#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:34:05 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268695 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242546.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_7242546
loop_
_publ_author_name
'Shu, Yuanhong'
'Ye, Kaiqi'
'Yue, Yuan'
'Sun, Jingbo'
'Wang, Haoran'
'Zhong, Jiangbin'
'Yang, Xiqiao'
'Gao, Hongqiang'
'Lu, Ran'
_publ_section_title
;
 Fluorine as a robust balancer for tuning the reactivity of
 topo-photoreactions of chalcones and the photomechanical effects of
 molecular crystals
;
_journal_issue                   34
_journal_name_full               CrystEngComm
_journal_page_first              5856
_journal_page_last               5868
_journal_paper_doi               10.1039/D1CE00086A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C15 H11 F O'
_chemical_formula_sum            'C15 H11 F O'
_chemical_formula_weight         226.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-11 deposited with the CCDC.	2021-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.745(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.053(3)
_cell_length_b                   5.7339(8)
_cell_length_c                   8.0226(10)
_cell_measurement_reflns_used    5220
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.27
_cell_volume                     1146.7(3)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.976
_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  0.0526
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15932
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         3.269
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_description       needle
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.102
_refine_diff_density_min         -0.127
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details
;
 Flack x determined using 784 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2573
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0425
_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)+(0.0346P)²+0.1401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0787
_refine_ls_wR_factor_ref         0.0856
_reflns_Friedel_coverage         0.984
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.962
_reflns_number_gt                1978
_reflns_number_total             2573
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00086a31.cif
_cod_data_source_block           1FChH
_cod_depositor_comments
'Adding full bibliography for 7242537--7242549.cif.'
_cod_database_code               7242546
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.922
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C14(H14), C15(H15)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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
F1 F 0.29297(7) -0.0764(3) 0.4769(2) 0.0755(6) Uani 1 1 d . . . . .
O1 O 0.53156(9) 0.8885(4) 0.3169(3) 0.0776(8) Uani 1 1 d . . . . .
C1 C 0.70679(11) 0.7672(5) 0.6513(3) 0.0545(8) Uani 1 1 d . . . . .
H1 H 0.7419 0.7757 0.7008 0.065 Uiso 1 1 calc R . . . .
C2 C 0.68672(13) 0.9414(5) 0.5447(4) 0.0585(8) Uani 1 1 d . . . . .
H2 H 0.7083 1.0673 0.5223 0.070 Uiso 1 1 calc R . . . .
C3 C 0.63465(11) 0.9293(5) 0.4710(4) 0.0509(7) Uani 1 1 d . . . . .
H3 H 0.6212 1.0475 0.3993 0.061 Uiso 1 1 calc R . . . .
C4 C 0.60201(10) 0.7411(5) 0.5030(3) 0.0415(6) Uani 1 1 d . . . . .
C5 C 0.62285(11) 0.5672(5) 0.6104(4) 0.0500(7) Uani 1 1 d . . . . .
H5 H 0.6016 0.4402 0.6326 0.060 Uiso 1 1 calc R . . . .
C6 C 0.67505(12) 0.5808(5) 0.6848(4) 0.0560(8) Uani 1 1 d . . . . .
H6 H 0.6886 0.4638 0.7574 0.067 Uiso 1 1 calc R . . . .
C7 C 0.54617(11) 0.7356(5) 0.4173(3) 0.0482(7) Uani 1 1 d . . . . .
C8 C 0.50931(11) 0.5454(5) 0.4525(4) 0.0511(7) Uani 1 1 d . . . . .
H8 H 0.5220 0.4214 0.5200 0.061 Uiso 1 1 calc R . . . .
C9 C 0.45854(11) 0.5488(5) 0.3896(3) 0.0473(7) Uani 1 1 d . . . . .
H9 H 0.4483 0.6760 0.3219 0.057 Uiso 1 1 calc R . . . .
C10 C 0.41617(11) 0.3782(4) 0.4123(3) 0.0424(6) Uani 1 1 d . . . . .
C11 C 0.36354(11) 0.4296(5) 0.3480(3) 0.0515(7) Uani 1 1 d . . . . .
H11 H 0.3564 0.5681 0.2895 0.062 Uiso 1 1 calc R . . . .
C12 C 0.32176(12) 0.2770(5) 0.3700(4) 0.0563(8) Uani 1 1 d . . . . .
H12 H 0.2868 0.3114 0.3270 0.068 Uiso 1 1 calc R . . . .
C13 C 0.33339(12) 0.0761(5) 0.4562(4) 0.0519(8) Uani 1 1 d . . . . .
C14 C 0.38447(12) 0.0172(5) 0.5216(4) 0.0518(7) Uani 1 1 d . . . . .
H14 H 0.3911 -0.1220 0.5796 0.062 Uiso 1 1 calc R . . . .
C15 C 0.42568(11) 0.1700(5) 0.4989(3) 0.0465(7) Uani 1 1 d . . . . .
H15 H 0.4605 0.1330 0.5423 0.056 Uiso 1 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'
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
C6 C1 C2 120.2(3) . . ?
C1 C2 C3 120.0(3) . . ?
C2 C3 C4 120.5(3) . . ?
C3 C4 C7 118.1(2) . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 C7 123.2(2) . . ?
C6 C5 C4 120.6(3) . . ?
C1 C6 C5 119.9(3) . . ?
O1 C7 C4 119.5(2) . . ?
O1 C7 C8 120.3(3) . . ?
C8 C7 C4 120.2(2) . . ?
C9 C8 C7 120.9(3) . . ?
C8 C9 C10 128.5(3) . . ?
C11 C10 C9 118.7(2) . . ?
C15 C10 C9 123.0(2) . . ?
C15 C10 C11 118.3(3) . . ?
C12 C11 C10 121.0(3) . . ?
C13 C12 C11 118.2(3) . . ?
F1 C13 C14 118.1(3) . . ?
C12 C13 F1 118.8(3) . . ?
C12 C13 C14 123.1(3) . . ?
C13 C14 C15 118.2(3) . . ?
C14 C15 C10 121.2(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
F1 C13 1.361(3) . ?
O1 C7 1.222(3) . ?
C1 C2 1.377(4) . ?
C1 C6 1.375(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.393(4) . ?
C4 C5 1.385(4) . ?
C4 C7 1.496(3) . ?
C5 C6 1.384(4) . ?
C7 C8 1.474(4) . ?
C8 C9 1.321(4) . ?
C9 C10 1.469(4) . ?
C10 C11 1.398(4) . ?
C10 C15 1.389(4) . ?
C11 C12 1.389(4) . ?
C12 C13 1.360(4) . ?
C13 C14 1.376(4) . ?
C14 C15 1.380(4) . ?
