#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/25/4302542.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_4302542
loop_
_publ_author_name
'Jean-Claude G. Bünzli'
'Nail M. Shavaleev'
'Rosario Scopelliti'
'Frédéric Gumy'
_publ_contact_author_address
;Ecole polytechnique fédérale de Lausanne
Institut des sciences et ingénierie chimiques
EPFL SB ISIC LCSL
BCH 1402 (Bât. BCH)
CH-1015 Lausanne
Switzerland
;
_publ_contact_author_email       jean-claude.bunzli@epfl.ch
_publ_contact_author_fax         '+41 21 693 98 25'
_publ_contact_author_name        'Jean-Claude Bünzli'
_publ_contact_author_phone       '+41 21 693 98 21'
_publ_section_title
;
Benzothiazole- and Benzoxazole-Substituted Pyridine-2-Carboxylates as
Efficient Sensitizers of Europium Luminescence
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6178
_journal_page_last               6191
_journal_paper_doi               10.1021/ic9005136
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         'C39 H25 Gd N6 O8 S3, C2 H6 O, H2 O'
_chemical_formula_sum            'C41 H33 Gd N6 O10 S3'
_chemical_formula_weight         1023.16
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                117.950(15)
_cell_angle_beta                 91.869(11)
_cell_angle_gamma                112.461(15)
_cell_formula_units_Z            2
_cell_length_a                   12.1389(18)
_cell_length_b                   14.609(2)
_cell_length_c                   14.7884(19)
_cell_measurement_reflns_used    1701
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      27.5682
_cell_measurement_theta_min      2.7377
_cell_volume                     2067.7(7)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
;
_computing_data_collection
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_detector_area_resol_mean 8.2812
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Oxford Diffraction, KM4/Sapphire CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.6483
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8082
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    1.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1026
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.985
_refine_diff_density_min         -1.065
_refine_diff_density_rms         0.203
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.758
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         8082
_refine_ls_number_restraints     357
_refine_ls_restrained_S_all      0.747
_refine_ls_R_factor_all          0.2859
_refine_ls_R_factor_gt           0.0828
_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)+(0.0037P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.1157
_reflns_number_gt                2312
_reflns_number_total             8082
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9005136_si_001_11.cif
_cod_data_source_block           '[Gd(LS)3(H2O)2)]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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        2067.7(5)
_cod_database_code               4302542
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.28851(9) 0.15877(8) 0.39519(7) 0.0229(2) Uani 1 1 d . . .
S1 S 0.6288(4) 0.1575(4) 0.6125(4) 0.0358(14) Uani 1 1 d . . .
S2 S -0.0511(4) 0.1353(4) 0.1551(3) 0.0334(13) Uani 1 1 d . . .
S3 S 0.0405(4) -0.3194(4) 0.2153(3) 0.0427(13) Uani 1 1 d . . .
O1 O 0.1234(8) 0.1623(8) 0.4734(7) 0.029(3) Uani 1 1 d U . .
O2 O 0.0101(9) 0.1458(8) 0.5826(7) 0.032(3) Uani 1 1 d U . .
O3 O 0.4167(8) 0.3485(8) 0.5379(7) 0.028(3) Uani 1 1 d U . .
O4 O 0.4656(9) 0.5363(9) 0.6406(8) 0.034(3) Uani 1 1 d U . .
O5 O 0.3168(9) 0.0144(8) 0.2520(7) 0.043(3) Uani 1 1 d U . .
O6 O 0.4107(9) 0.0321(9) 0.1286(7) 0.047(3) Uani 1 1 d U . .
O7 O 0.4132(9) 0.2381(8) 0.3011(7) 0.029(3) Uani 1 1 d D . .
H7A H 0.446(11) 0.319(3) 0.319(7) 0.043 Uiso 1 1 d D . .
H7B H 0.416(11) 0.196(7) 0.227(3) 0.043 Uiso 1 1 d D . .
O8 O 0.1727(8) -0.0357(7) 0.3564(8) 0.025(3) Uani 1 1 d D . .
H8A H 0.206(8) -0.090(6) 0.319(8) 0.038 Uiso 1 1 d D . .
H8B H 0.091(4) -0.083(7) 0.355(9) 0.038 Uiso 1 1 d D . .
N1 N 0.3010(10) 0.1484(9) 0.5656(9) 0.026(3) Uani 1 1 d U . .
N2 N 0.4876(11) 0.1562(10) 0.4712(9) 0.030(3) Uani 1 1 d U . .
N3 N 0.2410(10) 0.3181(10) 0.4006(9) 0.023(3) Uani 1 1 d U . .
N4 N 0.1069(10) 0.0963(10) 0.2359(9) 0.025(3) Uani 1 1 d U . .
N5 N 0.2421(10) -0.2138(10) 0.1447(8) 0.025(3) Uani 1 1 d U . .
N6 N 0.0755(10) -0.4985(10) 0.1016(9) 0.027(3) Uani 1 1 d U . .
C1 C 0.1007(15) 0.1476(12) 0.5499(12) 0.032(3) Uani 1 1 d U . .
C2 C 0.2058(14) 0.1445(12) 0.6076(12) 0.032(3) Uani 1 1 d U . .
C3 C 0.1925(13) 0.1285(12) 0.6911(11) 0.035(4) Uani 1 1 d U . .
H3 H 0.1225 0.1229 0.7164 0.042 Uiso 1 1 calc R . .
C4 C 0.2881(14) 0.1209(13) 0.7369(12) 0.046(4) Uani 1 1 d U . .
H4 H 0.2847 0.1121 0.7953 0.055 Uiso 1 1 calc R . .
C5 C 0.3875(14) 0.1265(12) 0.6945(12) 0.040(4) Uani 1 1 d U . .
H5 H 0.4514 0.1208 0.7243 0.048 Uiso 1 1 calc R . .
C6 C 0.3952(14) 0.1408(12) 0.6070(11) 0.030(3) Uani 1 1 d U . .
C7 C 0.4984(13) 0.1530(12) 0.5597(12) 0.027(3) Uani 1 1 d U . .
C8 C 0.6864(14) 0.1694(13) 0.5107(11) 0.031(3) Uani 1 1 d U . .
C9 C 0.8012(14) 0.1790(12) 0.4934(12) 0.039(4) Uani 1 1 d U . .
H9 H 0.8573 0.1805 0.5390 0.046 Uiso 1 1 calc R . .
C10 C 0.8286(14) 0.1859(14) 0.4091(13) 0.043(4) Uani 1 1 d U . .
H10 H 0.9060 0.1948 0.3979 0.052 Uiso 1 1 calc R . .
C11 C 0.7479(14) 0.1806(13) 0.3402(12) 0.043(4) Uani 1 1 d U . .
H11 H 0.7683 0.1799 0.2799 0.051 Uiso 1 1 calc R . .
C12 C 0.6348(13) 0.1759(12) 0.3575(11) 0.036(3) Uani 1 1 d U . .
H12 H 0.5815 0.1772 0.3120 0.043 Uiso 1 1 calc R . .
C13 C 0.6024(14) 0.1692(12) 0.4461(12) 0.033(3) Uani 1 1 d U . .
C14 C 0.4061(14) 0.4424(15) 0.5615(12) 0.024(3) Uani 1 1 d U . .
C15 C 0.3100(13) 0.4284(14) 0.4815(11) 0.025(3) Uani 1 1 d U . .
C16 C 0.2929(13) 0.5205(13) 0.4903(12) 0.031(4) Uani 1 1 d U . .
H16 H 0.3418 0.5957 0.5466 0.037 Uiso 1 1 calc R . .
C17 C 0.2045(14) 0.4992(14) 0.4159(12) 0.040(4) Uani 1 1 d U . .
H17 H 0.1914 0.5597 0.4203 0.048 Uiso 1 1 calc R . .
C18 C 0.1324(13) 0.3853(12) 0.3318(11) 0.029(3) Uani 1 1 d U . .
H18 H 0.0698 0.3692 0.2807 0.035 Uiso 1 1 calc R . .
C19 C 0.1551(13) 0.2967(13) 0.3253(12) 0.025(3) Uani 1 1 d U . .
C20 C 0.0791(13) 0.1771(13) 0.2459(11) 0.019(3) Uani 1 1 d U . .
C21 C -0.0755(13) -0.0073(14) 0.1025(11) 0.026(3) Uani 1 1 d U . .
C22 C -0.1767(14) -0.1014(14) 0.0228(12) 0.039(4) Uani 1 1 d U . .
H22 H -0.2380 -0.0940 -0.0084 0.047 Uiso 1 1 calc R . .
C23 C -0.1812(14) -0.2122(15) -0.0090(12) 0.045(4) Uani 1 1 d U . .
H23 H -0.2476 -0.2796 -0.0623 0.054 Uiso 1 1 calc R . .
C24 C -0.0874(13) -0.2200(15) 0.0390(11) 0.043(4) Uani 1 1 d U . .
H24 H -0.0908 -0.2924 0.0161 0.051 Uiso 1 1 calc R . .
C25 C 0.0080(14) -0.1244(14) 0.1180(11) 0.035(4) Uani 1 1 d U . .
H25 H 0.0702 -0.1307 0.1494 0.041 Uiso 1 1 calc R . .
C26 C 0.0138(14) -0.0120(15) 0.1541(12) 0.025(3) Uani 1 1 d U . .
C27 C 0.3537(14) -0.0274(14) 0.1692(12) 0.034(4) Uani 1 1 d U . .
C28 C 0.3354(13) -0.1488(13) 0.1213(11) 0.026(3) Uani 1 1 d U . .
C29 C 0.4020(14) -0.1916(13) 0.0550(11) 0.027(4) Uani 1 1 d U . .
H29 H 0.4630 -0.1449 0.0379 0.032 Uiso 1 1 calc R . .
C30 C 0.3756(14) -0.3080(13) 0.0137(11) 0.032(4) Uani 1 1 d U . .
H30 H 0.4217 -0.3386 -0.0293 0.039 Uiso 1 1 calc R . .
C31 C 0.2829(13) -0.3769(13) 0.0362(10) 0.034(4) Uani 1 1 d U . .
H31 H 0.2637 -0.4545 0.0085 0.041 Uiso 1 1 calc R . .
C32 C 0.2158(13) -0.3240(13) 0.1047(11) 0.029(3) Uani 1 1 d U . .
C33 C 0.1121(13) -0.3930(13) 0.1311(11) 0.025(3) Uani 1 1 d U . .
C34 C -0.0238(14) -0.5332(13) 0.1446(12) 0.032(3) Uani 1 1 d U . .
C35 C -0.0844(12) -0.6432(13) 0.1280(11) 0.030(3) Uani 1 1 d U . .
H35 H -0.0619 -0.7005 0.0851 0.036 Uiso 1 1 calc R . .
C36 C -0.1822(14) -0.6686(13) 0.1771(12) 0.036(4) Uani 1 1 d U . .
H36 H -0.2255 -0.7424 0.1664 0.044 Uiso 1 1 calc R . .
C37 C -0.2100(14) -0.5780(13) 0.2419(12) 0.042(4) Uani 1 1 d U . .
H37 H -0.2730 -0.5929 0.2748 0.051 Uiso 1 1 calc R . .
C38 C -0.1495(15) -0.4693(14) 0.2591(13) 0.056(4) Uani 1 1 d U . .
H38 H -0.1703 -0.4108 0.3023 0.068 Uiso 1 1 calc R . .
C39 C -0.0536(14) -0.4483(14) 0.2090(13) 0.044(4) Uani 1 1 d U . .
O9 O 0.5227(10) 0.5692(10) 0.8410(9) 0.079(4) Uani 1 1 d U . .
H9A H 0.5613 0.5803 0.7998 0.118 Uiso 1 1 calc R . .
C40 C 0.6142(17) 0.4486(17) 0.7875(16) 0.107(8) Uani 1 1 d U . .
H40A H 0.5884 0.4256 0.7149 0.161 Uiso 1 1 calc R . .
H40B H 0.6244 0.3878 0.7900 0.161 Uiso 1 1 calc R . .
H40C H 0.6912 0.5180 0.8217 0.161 Uiso 1 1 calc R . .
C41 C 0.5220(19) 0.4702(18) 0.8412(16) 0.096(7) Uani 1 1 d U . .
H41A H 0.5430 0.4875 0.9131 0.115 Uiso 1 1 calc R . .
H41B H 0.4416 0.4036 0.8038 0.115 Uiso 1 1 calc R . .
O10 O 0.3524(16) -0.0442(13) -0.0792(12) 0.115(5) Uani 1 1 d D . .
H10A H 0.364(18) -0.076(16) -0.035(12) 0.172 Uiso 1 1 d D . .
H10B H 0.380(19) -0.086(16) -0.142(9) 0.172 Uiso 1 1 d 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'
Gd Gd -0.1653 3.9035 '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
O5 Gd1 O1 134.1(3) . . ?
O5 Gd1 O3 136.0(3) . . ?
O1 Gd1 O3 89.1(3) . . ?
O5 Gd1 O8 63.7(3) . . ?
O1 Gd1 O8 75.3(3) . . ?
O3 Gd1 O8 141.3(3) . . ?
O5 Gd1 O7 69.5(3) . . ?
O1 Gd1 O7 141.6(3) . . ?
O3 Gd1 O7 80.3(3) . . ?
O8 Gd1 O7 132.6(3) . . ?
O5 Gd1 N3 128.0(3) . . ?
O1 Gd1 N3 71.4(3) . . ?
O3 Gd1 N3 64.8(3) . . ?
O8 Gd1 N3 136.9(3) . . ?
O7 Gd1 N3 70.6(3) . . ?
O5 Gd1 N1 114.3(3) . . ?
O1 Gd1 N1 64.1(3) . . ?
O3 Gd1 N1 72.9(3) . . ?
O8 Gd1 N1 68.4(3) . . ?
O7 Gd1 N1 142.8(3) . . ?
N3 Gd1 N1 117.7(3) . . ?
O5 Gd1 N2 74.0(3) . . ?
O1 Gd1 N2 125.8(3) . . ?
O3 Gd1 N2 72.8(3) . . ?
O8 Gd1 N2 87.7(3) . . ?
O7 Gd1 N2 86.2(3) . . ?
N3 Gd1 N2 134.2(4) . . ?
N1 Gd1 N2 61.7(3) . . ?
O5 Gd1 N4 79.6(3) . . ?
O1 Gd1 N4 76.7(3) . . ?
O3 Gd1 N4 126.7(3) . . ?
O8 Gd1 N4 84.5(3) . . ?
O7 Gd1 N4 80.5(3) . . ?
N3 Gd1 N4 61.9(4) . . ?
N1 Gd1 N4 136.4(3) . . ?
N2 Gd1 N4 153.3(3) . . ?
C7 S1 C8 87.4(7) . . ?
C20 S2 C21 87.6(7) . . ?
C33 S3 C39 87.8(8) . . ?
C1 O1 Gd1 128.7(10) . . ?
C14 O3 Gd1 126.6(10) . . ?
C27 O5 Gd1 155.5(10) . . ?
Gd1 O7 H7A 126(6) . . ?
Gd1 O7 H7B 128(6) . . ?
H7A O7 H7B 103(3) . . ?
Gd1 O8 H8A 117(6) . . ?
Gd1 O8 H8B 137(6) . . ?
H8A O8 H8B 105(3) . . ?
C2 N1 C6 120.7(13) . . ?
C2 N1 Gd1 116.5(10) . . ?
C6 N1 Gd1 122.6(9) . . ?
C7 N2 C13 104.6(12) . . ?
C7 N2 Gd1 120.1(10) . . ?
C13 N2 Gd1 135.0(9) . . ?
C19 N3 C15 119.3(14) . . ?
C19 N3 Gd1 122.7(11) . . ?
C15 N3 Gd1 118.0(9) . . ?
C20 N4 C26 108.8(13) . . ?
C20 N4 Gd1 116.2(10) . . ?
C26 N4 Gd1 133.2(9) . . ?
C32 N5 C28 118.6(13) . . ?
C33 N6 C34 109.3(14) . . ?
O2 C1 O1 124.5(16) . . ?
O2 C1 C2 121.2(14) . . ?
O1 C1 C2 114.0(14) . . ?
N1 C2 C3 124.0(15) . . ?
N1 C2 C1 116.0(13) . . ?
C3 C2 C1 119.7(14) . . ?
C2 C3 C4 117.2(15) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C5 C4 C3 118.8(15) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.5(15) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
N1 C6 C5 117.7(14) . . ?
N1 C6 C7 116.6(13) . . ?
C5 C6 C7 125.6(15) . . ?
N2 C7 C6 118.4(14) . . ?
N2 C7 S1 120.6(12) . . ?
C6 C7 S1 121.0(11) . . ?
C13 C8 C9 122.3(13) . . ?
C13 C8 S1 110.7(11) . . ?
C9 C8 S1 127.0(12) . . ?
C10 C9 C8 118.2(14) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C9 C10 C11 122.2(15) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 121.1(15) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 118.4(14) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C8 C13 C12 117.6(14) . . ?
C8 C13 N2 116.7(13) . . ?
C12 C13 N2 125.6(14) . . ?
O4 C14 O3 125.1(16) . . ?
O4 C14 C15 119.2(16) . . ?
O3 C14 C15 115.7(15) . . ?
N3 C15 C16 122.2(14) . . ?
N3 C15 C14 114.5(15) . . ?
C16 C15 C14 123.2(16) . . ?
C17 C16 C15 118.8(16) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 119.4(17) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C19 C18 C17 119.5(15) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
N3 C19 C18 120.6(15) . . ?
N3 C19 C20 116.6(14) . . ?
C18 C19 C20 122.4(14) . . ?
N4 C20 C19 121.5(14) . . ?
N4 C20 S2 117.1(12) . . ?
C19 C20 S2 121.3(12) . . ?
C26 C21 C22 125.5(16) . . ?
C26 C21 S2 110.9(13) . . ?
C22 C21 S2 123.5(12) . . ?
C21 C22 C23 115.3(15) . . ?
C21 C22 H22 122.4 . . ?
C23 C22 H22 122.4 . . ?
C24 C23 C22 120.8(16) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 120.9(17) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 119.9(16) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C21 C26 N4 115.4(15) . . ?
C21 C26 C25 117.6(16) . . ?
N4 C26 C25 127.0(14) . . ?
O5 C27 O6 123.0(15) . . ?
O5 C27 C28 117.9(14) . . ?
O6 C27 C28 119.1(15) . . ?
N5 C28 C29 123.6(15) . . ?
N5 C28 C27 113.3(14) . . ?
C29 C28 C27 123.0(14) . . ?
C28 C29 C30 117.9(14) . . ?
C28 C29 H29 121.1 . . ?
C30 C29 H29 121.1 . . ?
C31 C30 C29 120.5(15) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 117.2(14) . . ?
C30 C31 H31 121.4 . . ?
C32 C31 H31 121.4 . . ?
N5 C32 C31 122.1(13) . . ?
N5 C32 C33 117.2(14) . . ?
C31 C32 C33 120.7(14) . . ?
N6 C33 C32 125.9(15) . . ?
N6 C33 S3 117.8(12) . . ?
C32 C33 S3 116.2(11) . . ?
C39 C34 C35 120.7(16) . . ?
C39 C34 N6 115.2(15) . . ?
C35 C34 N6 124.0(15) . . ?
C34 C35 C36 119.5(15) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C37 C36 C35 117.4(15) . . ?
C37 C36 H36 121.3 . . ?
C35 C36 H36 121.3 . . ?
C38 C37 C36 123.1(16) . . ?
C38 C37 H37 118.4 . . ?
C36 C37 H37 118.4 . . ?
C37 C38 C39 117.5(17) . . ?
C37 C38 H38 121.3 . . ?
C39 C38 H38 121.3 . . ?
C34 C39 C38 121.7(17) . . ?
C34 C39 S3 109.8(13) . . ?
C38 C39 S3 128.4(14) . . ?
C41 O9 H9A 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C40 C41 O9 104.6(18) . . ?
C40 C41 H41A 110.8 . . ?
O9 C41 H41A 110.8 . . ?
C40 C41 H41B 110.8 . . ?
O9 C41 H41B 110.8 . . ?
H41A C41 H41B 108.9 . . ?
H10A O10 H10B 102(3) . . ?
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
Gd1 O5 2.338(10) . ?
Gd1 O1 2.352(9) . ?
Gd1 O3 2.359(9) . ?
Gd1 O8 2.397(8) . ?
Gd1 O7 2.424(8) . ?
Gd1 N3 2.572(11) . ?
Gd1 N1 2.597(11) . ?
Gd1 N2 2.652(12) . ?
Gd1 N4 2.712(11) . ?
S1 C7 1.705(15) . ?
S1 C8 1.734(13) . ?
S2 C20 1.739(14) . ?
S2 C21 1.740(15) . ?
S3 C33 1.729(15) . ?
S3 C39 1.745(16) . ?
O1 C1 1.267(15) . ?
O2 C1 1.212(15) . ?
O3 C14 1.308(16) . ?
O4 C14 1.207(15) . ?
O5 C27 1.271(15) . ?
O6 C27 1.285(14) . ?
O7 H7A 0.98(2) . ?
O7 H7B 0.99(2) . ?
O8 H8A 0.98(2) . ?
O8 H8B 0.97(2) . ?
N1 C2 1.324(15) . ?
N1 C6 1.346(15) . ?
N2 C7 1.336(15) . ?
N2 C13 1.420(16) . ?
N3 C19 1.332(15) . ?
N3 C15 1.351(15) . ?
N4 C20 1.294(15) . ?
N4 C26 1.412(16) . ?
N5 C32 1.321(15) . ?
N5 C28 1.347(15) . ?
N6 C33 1.263(15) . ?
N6 C34 1.414(16) . ?
C1 C2 1.538(19) . ?
C2 C3 1.365(17) . ?
C3 C4 1.392(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(17) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.448(18) . ?
C8 C13 1.373(17) . ?
C8 C9 1.391(17) . ?
C9 C10 1.339(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.343(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.415(16) . ?
C12 H12 0.9300 . ?
C14 C15 1.518(19) . ?
C15 C16 1.386(17) . ?
C16 C17 1.343(17) . ?
C16 H16 0.9300 . ?
C17 C18 1.399(17) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(17) . ?
C18 H18 0.9300 . ?
C19 C20 1.434(17) . ?
C21 C26 1.347(17) . ?
C21 C22 1.373(18) . ?
C22 C23 1.436(18) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(18) . ?
C23 H23 0.9300 . ?
C24 C25 1.343(17) . ?
C24 H24 0.9300 . ?
C25 C26 1.440(19) . ?
C25 H25 0.9300 . ?
C27 C28 1.486(19) . ?
C28 C29 1.368(17) . ?
C29 C30 1.402(18) . ?
C29 H29 0.9300 . ?
C30 C31 1.364(17) . ?
C30 H30 0.9300 . ?
C31 C32 1.446(18) . ?
C31 H31 0.9300 . ?
C32 C33 1.478(17) . ?
C34 C39 1.355(19) . ?
C34 C35 1.378(17) . ?
C35 C36 1.430(17) . ?
C35 H35 0.9300 . ?
C36 C37 1.400(19) . ?
C36 H36 0.9300 . ?
C37 C38 1.358(18) . ?
C37 H37 0.9300 . ?
C38 C39 1.413(19) . ?
C38 H38 0.9300 . ?
O9 C41 1.44(2) . ?
O9 H9A 0.8200 . ?
C40 C41 1.44(2) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
O10 H10A 1.00(2) . ?
O10 H10B 0.99(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
O7 H7A O4 0.98(2) 1.74(3) 2.706(13) 168(12) 2_666
O7 H7B O6 0.99(2) 2.12(7) 2.880(14) 133(8) .
O8 H8A N5 0.98(2) 2.53(7) 3.390(14) 146(10) .
O8 H8A S3 0.98(2) 2.73(8) 3.271(10) 116(6) .
O8 H8A S1 0.98(2) 2.88(9) 3.627(10) 134(9) 2_656
O8 H8B O2 0.97(2) 1.78(6) 2.663(13) 150(10) 2_556
O9 H9A O4 0.82 2.27 2.788(15) 121.9 .
O10 H10A O6 1.00(2) 2.07(16) 2.689(18) 118(13) .
O10 H10B O6 0.99(2) 2.33(19) 2.950(18) 120(16) 2_655
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
O5 Gd1 O1 C1 92.4(12) . . . . ?
O3 Gd1 O1 C1 -78.6(12) . . . . ?
O8 Gd1 O1 C1 65.5(12) . . . . ?
O7 Gd1 O1 C1 -151.8(11) . . . . ?
N3 Gd1 O1 C1 -142.3(12) . . . . ?
N1 Gd1 O1 C1 -7.3(11) . . . . ?
N2 Gd1 O1 C1 -10.6(13) . . . . ?
N4 Gd1 O1 C1 153.2(12) . . . . ?
O5 Gd1 O3 C14 124.1(10) . . . . ?
O1 Gd1 O3 C14 -65.2(10) . . . . ?
O8 Gd1 O3 C14 -130.1(9) . . . . ?
O7 Gd1 O3 C14 77.6(10) . . . . ?
N3 Gd1 O3 C14 4.6(9) . . . . ?
N1 Gd1 O3 C14 -128.4(10) . . . . ?
N2 Gd1 O3 C14 166.7(10) . . . . ?
N4 Gd1 O3 C14 7.4(11) . . . . ?
O1 Gd1 O5 C27 138(2) . . . . ?
O3 Gd1 O5 C27 -55(3) . . . . ?
O8 Gd1 O5 C27 168(2) . . . . ?
O7 Gd1 O5 C27 -5(2) . . . . ?
N3 Gd1 O5 C27 37(3) . . . . ?
N1 Gd1 O5 C27 -145(2) . . . . ?
N2 Gd1 O5 C27 -97(2) . . . . ?
N4 Gd1 O5 C27 79(2) . . . . ?
O5 Gd1 N1 C2 -125.8(10) . . . . ?
O1 Gd1 N1 C2 3.2(9) . . . . ?
O3 Gd1 N1 C2 100.8(10) . . . . ?
O8 Gd1 N1 C2 -80.4(10) . . . . ?
O7 Gd1 N1 C2 146.5(9) . . . . ?
N3 Gd1 N1 C2 52.4(11) . . . . ?
N2 Gd1 N1 C2 -179.9(11) . . . . ?
N4 Gd1 N1 C2 -24.9(12) . . . . ?
O5 Gd1 N1 C6 50.6(12) . . . . ?
O1 Gd1 N1 C6 179.6(12) . . . . ?
O3 Gd1 N1 C6 -82.8(11) . . . . ?
O8 Gd1 N1 C6 96.0(11) . . . . ?
O7 Gd1 N1 C6 -37.1(14) . . . . ?
N3 Gd1 N1 C6 -131.2(10) . . . . ?
N2 Gd1 N1 C6 -3.4(10) . . . . ?
N4 Gd1 N1 C6 151.5(10) . . . . ?
O5 Gd1 N2 C7 -131.0(11) . . . . ?
O1 Gd1 N2 C7 2.3(12) . . . . ?
O3 Gd1 N2 C7 78.3(11) . . . . ?
O8 Gd1 N2 C7 -67.8(11) . . . . ?
O7 Gd1 N2 C7 159.3(11) . . . . ?
N3 Gd1 N2 C7 101.1(11) . . . . ?
N1 Gd1 N2 C7 -1.2(10) . . . . ?
N4 Gd1 N2 C7 -140.7(10) . . . . ?
O5 Gd1 N2 C13 56.7(13) . . . . ?
O1 Gd1 N2 C13 -170.0(12) . . . . ?
O3 Gd1 N2 C13 -94.0(13) . . . . ?
O8 Gd1 N2 C13 119.9(13) . . . . ?
O7 Gd1 N2 C13 -13.0(13) . . . . ?
N3 Gd1 N2 C13 -71.2(14) . . . . ?
N1 Gd1 N2 C13 -173.5(14) . . . . ?
N4 Gd1 N2 C13 47.0(17) . . . . ?
O5 Gd1 N3 C19 46.3(11) . . . . ?
O1 Gd1 N3 C19 -85.7(10) . . . . ?
O3 Gd1 N3 C19 176.2(10) . . . . ?
O8 Gd1 N3 C19 -44.3(11) . . . . ?
O7 Gd1 N3 C19 88.1(10) . . . . ?
N1 Gd1 N3 C19 -131.6(9) . . . . ?
N2 Gd1 N3 C19 152.1(9) . . . . ?
N4 Gd1 N3 C19 -1.2(9) . . . . ?
O5 Gd1 N3 C15 -131.0(8) . . . . ?
O1 Gd1 N3 C15 97.1(9) . . . . ?
O3 Gd1 N3 C15 -1.0(8) . . . . ?
O8 Gd1 N3 C15 138.4(8) . . . . ?
O7 Gd1 N3 C15 -89.2(9) . . . . ?
N1 Gd1 N3 C15 51.1(9) . . . . ?
N2 Gd1 N3 C15 -25.2(10) . . . . ?
N4 Gd1 N3 C15 -178.5(10) . . . . ?
O5 Gd1 N4 C20 -149.2(10) . . . . ?
O1 Gd1 N4 C20 70.5(9) . . . . ?
O3 Gd1 N4 C20 -8.2(10) . . . . ?
O8 Gd1 N4 C20 146.7(9) . . . . ?
O7 Gd1 N4 C20 -78.4(9) . . . . ?
N3 Gd1 N4 C20 -5.4(8) . . . . ?
N1 Gd1 N4 C20 96.3(10) . . . . ?
N2 Gd1 N4 C20 -139.6(9) . . . . ?
O5 Gd1 N4 C26 48.4(11) . . . . ?
O1 Gd1 N4 C26 -91.9(11) . . . . ?
O3 Gd1 N4 C26 -170.6(10) . . . . ?
O8 Gd1 N4 C26 -15.7(11) . . . . ?
O7 Gd1 N4 C26 119.2(11) . . . . ?
N3 Gd1 N4 C26 -167.8(12) . . . . ?
N1 Gd1 N4 C26 -66.1(12) . . . . ?
N2 Gd1 N4 C26 57.9(14) . . . . ?
Gd1 O1 C1 O2 -176.6(10) . . . . ?
Gd1 O1 C1 C2 9.5(19) . . . . ?
C6 N1 C2 C3 -3(2) . . . . ?
Gd1 N1 C2 C3 173.9(12) . . . . ?
C6 N1 C2 C1 -176.9(13) . . . . ?
Gd1 N1 C2 C1 -0.4(16) . . . . ?
O2 C1 C2 N1 -179.2(13) . . . . ?
O1 C1 C2 N1 -5(2) . . . . ?
O2 C1 C2 C3 6(2) . . . . ?
O1 C1 C2 C3 -179.6(13) . . . . ?
N1 C2 C3 C4 3(2) . . . . ?
C1 C2 C3 C4 177.0(13) . . . . ?
C2 C3 C4 C5 -2(2) . . . . ?
C3 C4 C5 C6 1(2) . . . . ?
C2 N1 C6 C5 1(2) . . . . ?
Gd1 N1 C6 C5 -175.1(9) . . . . ?
C2 N1 C6 C7 -176.3(13) . . . . ?
Gd1 N1 C6 C7 7.4(18) . . . . ?
C4 C5 C6 N1 0(2) . . . . ?
C4 C5 C6 C7 177.0(15) . . . . ?
C13 N2 C7 C6 179.6(13) . . . . ?
Gd1 N2 C7 C6 5.3(18) . . . . ?
C13 N2 C7 S1 -2.8(16) . . . . ?
Gd1 N2 C7 S1 -177.2(6) . . . . ?
N1 C6 C7 N2 -8(2) . . . . ?
C5 C6 C7 N2 174.5(13) . . . . ?
N1 C6 C7 S1 174.3(11) . . . . ?
C5 C6 C7 S1 -3(2) . . . . ?
C8 S1 C7 N2 1.7(13) . . . . ?
C8 S1 C7 C6 179.2(13) . . . . ?
C7 S1 C8 C13 0.1(12) . . . . ?
C7 S1 C8 C9 179.7(15) . . . . ?
C13 C8 C9 C10 -1(2) . . . . ?
S1 C8 C9 C10 179.2(12) . . . . ?
C8 C9 C10 C11 -2(3) . . . . ?
C9 C10 C11 C12 5(3) . . . . ?
C10 C11 C12 C13 -4(2) . . . . ?
C9 C8 C13 C12 2(2) . . . . ?
S1 C8 C13 C12 -178.7(11) . . . . ?
C9 C8 C13 N2 178.6(13) . . . . ?
S1 C8 C13 N2 -1.8(18) . . . . ?
C11 C12 C13 C8 1(2) . . . . ?
C11 C12 C13 N2 -175.6(14) . . . . ?
C7 N2 C13 C8 2.8(18) . . . . ?
Gd1 N2 C13 C8 175.9(10) . . . . ?
C7 N2 C13 C12 179.4(14) . . . . ?
Gd1 N2 C13 C12 -7(2) . . . . ?
Gd1 O3 C14 O4 172.5(10) . . . . ?
Gd1 O3 C14 C15 -7.1(16) . . . . ?
C19 N3 C15 C16 1.4(19) . . . . ?
Gd1 N3 C15 C16 178.8(10) . . . . ?
C19 N3 C15 C14 -179.1(11) . . . . ?
Gd1 N3 C15 C14 -1.7(14) . . . . ?
O4 C14 C15 N3 -174.4(12) . . . . ?
O3 C14 C15 N3 5.3(17) . . . . ?
O4 C14 C15 C16 5(2) . . . . ?
O3 C14 C15 C16 -175.2(12) . . . . ?
N3 C15 C16 C17 0(2) . . . . ?
C14 C15 C16 C17 -179.3(12) . . . . ?
C15 C16 C17 C18 0(2) . . . . ?
C16 C17 C18 C19 -1(2) . . . . ?
C15 N3 C19 C18 -3.0(19) . . . . ?
Gd1 N3 C19 C18 179.8(9) . . . . ?
C15 N3 C19 C20 -175.7(11) . . . . ?
Gd1 N3 C19 C20 7.1(16) . . . . ?
C17 C18 C19 N3 3(2) . . . . ?
C17 C18 C19 C20 175.3(13) . . . . ?
C26 N4 C20 C19 178.1(11) . . . . ?
Gd1 N4 C20 C19 11.6(16) . . . . ?
C26 N4 C20 S2 -4.5(14) . . . . ?
Gd1 N4 C20 S2 -171.0(5) . . . . ?
N3 C19 C20 N4 -13(2) . . . . ?
C18 C19 C20 N4 174.7(12) . . . . ?
N3 C19 C20 S2 170.0(9) . . . . ?
C18 C19 C20 S2 -2.6(19) . . . . ?
C21 S2 C20 N4 3.4(11) . . . . ?
C21 S2 C20 C19 -179.3(12) . . . . ?
C20 S2 C21 C26 -1.0(10) . . . . ?
C20 S2 C21 C22 175.7(12) . . . . ?
C26 C21 C22 C23 -3(2) . . . . ?
S2 C21 C22 C23 -179.2(10) . . . . ?
C21 C22 C23 C24 0(2) . . . . ?
C22 C23 C24 C25 2(2) . . . . ?
C23 C24 C25 C26 0(2) . . . . ?
C22 C21 C26 N4 -177.9(12) . . . . ?
S2 C21 C26 N4 -1.2(15) . . . . ?
C22 C21 C26 C25 5(2) . . . . ?
S2 C21 C26 C25 -178.6(9) . . . . ?
C20 N4 C26 C21 3.6(16) . . . . ?
Gd1 N4 C26 C21 167.0(9) . . . . ?
C20 N4 C26 C25 -179.2(13) . . . . ?
Gd1 N4 C26 C25 -15.9(19) . . . . ?
C24 C25 C26 C21 -3(2) . . . . ?
C24 C25 C26 N4 179.8(12) . . . . ?
Gd1 O5 C27 O6 0(4) . . . . ?
Gd1 O5 C27 C28 176.3(15) . . . . ?
C32 N5 C28 C29 2(2) . . . . ?
C32 N5 C28 C27 178.7(13) . . . . ?
O5 C27 C28 N5 24(2) . . . . ?
O6 C27 C28 N5 -158.6(13) . . . . ?
O5 C27 C28 C29 -159.2(14) . . . . ?
O6 C27 C28 C29 18(2) . . . . ?
N5 C28 C29 C30 -3(2) . . . . ?
C27 C28 C29 C30 -179.3(14) . . . . ?
C28 C29 C30 C31 3(2) . . . . ?
C29 C30 C31 C32 -1(2) . . . . ?
C28 N5 C32 C31 -1(2) . . . . ?
C28 N5 C32 C33 -179.4(12) . . . . ?
C30 C31 C32 N5 0(2) . . . . ?
C30 C31 C32 C33 178.6(13) . . . . ?
C34 N6 C33 C32 178.7(12) . . . . ?
C34 N6 C33 S3 2.1(16) . . . . ?
N5 C32 C33 N6 -178.7(14) . . . . ?
C31 C32 C33 N6 3(2) . . . . ?
N5 C32 C33 S3 -2.0(17) . . . . ?
C31 C32 C33 S3 179.2(10) . . . . ?
C39 S3 C33 N6 -0.9(13) . . . . ?
C39 S3 C33 C32 -177.9(11) . . . . ?
C33 N6 C34 C39 -2.5(19) . . . . ?
C33 N6 C34 C35 -179.7(14) . . . . ?
C39 C34 C35 C36 2(2) . . . . ?
N6 C34 C35 C36 178.7(13) . . . . ?
C34 C35 C36 C37 -1(2) . . . . ?
C35 C36 C37 C38 0(3) . . . . ?
C36 C37 C38 C39 0(3) . . . . ?
C35 C34 C39 C38 -2(3) . . . . ?
N6 C34 C39 C38 -179.0(14) . . . . ?
C35 C34 C39 S3 179.1(11) . . . . ?
N6 C34 C39 S3 1.9(18) . . . . ?
C37 C38 C39 C34 1(3) . . . . ?
C37 C38 C39 S3 -179.9(13) . . . . ?
C33 S3 C39 C34 -0.6(13) . . . . ?
C33 S3 C39 C38 -179.7(16) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336775
