#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:19:04 +0100 (vie 06 de nov de 2020) $
#$Revision: 258854 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/54/7705468.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_7705468
loop_
_publ_author_name
'Shuvaev, Sergey'
'Suturina, Elizaveta A.'
'Rotile, Nicholas J.'
'Astashkin, Andrei'
'Ziegler, Christopher J.'
'Ross, Alana W.'
'Walker, Tia L.'
'Caravan, Peter'
'Taschner, Ian S.'
_publ_section_title
;
 Revisiting dithiadiaza macrocyclic chelators for copper-64 PET imaging.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14088
_journal_page_last               14098
_journal_paper_doi               10.1039/d0dt02787a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_sum            'C18 H34 N2 O4 S2'
_chemical_formula_weight         406.59
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-05-11 deposited with the CCDC.	2020-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                92.297(5)
_cell_angle_beta                 98.372(5)
_cell_angle_gamma                96.965(5)
_cell_formula_units_Z            1
_cell_length_a                   5.1763(4)
_cell_length_b                   8.0757(6)
_cell_length_c                   12.7460(10)
_cell_measurement_reflns_used    3313
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      2.55
_cell_volume                     522.34(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9470
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.114
_diffrn_reflns_theta_min         1.618
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.344
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2531
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0490
_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)+(0.0663P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1338
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1819
_reflns_number_total             2531
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02787a2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7705468--7705470.cif.
;
_cod_database_code               7705468
_shelx_shelxl_version_number     2016/6
_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. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.1422(5) 0.4039(3) 0.35063(17) 0.0184(5) Uani 1 1 d . . . . .
H1A H -0.007427 0.443059 0.305141 0.022 Uiso 1 1 calc R U . . .
H1B H 0.193154 0.483629 0.413370 0.022 Uiso 1 1 calc R U . . .
C2 C 0.3725(5) 0.4071(3) 0.28900(18) 0.0207(5) Uani 1 1 d . . . . .
H2A H 0.331736 0.317176 0.231714 0.025 Uiso 1 1 calc R U . . .
H2B H 0.530143 0.383690 0.337254 0.025 Uiso 1 1 calc R U . . .
C3 C 0.4351(5) 0.5737(3) 0.24016(17) 0.0213(5) Uani 1 1 d . . . . .
H3A H 0.590274 0.568582 0.203561 0.026 Uiso 1 1 calc R U . . .
H3B H 0.284521 0.590451 0.185913 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7252(4) 0.7194(3) 0.39673(17) 0.0187(5) Uani 1 1 d . . . . .
H4A H 0.882151 0.766938 0.366715 0.022 Uiso 1 1 calc R U . . .
H4B H 0.747564 0.603183 0.414337 0.022 Uiso 1 1 calc R U . . .
C5 C 0.7048(5) 0.8217(3) 0.49741(16) 0.0184(5) Uani 1 1 d . . . . .
H5A H 0.533026 0.785999 0.520412 0.022 Uiso 1 1 calc R U . . .
H5B H 0.710699 0.941068 0.481650 0.022 Uiso 1 1 calc R U . . .
C6 C 0.4739(5) 0.8750(3) 0.26706(17) 0.0188(5) Uani 1 1 d . . . . .
H6A H 0.497743 0.965698 0.323540 0.023 Uiso 1 1 calc R U . . .
H6B H 0.293950 0.872060 0.227386 0.023 Uiso 1 1 calc R U . . .
C7 C 0.6694(5) 0.9207(3) 0.19113(17) 0.0185(5) Uani 1 1 d . . . . .
C8 C 0.8135(5) 1.1240(3) 0.07656(18) 0.0251(6) Uani 1 1 d . . . . .
H8A H 0.777538 1.047005 0.012236 0.030 Uiso 1 1 calc R U . . .
H8B H 0.999077 1.123662 0.109196 0.030 Uiso 1 1 calc R U . . .
C9 C 0.7670(6) 1.2966(3) 0.04761(19) 0.0323(7) Uani 1 1 d . . . . .
H9A H 0.582581 1.295805 0.015963 0.048 Uiso 1 1 calc R U . . .
H9B H 0.881749 1.334867 -0.003680 0.048 Uiso 1 1 calc R U . . .
H9C H 0.806234 1.372210 0.111548 0.048 Uiso 1 1 calc R U . . .
N1 N 0.4893(4) 0.7187(2) 0.31739(14) 0.0184(4) Uani 1 1 d . . . . .
O1 O 0.8279(3) 0.8346(2) 0.16574(12) 0.0219(4) Uani 1 1 d . . . . .
O2 O 0.6376(3) 1.0699(2) 0.15173(12) 0.0208(4) Uani 1 1 d . . . . .
S1 S 0.03319(12) 0.20076(8) 0.39521(4) 0.02092(19) Uani 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
C2 C1 S1 114.47(16) . . ?
C2 C1 H1A 108.6 . . ?
S1 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
S1 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 C3 113.0(2) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C2 114.13(18) . . ?
N1 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
N1 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N1 C4 C5 111.10(18) . . ?
N1 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 S1 112.50(16) . 2_666 ?
C4 C5 H5A 109.1 . . ?
S1 C5 H5A 109.1 2_666 . ?
C4 C5 H5B 109.1 . . ?
S1 C5 H5B 109.1 2_666 . ?
H5A C5 H5B 107.8 . . ?
N1 C6 C7 116.93(19) . . ?
N1 C6 H6A 108.1 . . ?
C7 C6 H6A 108.1 . . ?
N1 C6 H6B 108.1 . . ?
C7 C6 H6B 108.1 . . ?
H6A C6 H6B 107.3 . . ?
O1 C7 O2 123.3(2) . . ?
O1 C7 C6 125.8(2) . . ?
O2 C7 C6 110.85(19) . . ?
O2 C8 C9 108.1(2) . . ?
O2 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
O2 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 N1 C4 113.69(18) . . ?
C6 N1 C3 112.41(17) . . ?
C4 N1 C3 114.83(18) . . ?
C7 O2 C8 115.13(19) . . ?
C1 S1 C5 101.64(11) . 2_666 ?
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
C1 C2 1.518(3) . ?
C1 S1 1.810(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.524(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.472(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.467(3) . ?
C4 C5 1.522(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 S1 1.812(2) 2_666 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.444(3) . ?
C6 C7 1.523(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O1 1.208(3) . ?
C7 O2 1.343(3) . ?
C8 O2 1.459(3) . ?
C8 C9 1.494(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
