N,N′-Substituted thioureas and their metal complexes: syntheses, structures and electronic properties
Al-Riyahee, Ali A. A.; Horton, Peter N.; Coles, Simon J.; Berry, Colin; Horrocks, Paul D.; Pope, Simon J. A.; Amoroso, Angelo J.; Dalton Transactions  (2022) –; doi:10.1039/D1DT04091J

data_7709463
_publ_section_title
;
 &#x000D; N,N&#x2032;-Substituted thioureas and their metal complexes:
 syntheses, structures and electronic properties
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04091J
_journal_year                    2022
_chemical_formula_moiety
'C12 H16 N8 Ni S2, O, 2(Cl O4), 0.5(C4 H8 O2)'
_chemical_formula_sum            'C14 H22 Cl2 N8 Ni O10 S2'
_chemical_formula_weight         656.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-05-26
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2021-05-07 deposited with the CCDC.	2022-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.5720(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5374(10)
_cell_length_b                   17.6166(11)
_cell_length_c                   10.1978(7)
_cell_measurement_reflns_used    16286
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     2489.8(3)
_computing_cell_refinement
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
scan:
	Number of images: 180
	           Slice: -99.0000 - 81.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 150.0000
	             XTD: 34.9628
	          2theta: -9.0698
scan:
	Number of images: 70
	           Slice: -45.0000 - 25.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -90.0000
	             XTD: 34.9628
	          2theta: -9.0698
scan:
	Number of images: 81
	           Slice: -56.0000 - 25.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 90.0000
	             XTD: 34.9628
	          2theta: -9.0698
scan:
	Number of images: 105
	           Slice: -25.0000 - 80.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -150.0000
	             XTD: 34.9628
	          2theta: -9.0698
;
_diffrn_measurement_device       'four-circle \k goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with HF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.057560
_diffrn_orient_matrix_UB_12      -0.033853
_diffrn_orient_matrix_UB_13      -0.027335
_diffrn_orient_matrix_UB_21      -0.013893
_diffrn_orient_matrix_UB_22      0.018292
_diffrn_orient_matrix_UB_23      -0.051909
_diffrn_orient_matrix_UB_31      0.078815
_diffrn_orient_matrix_UB_32      0.066057
_diffrn_orient_matrix_UB_33      0.002183
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17829
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         3.121
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_description       Blade
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         2849
_refine_ls_number_restraints     371
_refine_ls_restrained_S_all      1.197
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0725P)^2^+4.3790P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1352
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2416
_reflns_number_total             2849
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt04091j2.cif
_cod_data_source_block           7_2014ncs0431
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7709463
_shelx_estimated_absorpt_t_max   0.964
_shelx_estimated_absorpt_t_min   0.818
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C51-C52 = C53-C54
 1.52 with sigma of 0.02
 O52-C52 = O52-C53
 1.45 with sigma of 0.02
 C52-O51
 1.2 with sigma of 0.01
 C51-O52 = C54-O52 = C52-C53 = C51-O51 = O51-O52
 2.3 with sigma of 0.02
3. Restrained planarity
 C51, C52, O51, O52
 with sigma of 0.001
4. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Cl21 \\sim O21 \\sim O22 \\sim O23 \\sim O24 \\sim Cl26 \\sim O26 \\sim O27
\\sim O28 \\sim O29 \\sim C51 \\sim C52 \\sim C53 \\sim C54: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C51) = Uiso(C52) = Uiso(C53) = Uiso(C54) = Uiso(O51) = Uiso(O52)
Uiso(O11) = Uiso(O12)
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Same fragment restrains
{Cl21, O21, O22, O23, O24} sigma for 1-2: 0.01, 1-3: 0.04
as
{Cl26, O26, O27, O28, O29}
8. Others
 Sof(Cl26)=Sof(O26)=Sof(O27)=Sof(O28)=Sof(O29)=1-FVAR(1)
 Sof(Cl21)=Sof(O21)=Sof(O22)=Sof(O23)=Sof(O24)=FVAR(1)
 Sof(O12)=0.5*(1-FVAR(3))
 Sof(O11)=0.5*FVAR(3)
 Fixed Sof: C51(0.25) H51A(0.25) H51B(0.25) H51C(0.25) C52(0.25) C53(0.25)
 H53A(0.25) H53B(0.25) C54(0.25) H54A(0.25) H54B(0.25) H54C(0.25) O51(0.25)
 O52(0.25)
9.a Rotating group:
 N4(H4A,H4B)
9.b Secondary CH2 refined with riding coordinates:
 C53(H53A,H53B)
9.c Me refined with riding coordinates:
 C51(H51A,H51B,H51C), C54(H54A,H54B,H54C)
9.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), N2(H2)
9.e X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_shelx_res_checksum              9553
_shelx_hkl_checksum              50561
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'