#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/36/7023643.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_7023643
loop_
_publ_author_name
'Sinha, Indranil'
'Kösters, Jutta'
'Hepp, Alexander'
'Müller, Jens'
_publ_section_title
;
 6-Substituted purines containing thienyl or furyl substituents as
 artificial nucleobases for metal-mediated base pairing.
;
_journal_issue                   45
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16080
_journal_page_last               16089
_journal_paper_doi               10.1039/c3dt51691a
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C10 H8 N4 S'
_chemical_formula_weight         216.26
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0530(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.5026(2)
_cell_length_b                   19.8758(4)
_cell_length_c                   9.4612(2)
_cell_measurement_reflns_used    5678
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      2.20
_cell_volume                     1963.99(7)
_computing_cell_refinement       'SAINT V8.18C (Bruker AXS Inc.)'
_computing_data_collection       'APEX2 v2012.2-0'
_computing_data_reduction        "'SAINT V8.18C (Bruker AXS Inc.)"
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'APEX-II CCD-detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_source         Microfocus
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16440
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  0.9824
_exptl_absorpt_correction_T_min  0.9293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0383
_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)+(0.0657P)²+1.2674P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1142
_reflns_number_gt                2397
_reflns_number_total             2877
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51691a.txt
_cod_data_source_block           si210312_0m
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               7023643
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.74072(4) 0.577667(18) 0.80675(4) 0.03232(13) Uani 1 1 d .
C1 C 0.79382(15) 0.50594(7) 0.73255(18) 0.0326(3) Uani 1 1 d .
H1 H 0.7749 0.4618 0.7629 0.039 Uiso 1 1 calc R
C2 C 0.86603(14) 0.51926(7) 0.62542(16) 0.0297(3) Uani 1 1 d .
H2 H 0.9037 0.4854 0.5725 0.036 Uiso 1 1 calc R
C3 C 0.87948(13) 0.58921(7) 0.60057(15) 0.0256(3) Uani 1 1 d .
H3 H 0.9270 0.6074 0.5295 0.031 Uiso 1 1 calc R
C4 C 0.81539(12) 0.62763(7) 0.69170(14) 0.0220(3) Uani 1 1 d .
C5 C 0.80647(12) 0.70036(6) 0.70021(13) 0.0207(2) Uani 1 1 d .
N1 N 0.72729(11) 0.72681(6) 0.78890(12) 0.0240(2) Uani 1 1 d .
C6 C 0.71969(13) 0.79399(7) 0.79945(15) 0.0266(3) Uani 1 1 d .
H6 H 0.6626 0.8105 0.8628 0.032 Uiso 1 1 calc R
N2 N 0.78245(11) 0.84067(6) 0.73183(13) 0.0254(2) Uani 1 1 d .
C7 C 0.85890(12) 0.81279(6) 0.64459(14) 0.0210(2) Uani 1 1 d .
C8 C 0.87618(12) 0.74389(6) 0.62234(13) 0.0203(2) Uani 1 1 d .
N3 N 0.96451(11) 0.73349(6) 0.52490(12) 0.0242(2) Uani 1 1 d .
C9 C 0.99754(13) 0.79470(7) 0.49201(15) 0.0254(3) Uani 1 1 d .
H9 H 1.0580 0.8036 0.4265 0.030 Uiso 1 1 calc R
N4 N 0.93783(11) 0.84473(6) 0.55972(12) 0.0234(2) Uani 1 1 d .
C10 C 0.95836(15) 0.91658(7) 0.54693(17) 0.0299(3) Uani 1 1 d .
H10A H 0.8859 0.9410 0.5798 0.045 Uiso 1 1 calc R
H10C H 0.9656 0.9279 0.4473 0.045 Uiso 1 1 calc R
H10B H 1.0374 0.9294 0.6050 0.045 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'
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
C1 S1 C4 91.79(7)
C2 C1 S1 112.16(11)
C2 C1 H1 123.9
S1 C1 H1 123.9
C1 C2 C3 112.87(13)
C1 C2 H2 123.6
C3 C2 H2 123.6
C4 C3 C2 112.03(13)
C4 C3 H3 124.0
C2 C3 H3 124.0
C3 C4 C5 128.66(12)
C3 C4 S1 111.15(10)
C5 C4 S1 120.19(10)
N1 C5 C8 118.67(12)
N1 C5 C4 118.06(12)
C8 C5 C4 123.27(12)
C6 N1 C5 118.65(11)
N2 C6 N1 128.14(13)
N2 C6 H6 115.9
N1 C6 H6 115.9
C7 N2 C6 111.55(12)
N2 C7 N4 127.77(12)
N2 C7 C8 126.61(12)
N4 C7 C8 105.61(11)
N3 C8 C5 133.06(12)
N3 C8 C7 110.56(11)
C5 C8 C7 116.37(11)
C9 N3 C8 103.35(11)
N3 C9 N4 114.63(12)
N3 C9 H9 122.7
N4 C9 H9 122.7
C7 N4 C9 105.84(11)
C7 N4 C10 127.56(12)
C9 N4 C10 126.57(12)
N4 C10 H10A 109.5
N4 C10 H10C 109.5
H10A C10 H10C 109.5
N4 C10 H10B 109.5
H10A C10 H10B 109.5
H10C C10 H10B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.7085(16)
S1 C4 1.7222(13)
C1 C2 1.355(2)
C1 H1 0.9500
C2 C3 1.4197(18)
C2 H2 0.9500
C3 C4 1.3790(19)
C3 H3 0.9500
C4 C5 1.4514(18)
C5 N1 1.3488(16)
C5 C8 1.3932(17)
N1 C6 1.3421(18)
C6 N2 1.3391(18)
C6 H6 0.9500
N2 C7 1.3315(17)
C7 N4 1.3694(16)
C7 C8 1.4003(17)
C8 N3 1.3906(16)
N3 C9 1.3116(18)
C9 N4 1.3701(18)
C9 H9 0.9500
N4 C10 1.4513(17)
C10 H10A 0.9800
C10 H10C 0.9800
C10 H10B 0.9800
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
C4 S1 C1 C2 0.40(13)
S1 C1 C2 C3 -0.26(18)
C1 C2 C3 C4 -0.07(19)
C2 C3 C4 C5 179.79(13)
C2 C3 C4 S1 0.37(15)
C1 S1 C4 C3 -0.44(11)
C1 S1 C4 C5 -179.91(11)
C3 C4 C5 N1 173.40(13)
S1 C4 C5 N1 -7.22(16)
C3 C4 C5 C8 -7.1(2)
S1 C4 C5 C8 172.27(10)
C8 C5 N1 C6 -0.56(18)
C4 C5 N1 C6 178.96(12)
C5 N1 C6 N2 -0.2(2)
N1 C6 N2 C7 0.6(2)
C6 N2 C7 N4 -179.42(13)
C6 N2 C7 C8 -0.3(2)
N1 C5 C8 N3 179.49(13)
C4 C5 C8 N3 0.0(2)
N1 C5 C8 C7 0.77(17)
C4 C5 C8 C7 -178.72(12)
N2 C7 C8 N3 -179.32(12)
N4 C7 C8 N3 -0.07(15)
N2 C7 C8 C5 -0.3(2)
N4 C7 C8 C5 178.93(11)
C5 C8 N3 C9 -178.64(14)
C7 C8 N3 C9 0.13(15)
C8 N3 C9 N4 -0.15(16)
N2 C7 N4 C9 179.22(13)
C8 C7 N4 C9 -0.02(14)
N2 C7 N4 C10 1.2(2)
C8 C7 N4 C10 -178.03(13)
N3 C9 N4 C7 0.11(16)
N3 C9 N4 C10 178.14(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102220577
