2 .
H51 H 0.0502 0.2665 0.3747 0.0549 1.0000 Uiso R . . . . .
H61 H -0.1604 0.3420 0.3792 0.0691 1.0000 Uiso R . . . . .
H71 H -0.1803 0.5254 0.3757 0.0762 1.0000 Uiso R . . . . .
H121 H 0.1777 0.3905 0.4773 0.0709 1.0000 Uiso R . . . . .
H131 H 0.2751 0.3765 0.5493 0.0920 1.0000 Uiso R . . . . .
H141 H 0.5038 0.3591 0.5527 0.0940 1.0000 Uiso R . . . . .
H161 H 0.1218 0.8401 0.5013 0.1118 0.5000 Uiso R . . . 2 .
H162 H 0.2389 0.7706 0.5178 0.1118 0.5000 Uiso R . . . 2 .
H163 H 0.2121 0.7860 0.4643 0.1118 0.5000 Uiso R . . . 2 .
H191 H 0.3297 0.5358 0.2742 0.0551 1.0000 Uiso R . . . . .
H201 H 0.3378 0.4636 0.1999 0.0523 1.0000 Uiso R . . . . .
H211 H 0.3419 0.2771 0.1910 0.0679 1.0000 Uiso R . . . . .
H251 H -0.0346 0.1087 0.2753 0.1660 0.5000 Uiso R . . . . .
H252 H 0.0695 0.1087 0.2627 0.1660 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.044076(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
Co1 . S1 . 2.2925(9) yes
Co1 . S2 . 2.3186(9) yes
Co1 . S3 . 2.2833(9) yes
Co1 . N1 . 1.945(3) yes
Co1 . N3 . 1.918(2) yes
Co1 . N5 . 1.900(2) yes
S1 . C1 . 1.708(3) yes
S2 . C5 . 1.744(3) yes
S3 . C9 . 1.707(3) yes
N1 . C1 . 1.365(4) yes
N1 . C2 . 1.306(4) yes
N2 . C1 . 1.356(4) yes
N2 . C4 . 1.299(4) yes
N3 . C5 . 1.366(4) yes
N3 . C6 . 1.301(4) yes
N4 . C5 . 1.314(4) yes
N4 . C8 . 1.328(4) yes
N5 . C9 . 1.356(4) yes
N5 . C10 . 1.375(4) yes
N6 . C9 . 1.343(4) yes
N6 . C12 . 1.298(4) yes
N7 . C13 . 1.212(9) yes
N8 . C15 . 1.218(5) yes
C2 . C3 . 1.410(4) yes
C2 . H51 . 0.930 no
C3 . C4 . 1.369(4) yes
C3 . H61 . 0.925 no
C4 . H71 . 0.938 no
C6 . C7 . 1.358(4) yes
C6 . H191 . 0.934 no
C7 . C8 . 1.374(4) yes
C7 . H201 . 0.928 no
C8 . H211 . 0.930 no
C10 . C11 . 1.337(5) yes
C10 . H121 . 0.926 no
C11 . C12 . 1.433(5) yes
C11 . H131 . 0.929 no
C12 . H141 . 0.928 no
C13 . C14 . 1.439(10) yes
C14 . H252 4_555 0.961 no
C14 . H251 4_555 0.961 no
C14 . H251 . 0.961 no
C14 . H252 . 0.961 no
C15 . C16 . 1.481(5) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C16 . H163 . 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 . Co1 . S2 . 162.72(4) yes
S1 . Co1 . S3 . 101.61(4) yes
S2 . Co1 . S3 . 92.44(3) yes
S1 . Co1 . N1 . 72.98(7) yes
S2 . Co1 . N1 . 95.30(7) yes
S3 . Co1 . N1 . 166.68(8) yes
S1 . Co1 . N3 . 94.64(7) yes
S2 . Co1 . N3 . 72.91(7) yes
S3 . Co1 . N3 . 99.59(8) yes
N1 . Co1 . N3 . 93.05(10) yes
S1 . Co1 . N5 . 93.72(8) yes
S2 . Co1 . N5 . 100.20(8) yes
S3 . Co1 . N5 . 72.16(8) yes
N1 . Co1 . N5 . 95.76(11) yes
N3 . Co1 . N5 . 169.31(10) yes
Co1 . S1 . C1 . 77.41(10) yes
Co1 . S2 . C5 . 76.87(10) yes
Co1 . S3 . C9 . 78.03(11) yes
Co1 . N1 . C1 . 98.9(2) yes
Co1 . N1 . C2 . 138.3(2) yes
C1 . N1 . C2 . 122.8(3) yes
C1 . N2 . C4 . 115.2(3) yes
Co1 . N3 . C5 . 101.40(19) yes
Co1 . N3 . C6 . 141.0(2) yes
C5 . N3 . C6 . 117.6(3) yes
C5 . N4 . C8 . 115.1(3) yes
Co1 . N5 . C9 . 101.86(19) yes
Co1 . N5 . C10 . 138.5(2) yes
C9 . N5 . C10 . 119.6(3) yes
C9 . N6 . C12 . 115.9(3) yes
S1 . C1 . N1 . 110.7(2) yes
S1 . C1 . N2 . 127.8(2) yes
N1 . C1 . N2 . 121.5(3) yes
N1 . C2 . C3 . 117.4(3) yes
N1 . C2 . H51 . 122.0 no
C3 . C2 . H51 . 120.6 no
C2 . C3 . C4 . 116.4(3) yes
C2 . C3 . H61 . 121.4 no
C4 . C3 . H61 . 122.2 no
C3 . C4 . N2 . 126.6(3) yes
C3 . C4 . H71 . 115.4 no
N2 . C4 . H71 . 117.9 no
S2 . C5 . N3 . 108.8(2) yes
S2 . C5 . N4 . 125.5(2) yes
N3 . C5 . N4 . 125.7(3) yes
N3 . C6 . C7 . 120.6(3) yes
N3 . C6 . H191 . 119.4 no
C7 . C6 . H191 . 119.9 no
C6 . C7 . C8 . 118.5(3) yes
C6 . C7 . H201 . 119.9 no
C8 . C7 . H201 . 121.6 no
C7 . C8 . N4 . 122.5(3) yes
C7 . C8 . H211 . 118.8 no
N4 . C8 . H211 . 118.7 no
S3 . C9 . N5 . 107.8(2) yes
S3 . C9 . N6 . 128.1(3) yes
N5 . C9 . N6 . 124.0(3) yes
N5 . C10 . C11 . 117.9(3) yes
N5 . C10 . H121 . 119.9 no
C11 . C10 . H121 . 122.2 no
C10 . C11 . C12 . 118.9(3) yes
C10 . C11 . H131 . 119.1 no
C12 . C11 . H131 . 122.0 no
C11 . C12 . N6 . 123.2(3) yes
C11 . C12 . H141 . 118.5 no
N6 . C12 . H141 . 118.2 no
N7 . C13 . C14 . 179.992 yes
C13 . C14 . H252 4_555 123.5 no
C13 . C14 . H251 4_555 123.5 no
H252 4_555 C14 . H251 4_555 72.1 no
C13 . C14 . H251 . 123.5 no
H252 4_555 C14 . H251 . 72.3 no
H251 4_555 C14 . H251 . 113.0 no
C13 . C14 . H252 . 123.5 no
H252 4_555 C14 . H252 . 113.0 no
H251 4_555 C14 . H252 . 72.3 no
H251 . C14 . H252 . 72.1 no
N8 . C15 . C16 . 175.97(10) yes
C15 . C16 . H161 . 110.2 no
C15 . C16 . H162 . 109.7 no
H161 . C16 . H162 . 109.5 no
C15 . C16 . H163 . 108.5 no
H161 . C16 . H163 . 109.5 no
H162 . C16 . H163 . 109.5 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
C2 . H51 . N2 8_545 160 0.93 2.53 3.421(5) yes
C10 . H121 . N8 2_566 154 0.93 2.31 3.165(5) yes
C16 . H161 . N8 7_566 165 0.95 1.25 2.179(5) yes


####################################################################### 
# 
# 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 1995932'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   15.4562(8)
_cell_length_b                   19.4479(14)
_cell_length_c                   8.1889(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2461.5(2)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,z
-x,-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'
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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C10 H10 Co1 N2 S1 
# Dc =      1.34 Fooo =   1016.00 Mu =     15.28 M =    249.20
# Found Formula = C9.50 H11.25 Co0.50 N3.25 S1.50 
# Dc =      1.34 FOOO =   1028.00 Mu =      9.69 M =    248.53

_chemical_formula_sum            'C9.50 H11.25 Co0.50 N3.25 S1.50'
_chemical_formula_moiety         'C9.50 H11.25 Co0.50 N3.25 S1.50'
_chemical_compound_source        ?
_chemical_formula_weight         248.53


_cell_measurement_reflns_used    177
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.130
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_max          0.190

_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1028
_exptl_absorpt_coefficient_mu    0.969

# Sheldrick geometric approximatio 0.85 0.88 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.85
_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        'USER DEFINED DATA REDUCTION'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_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            15406
_reflns_number_total             4989
_diffrn_reflns_av_R_equivalents  0.022
# Number of reflections without Friedels Law is 4989 
# Number of reflections with Friedels Law is 1246 
# Theoretical number of reflections is about 2526 


_diffrn_reflns_theta_min         1.683
_diffrn_reflns_theta_max         26.405
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        26.405
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              0
_reflns_limit_h_max              19
_reflns_limit_k_min              0
_reflns_limit_k_max              24
_reflns_limit_l_min              -10
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   3.43
_oxford_diffrn_Wilson_scale      58.21

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

_refine_diff_density_min         -0.22
_refine_diff_density_max         0.24


# 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         3258
_refine_ls_number_restraints     3
_refine_ls_number_parameters     266
_oxford_refine_ls_R_factor_ref   0.0233
_refine_ls_wR_factor_ref         0.0491
_refine_ls_goodness_of_fit_ref   0.9999
_refine_ls_shift/su_max          0.0003152
_refine_ls_shift/su_mean         0.0000341


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4972
_refine_ls_R_factor_all          0.0426
_refine_ls_wR_factor_all         0.0524

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3258
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_gt          0.0491

_refine_ls_abs_structure_Flack   0.045(13)
_refine_ls_abs_structure_details 'Flack (1983), 3743 Friedel-pairs'
# 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 ad


_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: 
 2.08 2.36 1.14 
;

# 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
Co1 Co 0.54551(2) 0.241375(17) 0.55769(10) 0.0412 1.0000 Uani . . . . . .
S1 S 0.46928(5) 0.31821(4) 0.70574(12) 0.0494 1.0000 Uani . . . . . .
S2 S 0.42781(5) 0.18657(4) 0.46227(13) 0.0504 1.0000 Uani . . . . . .
S3 S 0.57171(6) 0.16835(5) 0.76732(13) 0.0526 1.0000 Uani . . . . . .
N1 N 0.52002(16) 0.32087(13) 0.4132(3) 0.0449 1.0000 Uani . . . . . .
N2 N 0.43874(17) 0.41974(13) 0.4855(3) 0.0531 1.0000 Uani . . . . . .
N3 N 0.58665(18) 0.17341(13) 0.3975(3) 0.0462 1.0000 Uani . . . . . .
N4 N 0.49606(18) 0.09597(14) 0.2448(3) 0.0567 1.0000 Uani . . . . . .
N5 N 0.65422(16) 0.26965(13) 0.6615(3) 0.0446 1.0000 Uani . . . . . .
N6 N 0.72126(17) 0.22020(14) 0.8971(3) 0.0526 1.0000 Uani . . . . . .
N7 N 0.3054(5) 0.4259(4) 0.9687(8) 0.089(2) 0.5000 Uiso D . . . . .
C1 C 0.47432(18) 0.35939(16) 0.5191(3) 0.0469 1.0000 Uani . . . . . .
C2 C 0.5285(2) 0.34186(17) 0.2617(4) 0.0511 1.0000 Uani . . . . . .
C3 C 0.4927(2) 0.40338(18) 0.2231(4) 0.0566 1.0000 Uani . . . . . .
C4 C 0.4449(2) 0.44223(17) 0.3333(4) 0.0560 1.0000 Uani . . . . . .
C5 C 0.4048(2) 0.50766(18) 0.2948(5) 0.0671 1.0000 Uani . . . . . .
C6 C 0.5812(2) 0.29966(18) 0.1427(3) 0.0583 1.0000 Uani . . . . . .
C7 C 0.5073(2) 0.14657(16) 0.3544(4) 0.0479 1.0000 Uani . . . . . .
C8 C 0.6584(2) 0.14547(17) 0.3335(4) 0.0547 1.0000 Uani . . . . . .
C9 C 0.6477(2) 0.09250(17) 0.2237(4) 0.0580 1.0000 Uani . . . . . .
C10 C 0.5662(3) 0.07036(17) 0.1796(4) 0.0614 1.0000 Uani . . . . . .
C11 C 0.7439(2) 0.17240(18) 0.3833(4) 0.0614 1.0000 Uani . . . . . .
C12 C 0.5526(3) 0.01443(17) 0.0523(6) 0.0786 1.0000 Uani . . . . . .
C13 C 0.6601(2) 0.22431(16) 0.7818(4) 0.0488 1.0000 Uani . . . . . .
C14 C 0.71491(19) 0.32012(17) 0.6571(4) 0.0485 1.0000 Uani . . . . . .
C15 C 0.77962(19) 0.31868(19) 0.7757(4) 0.0523 1.0000 Uani . . . . . .
C16 C 0.7786(2) 0.26991(19) 0.8866(4) 0.0562 1.0000 Uani . . . . . .
C17 C 0.7110(2) 0.37172(17) 0.5233(4) 0.0545 1.0000 Uani . . . . . .
C18 C 0.8479(2) 0.2680(2) 1.0183(3) 0.0662 1.0000 Uani . . . . . .
C19 C 0.3175(7) 0.4509(5) 0.8368(9) 0.109(3) 0.5000 Uiso D . . . . .
C20 C 0.3258(6) 0.5021(5) 0.7007(10) 0.098(3) 0.5000 Uiso D . . . . .
H31 H 0.4983 0.4193 0.1185 0.0685 1.0000 Uiso R . . . . .
H51 H 0.3796 0.5064 0.1877 0.1016 1.0000 Uiso R . . . . .
H52 H 0.3625 0.5161 0.3729 0.1009 1.0000 Uiso R . . . . .
H53 H 0.4482 0.5429 0.2997 0.1014 1.0000 Uiso R . . . . .
H61 H 0.6353 0.2855 0.1882 0.0876 1.0000 Uiso R . . . . .
H62 H 0.5498 0.2591 0.1175 0.0879 1.0000 Uiso R . . . . .
H63 H 0.5918 0.3232 0.0443 0.0883 1.0000 Uiso R . . . . .
H91 H 0.6966 0.0739 0.1783 0.0703 1.0000 Uiso R . . . . .
H111 H 0.7555 0.1634 0.4955 0.0921 1.0000 Uiso R . . . . .
H112 H 0.7437 0.2213 0.3674 0.0917 1.0000 Uiso R . . . . .
H113 H 0.7878 0.1527 0.3163 0.0920 1.0000 Uiso R . . . . .
H121 H 0.5999 -0.0179 0.0506 0.1201 1.0000 Uiso R . . . . .
H122 H 0.4994 -0.0092 0.0745 0.1203 1.0000 Uiso R . . . . .
H123 H 0.5483 0.0358 -0.0551 0.1197 1.0000 Uiso R . . . . .
H151 H 0.8219 0.3514 0.7782 0.0640 1.0000 Uiso R . . . . .
H171 H 0.7582 0.4050 0.5374 0.0818 1.0000 Uiso R . . . . .
H172 H 0.6566 0.3955 0.5337 0.0821 1.0000 Uiso R . . . . .
H173 H 0.7150 0.3481 0.4237 0.0822 1.0000 Uiso R . . . . .
H181 H 0.9020 0.2846 0.9733 0.1007 1.0000 Uiso R . . . . .
H182 H 0.8311 0.2939 1.1150 0.1005 1.0000 Uiso R . . . . .
H183 H 0.8553 0.2203 1.0498 0.1011 1.0000 Uiso R . . . . .
H201 H 0.3499 0.5440 0.7399 0.1461 0.5000 Uiso R . . . . .
H202 H 0.2689 0.5117 0.6517 0.1459 0.5000 Uiso R . . . . .
H203 H 0.3629 0.4841 0.6249 0.1461 0.5000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.15190(4)
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
Co1 . S1 . 2.2563(9) yes
Co1 . S2 . 2.2486(9) yes
Co1 . S3 . 2.2645(9) yes
Co1 . N1 . 1.986(2) yes
Co1 . N3 . 1.968(2) yes
Co1 . N5 . 1.962(2) yes
S1 . C1 . 1.727(3) yes
S2 . C7 . 1.701(3) yes
S3 . C13 . 1.750(3) yes
N1 . C1 . 1.346(4) yes
N1 . C2 . 1.313(4) yes
N2 . C1 . 1.325(4) yes
N2 . C4 . 1.324(4) yes
N3 . C7 . 1.379(4) yes
N3 . C8 . 1.342(4) yes
N4 . C7 . 1.343(4) yes
N4 . C10 . 1.308(4) yes
N5 . C13 . 1.325(4) yes
N5 . C14 . 1.358(4) yes
N6 . C13 . 1.339(4) yes
N6 . C16 . 1.315(4) yes
N7 . C19 . 1.1996(10) yes
C2 . C3 . 1.356(5) yes
C2 . C6 . 1.511(4) yes
C3 . C4 . 1.390(5) yes
C3 . H31 . 0.915 no
C4 . C5 . 1.450(5) yes
C5 . H51 . 0.960 no
C5 . H52 . 0.930 no
C5 . H53 . 0.958 no
C6 . H61 . 0.957 no
C6 . H62 . 0.949 no
C6 . H63 . 0.942 no
C8 . C9 . 1.378(5) yes
C8 . C11 . 1.479(5) yes
C9 . C10 . 1.378(5) yes
C9 . H91 . 0.917 no
C10 . C12 . 1.521(5) yes
C11 . H111 . 0.952 no
C11 . H112 . 0.960 no
C11 . H113 . 0.953 no
C12 . H121 . 0.964 no
C12 . H122 . 0.960 no
C12 . H123 . 0.975 no
C14 . C15 . 1.395(4) yes
C14 . C17 . 1.487(4) yes
C15 . C16 . 1.313(5) yes
C15 . H151 . 0.911 no
C16 . C18 . 1.520(4) yes
C17 . H171 . 0.982 no
C17 . H172 . 0.963 no
C17 . H173 . 0.938 no
C18 . H181 . 0.968 no
C18 . H182 . 0.974 no
C18 . H183 . 0.969 no
C19 . C20 . 1.5000(10) yes
C20 . H201 . 0.952 no
C20 . H202 . 0.984 no
C20 . H203 . 0.914 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 . Co1 . S2 . 94.49(3) yes
S1 . Co1 . S3 . 95.82(3) yes
S2 . Co1 . S3 . 96.37(3) yes
S1 . Co1 . N1 . 72.60(7) yes
S2 . Co1 . N1 . 90.09(7) yes
S3 . Co1 . N1 . 167.20(8) yes
S1 . Co1 . N3 . 166.36(8) yes
S2 . Co1 . N3 . 73.23(8) yes
S3 . Co1 . N3 . 91.51(7) yes
N1 . Co1 . N3 . 100.94(10) yes
S1 . Co1 . N5 . 91.64(7) yes
S2 . Co1 . N5 . 167.53(8) yes
S3 . Co1 . N5 . 72.18(7) yes
N1 . Co1 . N5 . 102.12(10) yes
N3 . Co1 . N5 . 101.56(11) yes
Co1 . S1 . C1 . 78.93(10) yes
Co1 . S2 . C7 . 79.23(11) yes
Co1 . S3 . C13 . 78.52(11) yes
Co1 . N1 . C1 . 98.84(18) yes
Co1 . N1 . C2 . 141.7(2) yes
C1 . N1 . C2 . 119.2(3) yes
C1 . N2 . C4 . 117.3(3) yes
Co1 . N3 . C7 . 97.89(19) yes
Co1 . N3 . C8 . 143.1(2) yes
C7 . N3 . C8 . 118.9(3) yes
C7 . N4 . C10 . 116.4(3) yes
Co1 . N5 . C13 . 101.20(19) yes
Co1 . N5 . C14 . 141.5(2) yes
C13 . N5 . C14 . 117.0(2) yes
C13 . N6 . C16 . 112.7(3) yes
S1 . C1 . N1 . 109.6(2) yes
S1 . C1 . N2 . 125.1(2) yes
N1 . C1 . N2 . 125.2(3) yes
N1 . C2 . C3 . 117.0(3) yes
N1 . C2 . C6 . 119.6(3) yes
C3 . C2 . C6 . 123.3(3) yes
C2 . C3 . C4 . 123.0(3) yes
C2 . C3 . H31 . 118.6 no
C4 . C3 . H31 . 118.4 no
C3 . C4 . N2 . 118.0(3) yes
C3 . C4 . C5 . 124.2(3) yes
N2 . C4 . C5 . 117.7(3) yes
C4 . C5 . H51 . 110.4 no
C4 . C5 . H52 . 107.8 no
H51 . C5 . H52 . 110.3 no
C4 . C5 . H53 . 108.6 no
H51 . C5 . H53 . 109.9 no
H52 . C5 . H53 . 109.8 no
C2 . C6 . H61 . 112.1 no
C2 . C6 . H62 . 108.5 no
H61 . C6 . H62 . 107.0 no
C2 . C6 . H63 . 112.4 no
H61 . C6 . H63 . 108.7 no
H62 . C6 . H63 . 107.9 no
N3 . C7 . S2 . 109.7(2) yes
N3 . C7 . N4 . 124.3(3) yes
S2 . C7 . N4 . 126.1(3) yes
N3 . C8 . C9 . 117.2(3) yes
N3 . C8 . C11 . 119.2(3) yes
C9 . C8 . C11 . 123.5(3) yes
C8 . C9 . C10 . 121.0(3) yes
C8 . C9 . H91 . 117.4 no
C10 . C9 . H91 . 121.6 no
C9 . C10 . N4 . 122.1(3) yes
C9 . C10 . C12 . 121.9(3) yes
N4 . C10 . C12 . 115.9(3) yes
C8 . C11 . H111 . 111.6 no
C8 . C11 . H112 . 108.1 no
H111 . C11 . H112 . 108.3 no
C8 . C11 . H113 . 109.6 no
H111 . C11 . H113 . 110.4 no
H112 . C11 . H113 . 108.8 no
C10 . C12 . H121 . 111.8 no
C10 . C12 . H122 . 109.4 no
H121 . C12 . H122 . 109.8 no
C10 . C12 . H123 . 108.8 no
H121 . C12 . H123 . 108.5 no
H122 . C12 . H123 . 108.4 no
S3 . C13 . N6 . 124.2(2) yes
S3 . C13 . N5 . 108.1(2) yes
N6 . C13 . N5 . 127.8(3) yes
N5 . C14 . C15 . 117.5(3) yes
N5 . C14 . C17 . 118.7(3) yes
C15 . C14 . C17 . 123.8(3) yes
C14 . C15 . C16 . 119.2(3) yes
C14 . C15 . H151 . 121.1 no
C16 . C15 . H151 . 119.7 no
N6 . C16 . C15 . 125.7(3) yes
N6 . C16 . C18 . 114.3(3) yes
C15 . C16 . C18 . 120.0(3) yes
C14 . C17 . H171 . 109.2 no
C14 . C17 . H172 . 107.1 no
H171 . C17 . H172 . 108.8 no
C14 . C17 . H173 . 108.0 no
H171 . C17 . H173 . 112.0 no
H172 . C17 . H173 . 111.7 no
C16 . C18 . H181 . 109.3 no
C16 . C18 . H182 . 112.1 no
H181 . C18 . H182 . 111.6 no
C16 . C18 . H183 . 107.2 no
H181 . C18 . H183 . 108.6 no
H182 . C18 . H183 . 108.0 no
N7 . C19 . C20 . 162.1(11) yes
C19 . C20 . H201 . 110.5 no
C19 . C20 . H202 . 110.6 no
H201 . C20 . H202 . 109.1 no
C19 . C20 . H203 . 107.7 no
H201 . C20 . H203 . 108.1 no
H202 . C20 . H203 . 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
C9 . H91 . N7 3_554 150 0.92 2.40 3.229(6) yes
C20 . H203 . N2 . 165 0.91 2.06 2.953(6) yes


####################################################################### 
# 
# 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 1995935'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   10.1905(15)
_cell_length_b                   11.2851(16)
_cell_length_c                   14.0183(19)
_cell_angle_alpha                97.77(4)
_cell_angle_beta                 94.79(4)
_cell_angle_gamma                113.14(4)
_cell_volume                     1452.2(6)

_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'
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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C20 H20 Co2 N4 O4 P2 S2 
# Dc =      1.43 Fooo =    632.00 Mu =     14.26 M =    624.35
# Found Formula = C30 H24 Co1 N6 P1 S3 
# Dc =      1.50 FOOO =    672.00 Mu =      8.94 M =    654.67

_chemical_formula_sum            'C30 H24 Co1 N6 P1 S3'
_chemical_formula_moiety         'C30 H24 Co1 N6 P1 S3'
_chemical_compound_source        ?
_chemical_formula_weight         654.67


_cell_measurement_reflns_used    221
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.070
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_max          0.230

_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.894

# Sheldrick geometric approximatio 0.87 0.94 
_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  0.94
_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    'SIR92 (Altomare et al., 1994)'
_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            37275
_reflns_number_total             5409
_diffrn_reflns_av_R_equivalents  0.052
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 5409 
# Theoretical number of reflections is about 11421 


_diffrn_reflns_theta_min         1.996
_diffrn_reflns_theta_max         26.002
_diffrn_measured_fraction_theta_max 0.946

_diffrn_reflns_theta_full        25.222
_diffrn_measured_fraction_theta_full 0.963


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              -13
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   2.89
_oxford_diffrn_Wilson_scale      32.51

_atom_sites_solution_primary     direct #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         0.40


# 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         3985
_refine_ls_number_restraints     0
_refine_ls_number_parameters     370
_oxford_refine_ls_R_factor_ref   0.0404
_refine_ls_wR_factor_ref         0.0721
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0006077
_refine_ls_shift/su_mean         0.0000262


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5391
_refine_ls_R_factor_all          0.0683
_refine_ls_wR_factor_all         0.0876

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3985
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_gt          0.0721

# 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
Co1 Co 0.18587(5) 0.36276(5) 0.72078(3) 0.0355 1.0000 Uani . . . . . .
P1 P 0.32483(9) 0.57798(9) 0.78037(6) 0.0352 1.0000 Uani . . . . . .
S1 S -0.04098(10) 0.36273(9) 0.71635(8) 0.0471 1.0000 Uani . . . . . .
S2 S 0.21677(10) 0.39286(10) 0.56132(7) 0.0465 1.0000 Uani . . . . . .
S3 S 0.20750(11) 0.33196(9) 0.87828(7) 0.0456 1.0000 Uani . . . . . .
N1 N 0.0447(3) 0.1834(3) 0.6723(2) 0.0381 1.0000 Uani . . . . . .
N2 N -0.2134(3) 0.1020(3) 0.6546(2) 0.0526 1.0000 Uani . . . . . .
N3 N 0.3481(3) 0.3222(3) 0.6872(2) 0.0377 1.0000 Uani . . . . . .
N4 N 0.4355(3) 0.3119(3) 0.5345(2) 0.0568 1.0000 Uani . . . . . .
N5 N 0.2366(4) 0.1066(4) 0.8792(4) 0.0851 1.0000 Uani . . . . . .
N6 N -0.0041(4) 0.0940(4) 0.8690(3) 0.0689 1.0000 Uani . . . . . .
C1 C -0.0827(4) 0.1978(3) 0.6767(2) 0.0406 1.0000 Uani . . . . . .
C2 C 0.0366(4) 0.0642(4) 0.6412(3) 0.0518 1.0000 Uani . . . . . .
C3 C -0.0960(5) -0.0430(4) 0.6154(3) 0.0576 1.0000 Uani . . . . . .
C4 C -0.2168(4) -0.0175(4) 0.6247(3) 0.0578 1.0000 Uani . . . . . .
C5 C 0.3464(4) 0.3353(3) 0.5923(3) 0.0399 1.0000 Uani . . . . . .
C6 C 0.4455(4) 0.2863(3) 0.7285(3) 0.0450 1.0000 Uani . . . . . .
C7 C 0.5465(4) 0.2658(4) 0.6743(4) 0.0564 1.0000 Uani . . . . . .
C8 C 0.5345(4) 0.2794(4) 0.5783(4) 0.0640 1.0000 Uani . . . . . .
C9 C 0.1433(4) 0.1609(4) 0.8746(3) 0.0491 1.0000 Uani . . . . . .
C10 C 0.1852(6) -0.0216(5) 0.8826(5) 0.1062 1.0000 Uani . . . . . .
C11 C 0.0460(7) -0.0945(5) 0.8802(4) 0.0967 1.0000 Uani . . . . . .
C12 C -0.0495(6) -0.0364(5) 0.8704(4) 0.0860 1.0000 Uani . . . . . .
C13 C 0.5136(3) 0.6009(3) 0.7866(2) 0.0347 1.0000 Uani . . . . . .
C14 C 0.5825(4) 0.5755(4) 0.8670(3) 0.0447 1.0000 Uani . . . . . .
C15 C 0.7166(4) 0.5717(4) 0.8629(3) 0.0537 1.0000 Uani . . . . . .
C16 C 0.7823(4) 0.5926(4) 0.7812(3) 0.0579 1.0000 Uani . . . . . .
C17 C 0.7154(4) 0.6182(4) 0.7019(3) 0.0493 1.0000 Uani . . . . . .
C18 C 0.5828(4) 0.6232(3) 0.7042(2) 0.0412 1.0000 Uani . . . . . .
C19 C 0.3046(4) 0.6505(3) 0.9009(3) 0.0396 1.0000 Uani . . . . . .
C20 C 0.4208(4) 0.7490(4) 0.9628(3) 0.0529 1.0000 Uani . . . . . .
C21 C 0.3982(5) 0.8123(4) 1.0506(3) 0.0602 1.0000 Uani . . . . . .
C22 C 0.2602(5) 0.7772(4) 1.0732(3) 0.0553 1.0000 Uani . . . . . .
C23 C 0.1447(4) 0.6790(4) 1.0121(3) 0.0527 1.0000 Uani . . . . . .
C24 C 0.1666(4) 0.6156(4) 0.9276(3) 0.0448 1.0000 Uani . . . . . .
C25 C 0.3092(4) 0.6985(3) 0.7091(3) 0.0404 1.0000 Uani . . . . . .
C26 C 0.1861(4) 0.6731(4) 0.6454(3) 0.0501 1.0000 Uani . . . . . .
C27 C 0.1770(5) 0.7682(5) 0.5937(3) 0.0638 1.0000 Uani . . . . . .
C28 C 0.2907(5) 0.8897(5) 0.6070(3) 0.0642 1.0000 Uani . . . . . .
C29 C 0.4126(5) 0.9184(4) 0.6720(3) 0.0604 1.0000 Uani . . . . . .
C30 C 0.4214(4) 0.8229(4) 0.7230(3) 0.0521 1.0000 Uani . . . . . .
H261 H 0.1080 0.5914 0.6366 0.0591 1.0000 Uiso R . . . . .
H271 H 0.0936 0.7499 0.5506 0.0770 1.0000 Uiso R . . . . .
H281 H 0.2854 0.9523 0.5716 0.0721 1.0000 Uiso R . . . . .
H241 H 0.0877 0.5482 0.8878 0.0511 1.0000 Uiso R . . . . .
H231 H 0.0514 0.6553 1.0282 0.0619 1.0000 Uiso R . . . . .
H221 H 0.2456 0.8208 1.1296 0.0600 1.0000 Uiso R . . . . .
H211 H 0.4764 0.8774 1.0925 0.0689 1.0000 Uiso R . . . . .
H201 H 0.5137 0.7741 0.9470 0.0588 1.0000 Uiso R . . . . .
H101 H 0.2506 -0.0605 0.8862 0.1208 1.0000 Uiso R . . . . .
H121 H -0.1489 -0.0878 0.8636 0.1000 1.0000 Uiso R . . . . .
H41 H -0.3067 -0.0879 0.6085 0.0669 1.0000 Uiso R . . . . .
H71 H 0.6178 0.2431 0.7022 0.0659 1.0000 Uiso R . . . . .
H301 H 0.5039 0.8416 0.7673 0.0559 1.0000 Uiso R . . . . .
H61 H 0.4461 0.2754 0.7931 0.0517 1.0000 Uiso R . . . . .
H81 H 0.5999 0.2644 0.5420 0.0710 1.0000 Uiso R . . . . .
H141 H 0.5385 0.5606 0.9222 0.0501 1.0000 Uiso R . . . . .
H151 H 0.7620 0.5552 0.9171 0.0581 1.0000 Uiso R . . . . .
H161 H 0.8723 0.5897 0.7799 0.0649 1.0000 Uiso R . . . . .
H171 H 0.7600 0.6312 0.6462 0.0570 1.0000 Uiso R . . . . .
H181 H 0.5389 0.6401 0.6504 0.0518 1.0000 Uiso R . . . . .
H21 H 0.1217 0.0525 0.6366 0.0588 1.0000 Uiso R . . . . .
H31 H -0.1036 -0.1269 0.5932 0.0719 1.0000 Uiso R . . . . .
H291 H 0.4894 1.0015 0.6821 0.0639 1.0000 Uiso R . . . . .
H111 H 0.0137 -0.1825 0.8860 0.1070 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.21103(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
Co1 . P1 . 2.2699(16) yes
Co1 . S1 . 2.3073(11) yes
Co1 . S2 . 2.3345(12) yes
Co1 . S3 . 2.2870(11) yes
Co1 . N1 . 1.950(3) yes
Co1 . N3 . 1.957(3) yes
P1 . C13 . 1.830(3) yes
P1 . C19 . 1.840(4) yes
P1 . C25 . 1.840(4) yes
S1 . C1 . 1.736(4) yes
S2 . C5 . 1.735(4) yes
S3 . C9 . 1.769(4) yes
N1 . C1 . 1.375(4) yes
N1 . C2 . 1.325(5) yes
N2 . C1 . 1.322(4) yes
N2 . C4 . 1.342(5) yes
N3 . C5 . 1.358(4) yes
N3 . C6 . 1.330(4) yes
N4 . C5 . 1.344(4) yes
N4 . C8 . 1.333(5) yes
N5 . C9 . 1.320(5) yes
N5 . C10 . 1.341(6) yes
N6 . C9 . 1.380(5) yes
N6 . C12 . 1.361(6) yes
C2 . C3 . 1.392(5) yes
C2 . H21 . 0.933 no
C3 . C4 . 1.383(6) yes
C3 . H31 . 0.925 no
C4 . H41 . 0.931 no
C6 . C7 . 1.400(5) yes
C6 . H61 . 0.931 no
C7 . C8 . 1.377(6) yes
C7 . H71 . 0.933 no
C8 . H81 . 0.924 no
C10 . C11 . 1.325(7) yes
C10 . H101 . 0.932 no
C11 . C12 . 1.378(7) yes
C11 . H111 . 0.933 no
C12 . H121 . 0.937 no
C13 . C14 . 1.399(5) yes
C13 . C18 . 1.404(4) yes
C14 . C15 . 1.389(5) yes
C14 . H141 . 0.929 no
C15 . C16 . 1.376(6) yes
C15 . H151 . 0.934 no
C16 . C17 . 1.376(6) yes
C16 . H161 . 0.932 no
C17 . C18 . 1.378(5) yes
C17 . H171 . 0.936 no
C18 . H181 . 0.924 no
C19 . C20 . 1.387(5) yes
C19 . C24 . 1.403(5) yes
C20 . C21 . 1.419(5) yes
C20 . H201 . 0.931 no
C21 . C22 . 1.380(6) yes
C21 . H211 . 0.930 no
C22 . C23 . 1.377(6) yes
C22 . H221 . 0.929 no
C23 . C24 . 1.380(5) yes
C23 . H231 . 0.937 no
C24 . H241 . 0.931 no
C25 . C26 . 1.383(5) yes
C25 . C30 . 1.394(5) yes
C26 . C27 . 1.402(5) yes
C26 . H261 . 0.935 no
C27 . C28 . 1.379(6) yes
C27 . H271 . 0.934 no
C28 . C29 . 1.377(6) yes
C28 . H281 . 0.931 no
C29 . C30 . 1.399(5) yes
C29 . H291 . 0.938 no
C30 . H301 . 0.935 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
P1 . Co1 . S1 . 100.23(5) yes
P1 . Co1 . S2 . 91.60(5) yes
S1 . Co1 . S2 . 97.54(6) yes
P1 . Co1 . S3 . 86.32(5) yes
S1 . Co1 . S3 . 95.85(6) yes
S2 . Co1 . S3 . 166.60(4) yes
P1 . Co1 . N1 . 172.42(9) yes
S1 . Co1 . N1 . 72.22(10) yes
S2 . Co1 . N1 . 90.11(10) yes
S3 . Co1 . N1 . 93.68(11) yes
P1 . Co1 . N3 . 94.40(10) yes
S1 . Co1 . N3 . 161.97(9) yes
S2 . Co1 . N3 . 71.40(10) yes
S3 . Co1 . N3 . 95.54(10) yes
N1 . Co1 . N3 . 93.15(12) yes
Co1 . P1 . C13 . 107.41(11) yes
Co1 . P1 . C19 . 118.87(12) yes
C13 . P1 . C19 . 106.78(16) yes
Co1 . P1 . C25 . 117.70(13) yes
C13 . P1 . C25 . 105.05(16) yes
C19 . P1 . C25 . 99.80(16) yes
Co1 . S1 . C1 . 78.49(13) yes
Co1 . S2 . C5 . 77.84(13) yes
Co1 . S3 . C9 . 107.04(14) yes
Co1 . N1 . C1 . 101.2(2) yes
Co1 . N1 . C2 . 141.1(3) yes
C1 . N1 . C2 . 117.6(3) yes
C1 . N2 . C4 . 114.9(3) yes
Co1 . N3 . C5 . 101.7(2) yes
Co1 . N3 . C6 . 139.0(3) yes
C5 . N3 . C6 . 119.2(3) yes
C5 . N4 . C8 . 114.9(4) yes
C9 . N5 . C10 . 117.7(4) yes
C9 . N6 . C12 . 114.7(4) yes
S1 . C1 . N1 . 108.0(2) yes
S1 . C1 . N2 . 126.4(3) yes
N1 . C1 . N2 . 125.6(3) yes
N1 . C2 . C3 . 121.2(4) yes
N1 . C2 . H21 . 119.0 no
C3 . C2 . H21 . 119.8 no
C2 . C3 . C4 . 116.2(4) yes
C2 . C3 . H31 . 122.3 no
C4 . C3 . H31 . 121.6 no
C3 . C4 . N2 . 124.5(4) yes
C3 . C4 . H41 . 117.6 no
N2 . C4 . H41 . 117.8 no
S2 . C5 . N3 . 108.7(2) yes
S2 . C5 . N4 . 126.6(3) yes
N3 . C5 . N4 . 124.6(3) yes
N3 . C6 . C7 . 119.6(4) yes
N3 . C6 . H61 . 119.7 no
C7 . C6 . H61 . 120.7 no
C6 . C7 . C8 . 116.8(4) yes
C6 . C7 . H71 . 121.3 no
C8 . C7 . H71 . 121.9 no
C7 . C8 . N4 . 124.7(4) yes
C7 . C8 . H81 . 117.1 no
N4 . C8 . H81 . 118.2 no
S3 . C9 . N6 . 116.1(3) yes
S3 . C9 . N5 . 119.2(3) yes
N6 . C9 . N5 . 124.6(4) yes
N5 . C10 . C11 . 122.6(5) yes
N5 . C10 . H101 . 118.2 no
C11 . C10 . H101 . 119.2 no
C10 . C11 . C12 . 118.3(5) yes
C10 . C11 . H111 . 120.8 no
C12 . C11 . H111 . 120.9 no
C11 . C12 . N6 . 122.0(5) yes
C11 . C12 . H121 . 119.5 no
N6 . C12 . H121 . 118.5 no
P1 . C13 . C14 . 120.5(3) yes
P1 . C13 . C18 . 119.8(3) yes
C14 . C13 . C18 . 118.9(3) yes
C13 . C14 . C15 . 119.4(3) yes
C13 . C14 . H141 . 120.2 no
C15 . C14 . H141 . 120.4 no
C14 . C15 . C16 . 120.9(4) yes
C14 . C15 . H151 . 118.7 no
C16 . C15 . H151 . 120.3 no
C15 . C16 . C17 . 120.1(4) yes
C15 . C16 . H161 . 119.6 no
C17 . C16 . H161 . 120.3 no
C16 . C17 . C18 . 120.2(4) yes
C16 . C17 . H171 . 119.7 no
C18 . C17 . H171 . 120.1 no
C13 . C18 . C17 . 120.5(3) yes
C13 . C18 . H181 . 120.2 no
C17 . C18 . H181 . 119.3 no
P1 . C19 . C20 . 121.7(3) yes
P1 . C19 . C24 . 119.6(3) yes
C20 . C19 . C24 . 118.4(3) yes
C19 . C20 . C21 . 120.0(4) yes
C19 . C20 . H201 . 120.3 no
C21 . C20 . H201 . 119.7 no
C20 . C21 . C22 . 119.8(4) yes
C20 . C21 . H211 . 119.9 no
C22 . C21 . H211 . 120.3 no
C21 . C22 . C23 . 120.3(4) yes
C21 . C22 . H221 . 119.6 no
C23 . C22 . H221 . 120.1 no
C22 . C23 . C24 . 120.0(4) yes
C22 . C23 . H231 . 119.8 no
C24 . C23 . H231 . 120.2 no
C19 . C24 . C23 . 121.4(4) yes
C19 . C24 . H241 . 119.5 no
C23 . C24 . H241 . 119.0 no
P1 . C25 . C26 . 122.4(3) yes
P1 . C25 . C30 . 119.4(3) yes
C26 . C25 . C30 . 118.1(3) yes
C25 . C26 . C27 . 120.8(4) yes
C25 . C26 . H261 . 119.7 no
C27 . C26 . H261 . 119.5 no
C26 . C27 . C28 . 120.1(4) yes
C26 . C27 . H271 . 120.1 no
C28 . C27 . H271 . 119.7 no
C27 . C28 . C29 . 120.0(4) yes
C27 . C28 . H281 . 120.1 no
C29 . C28 . H281 . 119.8 no
C28 . C29 . C30 . 119.6(4) yes
C28 . C29 . H291 . 120.3 no
C30 . C29 . H291 . 120.1 no
C29 . C30 . C25 . 121.3(4) yes
C29 . C30 . H301 . 120.1 no
C25 . C30 . H301 . 118.6 no


####################################################################### 
# 
# 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 1995934'
loop_
_audit_author_name
_audit_author_address
'Antonios HATZIDIMITRIOU'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2023-12-13 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                   12.6502(5)
_cell_length_b                   13.2027(5)
_cell_length_c                   22.5410(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3764.7(2)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-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'
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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 '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'


_cell_formula_units_Z            4

# Given Formula = C30 H30 Co3 F0.50 N3 O6 P3 S3 
# Dc =      1.59 Fooo =   1830.00 Mu =     16.47 M =    904.00
# Found Formula = C36 H32 Co1 F6 N2 O0.25 P3 S2 
# Dc =      1.46 FOOO =   1688.00 Mu =      7.54 M =    826.64

_chemical_formula_sum            'C36 H32 Co1 F6 N2 O0.25 P3 S2'
_chemical_formula_moiety         'C36 H32 Co1 F6 N2 O0.25 P3 S2'
_chemical_compound_source        ?
_chemical_formula_weight         826.64


_cell_measurement_reflns_used    228
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            pink
_exptl_crystal_size_min          0.110
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_max          0.200

_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1688
_exptl_absorpt_coefficient_mu    0.754

# Sheldrick geometric approximatio 0.88 0.92 
# 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  0.88
_exptl_absorpt_correction_T_max  0.92
_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            24737
_reflns_number_total             7688
_diffrn_reflns_av_R_equivalents  0.016
# Number of reflections without Friedels Law is 7688 
# Number of reflections with Friedels Law is 1304 
# Theoretical number of reflections is about 3873 


_diffrn_reflns_theta_min         2.230
_diffrn_reflns_theta_max         26.428
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        25.900
_diffrn_measured_fraction_theta_full 0.994


_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       28
_reflns_limit_h_min              -15
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              28

_oxford_diffrn_Wilson_B_factor   3.57
_oxford_diffrn_Wilson_scale      56.50

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

_refine_diff_density_min         -0.72
_refine_diff_density_max         0.33


# 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         5868
_refine_ls_number_restraints     24
_refine_ls_number_parameters     456
_oxford_refine_ls_R_factor_ref   0.0305
_refine_ls_wR_factor_ref         0.0521
_refine_ls_goodness_of_fit_ref   1.0003
_refine_ls_shift/su_max          0.0006429
_refine_ls_shift/su_mean         0.0000368


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6476
_refine_ls_R_factor_all          0.0367
_refine_ls_wR_factor_all         0.0541

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5868
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_gt          0.0521

_refine_ls_abs_structure_Flack   -0.036(12)
_refine_ls_abs_structure_details 'Flack (1983), 6384 Friedel-pairs'
# 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 ad


_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: 
 1.75 1.94 0.638 
;

# 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
Co1 Co 0.27360(3) 0.60929(3) 0.312135(16) 0.0405 1.0000 Uani . U . . . .
P1 P 0.39742(6) 0.59178(6) 0.38161(3) 0.0437 1.0000 Uani . U . . . .
P2 P 0.37319(6) 0.51205(6) 0.25423(3) 0.0438 1.0000 Uani . . . . . .
P3 P 0.80942(9) 0.43678(8) 0.39669(6) 0.0806 1.0000 Uani . U . . . .
S1 S 0.16639(7) 0.47467(7) 0.33279(4) 0.0624 1.0000 Uani . . . . . .
S2 S 0.34184(6) 0.76501(5) 0.28870(3) 0.0429 1.0000 Uani . U . . . .
N1 N 0.15552(17) 0.6127(2) 0.25572(10) 0.0472 1.0000 Uani . U . . . .
N2 N 0.19697(18) 0.71058(18) 0.35954(10) 0.0425 1.0000 Uani . . . . . .
F1 F 0.7216(3) 0.3581(3) 0.3982(2) 0.1783 1.0000 Uani . . . . . .
F2 F 0.89705(18) 0.52051(17) 0.39098(11) 0.0874 1.0000 Uani . U . . . .
F3 F 0.8474(3) 0.4146(3) 0.46048(13) 0.1404 1.0000 Uani . . . . . .
F4 F 0.7317(2) 0.5202(2) 0.42279(13) 0.1213 1.0000 Uani . . . . . .
F5 F 0.7694(3) 0.4650(2) 0.33173(12) 0.1322 1.0000 Uani . . . . . .
F6 F 0.8851(3) 0.3575(2) 0.36966(18) 0.1543 1.0000 Uani . . . . . .
C1 C 0.0979(3) 0.5343(3) 0.27567(14) 0.0581 1.0000 Uani . U . . . .
C2 C -0.0011(3) 0.5144(3) 0.25236(19) 0.0786 1.0000 Uani . . . . . .
C3 C -0.0380(3) 0.5819(4) 0.2096(2) 0.0898 1.0000 Uani . . . . . .
C4 C 0.0195(3) 0.6617(3) 0.19135(18) 0.0764 1.0000 Uani . . . . . .
C5 C 0.1177(3) 0.6773(3) 0.21544(14) 0.0595 1.0000 Uani . . . . . .
C6 C 0.2446(2) 0.7962(2) 0.33983(13) 0.0488 1.0000 Uani . . . . . .
C7 C 0.2155(3) 0.8881(3) 0.36150(16) 0.0733 1.0000 Uani . . . . . .
C8 C 0.1351(3) 0.8932(3) 0.40317(19) 0.0846 1.0000 Uani . . . . . .
C9 C 0.0847(3) 0.8051(3) 0.42121(17) 0.0726 1.0000 Uani . . . . . .
C10 C 0.1175(2) 0.7147(3) 0.39843(14) 0.0538 1.0000 Uani . . . . . .
C11 C 0.4351(3) 0.7044(3) 0.42185(13) 0.0510 1.0000 Uani . U . . . .
C12 C 0.3667(3) 0.7414(3) 0.46431(14) 0.0602 1.0000 Uani . . . . . .
C13 C 0.3875(4) 0.8321(3) 0.49291(16) 0.0733 1.0000 Uani . . . . . .
C14 C 0.4792(4) 0.8851(3) 0.47970(17) 0.0808 1.0000 Uani . . . . . .
C15 C 0.5490(4) 0.8461(3) 0.43925(18) 0.0861 1.0000 Uani . . . . . .
C16 C 0.5252(3) 0.7553(3) 0.40938(15) 0.0724 1.0000 Uani . . . . . .
C17 C 0.3724(3) 0.5003(2) 0.44130(13) 0.0595 1.0000 Uani . . . . . .
C18 C 0.2729(4) 0.4882(3) 0.46358(14) 0.0763 1.0000 Uani . . . . . .
C19 C 0.2530(4) 0.4225(3) 0.51082(18) 0.0981 1.0000 Uani . . . . . .
C20 C 0.3338(5) 0.3726(3) 0.5353(2) 0.1010 1.0000 Uani . . . . . .
C21 C 0.4356(5) 0.3855(4) 0.5143(2) 0.0973 1.0000 Uani . . . . . .
C22 C 0.4551(4) 0.4506(3) 0.46768(17) 0.0780 1.0000 Uani . . . . . .
C23 C 0.5128(3) 0.5438(3) 0.34190(14) 0.0569 1.0000 Uani . . . . . .
C24 C 0.4732(3) 0.4582(2) 0.30263(14) 0.0552 1.0000 Uani . . . . . .
C25 C 0.3069(3) 0.4098(2) 0.21548(15) 0.0587 1.0000 Uani . . . . . .
C26 C 0.3134(3) 0.3092(3) 0.23515(19) 0.0777 1.0000 Uani . . . . . .
C27 C 0.2552(4) 0.2349(3) 0.2070(2) 0.0942 1.0000 Uani . . . . . .
C28 C 0.1924(4) 0.2585(4) 0.1603(3) 0.1056 1.0000 Uani . . . . . .
C29 C 0.1867(4) 0.3563(4) 0.1391(2) 0.0971 1.0000 Uani . . . . . .
C30 C 0.2446(3) 0.4322(3) 0.16742(17) 0.0739 1.0000 Uani . . . . . .
C31 C 0.4462(3) 0.5769(2) 0.19609(15) 0.0567 1.0000 Uani . . . . . .
C32 C 0.5474(3) 0.5481(3) 0.1815(2) 0.1130 1.0000 Uani . . . . . .
C33 C 0.6001(4) 0.5959(4) 0.1348(3) 0.1500 1.0000 Uani . . . . . .
C34 C 0.5536(3) 0.6718(3) 0.1029(2) 0.0894 1.0000 Uani . . . . . .
C35 C 0.4549(3) 0.7032(3) 0.11813(16) 0.0672 1.0000 Uani . . . . . .
C36 C 0.4024(3) 0.6556(3) 0.16420(14) 0.0611 1.0000 Uani . . . . . .
H51 H 0.1602 0.7315 0.2026 0.0716 1.0000 Uiso R . . . . .
H242 H 0.5305 0.4318 0.2819 0.0655 1.0000 Uiso R . . . . .
H241 H 0.4409 0.4046 0.3259 0.0665 1.0000 Uiso R . . . . .
H41 H -0.0053 0.7023 0.1621 0.0932 1.0000 Uiso R . . . . .
H31 H -0.1048 0.5721 0.1943 0.1075 1.0000 Uiso R . . . . .
H21 H -0.0408 0.4596 0.2648 0.0953 1.0000 Uiso R . . . . .
H271 H 0.2593 0.1697 0.2216 0.1124 1.0000 Uiso R . . . . .
H232 H 0.5645 0.5200 0.3686 0.0677 1.0000 Uiso R . . . . .
H231 H 0.5407 0.5975 0.3178 0.0661 1.0000 Uiso R . . . . .
H211 H 0.4929 0.3512 0.5311 0.1168 1.0000 Uiso R . . . . .
H291 H 0.1463 0.3715 0.1064 0.1188 1.0000 Uiso R . . . . .
H161 H 0.5718 0.7303 0.3822 0.0879 1.0000 Uiso R . . . . .
H151 H 0.6120 0.8795 0.4305 0.1039 1.0000 Uiso R . . . . .
H141 H 0.4916 0.9468 0.4985 0.0983 1.0000 Uiso R . . . . .
H131 H 0.3393 0.8565 0.5209 0.0890 1.0000 Uiso R . . . . .
H121 H 0.3060 0.7063 0.4739 0.0725 1.0000 Uiso R . . . . .
H181 H 0.2173 0.5252 0.4471 0.0927 1.0000 Uiso R . . . . .
H191 H 0.1848 0.4143 0.5251 0.1175 1.0000 Uiso R . . . . .
H361 H 0.3359 0.6762 0.1727 0.0721 1.0000 Uiso R . . . . .
H341 H 0.5890 0.7034 0.0724 0.1078 1.0000 Uiso R . . . . .
H331 H 0.6661 0.5775 0.1254 0.1788 1.0000 Uiso R . . . . .
H321 H 0.5792 0.4971 0.2025 0.1353 1.0000 Uiso R . . . . .
H221 H 0.5225 0.4616 0.4544 0.0929 1.0000 Uiso R . . . . .
H261 H 0.3559 0.2931 0.2676 0.0928 1.0000 Uiso R . . . . .
H281 H 0.1533 0.2092 0.1426 0.1260 1.0000 Uiso R . . . . .
H101 H 0.0864 0.6544 0.4099 0.0645 1.0000 Uiso R . . . . .
H81 H 0.1135 0.9552 0.4195 0.1017 1.0000 Uiso R . . . . .
H71 H 0.2471 0.9442 0.3479 0.0875 1.0000 Uiso R . . . . .
H91 H 0.0303 0.8079 0.4486 0.0872 1.0000 Uiso R . . . . .
H351 H 0.4230 0.7557 0.0981 0.0810 1.0000 Uiso R . . . . .
H301 H 0.2390 0.4978 0.1529 0.0886 1.0000 Uiso R . . . . .
H201 H 0.3193 0.3298 0.5668 0.1222 1.0000 Uiso R . . . . .
O1 O 0.6824(18) 0.3354(17) 0.5589(9) 0.198(9) 0.2500 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.18385(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
Co1 . P1 . 2.2269(9) yes
Co1 . P2 . 2.2223(8) yes
Co1 . S1 . 2.2837(9) yes
Co1 . S2 . 2.2915(8) yes
Co1 . N1 . 1.962(2) yes
Co1 . N2 . 1.967(2) yes
P1 . C11 . 1.806(3) yes
P1 . C17 . 1.836(3) yes
P1 . C23 . 1.826(3) yes
P2 . C24 . 1.816(3) yes
P2 . C25 . 1.814(3) yes
P2 . C31 . 1.817(3) yes
P3 . F1 . 1.522(3) yes
P3 . F2 . 1.571(2) yes
P3 . F3 . 1.544(3) yes
P3 . F4 . 1.589(3) yes
P3 . F5 . 1.594(3) yes
P3 . F6 . 1.544(3) yes
S1 . C1 . 1.740(4) yes
S2 . C6 . 1.735(3) yes
N1 . C1 . 1.344(4) yes
N1 . C5 . 1.335(4) yes
N2 . C6 . 1.357(3) yes
N2 . C10 . 1.335(4) yes
C1 . C2 . 1.383(5) yes
C2 . C3 . 1.395(6) yes
C2 . H21 . 0.924 no
C3 . C4 . 1.344(6) yes
C3 . H31 . 0.922 no
C4 . C5 . 1.372(5) yes
C4 . H41 . 0.906 no
C5 . H51 . 0.939 no
C6 . C7 . 1.358(4) yes
C7 . C8 . 1.386(5) yes
C7 . H71 . 0.896 no
C8 . C9 . 1.386(5) yes
C8 . H81 . 0.938 no
C9 . C10 . 1.364(5) yes
C9 . H91 . 0.925 no
C10 . H101 . 0.925 no
C11 . C12 . 1.379(4) yes
C11 . C16 . 1.353(5) yes
C12 . C13 . 1.385(5) yes
C12 . H121 . 0.924 no
C13 . C14 . 1.387(6) yes
C13 . H131 . 0.936 no
C14 . C15 . 1.370(5) yes
C14 . H141 . 0.931 no
C15 . C16 . 1.407(5) yes
C15 . H151 . 0.932 no
C16 . H161 . 0.912 no
C17 . C18 . 1.365(5) yes
C17 . C22 . 1.371(5) yes
C18 . C19 . 1.396(5) yes
C18 . H181 . 0.933 no
C19 . C20 . 1.335(6) yes
C19 . H191 . 0.927 no
C20 . C21 . 1.383(6) yes
C20 . H201 . 0.926 no
C21 . C22 . 1.379(6) yes
C21 . H211 . 0.935 no
C22 . H221 . 0.915 no
C23 . C24 . 1.521(4) yes
C23 . H232 . 0.942 no
C23 . H231 . 0.961 no
C24 . H242 . 0.930 no
C24 . H241 . 0.971 no
C25 . C26 . 1.402(5) yes
C25 . C30 . 1.372(5) yes
C26 . C27 . 1.381(5) yes
C26 . H261 . 0.932 no
C27 . C28 . 1.355(6) yes
C27 . H271 . 0.923 no
C28 . C29 . 1.378(7) yes
C28 . H281 . 0.910 no
C29 . C30 . 1.396(5) yes
C29 . H291 . 0.918 no
C30 . H301 . 0.928 no
C31 . C32 . 1.375(5) yes
C31 . C36 . 1.380(4) yes
C32 . C33 . 1.397(6) yes
C32 . H321 . 0.916 no
C33 . C34 . 1.367(6) yes
C33 . H331 . 0.894 no
C34 . C35 . 1.360(5) yes
C34 . H341 . 0.920 no
C35 . C36 . 1.383(5) yes
C35 . H351 . 0.921 no
C36 . H361 . 0.904 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
P1 . Co1 . P2 . 87.38(3) yes
P1 . Co1 . S1 . 101.16(3) yes
P2 . Co1 . S1 . 90.39(3) yes
P1 . Co1 . S2 . 89.44(3) yes
P2 . Co1 . S2 . 99.75(3) yes
S1 . Co1 . S2 . 165.70(4) yes
P1 . Co1 . N1 . 173.47(8) yes
P2 . Co1 . N1 . 93.68(7) yes
S1 . Co1 . N1 . 72.41(8) yes
S2 . Co1 . N1 . 96.72(8) yes
P1 . Co1 . N2 . 92.02(7) yes
P2 . Co1 . N2 . 172.34(7) yes
S1 . Co1 . N2 . 97.22(7) yes
S2 . Co1 . N2 . 72.60(7) yes
N1 . Co1 . N2 . 87.79(9) yes
Co1 . P1 . C11 . 116.96(10) yes
Co1 . P1 . C17 . 117.54(13) yes
C11 . P1 . C17 . 102.66(14) yes
Co1 . P1 . C23 . 104.70(11) yes
C11 . P1 . C23 . 108.74(16) yes
C17 . P1 . C23 . 105.58(16) yes
Co1 . P2 . C24 . 105.57(10) yes
Co1 . P2 . C25 . 116.81(10) yes
C24 . P2 . C25 . 108.64(16) yes
Co1 . P2 . C31 . 116.08(10) yes
C24 . P2 . C31 . 105.29(15) yes
C25 . P2 . C31 . 103.77(15) yes
F1 . P3 . F2 . 176.1(2) yes
F1 . P3 . F3 . 94.4(2) yes
F2 . P3 . F3 . 89.43(16) yes
F1 . P3 . F4 . 90.7(2) yes
F2 . P3 . F4 . 88.80(15) yes
F3 . P3 . F4 . 88.79(19) yes
F1 . P3 . F5 . 87.0(2) yes
F2 . P3 . F5 . 89.12(16) yes
F3 . P3 . F5 . 177.33(19) yes
F4 . P3 . F5 . 88.94(17) yes
F1 . P3 . F6 . 89.9(2) yes
F2 . P3 . F6 . 90.40(17) yes
F3 . P3 . F6 . 92.7(2) yes
F4 . P3 . F6 . 178.3(2) yes
F5 . P3 . F6 . 89.6(2) yes
Co1 . S1 . C1 . 78.05(11) yes
Co1 . S2 . C6 . 78.07(10) yes
Co1 . N1 . C1 . 100.3(2) yes
Co1 . N1 . C5 . 136.7(2) yes
C1 . N1 . C5 . 121.7(3) yes
Co1 . N2 . C6 . 99.78(17) yes
Co1 . N2 . C10 . 139.1(2) yes
C6 . N2 . C10 . 121.1(3) yes
S1 . C1 . N1 . 109.0(2) yes
S1 . C1 . C2 . 130.2(3) yes
N1 . C1 . C2 . 120.7(4) yes
C1 . C2 . C3 . 116.4(4) yes
C1 . C2 . H21 . 121.8 no
C3 . C2 . H21 . 121.9 no
C2 . C3 . C4 . 122.1(4) yes
C2 . C3 . H31 . 118.4 no
C4 . C3 . H31 . 119.5 no
C3 . C4 . C5 . 119.1(4) yes
C3 . C4 . H41 . 120.0 no
C5 . C4 . H41 . 120.8 no
C4 . C5 . N1 . 119.9(4) yes
C4 . C5 . H51 . 120.7 no
N1 . C5 . H51 . 119.4 no
S2 . C6 . N2 . 109.5(2) yes
S2 . C6 . C7 . 130.1(3) yes
N2 . C6 . C7 . 120.4(3) yes
C6 . C7 . C8 . 119.1(3) yes
C6 . C7 . H71 . 119.6 no
C8 . C7 . H71 . 121.3 no
C7 . C8 . C9 . 119.7(4) yes
C7 . C8 . H81 . 121.4 no
C9 . C8 . H81 . 118.9 no
C8 . C9 . C10 . 118.9(3) yes
C8 . C9 . H91 . 120.3 no
C10 . C9 . H91 . 120.8 no
C9 . C10 . N2 . 120.8(3) yes
C9 . C10 . H101 . 121.3 no
N2 . C10 . H101 . 117.9 no
P1 . C11 . C12 . 118.4(3) yes
P1 . C11 . C16 . 121.8(3) yes
C12 . C11 . C16 . 119.8(3) yes
C11 . C12 . C13 . 120.7(4) yes
C11 . C12 . H121 . 120.4 no
C13 . C12 . H121 . 118.9 no
C12 . C13 . C14 . 119.7(4) yes
C12 . C13 . H131 . 119.3 no
C14 . C13 . H131 . 121.0 no
C13 . C14 . C15 . 119.4(4) yes
C13 . C14 . H141 . 119.0 no
C15 . C14 . H141 . 121.5 no
C14 . C15 . C16 . 120.1(4) yes
C14 . C15 . H151 . 120.9 no
C16 . C15 . H151 . 119.0 no
C15 . C16 . C11 . 120.2(4) yes
C15 . C16 . H161 . 119.4 no
C11 . C16 . H161 . 120.4 no
P1 . C17 . C18 . 120.4(3) yes
P1 . C17 . C22 . 120.1(3) yes
C18 . C17 . C22 . 119.3(3) yes
C17 . C18 . C19 . 121.2(4) yes
C17 . C18 . H181 . 119.2 no
C19 . C18 . H181 . 119.6 no
C18 . C19 . C20 . 119.0(5) yes
C18 . C19 . H191 . 120.3 no
C20 . C19 . H191 . 120.7 no
C19 . C20 . C21 . 120.6(4) yes
C19 . C20 . H201 . 117.8 no
C21 . C20 . H201 . 121.5 no
C20 . C21 . C22 . 120.3(4) yes
C20 . C21 . H211 . 121.5 no
C22 . C21 . H211 . 118.2 no
C21 . C22 . C17 . 119.5(4) yes
C21 . C22 . H221 . 120.9 no
C17 . C22 . H221 . 119.6 no
P1 . C23 . C24 . 106.2(2) yes
P1 . C23 . H232 . 110.9 no
C24 . C23 . H232 . 110.7 no
P1 . C23 . H231 . 108.3 no
C24 . C23 . H231 . 110.0 no
H232 . C23 . H231 . 110.6 no
C23 . C24 . P2 . 106.8(2) yes
C23 . C24 . H242 . 108.3 no
P2 . C24 . H242 . 112.8 no
C23 . C24 . H241 . 111.4 no
P2 . C24 . H241 . 108.5 no
H242 . C24 . H241 . 109.1 no
P2 . C25 . C26 . 121.7(3) yes
P2 . C25 . C30 . 119.0(3) yes
C26 . C25 . C30 . 119.2(3) yes
C25 . C26 . C27 . 119.8(4) yes
C25 . C26 . H261 . 119.9 no
C27 . C26 . H261 . 120.3 no
C26 . C27 . C28 . 120.3(5) yes
C26 . C27 . H271 . 118.0 no
C28 . C27 . H271 . 121.7 no
C27 . C28 . C29 . 121.1(5) yes
C27 . C28 . H281 . 119.6 no
C29 . C28 . H281 . 119.3 no
C28 . C29 . C30 . 119.1(5) yes
C28 . C29 . H291 . 120.9 no
C30 . C29 . H291 . 120.1 no
C29 . C30 . C25 . 120.5(4) yes
C29 . C30 . H301 . 117.9 no
C25 . C30 . H301 . 121.6 no
P2 . C31 . C32 . 121.0(3) yes
P2 . C31 . C36 . 121.7(2) yes
C32 . C31 . C36 . 117.2(3) yes
C31 . C32 . C33 . 120.0(4) yes
C31 . C32 . H321 . 119.2 no
C33 . C32 . H321 . 120.8 no
C32 . C33 . C34 . 121.5(4) yes
C32 . C33 . H331 . 120.0 no
C34 . C33 . H331 . 118.5 no
C33 . C34 . C35 . 119.0(4) yes
C33 . C34 . H341 . 121.1 no
C35 . C34 . H341 . 119.9 no
C34 . C35 . C36 . 119.5(3) yes
C34 . C35 . H351 . 120.5 no
C36 . C35 . H351 . 120.0 no
C35 . C36 . C31 . 122.7(3) yes
C35 . C36 . H361 . 118.0 no
C31 . C36 . H361 . 119.2 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
C21 . H211 . O1 . 153 0.93 2.49 3.347(6) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
