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#$Date: 2022-01-06 22:47:27 +0100 (jue 06 de ene de 2022) $
#$Revision: 271862 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/10/7061077.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_7061077
loop_
_publ_author_name
'Bartos, Paulina'
'Hande, Aniket A.'
'Pietrzak, Anna'
'Chrostowska, Anna'
'Kaszyński, Piotr'
_publ_section_title
;
 Substituent effects on the electronic structure of the flat Blatter
 radical: correlation analysis of experimental and computational data
;
_journal_issue                   48
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              22876
_journal_page_last               22887
_journal_paper_doi               10.1039/D1NJ05137G
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C27 H16 N3 O'
_chemical_formula_sum            'C27 H16 N3 O'
_chemical_formula_weight         398.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     other
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-06-03 deposited with the CCDC.	2021-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.937(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3724(7)
_cell_length_b                   13.2094(5)
_cell_length_c                   8.0305(3)
_cell_measurement_reflns_used    5409
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.2310
_cell_measurement_theta_min      4.1240
_cell_volume                     1930.24(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.01(10)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17388
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.073
_diffrn_reflns_theta_max         67.073
_diffrn_reflns_theta_min         4.136
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       needle
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.235
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3441
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.235
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0655
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0721P)²+0.9664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1685
_refine_ls_wR_factor_ref         0.1923
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2334
_reflns_number_total             3441
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05137g2.cif
_cod_data_source_block           1n_CCPh
_cod_depositor_comments
'Adding full bibliography for 7061077--7061079.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061077
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.780
_oxdiff_exptl_absorpt_empirical_full_max 1.569
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O7 O 0.09765(11) 0.16396(13) -0.1411(3) 0.0438(5) Uani 1 1 d . . . . .
N12 N 0.16018(13) 0.33997(16) 0.0159(3) 0.0397(6) Uani 1 1 d . . . . .
C12 C 0.33534(18) 0.1272(2) 0.3809(5) 0.0501(6) Uani 1 1 d . . . . .
N3 N 0.10210(12) 0.52778(17) -0.0762(3) 0.0405(6) Uani 1 1 d . . . . .
N1 N 0.19240(13) 0.42386(16) 0.0916(3) 0.0403(6) Uani 1 1 d . . . . .
C2 C 0.16145(15) 0.5122(2) 0.0394(3) 0.0387(6) Uani 1 1 d . . . . .
C3A C 0.07020(16) 0.4417(2) -0.1521(4) 0.0397(7) Uani 1 1 d . . . . .
C008 C 0.09936(15) 0.34573(19) -0.1068(4) 0.0388(7) Uani 1 1 d . . . . .
C6A C 0.06832(16) 0.2585(2) -0.1834(4) 0.0407(7) Uani 1 1 d . . . . .
C21 C 0.19933(16) 0.6014(2) 0.1223(3) 0.0405(7) Uani 1 1 d . . . . .
C11A C 0.18950(16) 0.2451(2) 0.0650(4) 0.0403(7) Uani 1 1 d . . . . .
C22 C 0.16157(16) 0.6922(2) 0.1327(4) 0.0422(7) Uani 1 1 d . . . . .
H22 H 0.112478 0.696857 0.085883 0.051 Uiso 1 1 calc R U . . .
C11 C 0.24865(16) 0.2349(2) 0.1919(4) 0.0432(7) Uani 1 1 d . . . . .
H11 H 0.270407 0.292070 0.245084 0.052 Uiso 1 1 calc R U . . .
C7A C 0.15769(16) 0.1588(2) -0.0159(4) 0.0417(7) Uani 1 1 d . . . . .
C4 C 0.00912(16) 0.4475(2) -0.2772(4) 0.0423(7) Uani 1 1 d . . . . .
H4 H -0.011025 0.510129 -0.310328 0.051 Uiso 1 1 calc R U . . .
C7 C 0.00780(17) 0.2639(2) -0.3047(4) 0.0435(7) Uani 1 1 d . . . . .
H7 H -0.013462 0.205520 -0.354590 0.052 Uiso 1 1 calc R U . . .
C8 C 0.18561(17) 0.0637(2) 0.0267(4) 0.0482(8) Uani 1 1 d . . . . .
H8 H 0.165186 0.006579 -0.029286 0.058 Uiso 1 1 calc R U . . .
C10 C 0.27523(16) 0.1389(2) 0.2391(4) 0.0462(7) Uani 1 1 d . . . . .
C5 C -0.02111(16) 0.3599(2) -0.3513(4) 0.0442(7) Uani 1 1 d . . . . .
H5 H -0.061653 0.364607 -0.434218 0.053 Uiso 1 1 calc R U . . .
C23 C 0.19646(18) 0.7754(2) 0.2119(4) 0.0471(7) Uani 1 1 d . . . . .
H23 H 0.170444 0.835058 0.221591 0.056 Uiso 1 1 calc R U . . .
C9 C 0.24417(17) 0.0546(2) 0.1532(4) 0.0493(8) Uani 1 1 d . . . . .
H9 H 0.263284 -0.009272 0.181588 0.059 Uiso 1 1 calc R U . . .
C26 C 0.27315(17) 0.5962(2) 0.1892(4) 0.0490(8) Uani 1 1 d . . . . .
H26 H 0.298893 0.535972 0.183885 0.059 Uiso 1 1 calc R U . . .
C24 C 0.26997(19) 0.7699(2) 0.2767(4) 0.0530(8) Uani 1 1 d . . . . .
H24 H 0.293638 0.826039 0.329003 0.064 Uiso 1 1 calc R U . . .
C25 C 0.30843(19) 0.6808(2) 0.2638(4) 0.0560(8) Uani 1 1 d . . . . .
H25 H 0.358193 0.677694 0.305336 0.067 Uiso 1 1 calc R U . . .
C14 C 0.43936(19) 0.1050(3) 0.6314(4) 0.0573(9) Uani 1 1 d . . . . .
C13 C 0.37858(18) 0.1232(2) 0.4860(4) 0.0501(6) Uani 1 1 d . . . . .
C15 C 0.4672(2) 0.0091(3) 0.6754(5) 0.0630(9) Uani 1 1 d . . . . .
H15 H 0.445369 -0.047880 0.621875 0.076 Uiso 1 1 calc R U . . .
C19 C 0.4716(2) 0.1884(3) 0.7198(5) 0.0727(11) Uani 1 1 d . . . . .
H19 H 0.452773 0.252903 0.695642 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5272(2) -0.0016(3) 0.7981(5) 0.0734(11) Uani 1 1 d . . . . .
H16 H 0.545839 -0.065811 0.825481 0.088 Uiso 1 1 calc R U . . .
C17 C 0.5596(2) 0.0808(4) 0.8796(5) 0.0800(12) Uani 1 1 d . . . . .
H17 H 0.600850 0.072951 0.959827 0.096 Uiso 1 1 calc R U . . .
C18 C 0.5310(2) 0.1755(4) 0.8424(6) 0.0829(12) Uani 1 1 d . . . . .
H18 H 0.551919 0.231493 0.900740 0.099 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6A O7 C7A 117.8(2) . . ?
N1 N12 C008 122.1(2) . . ?
N1 N12 C11A 118.5(2) . . ?
C008 N12 C11A 119.4(2) . . ?
C13 C12 C10 176.7(4) . . ?
C2 N3 C3A 115.6(2) . . ?
C2 N1 N12 115.5(2) . . ?
N1 C2 N3 128.1(3) . . ?
N1 C2 C21 113.6(2) . . ?
N3 C2 C21 118.3(2) . . ?
N3 C3A C4 121.3(2) . . ?
N3 C3A C008 120.3(3) . . ?
C4 C3A C008 118.3(3) . . ?
N12 C008 C6A 120.7(2) . . ?
N12 C008 C3A 118.4(2) . . ?
C6A C008 C3A 121.0(3) . . ?
C7 C6A O7 118.1(2) . . ?
C7 C6A C008 120.8(3) . . ?
O7 C6A C008 121.1(3) . . ?
C26 C21 C22 119.1(3) . . ?
C26 C21 C2 120.6(3) . . ?
C22 C21 C2 120.3(3) . . ?
C11 C11A C7A 119.7(3) . . ?
C11 C11A N12 121.6(3) . . ?
C7A C11A N12 118.6(3) . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C11A C11 C10 119.8(3) . . ?
C11A C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C8 C7A O7 117.0(3) . . ?
C8 C7A C11A 120.6(3) . . ?
O7 C7A C11A 122.4(2) . . ?
C5 C4 C3A 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3A C4 H4 120.1 . . ?
C6A C7 C5 118.3(3) . . ?
C6A C7 H7 120.8 . . ?
C5 C7 H7 120.8 . . ?
C9 C8 C7A 119.1(3) . . ?
C9 C8 H8 120.5 . . ?
C7A C8 H8 120.5 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 C12 120.6(3) . . ?
C11 C10 C12 120.1(3) . . ?
C4 C5 C7 121.7(3) . . ?
C4 C5 H5 119.1 . . ?
C7 C5 H5 119.1 . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C8 C9 C10 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C25 C26 C21 120.1(3) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C23 C24 C25 120.0(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.3(3) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C15 C14 C19 118.2(4) . . ?
C15 C14 C13 123.0(3) . . ?
C19 C14 C13 118.7(3) . . ?
C12 C13 C14 173.7(4) . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C18 C19 C14 120.3(4) . . ?
C18 C19 H19 119.8 . . ?
C14 C19 H19 119.8 . . ?
C17 C16 C15 120.9(4) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 119.6(4) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C17 C18 C19 120.7(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
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
O7 C6A 1.384(3) . ?
O7 C7A 1.388(4) . ?
N12 N1 1.360(3) . ?
N12 C008 1.386(4) . ?
N12 C11A 1.399(3) . ?
C12 C13 1.077(4) . ?
C12 C10 1.481(5) . ?
N3 C2 1.346(4) . ?
N3 C3A 1.382(3) . ?
N1 C2 1.340(3) . ?
C2 C21 1.479(4) . ?
C3A C4 1.401(4) . ?
C3A C008 1.404(4) . ?
C008 C6A 1.391(4) . ?
C6A C7 1.375(4) . ?
C21 C26 1.390(4) . ?
C21 C22 1.394(4) . ?
C11A C11 1.390(4) . ?
C11A C7A 1.399(4) . ?
C22 C23 1.383(4) . ?
C22 H22 0.9300 . ?
C11 C10 1.393(4) . ?
C11 H11 0.9300 . ?
C7A C8 1.382(4) . ?
C4 C5 1.382(4) . ?
C4 H4 0.9300 . ?
C7 C5 1.406(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(4) . ?
C8 H8 0.9300 . ?
C10 C9 1.391(4) . ?
C5 H5 0.9300 . ?
C23 C24 1.380(4) . ?
C23 H23 0.9300 . ?
C9 H9 0.9300 . ?
C26 C25 1.385(4) . ?
C26 H26 0.9300 . ?
C24 C25 1.384(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C14 C15 1.393(5) . ?
C14 C19 1.397(5) . ?
C14 C13 1.519(5) . ?
C15 C16 1.381(5) . ?
C15 H15 0.9300 . ?
C19 C18 1.375(6) . ?
C19 H19 0.9300 . ?
C16 C17 1.363(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C008 N12 N1 C2 -0.1(3) . . . . ?
C11A N12 N1 C2 -179.7(2) . . . . ?
N12 N1 C2 N3 1.1(4) . . . . ?
N12 N1 C2 C21 -178.7(2) . . . . ?
C3A N3 C2 N1 -1.3(4) . . . . ?
C3A N3 C2 C21 178.5(2) . . . . ?
C2 N3 C3A C4 -178.5(2) . . . . ?
C2 N3 C3A C008 0.5(4) . . . . ?
N1 N12 C008 C6A 179.1(2) . . . . ?
C11A N12 C008 C6A -1.2(4) . . . . ?
N1 N12 C008 C3A -0.6(4) . . . . ?
C11A N12 C008 C3A 179.0(2) . . . . ?
N3 C3A C008 N12 0.4(4) . . . . ?
C4 C3A C008 N12 179.4(2) . . . . ?
N3 C3A C008 C6A -179.3(2) . . . . ?
C4 C3A C008 C6A -0.3(4) . . . . ?
C7A O7 C6A C7 -178.6(2) . . . . ?
C7A O7 C6A C008 2.0(4) . . . . ?
N12 C008 C6A C7 179.7(2) . . . . ?
C3A C008 C6A C7 -0.5(4) . . . . ?
N12 C008 C6A O7 -0.8(4) . . . . ?
C3A C008 C6A O7 178.9(2) . . . . ?
N1 C2 C21 C26 24.8(4) . . . . ?
N3 C2 C21 C26 -155.0(3) . . . . ?
N1 C2 C21 C22 -155.9(2) . . . . ?
N3 C2 C21 C22 24.3(4) . . . . ?
N1 N12 C11A C11 2.2(4) . . . . ?
C008 N12 C11A C11 -177.5(2) . . . . ?
N1 N12 C11A C7A -178.3(2) . . . . ?
C008 N12 C11A C7A 2.0(4) . . . . ?
C26 C21 C22 C23 -1.5(4) . . . . ?
C2 C21 C22 C23 179.2(3) . . . . ?
C7A C11A C11 C10 -0.8(4) . . . . ?
N12 C11A C11 C10 178.7(2) . . . . ?
C6A O7 C7A C8 179.1(2) . . . . ?
C6A O7 C7A C11A -1.1(4) . . . . ?
C11 C11A C7A C8 -1.5(4) . . . . ?
N12 C11A C7A C8 178.9(2) . . . . ?
C11 C11A C7A O7 178.7(2) . . . . ?
N12 C11A C7A O7 -0.9(4) . . . . ?
N3 C3A C4 C5 179.6(2) . . . . ?
C008 C3A C4 C5 0.6(4) . . . . ?
O7 C6A C7 C5 -178.4(2) . . . . ?
C008 C6A C7 C5 1.1(4) . . . . ?
O7 C7A C8 C9 -178.5(2) . . . . ?
C11A C7A C8 C9 1.7(4) . . . . ?
C11A C11 C10 C9 2.9(4) . . . . ?
C11A C11 C10 C12 -176.4(3) . . . . ?
C3A C4 C5 C7 0.0(4) . . . . ?
C6A C7 C5 C4 -0.8(4) . . . . ?
C21 C22 C23 C24 2.1(4) . . . . ?
C7A C8 C9 C10 0.4(4) . . . . ?
C11 C10 C9 C8 -2.7(4) . . . . ?
C12 C10 C9 C8 176.6(3) . . . . ?
C22 C21 C26 C25 -0.5(5) . . . . ?
C2 C21 C26 C25 178.8(3) . . . . ?
C22 C23 C24 C25 -0.7(5) . . . . ?
C23 C24 C25 C26 -1.4(5) . . . . ?
C21 C26 C25 C24 2.0(5) . . . . ?
C19 C14 C15 C16 -2.9(5) . . . . ?
C13 C14 C15 C16 173.7(3) . . . . ?
C15 C14 C19 C18 2.4(6) . . . . ?
C13 C14 C19 C18 -174.3(3) . . . . ?
C14 C15 C16 C17 0.8(6) . . . . ?
C15 C16 C17 C18 1.8(6) . . . . ?
C16 C17 C18 C19 -2.3(7) . . . . ?
C14 C19 C18 C17 0.2(6) . . . . ?
