#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/23/7052382.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_7052382
loop_
_publ_author_name
'Mark W. Glenny'
'Marie Lacombe'
'Jason B. Love'
'Alexander J. Blake'
'Leonard F. Lindoy'
'Robert C. Luckay'
'Karsten Gloe'
'Bianca Antonioli'
'Claire Wilson'
'Martin Schröder'
_publ_section_title
;
 Design and synthesis of heteroditopic aza-thioether macrocycles for
 metal extraction
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1755
_journal_paper_doi               10.1039/b609180f
_journal_volume                  30
_journal_year                    2006
_chemical_formula_moiety         'C26 H36 N4 O2 S3'
_chemical_formula_sum            'C26 H36 N4 O2 S3'
_chemical_formula_weight         532.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 115.526(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.049(3)
_cell_length_b                   10.189(2)
_cell_length_c                   17.316(3)
_cell_measurement_reflns_used    1019
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.18
_cell_measurement_theta_min      2.22
_cell_volume                     2714.4(9)
_computing_cell_refinement       'Bruker SAINT version 6.02a (Bruker, 2000)'
_computing_data_collection       'Bruker SMART version 5.054 (Bruker, 1998)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_sigmaI/netI    0.029
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24574
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         28.93
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.18
_refine_diff_density_rms         0.05
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6494
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.060P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.101
_reflns_number_gt                5027
_reflns_number_total             6866
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b609180f.txt
_cod_data_source_block           (23)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2714(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7052382
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 1.06765(8) 0.03673(11) 0.33609(8) 0.0254(3) Uani 1 1 d . . .
O1 O 1.01000(8) -0.19507(12) 0.46185(7) 0.0448(3) Uani 1 1 d . . .
C1 C 1.09734(9) 0.17391(13) 0.35081(10) 0.0277(3) Uani 1 1 d . . .
H1A H 1.1088 0.2048 0.3024 0.033 Uiso 1 1 calc R . .
H1B H 1.1523 0.1797 0.4037 0.033 Uiso 1 1 calc R . .
S1 S 0.97826(2) 0.52093(4) 0.19415(2) 0.03391(11) Uani 1 1 d . . .
S2 S 0.88519(3) 0.33776(4) 0.00167(3) 0.03966(12) Uani 1 1 d . . .
N2 N 1.05347(7) 0.40040(11) 0.36791(7) 0.0247(3) Uani 1 1 d . . .
O2 O 1.24732(8) 0.56693(14) 0.51924(7) 0.0480(3) Uani 1 1 d . . .
C2 C 1.02938(9) 0.26055(13) 0.35926(9) 0.0249(3) Uani 1 1 d . . .
H2A H 0.9734 0.2488 0.3082 0.030 Uiso 1 1 calc R . .
H2B H 1.0211 0.2327 0.4100 0.030 Uiso 1 1 calc R . .
S3 S 0.96710(3) -0.04348(4) 0.13261(2) 0.03321(11) Uani 1 1 d . . .
N3 N 0.93554(8) -0.11638(11) 0.32523(7) 0.0260(3) Uani 1 1 d . . .
H3A H 0.9404 -0.0592 0.2895 0.031 Uiso 1 1 calc R . .
C3 C 0.97669(10) 0.48408(15) 0.34809(9) 0.0304(3) Uani 1 1 d . . .
H3B H 0.9961 0.5750 0.3667 0.036 Uiso 1 1 calc R . .
H3C H 0.9449 0.4524 0.3807 0.036 Uiso 1 1 calc R . .
N4 N 1.18107(8) 0.56447(12) 0.37313(7) 0.0270(3) Uani 1 1 d . . .
H4A H 1.1375 0.5276 0.3299 0.032 Uiso 1 1 calc R . .
C4 C 0.91552(9) 0.48439(15) 0.25329(10) 0.0301(3) Uani 1 1 d . . .
H4B H 0.8697 0.5514 0.2411 0.036 Uiso 1 1 calc R . .
H4C H 0.8872 0.3976 0.2360 0.036 Uiso 1 1 calc R . .
C5 C 0.89456(11) 0.57271(16) 0.09246(10) 0.0376(4) Uani 1 1 d . . .
H5A H 0.8589 0.6408 0.1030 0.045 Uiso 1 1 calc R . .
H5B H 0.9227 0.6140 0.0591 0.045 Uiso 1 1 calc R . .
C6 C 0.83435(10) 0.46429(16) 0.03834(11) 0.0384(4) Uani 1 1 d . . .
H6A H 0.7873 0.5051 -0.0124 0.046 Uiso 1 1 calc R . .
H6B H 0.8071 0.4220 0.0722 0.046 Uiso 1 1 calc R . .
C7 C 0.91424(11) 0.21373(15) 0.08557(10) 0.0346(3) Uani 1 1 d . . .
H7A H 0.9650 0.2437 0.1375 0.041 Uiso 1 1 calc R . .
H7B H 0.8651 0.1996 0.1007 0.041 Uiso 1 1 calc R . .
C8 C 0.93583(10) 0.08697(15) 0.05345(9) 0.0323(3) Uani 1 1 d . . .
H8A H 0.9840 0.1031 0.0372 0.039 Uiso 1 1 calc R . .
H8B H 0.8846 0.0583 0.0015 0.039 Uiso 1 1 calc R . .
C9 C 1.07992(10) -0.00105(16) 0.19833(10) 0.0307(3) Uani 1 1 d . . .
H9A H 1.1172 -0.0460 0.1757 0.037 Uiso 1 1 calc R . .
H9B H 1.0876 0.0947 0.1948 0.037 Uiso 1 1 calc R . .
C10 C 1.10902(10) -0.03976(15) 0.29175(10) 0.0304(3) Uani 1 1 d . . .
H10A H 1.0959 -0.1339 0.2943 0.036 Uiso 1 1 calc R . .
H10B H 1.1728 -0.0287 0.3225 0.036 Uiso 1 1 calc R . .
C11 C 1.07738(10) -0.02889(14) 0.41479(9) 0.0301(3) Uani 1 1 d . . .
H11A H 1.0808 0.0386 0.4573 0.036 Uiso 1 1 calc R . .
H11B H 1.1329 -0.0779 0.4385 0.036 Uiso 1 1 calc R . .
C12 C 1.00413(10) -0.12307(14) 0.40296(9) 0.0290(3) Uani 1 1 d . . .
C13 C 0.85697(9) -0.18867(13) 0.29344(10) 0.0264(3) Uani 1 1 d . . .
C14 C 0.83317(10) -0.26628(15) 0.34680(11) 0.0331(3) Uani 1 1 d . . .
H14A H 0.8689 -0.2698 0.4067 0.040 Uiso 1 1 calc R . .
C15 C 0.75647(11) -0.33793(15) 0.31065(12) 0.0388(4) Uani 1 1 d . . .
H15A H 0.7404 -0.3923 0.3461 0.047 Uiso 1 1 calc R . .
C16 C 0.70351(10) -0.33138(16) 0.22446(13) 0.0417(4) Uani 1 1 d . . .
H16A H 0.6515 -0.3815 0.2007 0.050 Uiso 1 1 calc R . .
C17 C 0.72590(10) -0.25156(15) 0.17192(11) 0.0362(4) Uani 1 1 d . . .
H17A H 0.6886 -0.2456 0.1125 0.043 Uiso 1 1 calc R . .
C18 C 0.80291(9) -0.18057(14) 0.20653(10) 0.0297(3) Uani 1 1 d . . .
H18A H 0.8186 -0.1265 0.1707 0.036 Uiso 1 1 calc R . .
C19 C 1.12264(10) 0.43153(15) 0.45220(9) 0.0302(3) Uani 1 1 d . . .
H19A H 1.1528 0.3491 0.4791 0.036 Uiso 1 1 calc R . .
H19B H 1.0959 0.4673 0.4884 0.036 Uiso 1 1 calc R . .
C20 C 1.18979(10) 0.52901(14) 0.45163(9) 0.0284(3) Uani 1 1 d . . .
C21 C 1.23182(9) 0.65205(13) 0.35060(9) 0.0243(3) Uani 1 1 d . . .
C22 C 1.30594(9) 0.71433(14) 0.41048(9) 0.0286(3) Uani 1 1 d . . .
H22A H 1.3251 0.6982 0.4699 0.034 Uiso 1 1 calc R . .
C23 C 1.35160(10) 0.80058(15) 0.38214(10) 0.0320(3) Uani 1 1 d . . .
H23A H 1.4023 0.8427 0.4227 0.038 Uiso 1 1 calc R . .
C24 C 1.32433(10) 0.82549(14) 0.29639(10) 0.0308(3) Uani 1 1 d . . .
H24A H 1.3555 0.8854 0.2780 0.037 Uiso 1 1 calc R . .
C25 C 1.25092(9) 0.76263(14) 0.23668(10) 0.0289(3) Uani 1 1 d . . .
H25A H 1.2322 0.7789 0.1773 0.035 Uiso 1 1 calc R . .
C26 C 1.20521(9) 0.67681(14) 0.26335(9) 0.0263(3) Uani 1 1 d . . .
H26A H 1.1551 0.6340 0.2222 0.032 Uiso 1 1 calc R . .
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
N1 C1 C2 110.51(11) . . ?
N1 C10 C9 114.00(12) . . ?
N1 C11 C12 114.03(12) . . ?
N2 C2 C1 112.51(11) . . ?
N2 C3 C4 112.35(12) . . ?
N2 C19 C20 114.91(12) . . ?
N3 C12 C11 114.28(12) . . ?
N4 C20 C19 115.14(12) . . ?
O1 C12 N3 125.76(14) . . ?
O1 C12 C11 119.95(14) . . ?
O2 C20 N4 125.05(14) . . ?
O2 C20 C19 119.78(13) . . ?
C2 N2 C3 110.81(11) . . y
C3 C4 S1 108.30(10) . . ?
C5 S1 C4 101.59(8) . . y
C5 C6 S2 115.69(12) . . ?
C6 C5 S1 115.36(11) . . ?
C6 S2 C7 102.71(8) . . y
C7 C8 S3 112.70(10) . . ?
C8 C7 S2 108.89(10) . . ?
C9 S3 C8 100.72(7) . . y
C10 N1 C1 112.80(12) . . y
C10 C9 S3 112.08(11) . . ?
C11 N1 C1 112.38(12) . . y
C11 N1 C10 110.92(11) . . y
C12 N3 C13 128.95(12) . . ?
C13 C18 C17 119.99(14) . . ?
C14 C13 N3 122.07(14) . . ?
C15 C14 C13 118.87(15) . . ?
C15 C16 C17 120.14(15) . . ?
C16 C15 C14 120.98(15) . . ?
C18 C13 C14 120.17(14) . . ?
C18 C13 N3 117.76(13) . . ?
C18 C17 C16 119.82(16) . . ?
C19 N2 C2 112.40(11) . . y
C19 N2 C3 111.13(11) . . y
C20 N4 C21 129.26(12) . . y
C21 C22 C23 119.28(13) . . ?
C22 C21 C26 119.24(13) . . ?
C22 C21 N4 123.36(13) . . ?
C23 C24 C25 119.71(14) . . ?
C24 C23 C22 121.03(14) . . ?
C25 C26 C21 120.62(14) . . ?
C26 C21 N4 117.41(12) . . ?
C26 C25 C24 120.11(14) . . ?
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
N1 C1 1.4709(18) . y
N1 C10 1.4702(19) . y
N1 C11 1.4619(18) . y
O1 C12 1.2247(18) . y
S1 C4 1.8098(16) . y
S1 C5 1.8028(16) . y
S2 C6 1.8141(18) . y
S2 C7 1.8256(15) . y
N2 C2 1.4726(18) . y
N2 C3 1.4735(18) . y
N2 C19 1.4623(18) . y
O2 C20 1.2216(17) . y
S3 C9 1.8153(16) . y
S3 C8 1.8166(15) . y
N3 C12 1.3518(18) . y
N3 C13 1.4158(18) . y
N4 C20 1.3514(18) . y
N4 C21 1.4099(18) . y
C1 C2 1.5130(19) . ?
C3 C4 1.519(2) . ?
C5 C6 1.524(2) . ?
C7 C8 1.513(2) . ?
C9 C10 1.525(2) . ?
C11 C12 1.517(2) . ?
C13 C18 1.388(2) . ?
C13 C14 1.402(2) . ?
C14 C15 1.389(2) . ?
C15 C16 1.373(3) . ?
C16 C17 1.391(2) . ?
C17 C18 1.389(2) . ?
C19 C20 1.519(2) . ?
C21 C22 1.3948(19) . ?
C21 C26 1.400(2) . ?
C22 C23 1.396(2) . ?
C23 C24 1.375(2) . ?
C24 C25 1.389(2) . ?
C25 C26 1.377(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A N1 0.88 2.19 2.6791(17) 115 .
N3 H3A S3 0.88 2.95 3.6762(13) 142 .
N4 H4A N2 0.88 2.23 2.7140(17) 114 .
N4 H4A S1 0.88 2.72 3.5386(13) 155 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21141686
