#------------------------------------------------------------------------------
#$Date: 2022-01-06 22:47:27 +0100 (jue 06 de ene de 2022) $
#$Revision: 271862 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/10/7061078.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_7061078
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         'C25 H16 N3 O'
_chemical_formula_sum            'C25 H16 N3 O'
_chemical_formula_weight         374.41
_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-2018/1
_audit_update_record
;
2020-06-03 deposited with the CCDC.	2021-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.476(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.5515(6)
_cell_length_b                   5.02080(10)
_cell_length_c                   18.0754(5)
_cell_measurement_reflns_used    13186
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      77.4080
_cell_measurement_theta_min      4.4670
_cell_volume                     1793.97(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.01(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0440
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            32411
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.053
_diffrn_reflns_theta_min         4.474
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.57a (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    1.386
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3393
_refine_ls_number_restraints     151
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0637
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0897P)²+1.4293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1753
_refine_ls_wR_factor_ref         0.1824
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2842
_reflns_number_total             3393
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05137g2.cif
_cod_data_source_block           1l_Ph
_cod_depositor_comments
'Adding full bibliography for 7061077--7061079.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061078
_shelx_shelxl_version_number     2018/1
_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 0.788
_oxdiff_exptl_absorpt_empirical_full_max 1.286
_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 0.11433(8) 0.4652(3) 0.24249(9) 0.0375(4) Uani 1 1 d . . . . .
N12 N 0.17895(9) 0.1300(3) 0.17044(10) 0.0319(4) Uani 1 1 d . . . . .
N1 N 0.21202(9) -0.0230(3) 0.13566(10) 0.0319(4) Uani 1 1 d . . . . .
N3 N 0.10902(9) -0.2697(3) 0.06724(10) 0.0335(4) Uani 1 1 d . . . . .
C3AA C 0.11148(11) 0.0977(4) 0.15429(12) 0.0315(5) Uani 1 1 d . . . . .
C2 C 0.17364(11) -0.2131(4) 0.08593(12) 0.0307(5) Uani 1 1 d . . . . .
C21 C 0.21107(11) -0.3753(4) 0.04817(12) 0.0314(5) Uani 1 1 d . . . . .
C11A C 0.21670(11) 0.3250(4) 0.22582(12) 0.0320(5) Uani 1 1 d . . . . .
C7A C 0.18205(11) 0.4897(4) 0.25963(12) 0.0341(5) Uani 1 1 d . . . . .
C3A C 0.07599(11) -0.1093(4) 0.10174(12) 0.0328(5) Uani 1 1 d . . . . .
C6A C 0.07906(12) 0.2621(4) 0.19055(13) 0.0345(5) Uani 1 1 d . . . . .
C11 C 0.28530(12) 0.3516(4) 0.24814(12) 0.0340(5) Uani 1 1 d . . . . .
H11 H 0.307468 0.239136 0.225743 0.041 Uiso 1 1 calc R U . . .
C10 C 0.32228(12) 0.5450(4) 0.30399(12) 0.0361(5) Uani 1 1 d . . . . .
C24 C 0.27864(12) -0.6917(4) -0.02239(13) 0.0377(5) Uani 1 1 d . . . . .
H24 H 0.301401 -0.799272 -0.045261 0.045 Uiso 1 1 calc R U . . .
C26 C 0.27973(11) -0.3438(4) 0.06934(13) 0.0366(5) Uani 1 1 d . . . . .
H26 H 0.303465 -0.216923 0.107663 0.044 Uiso 1 1 calc R U . . .
C9 C 0.28644(13) 0.7133(4) 0.33530(13) 0.0386(5) Uani 1 1 d . . . . .
H9 H 0.309729 0.845556 0.371825 0.046 Uiso 1 1 calc R U . . .
C8 C 0.21788(13) 0.6872(4) 0.31333(13) 0.0376(5) Uani 1 1 d . . . . .
H8 H 0.195418 0.802579 0.334559 0.045 Uiso 1 1 calc R U . . .
C23 C 0.21042(12) -0.7224(4) -0.04431(13) 0.0387(5) Uani 1 1 d . . . . .
H23 H 0.186864 -0.849100 -0.082786 0.046 Uiso 1 1 calc R U . . .
C22 C 0.17629(12) -0.5662(4) -0.00959(13) 0.0362(5) Uani 1 1 d . . . . .
H22 H 0.130001 -0.588595 -0.024840 0.043 Uiso 1 1 calc R U . . .
C6 C 0.01203(12) 0.2255(5) 0.17455(14) 0.0392(5) Uani 1 1 d . . . . .
H6 H -0.009724 0.335413 0.198118 0.047 Uiso 1 1 calc R U . . .
C12 C 0.39664(8) 0.5604(4) 0.33035(12) 0.0410(5) Uani 1 1 d DG U . . .
C17B C 0.43142(11) 0.7956(3) 0.36103(19) 0.0455(13) Uani 0.476(4) 1 d G U P A 2
H17B H 0.407858 0.947638 0.363954 0.055 Uiso 0.476(4) 1 calc R U P A 2
C16B C 0.50142(11) 0.8035(4) 0.3873(2) 0.0533(15) Uani 0.476(4) 1 d G U P A 2
H16B H 0.524694 0.960789 0.407854 0.064 Uiso 0.476(4) 1 calc R U P A 2
C15 C 0.53664(9) 0.5762(5) 0.38295(18) 0.0667(8) Uani 1 1 d G U . A .
H15 H 0.582292 0.608535 0.396055 0.080 Uiso 1 1 calc R U . B 1
C14B C 0.50185(11) 0.3411(4) 0.3523(2) 0.0566(16) Uani 0.476(4) 1 d G U P A 2
H14B H 0.525416 0.189007 0.349347 0.068 Uiso 0.476(4) 1 calc R U P A 2
C13B C 0.43185(11) 0.3332(4) 0.3260(2) 0.0469(14) Uani 0.476(4) 1 d G U P A 2
H13B H 0.408580 0.175850 0.305446 0.056 Uiso 0.476(4) 1 calc R U P A 2
C17A C 0.4385(3) 0.6236(10) 0.4169(3) 0.0551(14) Uani 0.524(4) 1 d D U P A 1
H17A H 0.417519 0.663352 0.451640 0.066 Uiso 0.524(4) 1 calc R U P A 1
C16A C 0.5088(3) 0.6231(11) 0.4456(3) 0.0654(16) Uani 0.524(4) 1 d . U P A 1
H16A H 0.536353 0.649976 0.499666 0.078 Uiso 0.524(4) 1 calc R U P A 1
C14A C 0.5020(3) 0.4981(11) 0.3162(3) 0.0549(13) Uani 0.524(4) 1 d . U P A 1
H14A H 0.522799 0.432623 0.283678 0.066 Uiso 0.524(4) 1 calc R U P A 1
C13A C 0.4328(2) 0.5030(10) 0.2870(3) 0.0465(12) Uani 0.524(4) 1 d . U P A 1
H13A H 0.409040 0.463214 0.232651 0.056 Uiso 0.524(4) 1 calc R U P A 1
C4 C 0.00783(11) -0.1440(4) 0.08624(13) 0.0374(5) Uani 1 1 d . . . . .
H4 H -0.016751 -0.278355 0.051512 0.045 Uiso 1 1 calc R U . . .
C25 C 0.31362(12) -0.4998(5) 0.03396(14) 0.0392(5) Uani 1 1 d . . . . .
H25 H 0.359709 -0.475610 0.048037 0.047 Uiso 1 1 calc R U . . .
C5 C -0.02343(12) 0.0206(5) 0.12232(14) 0.0405(5) Uani 1 1 d . . . . .
H5 H -0.068924 -0.005302 0.111651 0.049 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
C7A O7 C6A 117.70(16) . . ?
N1 N12 C3AA 122.69(17) . . ?
N1 N12 C11A 117.49(17) . . ?
C3AA N12 C11A 119.82(17) . . ?
C2 N1 N12 114.43(18) . . ?
C2 N3 C3A 116.04(18) . . ?
N12 C3AA C6A 120.90(19) . . ?
N12 C3AA C3A 118.32(18) . . ?
C6A C3AA C3A 120.8(2) . . ?
N3 C2 N1 128.73(19) . . ?
N3 C2 C21 118.14(18) . . ?
N1 C2 C21 113.13(18) . . ?
C26 C21 C22 118.85(19) . . ?
C26 C21 C2 121.75(19) . . ?
C22 C21 C2 119.4(2) . . ?
C11 C11A N12 121.77(19) . . ?
C11 C11A C7A 120.68(19) . . ?
N12 C11A C7A 117.5(2) . . ?
O7 C7A C8 117.88(19) . . ?
O7 C7A C11A 123.41(19) . . ?
C8 C7A C11A 118.7(2) . . ?
N3 C3A C4 122.0(2) . . ?
N3 C3A C3AA 119.75(19) . . ?
C4 C3A C3AA 118.26(19) . . ?
C6 C6A O7 119.27(19) . . ?
C6 C6A C3AA 120.2(2) . . ?
O7 C6A C3AA 120.5(2) . . ?
C11A C11 C10 121.1(2) . . ?
C11A C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C10 C9 117.5(2) . . ?
C11 C10 C12 120.1(2) . . ?
C9 C10 C12 122.44(19) . . ?
C23 C24 C25 119.8(2) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C21 C26 C25 120.6(2) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C8 C9 C10 121.7(2) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C8 C7A 120.3(2) . . ?
C9 C8 H8 119.8 . . ?
C7A C8 H8 119.8 . . ?
C24 C23 C22 120.5(2) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C6A C6 C5 119.2(2) . . ?
C6A C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C17B C12 C13B 120.0 . . ?
C13A C12 C10 127.4(3) . . ?
C17B C12 C10 121.02(15) . . ?
C13B C12 C10 118.96(15) . . ?
C13A C12 C17A 114.1(3) . . ?
C10 C12 C17A 118.2(3) . . ?
C12 C17B C16B 120.0 . . ?
C12 C17B H17B 120.0 . . ?
C16B C17B H17B 120.0 . . ?
C15 C16B C17B 120.0 . . ?
C15 C16B H16B 120.0 . . ?
C17B C16B H16B 120.0 . . ?
C16B C15 C14B 120.0 . . ?
C14A C15 C16A 122.3(4) . . ?
C14A C15 H15 118.9 . . ?
C16A C15 H15 118.9 . . ?
C13B C14B C15 120.0 . . ?
C13B C14B H14B 120.0 . . ?
C15 C14B H14B 120.0 . . ?
C14B C13B C12 120.0 . . ?
C14B C13B H13B 120.0 . . ?
C12 C13B H13B 120.0 . . ?
C16A C17A C12 120.2(5) . . ?
C16A C17A H17A 119.9 . . ?
C12 C17A H17A 119.9 . . ?
C17A C16A C15 115.1(4) . . ?
C17A C16A H16A 122.5 . . ?
C15 C16A H16A 122.5 . . ?
C15 C14A C13A 121.8(5) . . ?
C15 C14A H14A 119.1 . . ?
C13A C14A H14A 119.1 . . ?
C12 C13A C14A 125.2(4) . . ?
C12 C13A H13A 117.4 . . ?
C14A C13A H13A 117.4 . . ?
C5 C4 C3A 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3A C4 H4 119.9 . . ?
C24 C25 C26 119.9(2) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C4 C5 C6 121.3(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
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 C7A 1.371(3) . ?
O7 C6A 1.389(3) . ?
N12 N1 1.360(2) . ?
N12 C3AA 1.374(3) . ?
N12 C11A 1.405(3) . ?
N1 C2 1.346(3) . ?
N3 C2 1.326(3) . ?
N3 C3A 1.378(3) . ?
C3AA C6A 1.402(3) . ?
C3AA C3A 1.410(3) . ?
C2 C21 1.489(3) . ?
C21 C26 1.382(3) . ?
C21 C22 1.395(3) . ?
C11A C11 1.375(3) . ?
C11A C7A 1.406(3) . ?
C7A C8 1.388(3) . ?
C3A C4 1.392(3) . ?
C6A C6 1.368(3) . ?
C11 C10 1.399(3) . ?
C11 H11 0.9300 . ?
C10 C9 1.407(3) . ?
C10 C12 1.481(3) . ?
C24 C23 1.370(3) . ?
C24 C25 1.386(3) . ?
C24 H24 0.9300 . ?
C26 C25 1.389(3) . ?
C26 H26 0.9300 . ?
C9 C8 1.375(3) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C23 C22 1.385(3) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C6 C5 1.399(3) . ?
C6 H6 0.9300 . ?
C12 C13A 1.339(5) . ?
C12 C17B 1.3900 . ?
C12 C13B 1.3900 . ?
C12 C17A 1.496(5) . ?
C17B C16B 1.3900 . ?
C17B H17B 0.9300 . ?
C16B C15 1.3900 . ?
C16B H16B 0.9300 . ?
C15 C14A 1.203(6) . ?
C15 C14B 1.3900 . ?
C15 C16A 1.496(7) . ?
C15 H15 0.9300 . ?
C14B C13B 1.3900 . ?
C14B H14B 0.9300 . ?
C13B H13B 0.9300 . ?
C17A C16A 1.391(8) . ?
C17A H17A 0.9300 . ?
C16A H16A 0.9300 . ?
C14A C13A 1.370(7) . ?
C14A H14A 0.9300 . ?
C13A H13A 0.9300 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9300 . ?
C25 H25 0.9300 . ?
C5 H5 0.9300 . ?
