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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/58/4505853.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_4505853
loop_
_publ_author_name
'Pedireddi, V. R.'
_publ_section_title
;
 Design and Synthesis of Novel Aza-Aromatic Host−Guest
 Complexes:  Crystal Structures of 1,7-Phenanthroline with
 Thiodipropionic and Thiodiglycolic Acids
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              383
_journal_paper_doi               10.1021/cg015511r
_journal_volume                  1
_journal_year                    2001
_chemical_formula_moiety         '2(C12 H8 N2): (C6 H10 O4 S1)'
_chemical_formula_sum            'C30 H26 N4 O4 S'
_chemical_formula_weight         538.61
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 114.76(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.128(3)
_cell_length_b                   4.793(1)
_cell_length_c                   22.658(2)
_cell_measurement_temperature    293(2)
_cell_volume                     2675.3(7)
_computing_structure_refinement  SHELXSTL-PLUS
_computing_structure_solution    SHELXSTL-PLUS
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'CCD area detector, Siemens'
_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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4793
_diffrn_reflns_theta_max         23.28
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.165
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       'long needles'
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.103
_refine_ls_goodness_of_fit_obs   1.119
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         1902
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_restrained_S_obs      1.119
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_obs          0.0413
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0341P)²+2.1784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1017
_refine_ls_wR_factor_obs         0.0887
_reflns_number_observed          1511
_reflns_number_total             1910
_reflns_observed_criterion       >3sigma(I)
_cod_data_source_file            cg015511r_vrp1021.cif
_cod_data_source_block           datam
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+2.1784P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+2.1784P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C30 H26 N4 O4 S1'
_cod_database_code               4505853
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
N11 N 0.25761(8) 0.4635(4) 0.44678(9) 0.0537(5) Uani 1 d .
C12 C 0.20719(11) 0.5467(6) 0.43073(14) 0.0623(7) Uani 1 d .
H12 H 0.2017(9) 0.6882(54) 0.4585(12) 0.066(8) Uiso 1 d .
C13 C 0.16224(12) 0.4425(7) 0.37801(15) 0.0674(8) Uani 1 d .
H13 H 0.1263(11) 0.5230(55) 0.3703(12) 0.072(8) Uiso 1 d .
C14 C 0.16993(11) 0.2457(6) 0.33964(14) 0.0627(8) Uani 1 d .
H14 H 0.1407(10) 0.1726(52) 0.3024(12) 0.064(7) Uiso 1 d .
C15 C 0.22273(9) 0.1488(5) 0.35432(11) 0.0486(6) Uani 1 d .
C16 C 0.23435(11) -0.0594(5) 0.31686(12) 0.0553(7) Uani 1 d .
H16 H 0.2032(9) -0.1304(47) 0.2806(11) 0.052(6) Uiso 1 d .
C17 C 0.28502(11) -0.1503(6) 0.33295(12) 0.0553(7) Uani 1 d .
H17 H 0.2936(9) -0.2874(53) 0.3090(12) 0.062(7) Uiso 1 d .
C18 C 0.32941(9) -0.0433(5) 0.38933(11) 0.0466(6) Uani 1 d .
N19 N 0.37988(8) -0.1500(4) 0.40496(10) 0.0555(6) Uani 1 d .
S21 S 0.0000 0.3168(2) 0.2500 0.0637(3) Uani 1 d S
C21 C -0.00095(11) 0.5570(6) 0.31126(13) 0.0540(7) Uani 1 d .
H21B H 0.0254(9) 0.7068(54) 0.3172(11) 0.060(7) Uiso 1 d .
H21A H 0.0111(10) 0.4506(57) 0.3503(13) 0.074(9) Uiso 1 d .
C22 C -0.05676(10) 0.6699(6) 0.29609(14) 0.0528(6) Uani 1 d .
H22B H -0.0803(10) 0.5292(55) 0.2941(11) 0.060(8) Uiso 1 d .
H22A H -0.0719(11) 0.7611(59) 0.2524(14) 0.085(9) Uiso 1 d .
C23 C -0.05878(10) 0.8789(5) 0.34433(12) 0.0498(6) Uani 1 d .
C110 C 0.42096(11) -0.0523(6) 0.45681(14) 0.0654(8) Uani 1 d .
H110 H 0.4567(11) -0.1425(57) 0.4671(12) 0.080(8) Uiso 1 d .
C111 C 0.41512(11) 0.1572(7) 0.49579(14) 0.0649(8) Uani 1 d .
H111 H 0.4451(11) 0.2247(56) 0.5290(13) 0.074(8) Uiso 1 d .
C112 C 0.36487(10) 0.2654(6) 0.48115(12) 0.0545(7) Uani 1 d .
H112 H 0.3589(9) 0.4096(49) 0.5061(11) 0.053(7) Uiso 1 d .
C113 C 0.32015(9) 0.1642(5) 0.42708(10) 0.0445(6) Uani 1 d .
C114 C 0.26517(9) 0.2632(5) 0.40910(10) 0.0457(6) Uani 1 d .
O231 O -0.01993(7) 0.9592(4) 0.39088(9) 0.0771(6) Uani 1 d .
O232 O -0.10851(7) 0.9687(4) 0.32883(9) 0.0659(5) Uani 1 d .
H232 H -0.1100(12) 1.1100(71) 0.3592(16) 0.110(12) Uiso 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_3
C12 N11 C114 116.9(2) .
N11 C12 C13 124.1(3) .
C14 C13 C12 119.0(3) .
C13 C14 C15 119.5(3) .
C114 C15 C14 117.2(2) .
C114 C15 C16 119.7(2) .
C14 C15 C16 123.1(2) .
C17 C16 C15 121.5(2) .
C16 C17 C18 120.6(3) .
N19 C18 C113 121.7(2) .
N19 C18 C17 118.4(2) .
C113 C18 C17 119.9(2) .
C110 N19 C18 118.7(2) .
C21 S21 C21 101.1(2) 2
C22 C21 S21 112.9(2) .
C23 C22 C21 114.4(2) .
O231 C23 O232 123.7(2) .
O231 C23 C22 124.6(2) .
O232 C23 C22 111.7(2) .
N19 C110 C111 122.9(3) .
C112 C111 C110 119.3(3) .
C111 C112 C113 119.5(3) .
C112 C113 C18 117.9(2) .
C112 C113 C114 123.0(2) .
C18 C113 C114 119.1(2) .
N11 C114 C15 123.3(2) .
N11 C114 C113 117.6(2) .
C15 C114 C113 119.1(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N11 C12 1.321(3) .
N11 C114 1.356(3) .
C12 C13 1.394(4) .
C13 C14 1.357(4) .
C14 C15 1.407(3) .
C15 C114 1.404(3) .
C15 C16 1.428(3) .
C16 C17 1.339(3) .
C17 C18 1.434(3) .
C18 N19 1.362(3) .
C18 C113 1.402(3) .
N19 C110 1.321(3) .
S21 C21 1.812(3) .
S21 C21 1.812(3) 2
C21 C22 1.506(3) .
C22 C23 1.501(3) .
C23 O231 1.200(3) .
C23 O232 1.316(3) .
C110 C111 1.389(4) .
C111 C112 1.363(4) .
C112 C113 1.401(3) .
C113 C114 1.451(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139145931
