#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:56:11 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258156 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/76/1557672.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_1557672
loop_
_publ_author_name
'Wang, Haoran'
'Xing, Hao'
'Gong, Junyi'
'Zhang, Haoke'
'Zhang, Jun'
'Wei, Peifa'
'Yang, Guojian'
'Lam, Jacky W. Y.'
'Lu, Ran'
'Tang, Ben Zhong'
_publ_section_title
;
 “Living” luminogens: light driven ACQ-to-AIE transformation
 accompanied with solid-state actuation
;
_journal_issue                   6
_journal_name_full               'Materials Horizons'
_journal_page_first              1566
_journal_page_last               1572
_journal_paper_doi               10.1039/D0MH00447B
_journal_volume                  7
_journal_year                    2020
_chemical_formula_moiety         'C30 H18 F4 N2 O2'
_chemical_formula_sum            'C30 H18 F4 N2 O2'
_chemical_formula_weight         514.46
_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
_audit_creation_date             2019-07-23
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-23 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.3647(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.9258(2)
_cell_length_b                   11.10764(16)
_cell_length_c                   8.24353(13)
_cell_measurement_reflns_used    1242
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      26.246
_cell_measurement_theta_min      2.145
_cell_volume                     1160.36(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Image Plate'
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0116
_diffrn_reflns_av_unetI/netI     0.0113
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6028
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.420
_diffrn_reflns_theta_min         5.295
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2073
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0333
_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)+(0.0368P)²+0.6349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2007
_reflns_number_total             2073
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0mh00447b9.cif
_cod_data_source_block           ran2cult
_cod_depositor_comments
;Adding full bibliography for 1557668--1557673.cif.

 Adding full bibliography for 1557668--1557673.cif.
;
_cod_database_code               1557672
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C8(H8), C15(H15), C16(H16), C18(H18), C19(H19)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
F1 F 0.29311(6) 0.64528(7) -0.01505(9) 0.0242(2) Uani 1 1 d . . . . .
F2 F 0.07091(6) 0.35306(7) 0.14264(10) 0.0249(2) Uani 1 1 d . . . . .
O3 O -0.21410(7) 0.67602(8) 0.51126(11) 0.0200(2) Uani 1 1 d . . . . .
N4 N -0.22741(8) 0.51440(9) 0.34315(13) 0.0169(2) Uani 1 1 d . . . . .
C5 C 0.11547(10) 0.66099(11) 0.27182(15) 0.0164(3) Uani 1 1 d . . . . .
H5 H 0.092805 0.717762 0.343642 0.020 Uiso 1 1 calc R . . . .
C6 C 0.07486(9) 0.54459(11) 0.26359(14) 0.0137(3) Uani 1 1 d . . . . .
C7 C 0.18854(10) 0.69635(12) 0.17737(15) 0.0184(3) Uani 1 1 d . . . . .
H7 H 0.215623 0.776085 0.183826 0.022 Uiso 1 1 calc R . . . .
C8 C 0.18257(10) 0.49644(12) 0.05882(15) 0.0184(3) Uani 1 1 d . . . . .
H8 H 0.205090 0.440174 -0.013798 0.022 Uiso 1 1 calc R . . . .
C9 C -0.04848(9) 0.58293(10) 0.47896(15) 0.0141(3) Uani 1 1 d . . . . .
H9 H -0.016069 0.664952 0.484571 0.017 Uiso 1 1 calc R . . . .
C10 C 0.11022(10) 0.46667(11) 0.15459(15) 0.0164(3) Uani 1 1 d . . . . .
C11 C -0.16541(10) 0.58780(11) 0.43711(15) 0.0154(3) Uani 1 1 d . . . . .
C12 C -0.00046(9) 0.49692(11) 0.36564(14) 0.0135(3) Uani 1 1 d . . . . .
H12 H -0.058336 0.451251 0.292860 0.016 Uiso 1 1 calc R . . . .
C13 C -0.32930(10) 0.55469(11) 0.35073(15) 0.0177(3) Uani 1 1 d . . . . .
C14 C 0.22026(9) 0.61264(12) 0.07469(15) 0.0176(3) Uani 1 1 d . . . . .
C15 C -0.51473(11) 0.57301(14) 0.30821(19) 0.0286(3) Uani 1 1 d . . . . .
H15 H -0.583481 0.545944 0.259022 0.034 Uiso 1 1 calc R . . . .
C16 C -0.50420(11) 0.67302(14) 0.4125(2) 0.0308(3) Uani 1 1 d . . . . .
H16 H -0.565914 0.712295 0.431903 0.037 Uiso 1 1 calc R . . . .
C17 C -0.32047(10) 0.65401(12) 0.45431(16) 0.0195(3) Uani 1 1 d . . . . .
C18 C -0.42801(10) 0.51193(13) 0.27414(17) 0.0239(3) Uani 1 1 d . . . . .
H18 H -0.435583 0.444330 0.202171 0.029 Uiso 1 1 calc R . . . .
C19 C -0.40595(11) 0.71677(13) 0.48875(19) 0.0274(3) Uani 1 1 d . . . . .
H19 H -0.398058 0.785010 0.559590 0.033 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 0.0181 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'
F F 0.0727 0.0534 '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
C11 O3 C17 103.59(10) . . ?
C11 N4 C13 104.43(10) . . ?
C6 C5 C7 121.67(12) . . ?
C5 C6 C12 125.42(11) . . ?
C10 C6 C5 116.20(11) . . ?
C10 C6 C12 118.35(11) . . ?
C14 C7 C5 118.10(12) . . ?
C14 C8 C10 115.98(11) . . ?
C11 C9 C12 115.77(10) . 3_566 ?
C11 C9 C12 113.15(10) . . ?
C12 C9 C12 89.93(9) . 3_566 ?
F2 C10 C6 117.42(11) . . ?
F2 C10 C8 117.94(11) . . ?
C8 C10 C6 124.64(12) . . ?
O3 C11 C9 117.28(10) . . ?
N4 C11 O3 115.72(11) . . ?
N4 C11 C9 126.93(11) . . ?
C6 C12 C9 116.78(9) . 3_566 ?
C6 C12 C9 120.07(10) . . ?
C9 C12 C9 90.07(9) . 3_566 ?
C17 C13 N4 108.49(11) . . ?
C17 C13 C18 120.55(12) . . ?
C18 C13 N4 130.96(12) . . ?
F1 C14 C7 118.61(11) . . ?
F1 C14 C8 118.00(11) . . ?
C7 C14 C8 123.39(11) . . ?
C18 C15 C16 122.03(13) . . ?
C19 C16 C15 121.80(13) . . ?
O3 C17 C13 107.77(11) . . ?
C19 C17 O3 128.46(13) . . ?
C19 C17 C13 123.77(13) . . ?
C15 C18 C13 116.56(13) . . ?
C17 C19 C16 115.28(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
F1 C14 1.3565(14) . ?
F2 C10 1.3567(14) . ?
O3 C11 1.3717(15) . ?
O3 C17 1.3843(15) . ?
N4 C11 1.2893(17) . ?
N4 C13 1.4040(16) . ?
C5 C6 1.3920(17) . ?
C5 C7 1.3936(18) . ?
C6 C10 1.3883(17) . ?
C6 C12 1.5030(16) . ?
C7 C14 1.3733(19) . ?
C8 C10 1.3777(18) . ?
C8 C14 1.3766(18) . ?
C9 C11 1.4835(17) . ?
C9 C12 1.5489(16) . ?
C9 C12 1.5839(16) 3_566 ?
C13 C17 1.3859(19) . ?
C13 C18 1.3910(19) . ?
C15 C16 1.395(2) . ?
C15 C18 1.386(2) . ?
C16 C19 1.389(2) . ?
C17 C19 1.3824(18) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C17 C19 C16 179.91(13) . . . . ?
N4 C13 C17 O3 0.03(14) . . . . ?
N4 C13 C17 C19 179.58(12) . . . . ?
N4 C13 C18 C15 179.96(13) . . . . ?
C5 C6 C10 F2 -179.22(10) . . . . ?
C5 C6 C10 C8 1.14(18) . . . . ?
C5 C6 C12 C9 -100.53(14) . . . 3_566 ?
C5 C6 C12 C9 6.55(17) . . . . ?
C5 C7 C14 F1 -178.55(10) . . . . ?
C5 C7 C14 C8 0.90(19) . . . . ?
C6 C5 C7 C14 -0.12(18) . . . . ?
C7 C5 C6 C10 -0.83(17) . . . . ?
C7 C5 C6 C12 177.28(11) . . . . ?
C10 C6 C12 C9 -175.38(11) . . . . ?
C10 C6 C12 C9 77.54(14) . . . 3_566 ?
C10 C8 C14 F1 178.83(10) . . . . ?
C10 C8 C14 C7 -0.63(19) . . . . ?
C11 O3 C17 C13 0.15(13) . . . . ?
C11 O3 C17 C19 -179.37(13) . . . . ?
C11 N4 C13 C17 -0.22(13) . . . . ?
C11 N4 C13 C18 179.43(13) . . . . ?
C11 C9 C12 C6 120.40(11) . . . . ?
C11 C9 C12 C9 -118.18(11) . . . 3_566 ?
C12 C6 C10 F2 2.54(16) . . . . ?
C12 C6 C10 C8 -177.10(11) . . . . ?
C12 C9 C11 O3 -169.21(10) . . . . ?
C12 C9 C11 O3 88.97(13) 3_566 . . . ?
C12 C9 C11 N4 -87.81(15) 3_566 . . . ?
C12 C9 C11 N4 14.02(17) . . . . ?
C12 C9 C12 C6 -121.42(12) 3_566 . . . ?
C12 C9 C12 C9 0.001(0) 3_566 . . 3_566 ?
C13 N4 C11 O3 0.34(14) . . . . ?
C13 N4 C11 C9 177.16(11) . . . . ?
C13 C17 C19 C16 0.5(2) . . . . ?
C14 C8 C10 F2 179.92(10) . . . . ?
C14 C8 C10 C6 -0.44(19) . . . . ?
C15 C16 C19 C17 -0.3(2) . . . . ?
C16 C15 C18 C13 0.6(2) . . . . ?
C17 O3 C11 N4 -0.32(14) . . . . ?
C17 O3 C11 C9 -177.46(10) . . . . ?
C17 C13 C18 C15 -0.44(19) . . . . ?
C18 C13 C17 O3 -179.65(11) . . . . ?
C18 C13 C17 C19 -0.1(2) . . . . ?
C18 C15 C16 C19 -0.3(2) . . . . ?
