# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_iman-1
_database_code_depnum_ccdc_archive 'CCDC 1545491'
_audit_update_record             
;
2017-04-23 deposited with the CCDC.
2017-05-22 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C22 H28 N O4 S'
_chemical_formula_moiety         'C22 H28 N O4 S'
_chemical_formula_weight         402.53
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.3258(3)
_cell_length_b                   9.3714(3)
_cell_length_c                   12.7379(3)
_cell_angle_alpha                104.226(7)
_cell_angle_beta                 99.435(7)
_cell_angle_gamma                96.838(7)
_cell_volume                     1049.62(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10779
_cell_measurement_theta_min      3.65
_cell_measurement_theta_max      68.25
_cell_measurement_temperature    133
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             430.00
_exptl_absorpt_coefficient_mu    1.593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.626
_exptl_absorpt_correction_T_max  0.853

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      133
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            11646
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_theta_max         68.247
_diffrn_reflns_theta_min         3.654
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3755
_reflns_number_gt                3267
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1159
_refine_ls_wR_factor_gt          0.1117
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3755
_refine_ls_number_parameters     253
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0525P)²+0.5157P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.15901(6) 0.25810(5) 0.09093(4) 0.02676(15) Uani 1 1 d . . . . .
O1 O -0.07474(17) 0.24891(16) 0.00570(12) 0.0355(4) Uani 1 1 d . . . . .
O2 O -0.26448(16) 0.13329(15) 0.08983(12) 0.0336(4) Uani 1 1 d . . . . .
O3 O -0.16901(17) 0.39810(16) 0.46623(12) 0.0353(4) Uani 1 1 d . . . . .
O4 O -0.13299(16) 0.52091(15) 0.33929(11) 0.0302(3) Uani 1 1 d . . . . .
N1 N -0.03787(18) 0.29488(17) 0.20743(13) 0.0245(4) Uani 1 1 d . . . . .
C1 C -0.0850(2) 0.2748(2) 0.30539(16) 0.0251(4) Uani 1 1 d . . . . .
C2 C -0.1335(2) 0.4022(2) 0.37980(17) 0.0275(4) Uani 1 1 d . . . . .
C3 C -0.1872(3) 0.6458(2) 0.40233(18) 0.0373(5) Uani 1 1 d . . . . .
H3A H -0.1824 0.7266 0.3660 0.045 Uiso 1 1 calc R U . . .
H3B H -0.2896 0.6144 0.4067 0.045 Uiso 1 1 calc R U . . .
H3C H -0.1264 0.6811 0.4770 0.045 Uiso 1 1 calc R U . . .
C4 C -0.0817(2) 0.1478(2) 0.33459(17) 0.0287(5) Uani 1 1 d . . . . .
H4 H -0.1171 0.1442 0.3999 0.034 Uiso 1 1 calc R U . . .
C5 C -0.0297(2) 0.0115(2) 0.27775(17) 0.0314(5) Uani 1 1 d . . . . .
H5A H -0.0059 0.0228 0.2070 0.038 Uiso 1 1 calc R U . . .
H5B H -0.1093 -0.0755 0.2608 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1076(2) -0.0166(2) 0.34974(18) 0.0319(5) Uani 1 1 d . . . . .
H6A H 0.1878 0.0692 0.3642 0.038 Uiso 1 1 calc R U . . .
H6B H 0.0844 -0.0229 0.4217 0.038 Uiso 1 1 calc R U . . .
C7 C 0.1613(3) -0.1587(2) 0.2967(2) 0.0404(6) Uani 1 1 d . . . . .
H7A H 0.1807 -0.1542 0.2234 0.048 Uiso 1 1 calc R U . . .
H7B H 0.0826 -0.2451 0.2851 0.048 Uiso 1 1 calc R U . . .
C8 C 0.3004(3) -0.1824(3) 0.3663(2) 0.0478(6) Uani 1 1 d . . . . .
H8A H 0.3304 -0.2752 0.3286 0.057 Uiso 1 1 calc R U . . .
H8B H 0.3794 -0.0983 0.3767 0.057 Uiso 1 1 calc R U . . .
H8C H 0.2813 -0.1892 0.4385 0.057 Uiso 1 1 calc R U . . .
C9 C 0.4729(2) 0.1771(2) 0.2905(2) 0.0354(5) Uani 1 1 d . . . . .
H9 H 0.5548 0.1287 0.3055 0.042 Uiso 1 1 calc R U . . .
C10 C 0.3726(2) 0.1227(2) 0.19143(18) 0.0319(5) Uani 1 1 d . . . . .
H10 H 0.3862 0.0374 0.1381 0.038 Uiso 1 1 calc R U . . .
C11 C 0.4541(2) 0.3019(2) 0.36787(19) 0.0343(5) Uani 1 1 d . . . . .
H11 H 0.5231 0.3394 0.4359 0.041 Uiso 1 1 calc R U . . .
C12 C 0.2531(2) 0.1919(2) 0.16991(17) 0.0285(5) Uani 1 1 d . . . . .
H12 H 0.1838 0.1531 0.1021 0.034 Uiso 1 1 calc R U . . .
C13 C 0.3344(2) 0.3724(2) 0.34619(17) 0.0300(5) Uani 1 1 d . . . . .
H13 H 0.3217 0.4581 0.3996 0.036 Uiso 1 1 calc R U . . .
C14 C 0.2329(2) 0.3186(2) 0.24698(16) 0.0247(4) Uani 1 1 d . . . . .
C15 C 0.1034(2) 0.3953(2) 0.22314(18) 0.0281(5) Uani 1 1 d . . . . .
H15A H 0.1093 0.4847 0.2853 0.034 Uiso 1 1 calc R U . . .
H15B H 0.1072 0.4288 0.1556 0.034 Uiso 1 1 calc R U . . .
C16 C -0.2495(2) 0.4136(2) 0.09576(16) 0.0254(4) Uani 1 1 d . . . . .
C17 C -0.3827(2) 0.4143(2) 0.13079(17) 0.0299(5) Uani 1 1 d . . . . .
H17 H -0.4296 0.3280 0.1459 0.036 Uiso 1 1 calc R U . . .
C18 C -0.1812(2) 0.5394(2) 0.07276(16) 0.0275(4) Uani 1 1 d . . . . .
H18 H -0.0903 0.5386 0.0483 0.033 Uiso 1 1 calc R U . . .
C19 C -0.2469(2) 0.6656(2) 0.08576(16) 0.0301(5) Uani 1 1 d . . . . .
H19 H -0.2006 0.7513 0.0696 0.036 Uiso 1 1 calc R U . . .
C20 C -0.4467(2) 0.5415(2) 0.14351(17) 0.0319(5) Uani 1 1 d . . . . .
H20 H -0.5381 0.5417 0.1673 0.038 Uiso 1 1 calc R U . . .
C21 C -0.3797(2) 0.6694(2) 0.12213(17) 0.0301(5) Uani 1 1 d . . . . .
C22 C -0.4482(3) 0.8079(2) 0.1382(2) 0.0412(6) Uani 1 1 d . . . . .
H22A H -0.3859 0.8858 0.1192 0.049 Uiso 1 1 calc R U . . .
H22B H -0.5462 0.7860 0.0903 0.049 Uiso 1 1 calc R U . . .
H22C H -0.4572 0.8425 0.2156 0.049 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/8 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4315(14) . ?
S1 O1 1.4330(15) . ?
S1 N1 1.6442(16) . ?
S1 C16 1.762(2) . ?
O3 C2 1.209(2) . ?
O4 C2 1.336(2) . ?
O4 C3 1.443(2) . ?
N1 C1 1.436(2) . ?
N1 C15 1.479(2) . ?
C1 C4 1.334(3) . ?
C1 C2 1.497(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.483(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.537(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.518(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.519(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C11 1.381(3) . ?
C9 C10 1.383(3) . ?
C9 H9 0.9500 . ?
C10 C12 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C13 1.387(3) . ?
C11 H11 0.9500 . ?
C12 C14 1.397(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.504(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.388(3) . ?
C16 C18 1.390(3) . ?
C17 C20 1.382(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C21 1.393(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.498(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 120.57(9) . . ?
O2 S1 N1 106.48(8) . . ?
O1 S1 N1 105.77(9) . . ?
O2 S1 C16 108.28(9) . . ?
O1 S1 C16 107.73(9) . . ?
N1 S1 C16 107.35(9) . . ?
C2 O4 C3 115.73(16) . . ?
C1 N1 C15 116.95(15) . . ?
C1 N1 S1 119.77(13) . . ?
C15 N1 S1 119.87(13) . . ?
C4 C1 N1 122.02(18) . . ?
C4 C1 C2 118.74(18) . . ?
N1 C1 C2 119.18(16) . . ?
O3 C2 O4 124.00(19) . . ?
O3 C2 C1 123.99(18) . . ?
O4 C2 C1 112.01(17) . . ?
O4 C3 H3A 109.5 . . ?
O4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 C5 128.03(19) . . ?
C1 C4 H4 116.0 . . ?
C5 C4 H4 116.0 . . ?
C4 C5 C6 111.19(17) . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C7 C6 C5 113.05(18) . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C6 C7 C8 112.7(2) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C9 C10 120.0(2) . . ?
C11 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C12 C10 C9 120.2(2) . . ?
C12 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C11 C13 120.0(2) . . ?
C9 C11 H11 120.0 . . ?
C13 C11 H11 120.0 . . ?
C10 C12 C14 120.5(2) . . ?
C10 C12 H12 119.7 . . ?
C14 C12 H12 119.7 . . ?
C11 C13 C14 120.5(2) . . ?
C11 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C12 118.83(19) . . ?
C13 C14 C15 120.53(18) . . ?
C12 C14 C15 120.64(18) . . ?
N1 C15 C14 111.41(15) . . ?
N1 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
N1 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C18 120.34(19) . . ?
C17 C16 S1 119.84(15) . . ?
C18 C16 S1 119.62(16) . . ?
C20 C17 C16 119.50(19) . . ?
C20 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C19 C18 C16 119.4(2) . . ?
C19 C18 H18 120.3 . . ?
C16 C18 H18 120.3 . . ?
C18 C19 C21 121.25(19) . . ?
C18 C19 H19 119.4 . . ?
C21 C19 H19 119.4 . . ?
C17 C20 C21 121.2(2) . . ?
C17 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C19 118.31(19) . . ?
C20 C21 C22 120.9(2) . . ?
C19 C21 C22 120.75(19) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C1 -35.11(16) . . . . ?
O1 S1 N1 C1 -164.50(14) . . . . ?
C16 S1 N1 C1 80.69(15) . . . . ?
O2 S1 N1 C15 166.35(14) . . . . ?
O1 S1 N1 C15 36.96(16) . . . . ?
C16 S1 N1 C15 -77.86(16) . . . . ?
C15 N1 C1 C4 -107.9(2) . . . . ?
S1 N1 C1 C4 93.0(2) . . . . ?
C15 N1 C1 C2 69.5(2) . . . . ?
S1 N1 C1 C2 -89.65(19) . . . . ?
C3 O4 C2 O3 -3.7(3) . . . . ?
C3 O4 C2 C1 176.21(17) . . . . ?
C4 C1 C2 O3 0.7(3) . . . . ?
N1 C1 C2 O3 -176.76(19) . . . . ?
C4 C1 C2 O4 -179.20(18) . . . . ?
N1 C1 C2 O4 3.4(3) . . . . ?
N1 C1 C4 C5 1.3(3) . . . . ?
C2 C1 C4 C5 -176.07(19) . . . . ?
C1 C4 C5 C6 114.7(2) . . . . ?
C4 C5 C6 C7 177.70(17) . . . . ?
C5 C6 C7 C8 177.71(19) . . . . ?
C11 C9 C10 C12 -0.5(3) . . . . ?
C10 C9 C11 C13 0.1(3) . . . . ?
C9 C10 C12 C14 0.9(3) . . . . ?
C9 C11 C13 C14 -0.1(3) . . . . ?
C11 C13 C14 C12 0.4(3) . . . . ?
C11 C13 C14 C15 -179.72(18) . . . . ?
C10 C12 C14 C13 -0.8(3) . . . . ?
C10 C12 C14 C15 179.31(18) . . . . ?
C1 N1 C15 C14 79.1(2) . . . . ?
S1 N1 C15 C14 -121.77(16) . . . . ?
C13 C14 C15 N1 -118.5(2) . . . . ?
C12 C14 C15 N1 61.3(2) . . . . ?
O2 S1 C16 C17 19.40(19) . . . . ?
O1 S1 C16 C17 151.30(16) . . . . ?
N1 S1 C16 C17 -95.20(17) . . . . ?
O2 S1 C16 C18 -165.64(15) . . . . ?
O1 S1 C16 C18 -33.74(18) . . . . ?
N1 S1 C16 C18 79.76(17) . . . . ?
C18 C16 C17 C20 -0.5(3) . . . . ?
S1 C16 C17 C20 174.43(15) . . . . ?
C17 C16 C18 C19 0.4(3) . . . . ?
S1 C16 C18 C19 -174.55(15) . . . . ?
C16 C18 C19 C21 0.4(3) . . . . ?
C16 C17 C20 C21 -0.2(3) . . . . ?
C17 C20 C21 C19 1.0(3) . . . . ?
C17 C20 C21 C22 -178.8(2) . . . . ?
C18 C19 C21 C20 -1.1(3) . . . . ?
C18 C19 C21 C22 178.70(19) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_01rd127
_database_code_depnum_ccdc_archive 'CCDC 1545492'
_audit_update_record             
;
2017-04-23 deposited with the CCDC.
2017-05-22 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C24 H25 N3 Ni O4 S'
_chemical_formula_moiety         'C24 H25 N3 Ni O4 S'
_chemical_formula_weight         510.24
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   18.6357(6)
_cell_length_b                   6.4232(2)
_cell_length_c                   19.8474(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.723(8)
_cell_angle_gamma                90.0000
_cell_volume                     2222.05(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18992
_cell_measurement_theta_min      4.04
_cell_measurement_theta_max      68.22
_cell_measurement_temperature    133
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.318
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.097
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064.00
_exptl_absorpt_coefficient_mu    2.455
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_T_max  0.788

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      133
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            22588
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_min         4.047
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4072
_reflns_number_gt                3257
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1273
_refine_ls_wR_factor_gt          0.1190
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4072
_refine_ls_number_parameters     298
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0647P)²+1.9822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ni Ni -3.0029 0.5091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.47597(3) 0.03579(9) 0.87750(3) 0.02546(17) Uani 1 1 d . . . . .
S1 S 0.45306(4) 0.23839(14) 0.68651(4) 0.0313(2) Uani 1 1 d . . . . .
O1 O 0.41399(13) 0.0494(4) 0.68991(13) 0.0424(6) Uani 1 1 d . . . . .
O2 O 0.40978(14) 0.4242(4) 0.66059(13) 0.0451(7) Uani 1 1 d . . . . .
O3 O 0.55424(11) -0.1532(3) 0.91590(11) 0.0279(5) Uani 1 1 d . . . . .
O4 O 0.67337(12) -0.2324(4) 0.92554(12) 0.0328(5) Uani 1 1 d . . . . .
N1 N 0.39317(14) 0.2316(4) 0.85275(14) 0.0288(6) Uani 1 1 d . . . . .
N2 N 0.41696(14) -0.0962(5) 0.92960(14) 0.0286(6) Uani 1 1 d . . . . .
N3 N 0.51352(15) 0.2838(4) 0.76716(14) 0.0276(6) Uani 1 1 d . . . . .
C1 C 0.53552(17) 0.1218(5) 0.82164(16) 0.0247(7) Uani 1 1 d . . . . .
C2 C 0.60409(17) 0.0294(5) 0.83964(16) 0.0242(7) Uani 1 1 d . . . . .
C3 C 0.61551(17) -0.1286(5) 0.89816(16) 0.0258(7) Uani 1 1 d . . . . .
C4 C 0.66800(17) 0.0697(5) 0.81026(17) 0.0280(7) Uani 1 1 d . . . . .
H4 H 0.6470 0.1644 0.7678 0.034 Uiso 1 1 calc R U . . .
C5 C 0.73490(19) 0.1835(6) 0.86663(19) 0.0386(9) Uani 1 1 d . . . . .
H5A H 0.7157 0.3090 0.8827 0.046 Uiso 1 1 calc R U . . .
H5B H 0.7587 0.0915 0.9079 0.046 Uiso 1 1 calc R U . . .
H5C H 0.7730 0.2228 0.8453 0.046 Uiso 1 1 calc R U . . .
C6 C 0.69700(19) -0.1262(6) 0.78461(19) 0.0362(8) Uani 1 1 d . . . . .
H6A H 0.7379 -0.0889 0.7665 0.043 Uiso 1 1 calc R U . . .
H6B H 0.7171 -0.2238 0.8249 0.043 Uiso 1 1 calc R U . . .
H6C H 0.6546 -0.1919 0.7460 0.043 Uiso 1 1 calc R U . . .
C7 C 0.50944(17) 0.1990(5) 0.63222(16) 0.0278(7) Uani 1 1 d . . . . .
C8 C 0.5301(2) 0.3663(6) 0.59971(18) 0.0361(8) Uani 1 1 d . . . . .
H8 H 0.5131 0.5025 0.6054 0.043 Uiso 1 1 calc R U . . .
C9 C 0.53335(18) -0.0008(5) 0.62355(18) 0.0330(8) Uani 1 1 d . . . . .
H9 H 0.5191 -0.1161 0.6460 0.040 Uiso 1 1 calc R U . . .
C10 C 0.57807(19) -0.0293(6) 0.58183(19) 0.0375(9) Uani 1 1 d . . . . .
H10 H 0.5942 -0.1660 0.5756 0.045 Uiso 1 1 calc R U . . .
C11 C 0.5758(2) 0.3346(6) 0.55863(19) 0.0393(9) Uani 1 1 d . . . . .
H11 H 0.5907 0.4505 0.5369 0.047 Uiso 1 1 calc R U . . .
C12 C 0.60008(18) 0.1369(6) 0.54877(18) 0.0355(9) Uani 1 1 d . . . . .
C13 C 0.6477(2) 0.1059(8) 0.5020(2) 0.0512(11) Uani 1 1 d . . . . .
H13A H 0.6599 -0.0422 0.5008 0.061 Uiso 1 1 calc R U . . .
H13B H 0.6189 0.1541 0.4530 0.061 Uiso 1 1 calc R U . . .
H13C H 0.6954 0.1858 0.5217 0.061 Uiso 1 1 calc R U . . .
C14 C 0.3892(2) 0.4180(6) 0.82121(18) 0.0358(8) Uani 1 1 d . . . . .
H14 H 0.4321 0.4644 0.8100 0.043 Uiso 1 1 calc R U . . .
C15 C 0.3256(2) 0.5457(6) 0.80426(18) 0.0418(9) Uani 1 1 d . . . . .
H15 H 0.3250 0.6763 0.7816 0.050 Uiso 1 1 calc R U . . .
C16 C 0.2631(2) 0.4818(6) 0.8206(2) 0.0440(10) Uani 1 1 d . . . . .
H16 H 0.2181 0.5648 0.8077 0.053 Uiso 1 1 calc R U . . .
C17 C 0.26722(19) 0.2952(6) 0.85592(19) 0.0402(9) Uani 1 1 d . . . . .
H17 H 0.2254 0.2499 0.8690 0.048 Uiso 1 1 calc R U . . .
C18 C 0.2927(2) -0.1171(6) 0.9385(2) 0.0391(9) Uani 1 1 d . . . . .
H18 H 0.2423 -0.0627 0.9268 0.047 Uiso 1 1 calc R U . . .
C19 C 0.3143(2) -0.2950(6) 0.9795(2) 0.0426(10) Uani 1 1 d . . . . .
H19 H 0.2786 -0.3654 0.9957 0.051 Uiso 1 1 calc R U . . .
C20 C 0.3879(2) -0.3709(6) 0.99696(19) 0.0373(9) Uani 1 1 d . . . . .
H20 H 0.4040 -0.4915 1.0262 0.045 Uiso 1 1 calc R U . . .
C21 C 0.43771(19) -0.2668(5) 0.97087(17) 0.0322(8) Uani 1 1 d . . . . .
H21 H 0.4885 -0.3183 0.9826 0.039 Uiso 1 1 calc R U . . .
C22 C 0.34560(18) -0.0184(5) 0.91464(18) 0.0317(8) Uani 1 1 d . . . . .
C23 C 0.33246(17) 0.1742(6) 0.87233(17) 0.0312(8) Uani 1 1 d . . . . .
C24 C 0.5569(2) 0.4798(5) 0.7793(2) 0.0385(9) Uani 1 1 d . . . . .
H24A H 0.5348 0.5716 0.7376 0.046 Uiso 1 1 calc R U . . .
H24B H 0.5544 0.5482 0.8226 0.046 Uiso 1 1 calc R U . . .
H24C H 0.6106 0.4505 0.7859 0.046 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/8 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O3 1.843(2) . ?
Ni1 C1 1.907(3) . ?
Ni1 N1 1.915(3) . ?
Ni1 N2 1.950(3) . ?
S1 O1 1.429(3) . ?
S1 O2 1.430(3) . ?
S1 N3 1.625(3) . ?
S1 C7 1.769(3) . ?
O3 C3 1.318(3) . ?
O4 C3 1.220(4) . ?
N1 C14 1.341(4) . ?
N1 C23 1.370(4) . ?
N2 C21 1.341(4) . ?
N2 C22 1.351(4) . ?
N3 C1 1.451(4) . ?
N3 C24 1.470(4) . ?
C1 C2 1.338(4) . ?
C2 C3 1.500(4) . ?
C2 C4 1.522(4) . ?
C4 C6 1.526(5) . ?
C4 C5 1.534(4) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.376(5) . ?
C7 C9 1.389(5) . ?
C8 C11 1.387(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(5) . ?
C9 H9 0.9500 . ?
C10 C12 1.389(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.508(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.382(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.376(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(5) . ?
C16 H16 0.9500 . ?
C17 C23 1.381(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.378(6) . ?
C18 C22 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.467(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Ni1 C1 83.85(11) . . ?
O3 Ni1 N1 170.68(10) . . ?
C1 Ni1 N1 104.03(13) . . ?
O3 Ni1 N2 90.39(10) . . ?
C1 Ni1 N2 171.00(13) . . ?
N1 Ni1 N2 82.37(12) . . ?
O1 S1 O2 119.58(15) . . ?
O1 S1 N3 107.04(14) . . ?
O2 S1 N3 108.11(15) . . ?
O1 S1 C7 109.25(16) . . ?
O2 S1 C7 106.33(15) . . ?
N3 S1 C7 105.75(14) . . ?
C3 O3 Ni1 116.4(2) . . ?
C14 N1 C23 117.2(3) . . ?
C14 N1 Ni1 127.8(2) . . ?
C23 N1 Ni1 114.9(2) . . ?
C21 N2 C22 119.0(3) . . ?
C21 N2 Ni1 125.8(2) . . ?
C22 N2 Ni1 114.8(2) . . ?
C1 N3 C24 119.9(3) . . ?
C1 N3 S1 121.3(2) . . ?
C24 N3 S1 117.7(2) . . ?
C2 C1 N3 120.6(3) . . ?
C2 C1 Ni1 114.4(2) . . ?
N3 C1 Ni1 124.9(2) . . ?
C1 C2 C3 111.6(3) . . ?
C1 C2 C4 128.7(3) . . ?
C3 C2 C4 119.7(3) . . ?
O4 C3 O3 121.9(3) . . ?
O4 C3 C2 125.2(3) . . ?
O3 C3 C2 112.9(3) . . ?
C6 C4 C2 113.9(3) . . ?
C6 C4 C5 110.1(3) . . ?
C2 C4 C5 110.2(3) . . ?
C6 C4 H4 107.5 . . ?
C2 C4 H4 107.5 . . ?
C5 C4 H4 107.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C9 120.6(3) . . ?
C8 C7 S1 119.9(3) . . ?
C9 C7 S1 119.6(3) . . ?
C7 C8 C11 119.5(3) . . ?
C7 C8 H8 120.2 . . ?
C11 C8 H8 120.2 . . ?
C10 C9 C7 119.1(3) . . ?
C10 C9 H9 120.5 . . ?
C7 C9 H9 120.5 . . ?
C9 C10 C12 121.6(3) . . ?
C9 C10 H10 119.2 . . ?
C12 C10 H10 119.2 . . ?
C12 C11 C8 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C8 C11 H11 119.4 . . ?
C11 C12 C10 118.2(3) . . ?
C11 C12 C13 120.1(4) . . ?
C10 C12 C13 121.7(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C15 123.0(3) . . ?
N1 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C16 119.3(4) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C23 119.7(3) . . ?
C16 C17 H17 120.2 . . ?
C23 C17 H17 120.2 . . ?
C19 C18 C22 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
C22 C18 H18 120.5 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 118.3(4) . . ?
C19 C20 H20 120.9 . . ?
C21 C20 H20 120.9 . . ?
N2 C21 C20 122.4(3) . . ?
N2 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
N2 C22 C18 121.3(3) . . ?
N2 C22 C23 112.9(3) . . ?
C18 C22 C23 125.8(3) . . ?
N1 C23 C17 121.9(3) . . ?
N1 C23 C22 113.7(3) . . ?
C17 C23 C22 124.4(3) . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Ni1 O3 C3 9.0(2) . . . . ?
N2 Ni1 O3 C3 -178.0(2) . . . . ?
O1 S1 N3 C1 16.7(3) . . . . ?
O2 S1 N3 C1 146.8(2) . . . . ?
C7 S1 N3 C1 -99.7(2) . . . . ?
O1 S1 N3 C24 -175.3(2) . . . . ?
O2 S1 N3 C24 -45.2(3) . . . . ?
C7 S1 N3 C24 68.3(3) . . . . ?
C24 N3 C1 C2 -63.3(4) . . . . ?
S1 N3 C1 C2 104.4(3) . . . . ?
C24 N3 C1 Ni1 112.1(3) . . . . ?
S1 N3 C1 Ni1 -80.2(3) . . . . ?
N3 C1 C2 C3 178.5(3) . . . . ?
Ni1 C1 C2 C3 2.6(4) . . . . ?
N3 C1 C2 C4 0.2(5) . . . . ?
Ni1 C1 C2 C4 -175.7(3) . . . . ?
Ni1 O3 C3 O4 173.2(2) . . . . ?
Ni1 O3 C3 C2 -9.7(3) . . . . ?
C1 C2 C3 O4 -178.6(3) . . . . ?
C4 C2 C3 O4 -0.1(5) . . . . ?
C1 C2 C3 O3 4.4(4) . . . . ?
C4 C2 C3 O3 -177.2(3) . . . . ?
C1 C2 C4 C6 -128.2(4) . . . . ?
C3 C2 C4 C6 53.7(4) . . . . ?
C1 C2 C4 C5 107.5(4) . . . . ?
C3 C2 C4 C5 -70.6(4) . . . . ?
O1 S1 C7 C8 156.8(3) . . . . ?
O2 S1 C7 C8 26.5(3) . . . . ?
N3 S1 C7 C8 -88.3(3) . . . . ?
O1 S1 C7 C9 -24.0(3) . . . . ?
O2 S1 C7 C9 -154.3(3) . . . . ?
N3 S1 C7 C9 90.9(3) . . . . ?
C9 C7 C8 C11 -0.7(5) . . . . ?
S1 C7 C8 C11 178.5(3) . . . . ?
C8 C7 C9 C10 0.0(5) . . . . ?
S1 C7 C9 C10 -179.2(2) . . . . ?
C7 C9 C10 C12 0.4(5) . . . . ?
C7 C8 C11 C12 1.1(5) . . . . ?
C8 C11 C12 C10 -0.7(5) . . . . ?
C8 C11 C12 C13 178.1(3) . . . . ?
C9 C10 C12 C11 -0.1(5) . . . . ?
C9 C10 C12 C13 -178.8(3) . . . . ?
C23 N1 C14 C15 -3.9(5) . . . . ?
Ni1 N1 C14 C15 178.5(3) . . . . ?
N1 C14 C15 C16 0.5(5) . . . . ?
C14 C15 C16 C17 2.5(5) . . . . ?
C15 C16 C17 C23 -1.8(5) . . . . ?
C22 C18 C19 C20 0.8(5) . . . . ?
C18 C19 C20 C21 -1.5(5) . . . . ?
C22 N2 C21 C20 2.1(5) . . . . ?
Ni1 N2 C21 C20 -169.5(3) . . . . ?
C19 C20 C21 N2 0.1(5) . . . . ?
C21 N2 C22 C18 -2.9(5) . . . . ?
Ni1 N2 C22 C18 169.7(3) . . . . ?
C21 N2 C22 C23 176.9(3) . . . . ?
Ni1 N2 C22 C23 -10.6(3) . . . . ?
C19 C18 C22 N2 1.4(5) . . . . ?
C19 C18 C22 C23 -178.3(3) . . . . ?
C14 N1 C23 C17 4.5(5) . . . . ?
Ni1 N1 C23 C17 -177.6(2) . . . . ?
C14 N1 C23 C22 -172.5(3) . . . . ?
Ni1 N1 C23 C22 5.3(3) . . . . ?
C16 C17 C23 N1 -1.7(5) . . . . ?
C16 C17 C23 C22 175.0(3) . . . . ?
N2 C22 C23 N1 3.5(4) . . . . ?
C18 C22 C23 N1 -176.8(3) . . . . ?
N2 C22 C23 C17 -173.5(3) . . . . ?
C18 C22 C23 C17 6.3(5) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_properties_physical    ', Air-sensitive'
