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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/04/8000438.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_8000438
loop_
_publ_author_name
'Chu, Xiaotong'
'Lu, Zhuoqun'
'Tang, Baolei'
'Liu, Bin'
'Ye, Kaiqi'
'Zhang, Hongyu'
_publ_section_title
;
 Engineering Mechanical Compliance of an Organic Compound toward Flexible
 Crystal Lasing Media.
;
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              5433
_journal_page_last               5438
_journal_paper_doi               10.1021/acs.jpclett.0c01545
_journal_year                    2020
_chemical_formula_moiety         'C17 H16 F N O2'
_chemical_formula_sum            'C17 H16 F N O2'
_chemical_formula_weight         285.31
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-05-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 111.525(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9130(7)
_cell_length_b                   11.7943(7)
_cell_length_c                   11.5984(6)
_cell_measurement_reflns_used    9985
_cell_measurement_temperature    104(2)
_cell_measurement_theta_max      29.599
_cell_measurement_theta_min      3.568
_cell_volume                     1388.73(14)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      104.04
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22674
_diffrn_reflns_theta_full        29.61
_diffrn_reflns_theta_max         29.61
_diffrn_reflns_theta_min         3.57
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             600
_refine_diff_density_max         2.194
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3884
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0849
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1409P)²+1.9486P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2365
_refine_ls_wR_factor_ref         0.2662
_reflns_number_gt                2937
_reflns_number_total             3884
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jz0c01545_si_004.cif
_cod_data_source_block           2
_cod_database_code               8000438
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C11(H11), C15(H15), C17(H17), C18(H18), C19(H19),
 C21(H21)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C16(H16A,H16B,H16C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 0.11359(17) 0.06304(14) 0.29443(15) 0.0308(4) Uani 1 d . . .
O2 O 0.26513(17) 0.10066(15) 0.50696(15) 0.0314(4) Uani 1 d . . .
H2 H 0.2188 0.0635 0.4443 0.047 Uiso 1 calc . . GR
C3 C -0.1431(2) 0.26859(19) -0.09925(18) 0.0238(4) Uani 1 d . . .
N4 N -0.2199(2) 0.29914(18) -0.21762(17) 0.0294(4) Uani 1 d . . .
C5 C 0.0991(2) 0.17011(19) 0.27197(19) 0.0231(4) Uani 1 d . . .
C6 C 0.0166(2) 0.20652(18) 0.14717(18) 0.0227(4) Uani 1 d . . .
C7 C -0.0806(2) 0.35192(19) -0.00873(19) 0.0248(4) Uani 1 d . . .
H7 H -0.0923 0.4300 -0.0302 0.030 Uiso 1 calc . . R
C8 C -0.0463(2) 0.12464(19) 0.05709(19) 0.0249(4) Uani 1 d . . .
H8 H -0.0350 0.0467 0.0793 0.030 Uiso 1 calc . . R
C9 C -0.1239(2) 0.1537(2) -0.06251(19) 0.0262(5) Uani 1 d . . .
H9 H -0.1649 0.0958 -0.1209 0.031 Uiso 1 calc . . R
C10 C 0.3208(2) 0.2863(2) 0.58678(19) 0.0251(4) Uani 1 d . . .
C11 C -0.0028(2) 0.3204(2) 0.11066(19) 0.0249(4) Uani 1 d . . .
H11 H 0.0387 0.3777 0.1696 0.030 Uiso 1 calc . . R
C12 C -0.2378(2) 0.4177(2) -0.2532(2) 0.0309(5) Uani 1 d . . .
H12A H -0.2562 0.4613 -0.1894 0.046 Uiso 1 calc . . GR
H12B H -0.3119 0.4253 -0.3324 0.046 Uiso 1 calc . . GR
H12C H -0.1575 0.4467 -0.2619 0.046 Uiso 1 calc . . GR
C13 C 0.2468(2) 0.2096(2) 0.48357(19) 0.0250(4) Uani 1 d . . .
F14 F 0.5018(2) 0.2674(2) 0.91702(16) 0.0631(6) Uani 1 d . . .
C15 C 0.1646(2) 0.24910(19) 0.36861(19) 0.0238(4) Uani 1 d . . .
H15 H 0.1518 0.3283 0.3541 0.029 Uiso 1 calc . . R
C16 C -0.2806(2) 0.2157(2) -0.3145(2) 0.0331(5) Uani 1 d . . .
H16A H -0.2231 0.1492 -0.3009 0.050 Uiso 1 calc . . GR
H16B H -0.2935 0.2490 -0.3955 0.050 Uiso 1 calc . . GR
H16C H -0.3660 0.1927 -0.3122 0.050 Uiso 1 calc . . GR
C17 C 0.3759(2) 0.2417(2) 0.7059(2) 0.0305(5) Uani 1 d . . .
H17 H 0.3658 0.1636 0.7205 0.037 Uiso 1 calc . . R
C18 C 0.4638(2) 0.4258(3) 0.7872(2) 0.0376(6) Uani 1 d . . .
H18 H 0.5120 0.4725 0.8556 0.045 Uiso 1 calc . . R
C19 C 0.3379(2) 0.4009(2) 0.5682(2) 0.0348(5) Uani 1 d . . .
H19 H 0.3008 0.4320 0.4872 0.042 Uiso 1 calc . . R
C20 C 0.4459(2) 0.3132(3) 0.8031(2) 0.0348(6) Uani 1 d . . .
C21 C 0.4093(3) 0.4704(3) 0.6677(2) 0.0405(6) Uani 1 d . . .
H21 H 0.4209 0.5484 0.6539 0.049 Uiso 1 calc . . R
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'
F F 0.0171 0.0103 '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
N4 C3 C7 120.8(2) . . ?
N4 C3 C9 121.6(2) . . ?
C9 C3 C7 117.64(18) . . ?
C3 N4 C12 120.55(19) . . ?
C3 N4 C16 122.2(2) . . ?
C12 N4 C16 117.13(18) . . ?
O1 C5 C6 118.30(19) . . ?
O1 C5 C15 119.42(19) . . ?
C15 C5 C6 122.28(19) . . ?
C8 C6 C5 119.4(2) . . ?
C11 C6 C5 123.44(19) . . ?
C11 C6 C8 117.16(19) . . ?
C11 C7 C3 120.5(2) . . ?
C9 C8 C6 122.1(2) . . ?
C8 C9 C3 120.7(2) . . ?
C17 C10 C13 118.7(2) . . ?
C17 C10 C19 119.1(2) . . ?
C19 C10 C13 122.1(2) . . ?
C7 C11 C6 121.9(2) . . ?
O2 C13 C10 115.71(19) . . ?
O2 C13 C15 121.6(2) . . ?
C15 C13 C10 122.7(2) . . ?
C13 C15 C5 119.7(2) . . ?
C20 C17 C10 119.0(2) . . ?
C20 C18 C21 118.1(2) . . ?
C10 C19 C21 120.5(2) . . ?
F14 C20 C17 117.9(3) . . ?
F14 C20 C18 119.1(2) . . ?
C18 C20 C17 123.0(2) . . ?
C18 C21 C19 120.3(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
O1 C5 1.287(3) . ?
O2 C13 1.313(3) . ?
C3 N4 1.368(3) . ?
C3 C7 1.417(3) . ?
C3 C9 1.413(3) . ?
N4 C12 1.451(3) . ?
N4 C16 1.458(3) . ?
C5 C6 1.461(3) . ?
C5 C15 1.431(3) . ?
C6 C8 1.403(3) . ?
C6 C11 1.401(3) . ?
C7 C11 1.383(3) . ?
C8 C9 1.377(3) . ?
C10 C13 1.481(3) . ?
C10 C17 1.391(3) . ?
C10 C19 1.392(4) . ?
C13 C15 1.386(3) . ?
F14 C20 1.349(3) . ?
C17 C20 1.391(3) . ?
C18 C20 1.365(4) . ?
C18 C21 1.396(4) . ?
C19 C21 1.397(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168344070
