#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/49/7234904.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_7234904
loop_
_publ_author_name
'Qiuhua Zhu'
'Weijie Yang'
'Sichao Zheng'
'Herman H. Y. Sung'
'Ian D. Williams'
'Shuwen Liu'
'Ben Zhong Tang'
_publ_section_title
;
 Reversible thermo-stimulus solid-state fluorescence-colour/on-off
 switching and uses as sensitive fluorescent thermometers in different
 temperature ranges
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              7383
_journal_page_last               7386
_journal_paper_doi               10.1039/C6TC01887D
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C28 H28 N2 O4'
_chemical_formula_weight         456.52
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 110.134(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.65524(16)
_cell_length_b                   26.2814(3)
_cell_length_c                   9.90428(18)
_cell_measurement_reflns_used    327
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      67
_cell_measurement_theta_min      5.05
_cell_volume                     2359.66(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            12628
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         67.00
_diffrn_reflns_theta_min         5.05
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_T_max  0.8852
_exptl_absorpt_correction_T_min  0.8622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0451P)²+0.4657P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0912
_reflns_number_gt                3638
_reflns_number_total             4205
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-7383.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7234904
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C30 C 0.44385(14) 0.16864(5) 0.18855(14) 0.0254(3) Uani 1 1 d . A .
O33 O 0.40758(11) 0.21171(4) 0.23871(11) 0.0338(2) Uani 1 1 d U . .
C33A C 0.3145(6) 0.24731(17) 0.1393(6) 0.0367(9) Uani 0.726(13) 1 d PU A 1
H33A H 0.3366 0.2470 0.0488 0.044 Uiso 0.726(13) 1 calc PR A 1
H33B H 0.3335 0.2820 0.1803 0.044 Uiso 0.726(13) 1 calc PR A 1
C34A C 0.1534(4) 0.2335(3) 0.1079(8) 0.0716(17) Uani 0.726(13) 1 d PU A 1
H34A H 0.0902 0.2591 0.0439 0.107 Uiso 0.726(13) 1 calc PR A 1
H34B H 0.1329 0.2324 0.1981 0.107 Uiso 0.726(13) 1 calc PR A 1
H34C H 0.1333 0.2001 0.0613 0.107 Uiso 0.726(13) 1 calc PR A 1
C33B C 0.2758(16) 0.2372(6) 0.1101(17) 0.047(2) Uani 0.274(13) 1 d PU A 2
H33C H 0.3135 0.2664 0.0698 0.057 Uiso 0.274(13) 1 calc PR A 2
H33D H 0.2333 0.2120 0.0323 0.057 Uiso 0.274(13) 1 calc PR A 2
C34B C 0.1663(12) 0.2538(5) 0.1657(14) 0.050(2) Uani 0.274(13) 1 d PU A 2
H34D H 0.0875 0.2713 0.0899 0.076 Uiso 0.274(13) 1 calc PR A 2
H34E H 0.2106 0.2773 0.2460 0.076 Uiso 0.274(13) 1 calc PR A 2
H34F H 0.1252 0.2244 0.1997 0.076 Uiso 0.274(13) 1 calc PR A 2
O26 O 0.67315(10) 0.21656(4) 0.18284(10) 0.0307(2) Uani 1 1 d . . .
O29 O 0.89879(10) 0.20463(4) 0.34817(11) 0.0323(2) Uani 1 1 d . . .
N1 N 0.50888(11) 0.09477(4) 0.34547(11) 0.0219(2) Uani 1 1 d . A .
O34 O 0.39319(11) 0.15287(4) 0.06786(10) 0.0355(2) Uani 1 1 d . . .
N3 N 0.74176(11) 0.08364(4) 0.53602(11) 0.0225(2) Uani 1 1 d . A .
C5 C 0.70461(14) 0.15170(5) 0.35496(13) 0.0227(3) Uani 1 1 d . A .
C25 C 0.76910(14) 0.19339(5) 0.29806(14) 0.0235(3) Uani 1 1 d . . .
C8 C 0.26296(14) 0.11995(5) 0.33710(14) 0.0264(3) Uani 1 1 d . A .
H8 H 0.3017 0.1513 0.3820 0.032 Uiso 1 1 calc R . .
C6 C 0.55947(13) 0.13907(4) 0.30541(13) 0.0218(3) Uani 1 1 d . . .
C14 C 0.58101(15) 0.09642(5) 0.68202(14) 0.0289(3) Uani 1 1 d . A .
H14 H 0.4975 0.0845 0.6054 0.035 Uiso 1 1 calc R . .
C4 C 0.81503(13) 0.11940(5) 0.46839(13) 0.0235(3) Uani 1 1 d . . .
H4A H 0.8760 0.1001 0.4236 0.028 Uiso 1 1 calc R A .
H4B H 0.8815 0.1418 0.5431 0.028 Uiso 1 1 calc R . .
C20 C 0.63594(14) 0.03227(5) 0.18360(14) 0.0258(3) Uani 1 1 d . . .
H20 H 0.5674 0.0584 0.1389 0.031 Uiso 1 1 calc R . .
C2 C 0.62207(13) 0.05782(4) 0.42744(13) 0.0217(3) Uani 1 1 d . . .
H2 H 0.5749 0.0342 0.4779 0.026 Uiso 1 1 calc R A .
C19 C 0.68162(13) 0.02580(5) 0.33113(13) 0.0229(3) Uani 1 1 d . A .
C12 C 0.30052(14) 0.03669(5) 0.25428(13) 0.0248(3) Uani 1 1 d . A .
H12 H 0.3646 0.0112 0.2412 0.030 Uiso 1 1 calc R . .
C18 C 0.83740(16) 0.11817(5) 0.77742(15) 0.0306(3) Uani 1 1 d . A .
H18 H 0.9314 0.1207 0.7670 0.037 Uiso 1 1 calc R . .
C7 C 0.35679(13) 0.08381(5) 0.31233(13) 0.0217(2) Uani 1 1 d . . .
C13 C 0.71679(14) 0.10017(4) 0.66289(13) 0.0242(3) Uani 1 1 d . . .
C11 C 0.15057(15) 0.02710(5) 0.21568(15) 0.0306(3) Uani 1 1 d . . .
H11 H 0.1121 -0.0050 0.1761 0.037 Uiso 1 1 calc R A .
C24 C 0.78270(15) -0.01249(5) 0.39497(15) 0.0294(3) Uani 1 1 d . . .
H24 H 0.8159 -0.0169 0.4963 0.035 Uiso 1 1 calc R A .
C9 C 0.11319(15) 0.11028(5) 0.29638(16) 0.0325(3) Uani 1 1 d . . .
H9 H 0.0491 0.1354 0.3109 0.039 Uiso 1 1 calc R A .
C27 C 0.72687(17) 0.25854(5) 0.11924(16) 0.0359(3) Uani 1 1 d . . .
H27A H 0.6666 0.2613 0.0160 0.043 Uiso 1 1 calc R . .
H27B H 0.8302 0.2519 0.1268 0.043 Uiso 1 1 calc R . .
C21 C 0.69009(14) 0.00065(5) 0.10046(14) 0.0303(3) Uani 1 1 d . A .
H21 H 0.6593 0.0057 -0.0006 0.036 Uiso 1 1 calc R . .
C22 C 0.78817(15) -0.03793(5) 0.16352(15) 0.0319(3) Uani 1 1 d . . .
H22 H 0.8230 -0.0599 0.1061 0.038 Uiso 1 1 calc R A .
C23 C 0.83524(16) -0.04419(5) 0.31159(16) 0.0349(3) Uani 1 1 d . A .
H23 H 0.9038 -0.0703 0.3560 0.042 Uiso 1 1 calc R . .
C10 C 0.05635(14) 0.06412(6) 0.23458(15) 0.0334(3) Uani 1 1 d . A .
H10 H -0.0467 0.0578 0.2052 0.040 Uiso 1 1 calc R . .
C17 C 0.82095(19) 0.13232(6) 0.90619(16) 0.0406(4) Uani 1 1 d . . .
H17 H 0.9036 0.1448 0.9827 0.049 Uiso 1 1 calc R A .
C15 C 0.56627(17) 0.10995(5) 0.81254(16) 0.0361(3) Uani 1 1 d . . .
H15 H 0.4734 0.1064 0.8248 0.043 Uiso 1 1 calc R A .
C16 C 0.6853(2) 0.12839(6) 0.92401(16) 0.0420(4) Uani 1 1 d . A .
H16 H 0.6744 0.1383 1.0121 0.050 Uiso 1 1 calc R . .
C28 C 0.7193(2) 0.30749(6) 0.1936(2) 0.0510(4) Uani 1 1 d . . .
H28A H 0.7440 0.3358 0.1416 0.076 Uiso 1 1 calc R . .
H28B H 0.7897 0.3065 0.2923 0.076 Uiso 1 1 calc R . .
H28C H 0.6193 0.3122 0.1955 0.076 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'
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
O34 C30 O33 126.65(12) . .
O34 C30 C6 121.62(12) . .
O33 C30 C6 111.72(11) . .
C30 O33 C33A 118.9(2) . .
C30 O33 C33B 107.3(6) . .
C33A O33 C33B 16.5(6) . .
O33 C33A C34A 109.9(3) . .
C34B C33B O33 108.3(11) . .
C25 O26 C27 117.92(10) . .
C6 N1 C7 123.23(10) . .
C6 N1 C2 116.51(10) . .
C7 N1 C2 120.26(10) . .
C13 N3 C2 117.60(10) . .
C13 N3 C4 117.43(10) . .
C2 N3 C4 110.34(9) . .
C6 C5 C25 124.50(11) . .
C6 C5 C4 120.44(11) . .
C25 C5 C4 114.87(11) . .
O29 C25 O26 123.36(12) . .
O29 C25 C5 122.66(12) . .
O26 C25 C5 113.94(11) . .
C9 C8 C7 120.10(12) . .
C5 C6 N1 121.92(11) . .
C5 C6 C30 123.22(11) . .
N1 C6 C30 114.42(10) . .
C13 C14 C15 120.66(13) . .
N3 C4 C5 111.73(10) . .
C19 C20 C21 120.20(12) . .
N3 C2 N1 110.50(9) . .
N3 C2 C19 110.29(10) . .
N1 C2 C19 112.68(10) . .
C20 C19 C24 119.15(12) . .
C20 C19 C2 122.73(11) . .
C24 C19 C2 118.09(11) . .
C11 C12 C7 119.76(12) . .
C17 C18 C13 120.57(14) . .
C8 C7 C12 119.61(12) . .
C8 C7 N1 120.34(11) . .
C12 C7 N1 120.06(11) . .
C14 C13 C18 118.29(12) . .
C14 C13 N3 123.46(12) . .
C18 C13 N3 118.13(12) . .
C12 C11 C10 120.38(13) . .
C23 C24 C19 120.45(13) . .
C8 C9 C10 120.34(13) . .
O26 C27 C28 110.78(13) . .
C22 C21 C20 120.62(13) . .
C21 C22 C23 119.29(13) . .
C24 C23 C22 120.28(13) . .
C9 C10 C11 119.70(12) . .
C16 C17 C18 120.62(14) . .
C16 C15 C14 120.59(14) . .
C15 C16 C17 119.25(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C30 O34 1.1989(17) .
C30 O33 1.3305(16) .
C30 C6 1.5166(17) .
O33 C33A 1.430(5) .
O33 C33B 1.604(13) .
C33A C34A 1.521(7) .
C33B C34B 1.420(19) .
O26 C25 1.3429(16) .
O26 C27 1.4519(16) .
O29 C25 1.2139(16) .
N1 C6 1.3729(16) .
N1 C7 1.4197(15) .
N1 C2 1.4784(15) .
N3 C13 1.4264(16) .
N3 C2 1.4480(15) .
N3 C4 1.4692(16) .
C5 C6 1.3570(18) .
C5 C25 1.4654(17) .
C5 C4 1.5149(17) .
C8 C9 1.3844(19) .
C8 C7 1.3914(18) .
C14 C13 1.3911(19) .
C14 C15 1.394(2) .
C20 C19 1.3838(18) .
C20 C21 1.3923(19) .
C2 C19 1.5253(17) .
C19 C24 1.3927(18) .
C12 C11 1.3873(18) .
C12 C7 1.3944(18) .
C18 C17 1.389(2) .
C18 C13 1.3990(19) .
C11 C10 1.388(2) .
C24 C23 1.386(2) .
C9 C10 1.384(2) .
C27 C28 1.496(2) .
C21 C22 1.381(2) .
C22 C23 1.388(2) .
C17 C16 1.384(2) .
C15 C16 1.379(2) .
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
O34 C30 O33 C33A -9.3(3) . . . .
C6 C30 O33 C33A 172.0(2) . . . .
O34 C30 O33 C33B 3.5(6) . . . .
C6 C30 O33 C33B -175.3(6) . . . .
C30 O33 C33A C34A 85.7(6) . . . .
C33B O33 C33A C34A 38(3) . . . .
C30 O33 C33B C34B 135.0(12) . . . .
C33A O33 C33B C34B -88(3) . . . .
C27 O26 C25 O29 -2.63(18) . . . .
C27 O26 C25 C5 179.74(11) . . . .
C6 C5 C25 O29 177.58(12) . . . .
C4 C5 C25 O29 -7.44(17) . . . .
C6 C5 C25 O26 -4.76(18) . . . .
C4 C5 C25 O26 170.22(10) . . . .
C25 C5 C6 N1 168.83(11) . . . .
C4 C5 C6 N1 -5.89(18) . . . .
C25 C5 C6 C30 -3.17(19) . . . .
C4 C5 C6 C30 -177.88(11) . . . .
C7 N1 C6 C5 170.77(11) . . . .
C2 N1 C6 C5 -8.99(17) . . . .
C7 N1 C6 C30 -16.58(16) . . . .
C2 N1 C6 C30 163.66(10) . . . .
O34 C30 C6 C5 104.14(15) . . . .
O33 C30 C6 C5 -77.06(15) . . . .
O34 C30 C6 N1 -68.40(16) . . . .
O33 C30 C6 N1 110.40(12) . . . .
C13 N3 C4 C5 -91.59(13) . . . .
C2 N3 C4 C5 46.92(13) . . . .
C6 C5 C4 N3 -13.57(16) . . . .
C25 C5 C4 N3 171.23(10) . . . .
C13 N3 C2 N1 76.36(13) . . . .
C4 N3 C2 N1 -62.07(12) . . . .
C13 N3 C2 C19 -158.39(10) . . . .
C4 N3 C2 C19 63.18(12) . . . .
C6 N1 C2 N3 43.16(14) . . . .
C7 N1 C2 N3 -136.61(11) . . . .
C6 N1 C2 C19 -80.72(13) . . . .
C7 N1 C2 C19 99.51(12) . . . .
C21 C20 C19 C24 0.33(19) . . . .
C21 C20 C19 C2 -177.61(11) . . . .
N3 C2 C19 C20 -122.32(12) . . . .
N1 C2 C19 C20 1.68(16) . . . .
N3 C2 C19 C24 59.71(14) . . . .
N1 C2 C19 C24 -176.29(11) . . . .
C9 C8 C7 C12 -3.85(19) . . . .
C9 C8 C7 N1 175.99(12) . . . .
C11 C12 C7 C8 2.94(18) . . . .
C11 C12 C7 N1 -176.89(11) . . . .
C6 N1 C7 C8 -47.62(17) . . . .
C2 N1 C7 C8 132.13(12) . . . .
C6 N1 C7 C12 132.21(12) . . . .
C2 N1 C7 C12 -48.03(16) . . . .
C15 C14 C13 C18 -0.44(19) . . . .
C15 C14 C13 N3 175.45(12) . . . .
C17 C18 C13 C14 -0.6(2) . . . .
C17 C18 C13 N3 -176.71(12) . . . .
C2 N3 C13 C14 -5.32(17) . . . .
C4 N3 C13 C14 130.17(12) . . . .
C2 N3 C13 C18 170.57(11) . . . .
C4 N3 C13 C18 -53.94(15) . . . .
C7 C12 C11 C10 0.0(2) . . . .
C20 C19 C24 C23 -1.0(2) . . . .
C2 C19 C24 C23 177.09(12) . . . .
C7 C8 C9 C10 1.8(2) . . . .
C25 O26 C27 C28 -85.96(15) . . . .
C19 C20 C21 C22 0.9(2) . . . .
C20 C21 C22 C23 -1.5(2) . . . .
C19 C24 C23 C22 0.3(2) . . . .
C21 C22 C23 C24 0.9(2) . . . .
C8 C9 C10 C11 1.1(2) . . . .
C12 C11 C10 C9 -2.0(2) . . . .
C13 C18 C17 C16 0.7(2) . . . .
C13 C14 C15 C16 1.5(2) . . . .
C14 C15 C16 C17 -1.4(2) . . . .
C18 C17 C16 C15 0.4(2) . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168304220
