Azulene tethered N-aryl nucleobases: synthesis, morphology and biochemical evaluations
Meher, Sagarika; Sharma, Nagendra K.; New Journal of Chemistry 47 (2023) 5593–5597; doi:10.1039/D2NJ06272K

data_7062335
_publ_section_title
;
 Azulene tethered N-aryl nucleobases: synthesis, morphology and
 biochemical evaluations
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5593
_journal_page_last               5597
_journal_paper_doi               10.1039/D2NJ06272K
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C20 H20 N4 O5'
_chemical_formula_sum            'C20 H20 N4 O5'
_chemical_formula_weight         396.41
_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     dual
_audit_creation_date             2021-03-05
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_audit_update_record
;
2022-12-07 deposited with the CCDC.	2023-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                99.503(1)
_cell_angle_beta                 93.061(1)
_cell_angle_gamma                100.462(1)
_cell_formula_units_Z            2
_cell_length_a                   6.8930(1)
_cell_length_b                   12.3968(2)
_cell_length_c                   15.7410(2)
_cell_measurement_reflns_used    10554
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      74.2640
_cell_measurement_theta_min      4.2140
_cell_volume                     1299.74(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9633
_diffrn_measured_fraction_theta_max 0.9633
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -70.00  24.00   0.50    2.72    --  -38.50  91.00 125.00  188
  2  \w     -3.00  81.00   0.50    2.72    --   49.56 -91.00  11.00  168
  3  \w    104.00 171.00   0.50   10.73    --  102.63  91.00 125.00  134
  4  \w     33.00 106.00   0.50   10.73    --  102.63 -91.00  11.00  146
  5  \w   -101.00 -27.00   0.50    2.72    --  -38.50 -57.00-120.00  148
  6  \w    -42.00  28.00   0.50    2.72    --  -38.50  38.00  30.00  140
  7  \w    -50.00  24.00   0.50    2.72    --  -38.50  57.00  90.00  148
  8  \w     38.00 113.00   0.50    2.72    --   49.56  57.00-120.00  150
  9  \w    -17.00  53.00   0.50    2.72    --   49.56 -38.00 -60.00  140
 10  \w     44.00 119.00   0.50    2.72    --   49.56  19.00-180.00  150
 11  \w     34.00 111.00   0.50   10.73    --  102.63 -15.00  90.00  154
 12  \w     40.00 116.00   0.50   10.73    --  102.63 -61.00-150.00  152
 13  \w     90.00 165.00   0.50   10.73    --  102.63  61.00 -90.00  150
 14  \w     38.00 107.00   0.50   10.73    --  102.63 -45.00 -90.00  138
 15  \w     38.00 126.00   0.50   10.73    --  102.63 -77.00-150.00  176
 16  \w     35.00 106.00   0.50   10.73    --  102.63 -30.00  90.00  142
 17  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00 -30.00  146
 18  \w     38.00 112.00   0.50   10.73    --  102.63-125.00 150.00  148
 19  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00-180.00  146
 20  \w     98.00 167.00   0.50   10.73    --  102.63  45.00 -60.00  138
 21  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00 120.00  146
 22  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00 -90.00  146
 23  \w    103.00 167.00   0.50   10.73    --  102.63  77.00   0.00  128
 24  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00-150.00  146
 25  \w     34.00 111.00   0.50   10.73    --  102.63 -15.00 -30.00  154
 26  \w     38.00 107.00   0.50   10.73    --  102.63 -45.00 -30.00  138
 27  \w     95.00 171.00   0.50   10.73    --  102.63  15.00 -60.00  152
 28  \w    103.00 167.00   0.50   10.73    --  102.63  77.00 -60.00  128
 29  \w     34.00 107.00   0.50   10.73    --  102.63 -94.00  30.00  146
 30  \w     35.00 106.00   0.50   10.73    --  102.63 -30.00   0.00  142
 31  \w     90.00 165.00   0.50   10.73    --  102.63  61.00  30.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0244010000
_diffrn_orient_matrix_UB_12      -0.1133675000
_diffrn_orient_matrix_UB_13      0.0302279000
_diffrn_orient_matrix_UB_21      -0.0663946000
_diffrn_orient_matrix_UB_22      0.0526445000
_diffrn_orient_matrix_UB_23      0.0865604000
_diffrn_orient_matrix_UB_31      -0.2168772000
_diffrn_orient_matrix_UB_32      -0.0294770000
_diffrn_orient_matrix_UB_33      -0.0389067000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.2111
_diffrn_reflns_av_unetI/netI     0.2123
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19861
_diffrn_reflns_theta_full        75.5266
_diffrn_reflns_theta_max         75.53
_diffrn_reflns_theta_min         5.05
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.0128
_exptl_crystal_description       needle
_exptl_crystal_F_000             417.4704
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.001
_exptl_crystal_size_min          0.001
_refine_diff_density_max         1.3954
_refine_diff_density_min         -1.2047
_refine_diff_density_rms         0.5659
_refine_ls_d_res_high            0.7962
_refine_ls_d_res_low             8.7546
_refine_ls_goodness_of_fit_ref   1.0463
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     264
_refine_ls_number_reflns         5195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0463
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0694
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1500P)^2^+0.0970P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2080
_refine_ls_wR_factor_ref         0.2215
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                4214
_reflns_number_total             5195
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2nj06272k2.cif
_cod_data_source_block           NKS_SNM_AZ_C
_cod_depositor_comments
'Adding full bibliography for 7062335--7062336.cif.'
_cod_database_code               7062335
_chemical_oxdiff_formula         'C36 H22 N8 O10 '
_diffrn_oxdiff_digest_frames
;
010ad18ead1b487b9f7632fa267836006c00027ea5b
;
_diffrn_oxdiff_digest_hkl
;
013db453b951865460afd15502c95948b5342d
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00Q(H00e,H00f), C00R(H00i,H00k)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00H(H00H), C00J(H00J), C00N(H00N), C00O(H00O), C00P(H00P)
2.c X=CH2 refined with riding coordinates:
 N006(H00a,H00b), N00A(H00c,H00d)
2.d Idealised Me refined as rotating group:
 C00S(H00l,H00m,H00q), C00T(H00r,H00s,H00t)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.046
_oxdiff_exptl_absorpt_empirical_full_min 0.472