#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:19:04 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258854 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/54/7705469.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_7705469
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 Cl2 Cu N2 O12 S2'
_chemical_formula_weight         669.03
_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   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                90
_cell_angle_beta                 114.665(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.4305(4)
_cell_length_b                   16.2613(8)
_cell_length_c                   9.6556(5)
_cell_measurement_reflns_used    6925
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.48
_cell_measurement_theta_min      2.64
_cell_volume                     1345.61(11)
_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 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0381
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            12390
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.488
_diffrn_reflns_theta_min         2.505
_exptl_absorpt_coefficient_mu    1.227
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.199
_refine_diff_density_max         1.626
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0447
_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)+(0.0317P)²+3.4230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2708
_reflns_number_total             3398
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02787a2.cif
_cod_data_source_block           '[Cu(1)](ClO4)2'
_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_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7705469
_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+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
C1 C 0.6191(4) 0.5078(2) 0.3453(4) 0.0284(7) Uani 1 1 d . . . . .
H1A H 0.710247 0.472759 0.360535 0.034 Uiso 1 1 calc R U . . .
H1B H 0.634104 0.532025 0.444513 0.034 Uiso 1 1 calc R U . . .
C2 C 0.4703(4) 0.4580(2) 0.2799(4) 0.0269(7) Uani 1 1 d . . . . .
H2A H 0.473393 0.415832 0.355165 0.032 Uiso 1 1 calc R U . . .
H2B H 0.380522 0.494614 0.261908 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2780(3) 0.3901(2) 0.0639(4) 0.0264(7) Uani 1 1 d . . . . .
H3A H 0.213046 0.439930 0.048852 0.032 Uiso 1 1 calc R U . . .
H3B H 0.260221 0.354987 0.138967 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2194(4) 0.3441(2) -0.0855(4) 0.0284(7) Uani 1 1 d . . . . .
H4A H 0.289492 0.296739 -0.073641 0.034 Uiso 1 1 calc R U . . .
H4B H 0.114712 0.321737 -0.106470 0.034 Uiso 1 1 calc R U . . .
C5 C 0.2077(3) 0.3937(2) -0.2235(4) 0.0277(7) Uani 1 1 d . . . . .
H5A H 0.154641 0.446721 -0.227123 0.033 Uiso 1 1 calc R U . . .
H5B H 0.146434 0.362988 -0.318332 0.033 Uiso 1 1 calc R U . . .
C6 C 0.7002(3) 0.36057(19) 0.1472(3) 0.0231(6) Uani 1 1 d . . . . .
C7 C 0.5514(3) 0.34342(19) 0.1658(4) 0.0230(6) Uani 1 1 d . . . . .
H7A H 0.494369 0.298152 0.096309 0.028 Uiso 1 1 calc R U . . .
H7B H 0.578557 0.324793 0.271472 0.028 Uiso 1 1 calc R U . . .
C8 C 0.9465(3) 0.3044(2) 0.1806(4) 0.0270(7) Uani 1 1 d . . . . .
H8A H 0.937086 0.341121 0.095335 0.032 Uiso 1 1 calc R U . . .
H8B H 0.984209 0.250180 0.163759 0.032 Uiso 1 1 calc R U . . .
C9 C 1.0594(4) 0.3401(3) 0.3283(4) 0.0396(9) Uani 1 1 d . . . . .
H9A H 1.028250 0.396506 0.338294 0.059 Uiso 1 1 calc R U . . .
H9B H 1.164226 0.340474 0.330473 0.059 Uiso 1 1 calc R U . . .
H9C H 1.059717 0.306703 0.412901 0.059 Uiso 1 1 calc R U . . .
Cl1 Cl 0.78753(8) 0.35731(5) 0.67107(9) 0.02530(17) Uani 1 1 d . . . . .
Cu1 Cu 0.500000 0.500000 0.000000 0.01605(12) Uani 1 2 d S . P . .
N1 N 0.4468(3) 0.41628(16) 0.1333(3) 0.0217(5) Uani 1 1 d . . . . .
O1 O 0.7295(2) 0.42383(13) 0.1013(2) 0.0235(5) Uani 1 1 d . . . . .
O2 O 0.7919(2) 0.29523(13) 0.1858(3) 0.0273(5) Uani 1 1 d . . . . .
O3 O 0.6203(2) 0.36503(15) 0.6037(3) 0.0329(5) Uani 1 1 d . . . . .
O4 O 0.8415(3) 0.34637(16) 0.5523(3) 0.0362(6) Uani 1 1 d . . . . .
O5 O 0.8320(3) 0.28719(15) 0.7705(3) 0.0369(6) Uani 1 1 d . . . . .
O6 O 0.8554(3) 0.43045(15) 0.7562(3) 0.0398(6) Uani 1 1 d . . . . .
S1 S 0.59716(9) 0.58806(5) 0.20762(9) 0.02432(17) 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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 106.2(2) . . ?
C2 C1 H1A 110.5 . . ?
S1 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
S1 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?
N1 C2 C1 112.5(2) . . ?
N1 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C4 117.6(2) . . ?
N1 C3 H3A 107.9 . . ?
C4 C3 H3A 107.9 . . ?
N1 C3 H3B 107.9 . . ?
C4 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C5 C4 C3 116.0(3) . . ?
C5 C4 H4A 108.3 . . ?
C3 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
C3 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
C4 C5 S1 108.3(2) . 3_665 ?
C4 C5 H5A 110.0 . . ?
S1 C5 H5A 110.0 3_665 . ?
C4 C5 H5B 110.0 . . ?
S1 C5 H5B 110.0 3_665 . ?
H5A C5 H5B 108.4 . . ?
O1 C6 O2 124.8(3) . . ?
O1 C6 C7 124.8(3) . . ?
O2 C6 C7 110.4(3) . . ?
N1 C7 C6 113.2(2) . . ?
N1 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.8 . . ?
O2 C8 C9 108.9(3) . . ?
O2 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
O2 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
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 . . ?
O5 Cl1 O6 109.81(16) . . ?
O5 Cl1 O3 109.31(15) . . ?
O6 Cl1 O3 109.24(15) . . ?
O5 Cl1 O4 109.34(15) . . ?
O6 Cl1 O4 109.59(16) . . ?
O3 Cl1 O4 109.53(15) . . ?
N1 Cu1 N1 180.0 3_665 . ?
N1 Cu1 S1 91.18(7) 3_665 . ?
N1 Cu1 S1 88.82(7) . . ?
N1 Cu1 S1 88.82(7) 3_665 3_665 ?
N1 Cu1 S1 91.18(7) . 3_665 ?
S1 Cu1 S1 180.0 . 3_665 ?
N1 Cu1 O1 79.22(8) 3_665 3_665 ?
N1 Cu1 O1 100.78(8) . 3_665 ?
S1 Cu1 O1 89.85(6) . 3_665 ?
S1 Cu1 O1 90.15(6) 3_665 3_665 ?
N1 Cu1 O1 100.78(8) 3_665 . ?
N1 Cu1 O1 79.22(8) . . ?
S1 Cu1 O1 90.15(6) . . ?
S1 Cu1 O1 89.85(6) 3_665 . ?
O1 Cu1 O1 180.0 3_665 . ?
C7 N1 C2 109.7(2) . . ?
C7 N1 C3 110.6(2) . . ?
C2 N1 C3 105.1(2) . . ?
C7 N1 Cu1 110.03(18) . . ?
C2 N1 Cu1 108.08(19) . . ?
C3 N1 Cu1 113.17(18) . . ?
C6 O1 Cu1 107.19(18) . . ?
C6 O2 C8 116.4(2) . . ?
C1 S1 C5 104.80(15) . 3_665 ?
C1 S1 Cu1 94.15(11) . . ?
C5 S1 Cu1 101.30(11) 3_665 . ?
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 1.511(4) . ?
C1 S1 1.812(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N1 1.500(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.508(4) . ?
C3 C4 1.510(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.523(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 S1 1.806(3) 3_665 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 O1 1.197(4) . ?
C6 O2 1.322(4) . ?
C6 C7 1.514(4) . ?
C7 N1 1.489(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 O2 1.487(3) . ?
C8 C9 1.496(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
Cl1 O5 1.436(3) . ?
Cl1 O6 1.436(2) . ?
Cl1 O3 1.439(2) . ?
Cl1 O4 1.446(3) . ?
Cu1 N1 2.074(3) 3_665 ?
Cu1 N1 2.074(2) . ?
Cu1 S1 2.3185(8) . ?
Cu1 S1 2.3185(8) 3_665 ?
Cu1 O1 2.325(2) 3_665 ?
Cu1 O1 2.325(2) . ?
