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#$Date: 2025-04-05 06:33:29 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/38/1573859.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_1573859
loop_
_publ_author_name
'Meher, Niranjan'
'Khatun, Mst Nasima'
'Parui, Retwik'
'Iyer, Parameswar Krishnan'
_publ_section_title
;
 Non-conjugated alkyl chain engineering to tune condensed state
 photophysical and supramolecular assembly properties.
;
_journal_issue                   11
_journal_name_full               Nanoscale
_journal_page_first              6685
_journal_page_last               6694
_journal_paper_doi               10.1039/d5nr00163c
_journal_volume                  17
_journal_year                    2025
_chemical_formula_sum            'C12 H7 N O2'
_chemical_formula_weight         197.19
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-07-30 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.949(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0018(7)
_cell_length_b                   5.4073(3)
_cell_length_c                   15.6669(10)
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      4.01
_cell_volume                     881.52(9)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19135
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         3.917
_exptl_absorpt_coefficient_mu    0.103
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_description       Needle
_exptl_crystal_F_000             408
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.406
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.406
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0394
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1625
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1337
_reflns_number_total             1541
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nr00163c2.cif
_cod_data_source_block           PKI_RP_0m_a
_cod_depositor_comments
'Adding full bibliography for 1573856--1573862.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1573859
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O001 O 0.40870(9) 0.83551(18) 0.40533(7) 0.0533(4) Uani 1 1 d . . . . .
O002 O 0.82337(10) 0.69457(19) 0.56714(7) 0.0601(4) Uani 1 1 d . . . . .
N003 N 0.61570(10) 0.75355(19) 0.48476(7) 0.0412(4) Uani 1 1 d . . . . .
H003 H 0.612220 0.869291 0.521549 0.049 Uiso 1 1 calc R U . . .
C004 C 0.62331(11) 0.3697(2) 0.36893(8) 0.0340(4) Uani 1 1 d . . . . .
C005 C 0.62563(13) 0.1702(2) 0.31014(9) 0.0389(4) Uani 1 1 d . . . . .
C006 C 0.50945(11) 0.5103(2) 0.35119(8) 0.0365(4) Uani 1 1 d . . . . .
C007 C 0.73463(11) 0.4246(2) 0.44254(8) 0.0376(4) Uani 1 1 d . . . . .
C008 C 0.50486(11) 0.7114(2) 0.41372(8) 0.0377(4) Uani 1 1 d . . . . .
C009 C 0.73219(12) 0.6312(2) 0.50389(8) 0.0409(4) Uani 1 1 d . . . . .
C00A C 0.40574(12) 0.4627(3) 0.27675(8) 0.0456(4) Uani 1 1 d . . . . .
H00A H 0.332350 0.559827 0.264850 0.055 Uiso 1 1 calc R U . . .
C00B C 0.51582(13) 0.1242(3) 0.23566(9) 0.0466(4) Uani 1 1 d . . . . .
H00B H 0.516031 -0.007475 0.197516 0.056 Uiso 1 1 calc R U . . .
C00C C 0.40874(14) 0.2684(3) 0.21796(10) 0.0499(4) Uani 1 1 d . . . . .
H00C H 0.337946 0.238170 0.167119 0.060 Uiso 1 1 calc R U . . .
C00D C 0.84517(13) 0.2896(3) 0.45656(10) 0.0488(4) Uani 1 1 d . . . . .
H00D H 0.918359 0.328353 0.504589 0.059 Uiso 1 1 calc R U . . .
C00E C 0.74107(13) 0.0340(3) 0.32843(9) 0.0488(4) Uani 1 1 d . . . . .
H00E H 0.744060 -0.099302 0.291665 0.059 Uiso 1 1 calc R U . . .
C00F C 0.84794(13) 0.0935(3) 0.39859(10) 0.0532(5) Uani 1 1 d . . . . .
H00F H 0.923244 0.003546 0.408139 0.064 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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C008 N003 C009 127.57(11) . . ?
C007 C004 C006 121.64(12) . . ?
C007 C004 C005 119.59(12) . . ?
C006 C004 C005 118.76(12) . . ?
C00B C005 C00E 123.39(12) . . ?
C00B C005 C004 118.75(12) . . ?
C00E C005 C004 117.82(12) . . ?
C00A C006 C004 120.51(12) . . ?
C00A C006 C008 120.46(12) . . ?
C004 C006 C008 119.02(11) . . ?
C00D C007 C004 120.41(12) . . ?
C00D C007 C009 119.95(12) . . ?
C004 C007 C009 119.64(12) . . ?
O001 C008 N003 120.26(11) . . ?
O001 C008 C006 123.22(11) . . ?
N003 C008 C006 116.52(10) . . ?
O002 C009 N003 120.35(12) . . ?
O002 C009 C007 124.15(12) . . ?
N003 C009 C007 115.50(11) . . ?
C006 C00A C00C 120.68(12) . . ?
C00C C00B C005 121.43(12) . . ?
C00B C00C C00A 119.80(13) . . ?
C007 C00D C00F 120.16(13) . . ?
C00F C00E C005 121.57(13) . . ?
C00E C00F C00D 120.43(13) . . ?
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 C008 1.2234(15) . ?
O002 C009 1.2083(15) . ?
N003 C008 1.3771(15) . ?
N003 C009 1.3858(16) . ?
C004 C007 1.4145(17) . ?
C004 C006 1.4138(17) . ?
C004 C005 1.4240(18) . ?
C005 C00B 1.4026(18) . ?
C005 C00E 1.4145(18) . ?
C006 C00A 1.3654(16) . ?
C006 C008 1.4752(17) . ?
C007 C00D 1.3734(18) . ?
C007 C009 1.480(2) . ?
C00A C00C 1.4046(18) . ?
C00B C00C 1.3640(19) . ?
C00D C00F 1.403(2) . ?
C00E C00F 1.3619(18) . ?
