#------------------------------------------------------------------------------
#$Date: 2019-11-28 13:23:16 +0200 (Thu, 28 Nov 2019) $
#$Revision: 243866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/24/7702436.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7702436
loop_
_publ_author_name
'Brooker, Sally'
'Caygill, Graham B.'
'Croucher, Paul D.'
'Davidson, Tony C.'
'Clive, Derrick L. J.'
'Magnuson, Stephen R.'
'Cramer, Stephen P.'
'Ralston, Corie Y.'
_publ_section_title
;
 Conversion of some substituted phenols to the corresponding masked
 thiophenols, synthesis of a dinickel(II) dithiolate macrocyclic complex
 and isolation of some metal- and ligand-based oxidation products
;
_journal_issue                   18
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3113
_journal_paper_doi               10.1039/b004214p
_journal_year                    2000
_chemical_formula_sum            'C32 H40 F6 N4 Ni2 O7 S4'
_chemical_formula_weight         952.34
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 122.5740(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.0993(16)
_cell_length_b                   10.9758(7)
_cell_length_c                   17.1135(11)
_cell_measurement_temperature    158(2)
_cell_volume                     3972.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      158(2)
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker SMART area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13534
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    1.236
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   Semi-empirical(SADABS)
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.958
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3887
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0523P)²+7.1480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                3275
_reflns_number_total             3887
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b004214p.txt
_cod_data_source_block           nis6w
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7702436
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.071127(13) 0.50866(3) 0.33406(2) 0.02293(11) Uani 1 1 d . . .
S1 S 0.02042(3) 0.46446(5) 0.18864(4) 0.02400(15) Uani 1 1 d . . .
C1 C 0.02821(11) 0.5913(2) 0.13202(17) 0.0249(5) Uani 1 1 d . . .
C2 C -0.02080(11) 0.6207(2) 0.04140(17) 0.0266(5) Uani 1 1 d . . .
C3 C -0.01140(12) 0.7091(3) -0.00903(18) 0.0315(6) Uani 1 1 d . . .
H3 H -0.0441 0.7253 -0.0714 0.038 Uiso 1 1 calc R . .
C4 C 0.04521(13) 0.7736(3) 0.0308(2) 0.0366(6) Uani 1 1 d . . .
C5 C 0.09235(13) 0.7467(3) 0.1220(2) 0.0344(6) Uani 1 1 d . . .
H5 H 0.1309 0.7911 0.1503 0.041 Uiso 1 1 calc R . .
C6 C 0.08525(11) 0.6569(2) 0.17354(18) 0.0285(5) Uani 1 1 d . . .
C7 C 0.05508(16) 0.8673(3) -0.0247(2) 0.0552(9) Uani 1 1 d . . .
H7A H 0.0285 0.9386 -0.0353 0.066 Uiso 1 1 calc R . .
H7B H 0.0436 0.8321 -0.0845 0.066 Uiso 1 1 calc R . .
H7C H 0.0996 0.8920 0.0095 0.066 Uiso 1 1 calc R . .
C8 C 0.13921(12) 0.6399(2) 0.26856(18) 0.0306(6) Uani 1 1 d . . .
H8 H 0.1780 0.6737 0.2816 0.037 Uiso 1 1 calc R . .
N1 N 0.14148(9) 0.5857(2) 0.33695(15) 0.0284(5) Uani 1 1 d . . .
C9 C 0.20359(12) 0.5916(3) 0.42652(19) 0.0399(7) Uani 1 1 d . . .
H9A H 0.1979 0.6296 0.4740 0.048 Uiso 1 1 calc R . .
H9B H 0.2328 0.6434 0.4190 0.048 Uiso 1 1 calc R . .
C10 C 0.23255(13) 0.4660(3) 0.4595(2) 0.0468(8) Uani 1 1 d . . .
H10A H 0.2399 0.4302 0.4130 0.056 Uiso 1 1 calc R . .
H10B H 0.2741 0.4747 0.5182 0.056 Uiso 1 1 calc R . .
C11 C 0.19225(13) 0.3787(3) 0.4750(2) 0.0406(7) Uani 1 1 d . . .
H11A H 0.1569 0.3496 0.4141 0.049 Uiso 1 1 calc R . .
H11B H 0.2182 0.3071 0.5099 0.049 Uiso 1 1 calc R . .
C12 C 0.16538(12) 0.4348(3) 0.52736(19) 0.0346(6) Uani 1 1 d . . .
H12A H 0.1548 0.3692 0.5565 0.042 Uiso 1 1 calc R . .
H12B H 0.1979 0.4874 0.5775 0.042 Uiso 1 1 calc R . .
N2 N 0.10726(9) 0.50930(19) 0.46575(14) 0.0261(4) Uani 1 1 d . . .
C13 C 0.08195(11) 0.5576(2) 0.50644(17) 0.0270(5) Uani 1 1 d . . .
H13 H 0.1044 0.5521 0.5721 0.032 Uiso 1 1 calc R . .
S50 S 0.20248(3) 0.26940(7) 0.22505(5) 0.03982(19) Uani 1 1 d . . .
O51 O 0.15392(9) 0.3445(2) 0.21926(14) 0.0485(6) Uani 1 1 d . . .
O52 O 0.26191(10) 0.2718(2) 0.31283(17) 0.0585(7) Uani 1 1 d . . .
O53 O 0.20718(15) 0.2767(3) 0.1454(2) 0.0784(9) Uani 1 1 d . . .
C50 C 0.1760(2) 0.1162(4) 0.2229(3) 0.0818(15) Uani 1 1 d . . .
F51 F 0.17258(15) 0.0918(4) 0.2939(2) 0.1425(17) Uani 1 1 d . . .
F52 F 0.11923(14) 0.0949(2) 0.1467(2) 0.1283(14) Uani 1 1 d . . .
F53 F 0.21693(18) 0.0363(3) 0.2239(3) 0.1391(16) Uani 1 1 d . . .
C60 C 0.1058(5) 1.1056(13) -0.1296(9) 0.112(4) Uiso 0.50 1 d PD A 1
H60A H 0.1077 1.0164 -0.1288 0.134 Uiso 0.50 1 calc PR A 1
H60B H 0.1316 1.1367 -0.0661 0.134 Uiso 0.50 1 calc PR A 1
H60C H 0.1221 1.1375 -0.1664 0.134 Uiso 0.50 1 calc PR A 1
C61 C 0.0433(4) 1.1430(9) -0.1690(5) 0.077(2) Uiso 0.50 1 d PD A 1
H61A H 0.0380 1.2276 -0.1921 0.093 Uiso 0.50 1 calc PR A 1
H61B H 0.0319 1.1405 -0.1220 0.093 Uiso 0.50 1 calc PR A 1
O62 O 0.0000 1.0564(16) -0.2500 0.161(6) Uiso 0.50 2 d SPD . 1
C70 C 0.0955(5) 1.1412(12) -0.1011(7) 0.095(3) Uiso 0.50 1 d PD B 2
H70A H 0.0912 1.2297 -0.1100 0.113 Uiso 0.50 1 calc PR B 2
H70B H 0.1403 1.1187 -0.0693 0.113 Uiso 0.50 1 calc PR B 2
H70C H 0.0787 1.1158 -0.0637 0.113 Uiso 0.50 1 calc PR B 2
C71 C 0.0593(4) 1.0789(15) -0.1940(9) 0.143(5) Uiso 0.50 1 d PD B 2
H71A H 0.0839 1.0791 -0.2237 0.172 Uiso 0.50 1 calc PR B 2
H71B H 0.0498 0.9934 -0.1871 0.172 Uiso 0.50 1 calc PR B 2
O72 O 0.0000 1.1500(15) -0.2500 0.143(5) Uiso 0.50 2 d SPD . 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N2 Ni1 N1 96.91(9) . . y
N2 Ni1 S1 165.27(7) . . y
N1 Ni1 S1 95.25(7) . . y
N2 Ni1 S1 89.79(6) . 2 y
N1 Ni1 S1 165.19(7) . 2 y
S1 Ni1 S1 80.36(3) . 2 y
C1 S1 Ni1 106.57(8) . . y
C1 S1 Ni1 98.33(8) . 2 y
Ni1 S1 Ni1 93.82(3) . 2 y
C2 C1 C6 119.3(2) . . ?
C2 C1 S1 119.83(18) . . ?
C6 C1 S1 120.65(19) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 C13 117.1(2) . 2 ?
C1 C2 C13 122.7(2) . 2 ?
C4 C3 C2 121.1(2) . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 C7 121.5(3) . . ?
C3 C4 C7 120.5(3) . . ?
C4 C5 C6 122.5(2) . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 C8 115.8(2) . . ?
C1 C6 C8 125.3(2) . . ?
N1 C8 C6 129.1(2) . . ?
C8 N1 C9 115.2(2) . . ?
C8 N1 Ni1 125.89(17) . . ?
C9 N1 Ni1 118.77(18) . . ?
N1 C9 C10 111.7(2) . . ?
C11 C10 C9 114.0(2) . . ?
C12 C11 C10 113.5(3) . . ?
N2 C12 C11 112.4(2) . . ?
C13 N2 C12 114.9(2) . . ?
C13 N2 Ni1 125.35(17) . . ?
C12 N2 Ni1 119.20(17) . . ?
N2 C13 C2 124.5(2) . 2 ?
O51 S50 O53 113.93(15) . . ?
O51 S50 O52 115.32(15) . . ?
O53 S50 O52 114.98(18) . . ?
O51 S50 C50 104.2(2) . . ?
O53 S50 C50 104.6(2) . . ?
O52 S50 C50 101.66(16) . . ?
F51 C50 F52 107.8(5) . . ?
F51 C50 F53 106.9(4) . . ?
F52 C50 F53 107.7(4) . . ?
F51 C50 S50 112.6(4) . . ?
F52 C50 S50 111.8(3) . . ?
F53 C50 S50 109.7(4) . . ?
C60 C61 O62 108.5(9) . . ?
C61 O62 C61 104.0(12) . 2_554 ?
O72 C71 C70 105.6(10) . . ?
C71 O72 C71 116.6(15) 2_554 . ?
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 N2 1.924(2) . y
Ni1 N1 1.934(2) . y
Ni1 S1 2.1535(7) . y
Ni1 S1 2.1690(7) 2 y
S1 C1 1.766(3) . y
S1 Ni1 2.1690(7) 2 ?
C1 C2 1.403(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.401(4) . ?
C2 C13 1.467(3) 2 ?
C3 C4 1.393(4) . ?
C4 C5 1.390(4) . ?
C4 C7 1.509(4) . ?
C5 C6 1.397(4) . ?
C6 C8 1.464(4) . ?
C8 N1 1.287(3) . ?
N1 C9 1.487(3) . ?
C9 C10 1.518(5) . ?
C10 C11 1.516(5) . ?
C11 C12 1.513(4) . ?
C12 N2 1.500(3) . ?
N2 C13 1.283(3) . ?
C13 C2 1.467(3) 2 ?
S50 O51 1.430(2) . ?
S50 O53 1.433(3) . ?
S50 O52 1.439(2) . ?
S50 C50 1.801(4) . ?
C50 F51 1.292(6) . ?
C50 F52 1.336(5) . ?
C50 F53 1.344(6) . ?
C60 C61 1.396(12) . ?
C61 O62 1.543(12) . ?
O62 C61 1.543(12) 2_554 ?
C70 C71 1.504(13) . ?
C71 O72 1.486(12) . ?
O72 C71 1.486(12) 2_554 ?
