#------------------------------------------------------------------------------
#$Date: 2024-10-23 02:55:13 +0300 (Wed, 23 Oct 2024) $
#$Revision: 295585 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/94/7249486.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_7249486
loop_
_publ_author_name
'Pathi , Vijay Babu'
'Das, Pranotosh'
'Guin, Abhyuday'
'Debnath, Manish'
'Banerji, Biswadip'
_publ_section_title
;
 Metal-Free Synthesis of N-fused Quinazolino-quinazoline-diones as MALAT1
 RNA triple helix Intercalator
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D4MD00614C
_journal_year                    2024
_chemical_formula_moiety         'C21 H14 N4 O2'
_chemical_formula_sum            'C21 H14 N4 O2'
_chemical_formula_weight         354.37
_chemical_name_systematic
6-(pyridin-2-ylmethyl)-5H-quinazolino[3,2-a]quinazoline-5,12(6H)-dione
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-11-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-05-21 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                93.016(2)
_cell_angle_beta                 112.640(2)
_cell_angle_gamma                111.021(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1156(5)
_cell_length_b                   9.7993(5)
_cell_length_c                   10.6132(5)
_cell_measurement_reflns_used    9881
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      66.72
_cell_measurement_theta_min      5.62
_cell_volume                     796.49(7)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX3 ver.2018.7-2(Bruker AXS)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_publication_material  'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick 2018)'
_computing_structure_solution    'SHELXT 2014/5(Sheldrick 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'CPAD area detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'Bruker Photon III'
_diffrn_measured_fraction_theta_full 0.9898
_diffrn_measured_fraction_theta_max 0.9887
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            26844
_diffrn_reflns_theta_full        66.8250
_diffrn_reflns_theta_max         66.83
_diffrn_reflns_theta_min         5.62
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms Diamond'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.803
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1586 before and 0.1015 after correction. The Ratio of minimum to maximum transmission is 0.7301. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4775
_exptl_crystal_description       needle
_exptl_crystal_F_000             369.1967
_exptl_crystal_recrystallization_method 'Slow evaporation of solvent'
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.2944
_refine_diff_density_min         -0.3340
_refine_diff_density_rms         0.0739
_refine_ls_d_res_high            0.8386
_refine_ls_d_res_low             7.8726
_refine_ls_goodness_of_fit_ref   1.0668
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2802
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0668
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0594
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1016P)²+0.3094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1642
_refine_ls_wR_factor_ref         0.1676
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2587
_reflns_number_total             2802
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4md00614c2.cif
_cod_data_source_block           BBVB_290_0m_a
_cod_database_code               7249486
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C00O(H00O), C00P(H00P), C00N(H00N), C00H(H00H), C00K(H00K), C00L(H00L),
 C00I(H00I), C00E(H00E), C00R(H00R), C00Q(H00Q), C00M(H00M), C00J(H00J)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
O001 O 0.66752(16) 0.55099(14) 0.94811(12) 0.0329(4) Uani 1.000000 .
O002 O 0.15676(18) 0.40955(14) 0.31442(13) 0.0354(4) Uani 1.000000 .
N003 N 0.30561(18) 0.50010(15) 0.55432(15) 0.0239(4) Uani 1.000000 .
N004 N 0.46346(18) 0.61817(15) 0.79857(14) 0.0247(4) Uani 1.000000 .
N005 N 0.28482(18) 0.71298(15) 0.65572(15) 0.0259(4) Uani 1.000000 .
N006 N 0.71104(19) 0.90519(17) 0.85033(15) 0.0314(4) Uani 1.000000 .
C00A C 0.4997(2) 0.40538(19) 0.71580(18) 0.0257(4) Uani 1.000000 .
C00B C 0.1644(2) 0.71078(19) 0.52592(18) 0.0253(4) Uani 1.000000 .
C00C C 0.3468(2) 0.61229(18) 0.66517(17) 0.0231(4) Uani 1.000000 .
C00D C 0.3791(2) 0.39029(19) 0.57977(19) 0.0265(4) Uani 1.000000 .
C00E C -0.0113(2) 0.6062(2) 0.27707(19) 0.0292(4) Uani 1.000000 .
H00E H -0.0463(2) 0.5349(2) 0.19561(19) 0.0351(5) Uiso 1.000000 R
C00F C 0.5548(2) 0.52943(19) 0.83013(18) 0.0266(4) Uani 1.000000 .
C00G C 0.6440(2) 0.87975(19) 0.94272(17) 0.0260(4) Uani 1.000000 .
C00H C 0.3347(2) 0.2687(2) 0.4762(2) 0.0328(5) Uani 1.000000 .
H00H H 0.2557(2) 0.2570(2) 0.3822(2) 0.0393(5) Uiso 1.000000 R
C00I C -0.0814(2) 0.7101(2) 0.26866(19) 0.0307(4) Uani 1.000000 .
H00I H -0.1661(2) 0.7099(2) 0.18136(19) 0.0368(5) Uiso 1.000000 R
C00J C 0.7023(2) 0.9857(2) 1.06307(18) 0.0330(5) Uani 1.000000 .
H00J H 0.6512(2) 0.9635(2) 1.12657(18) 0.0396(5) Uiso 1.000000 R
C00K C 0.0931(2) 0.8177(2) 0.5161(2) 0.0304(4) Uani 1.000000 .
H00K H 0.1283(2) 0.8902(2) 0.5969(2) 0.0365(5) Uiso 1.000000 R
C00L C -0.0283(2) 0.8163(2) 0.3884(2) 0.0322(4) Uani 1.000000 .
H00L H -0.0767(2) 0.8884(2) 0.3815(2) 0.0387(5) Uiso 1.000000 R
C00M C 0.8360(2) 1.1239(2) 1.0887(2) 0.0372(5) Uani 1.000000 .
H00M H 0.8782(2) 1.1982(2) 1.1702(2) 0.0446(6) Uiso 1.000000 R
C00N C 0.4064(3) 0.1660(2) 0.5117(2) 0.0369(5) Uani 1.000000 .
H00N H 0.3749(3) 0.0840(2) 0.4405(2) 0.0442(6) Uiso 1.000000 R
C00O C 0.5712(2) 0.3001(2) 0.7490(2) 0.0322(4) Uani 1.000000 .
H00O H 0.6535(2) 0.3126(2) 0.8419(2) 0.0386(5) Uiso 1.000000 R
C00P C 0.5225(3) 0.1776(2) 0.6471(2) 0.0361(5) Uani 1.000000 .
H00P H 0.5673(3) 0.1037(2) 0.6693(2) 0.0434(6) Uiso 1.000000 R
C00Q C 0.9070(2) 1.1520(2) 0.9942(2) 0.0371(5) Uani 1.000000 .
H00Q H 0.9987(2) 1.2458(2) 1.0087(2) 0.0445(6) Uiso 1.000000 R
C00R C 0.8406(2) 1.0395(2) 0.8776(2) 0.0355(5) Uani 1.000000 .
H00R H 0.8901(2) 1.0588(2) 0.8129(2) 0.0426(6) Uiso 1.000000 R
C007 C 0.1887(2) 0.4974(2) 0.41628(18) 0.0272(4) Uani 1.000000 .
C008 C 0.1128(2) 0.60603(19) 0.40730(18) 0.0257(4) Uani 1.000000 .
C009 C 0.4968(2) 0.72990(19) 0.91529(17) 0.0267(4) Uani 1.000000 .
H00a H 0.3891(2) 0.74517(19) 0.89526(17) 0.0321(5) Uiso 1.000000 R
H00b H 0.5243(2) 0.68987(19) 1.00119(17) 0.0321(5) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03376 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C00D N003 C00C 120.41(15) . . ?
C007 N003 C00C 118.17(15) . . ?
C007 N003 C00D 121.43(15) . . ?
C00F N004 C00C 125.01(14) . . ?
C009 N004 C00C 118.05(14) . . ?
C009 N004 C00F 116.91(14) . . ?
C00C N005 C00B 118.38(15) . . ?
C00R N006 C00G 117.12(16) . . ?
C00F C00A C00D 121.99(17) . . ?
C00O C00A C00D 121.06(17) . . ?
C00O C00A C00F 116.94(16) . . ?
C00K C00B N005 118.48(16) . . ?
C008 C00B N005 121.65(17) . . ?
C008 C00B C00K 119.87(17) . . ?
N004 C00C N003 118.57(15) . . ?
N005 C00C N003 125.83(16) . . ?
N005 C00C N004 115.60(15) . . ?
C00A C00D N003 118.03(16) . . ?
C00H C00D N003 123.72(17) . . ?
C00H C00D C00A 118.25(17) . . ?
C008 C00E C00I 119.64(17) . . ?
N004 C00F O001 121.06(16) . . ?
C00A C00F O001 123.62(17) . . ?
C00A C00F N004 115.22(15) . . ?
C00J C00G N006 122.94(16) . . ?
C009 C00G N006 118.77(15) . . ?
C009 C00G C00J 118.28(15) . . ?
C00N C00H C00D 119.56(18) . . ?
C00L C00I C00E 120.13(17) . . ?
C00M C00J C00G 118.84(17) . . ?
C00L C00K C00B 119.38(17) . . ?
C00K C00L C00I 120.86(17) . . ?
C00Q C00M C00J 118.96(17) . . ?
C00P C00N C00H 122.68(18) . . ?
C00P C00O C00A 120.36(18) . . ?
C00O C00P C00N 118.04(18) . . ?
C00R C00Q C00M 118.00(17) . . ?
C00Q C00R N006 124.13(18) . . ?
N003 C007 O002 121.47(17) . . ?
C008 C007 O002 122.87(17) . . ?
C008 C007 N003 115.66(15) . . ?
C00E C008 C00B 120.12(18) . . ?
C007 C008 C00B 120.10(17) . . ?
C007 C008 C00E 119.78(17) . . ?
C00G C009 N004 114.02(14) . . ?
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
O001 C00F 1.223(2) . ?
O002 C007 1.214(2) . ?
N003 C00C 1.400(2) . ?
N003 C00D 1.445(2) . ?
N003 C007 1.434(2) . ?
N004 C00C 1.388(2) . ?
N004 C00F 1.377(2) . ?
N004 C009 1.468(2) . ?
N005 C00B 1.385(2) . ?
N005 C00C 1.292(2) . ?
N006 C00G 1.332(2) . ?
N006 C00R 1.339(2) . ?
C00A C00D 1.398(3) . ?
C00A C00F 1.463(2) . ?
C00A C00O 1.399(3) . ?
C00B C00K 1.407(3) . ?
C00B C008 1.386(3) . ?
C00D C00H 1.402(3) . ?
C00E C00I 1.372(3) . ?
C00E C008 1.410(3) . ?
C00G C00J 1.390(2) . ?
C00G C009 1.511(2) . ?
C00H C00N 1.379(3) . ?
C00I C00L 1.400(3) . ?
C00J C00M 1.384(3) . ?
C00K C00L 1.376(3) . ?
C00M C00Q 1.379(3) . ?
C00N C00P 1.387(3) . ?
C00O C00P 1.385(3) . ?
C00Q C00R 1.383(3) . ?
C007 C008 1.452(3) . ?
