Design, synthesis, crystal structure and anti-plasmodial evaluation of tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine derivatives
Pal, Kavita; Raza, Md Kausar; Legac, Jenny; Ataur Rahman, Md.; Manzoor, Shoaib; Rosenthal, Philip J.; Hoda, Nasimul; RSC Medicinal Chemistry  (2021) –; doi:10.1039/D1MD00038A

data_7242872
_publ_section_title
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 Design, synthesis, crystal structure and anti-plasmodial evaluation of
 tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine derivatives
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_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D1MD00038A
_journal_year                    2021
_chemical_formula_moiety         'C28 H31 N4 O S'
_chemical_formula_sum            'C28 H31 N4 O S'
_chemical_formula_weight         471.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_audit_update_record
;
2020-06-04 deposited with the CCDC.	2021-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.233(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.815(4)
_cell_length_b                   10.555(3)
_cell_length_c                   17.808(5)
_cell_measurement_temperature    296(2)
_cell_volume                     2420.4(12)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_measured_fraction_theta_max 0.9914
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            57225
_diffrn_reflns_theta_full        30.5345
_diffrn_reflns_theta_max         30.53
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.163
_exptl_crystal_density_diffrn    1.2943
_exptl_crystal_F_000             1004.8513
_refine_diff_density_max         0.7938
_refine_diff_density_min         -0.8371
_refine_diff_density_rms         0.0825
_refine_ls_d_res_high            0.6995
_refine_ls_d_res_low             6.7381
_refine_ls_goodness_of_fit_ref   1.1189
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    52
_refine_ls_number_parameters     309
_refine_ls_number_reflns         7336
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1189
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0570
_refine_ls_shift/su_max          0.8868
_refine_ls_shift/su_mean         0.0102
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0640P)^2^+1.9804P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1654
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -19
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              25
_reflns_limit_l_min              -11
_reflns_number_gt                5758
_reflns_number_total             7336
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1md00038a2.cif
_cod_data_source_block           F2
_cod_original_cell_volume        2420.3(12)
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7242872
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C3(H3a,H3b), C7(H7a,H7b), C8(H8a,H8b), C19(H19a,
 H19b), C20(H20a,H20b), C29(H29a,H29b)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C18(H18), C23(H23), C24(H24), C25(H25), C26(H26),
 C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'