#------------------------------------------------------------------------------
#$Date: 2022-07-07 01:58:50 +0300 (Thu, 07 Jul 2022) $
#$Revision: 276713 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/06/7710690.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_7710690
loop_
_publ_author_name
'Kelderman, Cormac'
'Davey, Patrick'
'Ma, Michelle'
'de Veer, Michael'
'Salimova, Ekaterina'
'Donnelly, Paul Stephen'
'Paterson, Brett Michael'
_publ_section_title
;
 Hexadentate Technetium-99m Bis(thiosemicarbazonato) Complexes: Synthesis,
 Characterisation and Biodistribution
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01264B
_journal_year                    2022
_chemical_formula_moiety         'C4 H11 N3 O S'
_chemical_formula_sum            'C4 H11 N3 O S'
_chemical_formula_weight         149.22
_chemical_properties_physical    Deliquescent
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-11-09 deposited with the CCDC.	2022-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.937(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9054(3)
_cell_length_b                   7.1107(2)
_cell_length_c                   10.2511(4)
_cell_measurement_reflns_used    3874
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      31.1700
_cell_measurement_theta_min      3.4700
_cell_volume                     721.08(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  41.00   0.50    0.20    --    8.03  38.00  60.00   90
  2  ω     50.00  79.00   0.50    0.20    --    8.03  38.00  60.00   58
  3  ω    -41.00  32.00   0.50    0.20    --    8.03 -91.00  -1.00  146
  4  ω    -18.00  39.00   0.50    0.20    --    8.03 -99.00-120.00  114
  5  ω    -21.00  13.00   0.50    0.20    --   -8.65 -99.00-150.00   68
  6  ω    -36.00  19.00   0.50    0.20    --   -8.65  91.00 111.00  110
  7  ω     10.00  36.00   0.50    0.20    --   -8.65  38.00-120.00   52
  8  ω    -23.00  21.00   0.50    0.20    --   -8.65 -99.00 120.00   88
  9  ω    -25.00   0.00   0.50    0.20    --   -8.65 -91.00  -1.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0078531000
_diffrn_orient_matrix_UB_12      -0.0527002000
_diffrn_orient_matrix_UB_13      -0.0578673000
_diffrn_orient_matrix_UB_21      -0.0375660000
_diffrn_orient_matrix_UB_22      -0.0748945000
_diffrn_orient_matrix_UB_23      0.0260447000
_diffrn_orient_matrix_UB_31      -0.0605711000
_diffrn_orient_matrix_UB_32      0.0395890000
_diffrn_orient_matrix_UB_33      -0.0277565000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9274
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.953
_diffrn_reflns_theta_min         3.489
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.375
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87027
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_description       irregular
_exptl_crystal_F_000             320
_exptl_crystal_recrystallization_method
'Crystallised from residual ethyl acetate from work up of reaction mixture'
_exptl_crystal_size_max          0.575
_exptl_crystal_size_mid          0.477
_exptl_crystal_size_min          0.256
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         2079
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0334P)²+0.2243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0816
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1747
_reflns_number_total             2079
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01264b2.cif
_cod_data_source_block           ck-b079
_cod_database_code               7710690
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.82
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C2(H2a,H2b)
2.b Idealised Me refined as rotating group:
 C4(H4a,H4b,H4c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.294
_oxdiff_exptl_absorpt_empirical_full_min 0.682
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_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 0.42202(3) 0.74970(4) 0.61449(3) 0.01992(10) Uani 1 1 d . . . . .
O1 O 0.13937(8) 0.31103(11) 0.46566(8) 0.01606(18) Uani 1 1 d . . . . .
N3 N 0.15853(10) 0.67529(13) 0.56484(9) 0.0149(2) Uani 1 1 d . . . . .
N2 N 0.22033(10) 0.76354(14) 0.77223(10) 0.0174(2) Uani 1 1 d . . . . .
N1 N 0.08350(11) 0.74786(15) 0.80334(11) 0.0195(2) Uani 1 1 d . . . . .
C1 C 0.25667(11) 0.72791(14) 0.65064(11) 0.0141(2) Uani 1 1 d . . . . .
C3 C 0.22077(12) 0.44101(15) 0.39864(12) 0.0172(2) Uani 1 1 d . . . . .
H3A H 0.212608 0.417165 0.305400 0.021 Uiso 1 1 calc R U . . .
H3B H 0.314914 0.426399 0.427725 0.021 Uiso 1 1 calc R U . . .
C2 C 0.17369(12) 0.63892(15) 0.42706(11) 0.0163(2) Uani 1 1 d . . . . .
H2B H 0.238238 0.727648 0.394395 0.020 Uiso 1 1 calc R U . . .
H2A H 0.087588 0.660509 0.380068 0.020 Uiso 1 1 calc R U . . .
C4 C 0.16867(13) 0.12108(16) 0.43123(13) 0.0234(3) Uani 1 1 d . . . . .
H4C H 0.137337 0.098345 0.342461 0.035 Uiso 1 1 calc R U . . .
H4A H 0.123852 0.036888 0.488081 0.035 Uiso 1 1 calc R U . . .
H4B H 0.264478 0.100458 0.440032 0.035 Uiso 1 1 calc R U . . .
H2 H 0.2781(17) 0.792(2) 0.8294(17) 0.027(4) Uiso 1 1 d . . . . .
H3 H 0.0803(16) 0.671(2) 0.5917(15) 0.024(4) Uiso 1 1 d . . . . .
H1A H 0.0758(16) 0.650(3) 0.8525(18) 0.035(5) Uiso 1 1 d . . . . .
H1B H 0.0609(15) 0.847(2) 0.8470(16) 0.026(4) Uiso 1 1 d . . . . .
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'
S S 0.1246 0.1234 '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
C3 O1 C4 111.50(9) . . ?
C1 N3 C2 125.80(10) . . ?
C1 N3 H3 116.8(11) . . ?
C2 N3 H3 117.2(11) . . ?
N1 N2 H2 119.9(12) . . ?
C1 N2 N1 120.13(10) . . ?
C1 N2 H2 119.9(12) . . ?
N2 N1 H1A 108.0(11) . . ?
N2 N1 H1B 109.1(10) . . ?
H1A N1 H1B 108.6(17) . . ?
N3 C1 S1 124.01(9) . . ?
N3 C1 N2 116.51(10) . . ?
N2 C1 S1 119.48(9) . . ?
O1 C3 H3A 109.9 . . ?
O1 C3 H3B 109.9 . . ?
O1 C3 C2 108.79(9) . . ?
H3A C3 H3B 108.3 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
N3 C2 C3 113.63(9) . . ?
N3 C2 H2B 108.8 . . ?
N3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C3 C2 H2A 108.8 . . ?
H2B C2 H2A 107.7 . . ?
O1 C4 H4C 109.5 . . ?
O1 C4 H4A 109.5 . . ?
O1 C4 H4B 109.5 . . ?
H4C C4 H4A 109.5 . . ?
H4C C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
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 C1 1.7048(12) . ?
O1 C3 1.4259(13) . ?
O1 C4 1.4295(14) . ?
N3 C1 1.3308(15) . ?
N3 C2 1.4512(14) . ?
N3 H3 0.836(16) . ?
N2 N1 1.4126(14) . ?
N2 C1 1.3391(15) . ?
N2 H2 0.822(18) . ?
N1 H1A 0.865(18) . ?
N1 H1B 0.871(16) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.5154(15) . ?
C2 H2B 0.9700 . ?
C2 H2A 0.9700 . ?
C4 H4C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
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
O1 C3 C2 N3 48.75(13) . . . . ?
N1 N2 C1 S1 179.39(8) . . . . ?
N1 N2 C1 N3 -1.12(15) . . . . ?
C1 N3 C2 C3 84.77(13) . . . . ?
C2 N3 C1 S1 -3.77(16) . . . . ?
C2 N3 C1 N2 176.76(10) . . . . ?
C4 O1 C3 C2 173.48(9) . . . . ?
