#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:39:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180310 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/24/7152414.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_7152414
loop_
_publ_author_name
'Adepu, Raju'
'Rambabu, D.'
'Prasad, Bagineni'
'Meda, Chandana Lakshmi T.'
'Kandale, Ajit'
'Rama Krishna, G.'
'Malla Reddy, C.'
'Chennuru, Lakshmi N.'
'Parsa, Kishore V. L.'
'Pal, Manojit'
_publ_section_title
;
 Novel thieno[2,3-d]pyrimidines: their design, synthesis, crystal
 structure analysis and pharmacological evaluation.
;
_journal_issue                   29
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5554
_journal_page_last               5569
_journal_paper_doi               10.1039/c2ob25420d
_journal_volume                  10
_journal_year                    2012
_chemical_formula_moiety         '2(C19 H18 N6 S), C2 H6 O'
_chemical_formula_sum            'C40 H42 N12 O S2'
_chemical_formula_weight         771.00
_chemical_name_systematic
;
?
;
_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                104.3140(10)
_cell_angle_beta                 91.7630(10)
_cell_angle_gamma                100.0410(10)
_cell_formula_units_Z            2
_cell_length_a                   7.6251(4)
_cell_length_b                   10.1757(5)
_cell_length_c                   12.2433(6)
_cell_measurement_reflns_used    6238
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.17
_cell_measurement_theta_min      2.35
_cell_volume                     903.66(8)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa APEX-II CCD DUO'
_diffrn_measurement_method       '\ f and \ w 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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15612
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Multiscan absorption correction'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             406.0
_exptl_crystal_size_max          0.006
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.0013
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0429
_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)+(0.1000P)²+0.4781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1426
_reflns_number_gt                3342
_reflns_number_total             3949
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob25420d.txt
_cod_data_source_block           arj_c58_107_1
_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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7152414
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
C1 C 0.3524(2) 1.25446(19) 0.20486(14) 0.0162(4) Uani 1 1 d .
C2 C 0.2024(3) 1.3222(2) 0.25332(16) 0.0209(4) Uani 1 1 d .
H2A H 0.1351 1.3435 0.1935 0.025 Uiso 1 1 calc R
H2B H 0.2511 1.4082 0.3087 0.025 Uiso 1 1 calc R
C3 C 0.0781(3) 1.2283(2) 0.30943(16) 0.0197(4) Uani 1 1 d .
H3A H 0.0042 1.2821 0.3582 0.024 Uiso 1 1 calc R
H3B H 0.0000 1.1578 0.2519 0.024 Uiso 1 1 calc R
C4 C 0.1850(3) 1.1602(2) 0.37859(15) 0.0188(4) Uani 1 1 d .
H4A H 0.1041 1.1059 0.4174 0.023 Uiso 1 1 calc R
H4B H 0.2644 1.2309 0.4353 0.023 Uiso 1 1 calc R
C5 C 0.2949(2) 1.06680(19) 0.30375(15) 0.0161(4) Uani 1 1 d .
H5A H 0.3759 1.0370 0.3512 0.019 Uiso 1 1 calc R
H5B H 0.2154 0.9853 0.2583 0.019 Uiso 1 1 calc R
C6 C 0.4012(2) 1.14029(18) 0.22679(14) 0.0142(4) Uani 1 1 d .
C7 C 0.5530(2) 1.10351(18) 0.16458(14) 0.0134(4) Uani 1 1 d .
C8 C 0.6063(2) 1.19565(18) 0.09604(14) 0.0153(4) Uani 1 1 d .
C9 C 0.8168(2) 1.0817(2) 0.02120(15) 0.0175(4) Uani 1 1 d .
H9 H 0.9021 1.0686 -0.0311 0.021 Uiso 1 1 calc R
C10 C 0.6609(2) 1.00268(18) 0.15780(14) 0.0133(4) Uani 1 1 d .
C11 C 0.6520(2) 0.90310(18) 0.23498(14) 0.0132(3) Uani 1 1 d .
C12 C 0.8052(2) 0.82061(19) 0.21962(15) 0.0167(4) Uani 1 1 d .
H12A H 0.8051 0.7728 0.1405 0.020 Uiso 1 1 calc R
H12B H 0.9188 0.8836 0.2419 0.020 Uiso 1 1 calc R
C13 C 0.7843(2) 0.71685(19) 0.29011(15) 0.0153(4) Uani 1 1 d .
C14 C 0.6207(2) 0.66347(18) 0.32440(14) 0.0136(4) Uani 1 1 d .
C15 C 0.4529(2) 0.71198(19) 0.29796(15) 0.0146(4) Uani 1 1 d .
H15A H 0.4183 0.7690 0.3667 0.018 Uiso 1 1 calc R
H15B H 0.3574 0.6326 0.2708 0.018 Uiso 1 1 calc R
C16 C 0.4763(2) 0.79437(18) 0.20941(14) 0.0138(4) Uani 1 1 d .
H16A H 0.3757 0.8407 0.2075 0.017 Uiso 1 1 calc R
H16B H 0.4772 0.7318 0.1356 0.017 Uiso 1 1 calc R
C17 C 0.7538(2) 0.53071(19) 0.41501(14) 0.0150(4) Uani 1 1 d .
C18 C 0.9307(2) 0.6707(2) 0.32761(16) 0.0197(4) Uani 1 1 d .
H18 H 1.0431 0.7065 0.3087 0.024 Uiso 1 1 calc R
C19 C 0.6755(2) 0.98838(19) 0.35434(15) 0.0149(4) Uani 1 1 d .
C20 C 0.1197(5) 0.6004(4) 0.0837(3) 0.0689(11) Uani 1 1 d .
H20A H 0.2196 0.5614 0.1013 0.103 Uiso 1 1 calc R
H20B H 0.0589 0.6280 0.1507 0.103 Uiso 1 1 calc R
H20C H 0.1612 0.6794 0.0554 0.103 Uiso 1 1 calc R
N1 N 0.7370(2) 1.18812(16) 0.02544(13) 0.0175(3) Uani 1 1 d .
N2 N 0.7873(2) 0.99062(16) 0.08465(12) 0.0159(3) Uani 1 1 d .
N3 N 0.6036(2) 0.57079(15) 0.38658(12) 0.0136(3) Uani 1 1 d .
N4 N 0.9203(2) 0.57835(17) 0.38892(13) 0.0191(3) Uani 1 1 d .
N5 N 0.7372(2) 0.43546(17) 0.47538(13) 0.0183(3) Uani 1 1 d .
H5C H 0.6337 0.4031 0.4940 0.022 Uiso 1 1 calc R
H5D H 0.8300 0.4070 0.4953 0.022 Uiso 1 1 calc R
N6 N 0.7044(2) 1.05313(18) 0.44574(13) 0.0217(4) Uani 1 1 d .
O1 O 0.0000 0.5000 0.0000 0.132(2) Uani 1 2 d S
S1 S 0.48206(7) 1.32420(5) 0.11174(4) 0.01943(15) 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'
S S 0.1246 0.1234 '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'
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
C6 C1 C2 126.48(17) .
C6 C1 S1 114.45(14) .
C2 C1 S1 119.07(14) .
C1 C2 C3 111.03(16) .
C4 C3 C2 110.63(16) .
C3 C4 C5 111.33(15) .
C6 C5 C4 111.63(15) .
C1 C6 C7 111.40(16) .
C1 C6 C5 119.65(17) .
C7 C6 C5 128.90(16) .
C10 C7 C8 113.21(16) .
C10 C7 C6 136.06(16) .
C8 C7 C6 110.71(16) .
N1 C8 C7 126.05(17) .
N1 C8 S1 121.32(14) .
C7 C8 S1 112.63(14) .
N1 C9 N2 126.75(17) .
N2 C10 C7 121.24(15) .
N2 C10 C11 114.18(15) .
C7 C10 C11 124.52(15) .
C19 C11 C10 107.54(14) .
C19 C11 C12 106.47(14) .
C10 C11 C12 112.35(14) .
C19 C11 C16 112.68(14) .
C10 C11 C16 111.70(14) .
C12 C11 C16 106.05(14) .
C13 C12 C11 110.77(14) .
C18 C13 C14 115.32(16) .
C18 C13 C12 121.51(16) .
C14 C13 C12 123.15(16) .
N3 C14 C13 122.63(16) .
N3 C14 C15 115.97(15) .
C13 C14 C15 121.34(16) .
C14 C15 C16 112.26(14) .
C15 C16 C11 111.65(14) .
N3 C17 N5 117.08(16) .
N3 C17 N4 125.65(16) .
N5 C17 N4 117.26(17) .
N4 C18 C13 124.17(17) .
N6 C19 C11 175.76(19) .
C9 N1 C8 113.84(15) .
C10 N2 C9 118.56(16) .
C14 N3 C17 116.73(15) .
C18 N4 C17 115.44(16) .
C20 O1 C20 179.998(1) 2_565
C8 S1 C1 90.76(9) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.363(3) .
C1 C2 1.500(3) .
C1 S1 1.7337(18) .
C2 C3 1.527(3) .
C3 C4 1.519(3) .
C4 C5 1.529(3) .
C5 C6 1.513(2) .
C6 C7 1.458(2) .
C7 C10 1.411(3) .
C7 C8 1.423(2) .
C8 N1 1.339(2) .
C8 S1 1.722(2) .
C9 N1 1.322(3) .
C9 N2 1.345(2) .
C10 N2 1.336(2) .
C10 C11 1.542(2) .
C11 C19 1.491(2) .
C11 C12 1.543(2) .
C11 C16 1.551(2) .
C12 C13 1.512(2) .
C13 C18 1.391(3) .
C13 C14 1.392(2) .
C14 N3 1.343(2) .
C14 C15 1.503(2) .
C15 C16 1.523(2) .
C17 N3 1.344(2) .
C17 N5 1.349(2) .
C17 N4 1.355(2) .
C18 N4 1.334(2) .
C19 N6 1.142(2) .
C20 O1 1.423(3) .
O1 C20 1.423(3) 2_565
