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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/1/57/38/1573861.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_1573861
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            'C18 H19 N O2'
_chemical_formula_weight         281.34
_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                 103.2440(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2305(4)
_cell_length_b                   16.3481(9)
_cell_length_c                   11.3549(6)
_cell_measurement_reflns_used    9822
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.78
_cell_volume                     1487.20(13)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297(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  0.0464
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            39731
_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         2.777
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             600
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2597
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0542
_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)+(0.0719P)²+0.5978P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1575
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2199
_reflns_number_total             2597
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nr00163c2.cif
_cod_data_source_block           test1_0ma_a
_cod_depositor_comments
'Adding full bibliography for 1573856--1573862.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1573861
_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
O1 O 0.36643(17) 0.28355(8) 0.26741(15) 0.0709(5) Uani 1 1 d . . . . .
O2 O 0.87712(17) 0.39549(10) 0.40518(16) 0.0744(5) Uani 1 1 d . . . . .
N1 N 0.62187(19) 0.34059(9) 0.33063(14) 0.0488(4) Uani 1 1 d . . . . .
C1 C 0.3729(2) 0.42668(11) 0.29872(15) 0.0454(4) Uani 1 1 d . . . . .
C2 C 0.4750(2) 0.49561(10) 0.33613(14) 0.0427(4) Uani 1 1 d . . . . .
C3 C 0.4003(3) 0.57380(11) 0.33705(16) 0.0517(5) Uani 1 1 d . . . . .
C4 C 0.2253(3) 0.58034(13) 0.29963(19) 0.0637(6) Uani 1 1 d . . . . .
H4 H 0.174763 0.631309 0.298596 0.076 Uiso 1 1 calc R U . . .
C5 C 0.1297(3) 0.51304(15) 0.2651(2) 0.0687(6) Uani 1 1 d . . . . .
H5 H 0.014273 0.518352 0.241390 0.082 Uiso 1 1 calc R U . . .
C6 C 0.2030(2) 0.43539(13) 0.26472(19) 0.0591(5) Uani 1 1 d . . . . .
H6 H 0.135854 0.389759 0.241313 0.071 Uiso 1 1 calc R U . . .
C7 C 0.4485(2) 0.34513(11) 0.29728(16) 0.0486(5) Uani 1 1 d . . . . .
C8 C 0.7277(2) 0.40644(11) 0.37272(17) 0.0499(5) Uani 1 1 d . . . . .
C9 C 0.6492(2) 0.48739(10) 0.37413(15) 0.0460(4) Uani 1 1 d . . . . .
C10 C 0.7468(3) 0.55452(12) 0.41453(18) 0.0588(5) Uani 1 1 d . . . . .
H10 H 0.861729 0.548679 0.441586 0.071 Uiso 1 1 calc R U . . .
C11 C 0.6729(3) 0.63183(12) 0.4149(2) 0.0672(6) Uani 1 1 d . . . . .
H11 H 0.739490 0.677068 0.441942 0.081 Uiso 1 1 calc R U . . .
C12 C 0.5056(3) 0.64137(12) 0.37631(19) 0.0635(6) Uani 1 1 d . . . . .
H12 H 0.459303 0.693316 0.375691 0.076 Uiso 1 1 calc R U . . .
C13 C 0.7018(3) 0.26008(11) 0.32677(18) 0.0563(5) Uani 1 1 d . . . . .
H13A H 0.811121 0.267885 0.310019 0.068 Uiso 1 1 calc R U . . .
H13B H 0.635280 0.227972 0.261327 0.068 Uiso 1 1 calc R U . . .
C14 C 0.7203(3) 0.21369(12) 0.44366(19) 0.0599(5) Uani 1 1 d . . . . .
H14A H 0.610979 0.195915 0.451891 0.072 Uiso 1 1 calc R U . . .
H14B H 0.765661 0.249966 0.510727 0.072 Uiso 1 1 calc R U . . .
C15 C 0.8334(3) 0.13948(12) 0.4504(2) 0.0623(6) Uani 1 1 d . . . . .
H15A H 0.804774 0.110095 0.374209 0.075 Uiso 1 1 calc R U . . .
H15B H 0.815056 0.103059 0.513498 0.075 Uiso 1 1 calc R U . . .
C16 C 1.0185(3) 0.16361(13) 0.4768(2) 0.0660(6) Uani 1 1 d . . . . .
H16A H 1.038560 0.193984 0.408098 0.079 Uiso 1 1 calc R U . . .
H16B H 1.041794 0.199928 0.546170 0.079 Uiso 1 1 calc R U . . .
C17 C 1.1380(3) 0.09343(14) 0.5015(2) 0.0685(6) Uani 1 1 d . . . . .
H17A H 1.118569 0.062630 0.569999 0.082 Uiso 1 1 calc R U . . .
H17B H 1.116907 0.057318 0.431872 0.082 Uiso 1 1 calc R U . . .
C18 C 1.3159(3) 0.12029(18) 0.5278(3) 0.0884(8) Uani 1 1 d . . . . .
H18A H 1.334226 0.153616 0.462490 0.133 Uiso 1 1 calc R U . . .
H18B H 1.387187 0.073154 0.536436 0.133 Uiso 1 1 calc R U . . .
H18C H 1.340642 0.151375 0.601505 0.133 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
C7 N1 C8 124.86(15) . . ?
C7 N1 C13 118.38(15) . . ?
C8 N1 C13 116.71(15) . . ?
C6 C1 C2 120.05(17) . . ?
C6 C1 C7 119.85(17) . . ?
C2 C1 C7 120.10(16) . . ?
C9 C2 C1 120.74(15) . . ?
C9 C2 C3 119.78(16) . . ?
C1 C2 C3 119.47(17) . . ?
C4 C3 C12 123.14(18) . . ?
C4 C3 C2 118.72(18) . . ?
C12 C3 C2 118.14(18) . . ?
C5 C4 C3 120.69(18) . . ?
C4 C5 C6 120.81(19) . . ?
C1 C6 C5 120.3(2) . . ?
O1 C7 N1 120.07(16) . . ?
O1 C7 C1 122.86(17) . . ?
N1 C7 C1 117.06(15) . . ?
O2 C8 N1 119.93(17) . . ?
O2 C8 C9 123.05(17) . . ?
N1 C8 C9 117.02(15) . . ?
C10 C9 C2 120.19(17) . . ?
C10 C9 C8 119.72(17) . . ?
C2 C9 C8 120.08(15) . . ?
C9 C10 C11 119.9(2) . . ?
C12 C11 C10 120.81(19) . . ?
C11 C12 C3 121.11(19) . . ?
N1 C13 C14 112.25(16) . . ?
C13 C14 C15 112.52(17) . . ?
C14 C15 C16 111.95(17) . . ?
C17 C16 C15 114.83(18) . . ?
C18 C17 C16 112.6(2) . . ?
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
O1 C7 1.217(2) . ?
O2 C8 1.213(2) . ?
N1 C7 1.392(2) . ?
N1 C8 1.399(2) . ?
N1 C13 1.476(2) . ?
C1 C6 1.370(3) . ?
C1 C2 1.412(2) . ?
C1 C7 1.473(2) . ?
C2 C9 1.406(2) . ?
C2 C3 1.419(2) . ?
C3 C4 1.410(3) . ?
C3 C12 1.412(3) . ?
C4 C5 1.357(3) . ?
C5 C6 1.406(3) . ?
C8 C9 1.474(3) . ?
C9 C10 1.375(2) . ?
C10 C11 1.403(3) . ?
C11 C12 1.355(3) . ?
C13 C14 1.506(3) . ?
C14 C15 1.521(3) . ?
C15 C16 1.535(3) . ?
C16 C17 1.495(3) . ?
C17 C18 1.491(3) . ?
