#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/75/7127549.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_7127549
loop_
_publ_author_name
'Abdollahi, Maryam F.'
'You, Jian'
'Wang, Tao'
'Zhao, Yuming'
_publ_section_title
;
 Molecular tuning of the crystallization-induced emission enhancement of
 diphenyl-dibenzofulvene luminogens.
;
_journal_issue                   4
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              484
_journal_page_last               487
_journal_paper_doi               10.1039/d0cc07013k
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C28 H22 O2'
_chemical_formula_sum            'C28 H22 O2'
_chemical_formula_weight         390.45
_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
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2020-07-17 deposited with the CCDC.	2020-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.8122(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.47670(10)
_cell_length_b                   21.0834(3)
_cell_length_c                   10.6676(2)
_cell_measurement_reflns_used    9761
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      72.23
_cell_measurement_theta_min      4.19
_cell_volume                     2029.23(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT (version 2014/5)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            87670
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.483
_diffrn_reflns_theta_min         4.194
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  0.9006
_exptl_absorpt_correction_T_min  0.7652
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (version 2016/2)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0028(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4015
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0353
_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)+(0.0467P)²+0.5156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1006
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3600
_reflns_number_total             4015
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07013k2.cif
_cod_data_source_block           mun1930
_cod_depositor_comments
'Adding full bibliography for 7127545--7127552.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7127549
_shelx_shelxl_version_number     2017/1
_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_min   0.893
_shelx_estimated_absorpt_t_max   0.941
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 0.64072(10) 0.30551(5) -0.05186(8) 0.0387(2) Uani 1 1 d . . . . .
O2 O 0.59295(13) 0.11172(4) 0.39668(10) 0.0475(3) Uani 1 1 d . . . . .
C1 C 0.57539(13) 0.34022(6) 0.38416(11) 0.0289(2) Uani 1 1 d . . . . .
C2 C 0.47728(12) 0.38483(5) 0.39423(11) 0.0281(2) Uani 1 1 d . . . . .
C3 C 0.44773(13) 0.44695(5) 0.32365(11) 0.0289(2) Uani 1 1 d . . . . .
C4 C 0.50946(14) 0.47605(6) 0.23512(12) 0.0354(3) Uani 1 1 d . . . . .
H4 H 0.587141 0.456019 0.210985 0.042 Uiso 1 1 calc R U . . .
C5 C 0.45537(16) 0.53494(6) 0.18270(13) 0.0404(3) Uani 1 1 d . . . . .
H5 H 0.497045 0.555014 0.122510 0.048 Uiso 1 1 calc R U . . .
C6 C 0.34182(17) 0.56482(6) 0.21669(14) 0.0430(3) Uani 1 1 d . . . . .
H6 H 0.305220 0.604543 0.178270 0.052 Uiso 1 1 calc R U . . .
C7 C 0.28153(16) 0.53702(6) 0.30641(13) 0.0393(3) Uani 1 1 d . . . . .
H7 H 0.204728 0.557617 0.330851 0.047 Uiso 1 1 calc R U . . .
C8 C 0.33526(13) 0.47858(6) 0.35993(11) 0.0305(3) Uani 1 1 d . . . . .
C9 C 0.29040(13) 0.43911(5) 0.45409(11) 0.0295(2) Uani 1 1 d . . . . .
C10 C 0.18522(14) 0.45069(6) 0.51792(13) 0.0363(3) Uani 1 1 d . . . . .
H10 H 0.132564 0.489696 0.505583 0.044 Uiso 1 1 calc R U . . .
C11 C 0.15856(14) 0.40427(7) 0.59992(13) 0.0379(3) Uani 1 1 d . . . . .
H11 H 0.088724 0.411761 0.645932 0.045 Uiso 1 1 calc R U . . .
C12 C 0.23383(14) 0.34676(6) 0.61498(13) 0.0370(3) Uani 1 1 d . . . . .
H12 H 0.212242 0.314803 0.669189 0.044 Uiso 1 1 calc R U . . .
C13 C 0.34013(14) 0.33512(6) 0.55220(12) 0.0333(3) Uani 1 1 d . . . . .
H13 H 0.390472 0.295568 0.563079 0.040 Uiso 1 1 calc R U . . .
C14 C 0.37179(12) 0.38225(5) 0.47310(11) 0.0279(2) Uani 1 1 d . . . . .
C21 C 0.66415(13) 0.34633(5) 0.29029(12) 0.0295(2) Uani 1 1 d . . . . .
C22 C 0.60351(13) 0.32490(5) 0.16102(11) 0.0298(3) Uani 1 1 d . . . . .
H22 H 0.505282 0.308710 0.132168 0.036 Uiso 1 1 calc R U . . .
C23 C 0.68761(13) 0.32740(6) 0.07481(12) 0.0313(3) Uani 1 1 d . . . . .
C24 C 0.82993(14) 0.35286(7) 0.11582(14) 0.0393(3) Uani 1 1 d . . . . .
H24 H 0.886382 0.355524 0.056169 0.047 Uiso 1 1 calc R U . . .
C25 C 0.88869(14) 0.37423(7) 0.24363(14) 0.0420(3) Uani 1 1 d . . . . .
H25 H 0.985693 0.391739 0.271416 0.050 Uiso 1 1 calc R U . . .
C26 C 0.80751(14) 0.37040(6) 0.33210(13) 0.0361(3) Uani 1 1 d . . . . .
H26 H 0.849740 0.384143 0.420502 0.043 Uiso 1 1 calc R U . . .
C27 C 0.49722(17) 0.27771(8) -0.09625(14) 0.0480(4) Uani 1 1 d . . . . .
H27A H 0.476498 0.263969 -0.187874 0.072 Uiso 1 1 calc R U . . .
H27B H 0.493285 0.241023 -0.041019 0.072 Uiso 1 1 calc R U . . .
H27C H 0.422991 0.309002 -0.090451 0.072 Uiso 1 1 calc R U . . .
C31 C 0.60942(13) 0.28049(6) 0.46309(12) 0.0295(3) Uani 1 1 d . . . . .
C32 C 0.58445(13) 0.22209(6) 0.39958(12) 0.0310(3) Uani 1 1 d . . . . .
H32 H 0.538596 0.220440 0.307021 0.037 Uiso 1 1 calc R U . . .
C33 C 0.62592(13) 0.16596(6) 0.47019(12) 0.0326(3) Uani 1 1 d . . . . .
C34 C 0.69361(13) 0.16775(6) 0.60545(13) 0.0346(3) Uani 1 1 d . . . . .
H34 H 0.723310 0.129630 0.653820 0.042 Uiso 1 1 calc R U . . .
C35 C 0.71724(14) 0.22608(6) 0.66899(12) 0.0367(3) Uani 1 1 d . . . . .
H35 H 0.761691 0.227554 0.761746 0.044 Uiso 1 1 calc R U . . .
C36 C 0.67715(14) 0.28212(6) 0.59951(12) 0.0354(3) Uani 1 1 d . . . . .
H36 H 0.695590 0.321632 0.644379 0.042 Uiso 1 1 calc R U . . .
C37 C 0.6517(3) 0.05384(7) 0.45957(19) 0.0679(5) Uani 1 1 d . . . . .
H37A H 0.620382 0.018738 0.396969 0.102 Uiso 1 1 calc R U . . .
H37B H 0.760177 0.056185 0.490171 0.102 Uiso 1 1 calc R U . . .
H37C H 0.615061 0.046685 0.534931 0.102 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 0.0181 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'
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
C23 O1 C27 117.18(10) . . ?
C33 O2 C37 117.35(12) . . ?
C2 C1 C31 125.28(11) . . ?
C2 C1 C21 122.34(10) . . ?
C31 C1 C21 112.38(10) . . ?
C1 C2 C14 128.06(11) . . ?
C1 C2 C3 126.74(11) . . ?
C14 C2 C3 105.17(9) . . ?
C4 C3 C8 119.14(11) . . ?
C4 C3 C2 132.35(11) . . ?
C8 C3 C2 108.52(10) . . ?
C5 C4 C3 118.96(12) . . ?
C6 C5 C4 121.28(12) . . ?
C7 C6 C5 120.32(12) . . ?
C6 C7 C8 118.88(12) . . ?
C7 C8 C3 121.38(11) . . ?
C7 C8 C9 129.80(12) . . ?
C3 C8 C9 108.81(10) . . ?
C10 C9 C14 121.53(11) . . ?
C10 C9 C8 129.68(11) . . ?
C14 C9 C8 108.78(10) . . ?
C11 C10 C9 118.79(12) . . ?
C10 C11 C12 120.15(12) . . ?
C11 C12 C13 121.29(12) . . ?
C12 C13 C14 119.15(12) . . ?
C13 C14 C9 118.99(11) . . ?
C13 C14 C2 132.28(11) . . ?
C9 C14 C2 108.68(10) . . ?
C26 C21 C22 120.10(11) . . ?
C26 C21 C1 120.71(11) . . ?
C22 C21 C1 119.13(10) . . ?
C23 C22 C21 119.66(11) . . ?
O1 C23 C22 124.22(11) . . ?
O1 C23 C24 115.57(11) . . ?
C22 C23 C24 120.21(11) . . ?
C25 C24 C23 119.69(12) . . ?
C24 C25 C26 120.76(12) . . ?
C21 C26 C25 119.53(12) . . ?
C32 C31 C36 118.94(11) . . ?
C32 C31 C1 119.77(10) . . ?
C36 C31 C1 121.09(11) . . ?
C31 C32 C33 120.73(11) . . ?
O2 C33 C34 124.78(11) . . ?
O2 C33 C32 115.03(11) . . ?
C34 C33 C32 120.19(11) . . ?
C33 C34 C35 119.04(11) . . ?
C36 C35 C34 121.16(12) . . ?
C35 C36 C31 119.94(12) . . ?
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 C23 1.3672(15) . ?
O1 C27 1.4223(17) . ?
O2 C33 1.3677(15) . ?
O2 C37 1.4215(18) . ?
C1 C2 1.3497(16) . ?
C1 C31 1.4943(16) . ?
C1 C21 1.4973(16) . ?
C2 C14 1.4915(16) . ?
C2 C3 1.4940(15) . ?
C3 C4 1.3959(17) . ?
C3 C8 1.4083(17) . ?
C4 C5 1.3934(18) . ?
C5 C6 1.388(2) . ?
C6 C7 1.386(2) . ?
C7 C8 1.3875(17) . ?
C8 C9 1.4640(17) . ?
C9 C10 1.3899(17) . ?
C9 C14 1.4063(16) . ?
C10 C11 1.3864(19) . ?
C11 C12 1.3910(19) . ?
C12 C13 1.3915(17) . ?
C13 C14 1.3944(16) . ?
C21 C26 1.3898(17) . ?
C21 C22 1.3969(17) . ?
C22 C23 1.3901(16) . ?
C23 C24 1.3920(18) . ?
C24 C25 1.381(2) . ?
C25 C26 1.3905(18) . ?
C31 C32 1.3903(17) . ?
C31 C36 1.3998(17) . ?
C32 C33 1.3933(17) . ?
C33 C34 1.3887(18) . ?
C34 C35 1.3889(19) . ?
C35 C36 1.3847(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
C31 C1 C2 C14 -6.82(19) . . . . ?
C21 C1 C2 C14 173.61(11) . . . . ?
C31 C1 C2 C3 175.63(11) . . . . ?
C21 C1 C2 C3 -3.95(18) . . . . ?
C1 C2 C3 C4 -1.4(2) . . . . ?
C14 C2 C3 C4 -179.41(12) . . . . ?
C1 C2 C3 C8 178.78(11) . . . . ?
C14 C2 C3 C8 0.77(12) . . . . ?
C8 C3 C4 C5 -1.56(18) . . . . ?
C2 C3 C4 C5 178.64(12) . . . . ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C4 C5 C6 C7 1.4(2) . . . . ?
C5 C6 C7 C8 -0.9(2) . . . . ?
C6 C7 C8 C3 -0.82(19) . . . . ?
C6 C7 C8 C9 -179.16(12) . . . . ?
C4 C3 C8 C7 2.05(17) . . . . ?
C2 C3 C8 C7 -178.11(11) . . . . ?
C4 C3 C8 C9 -179.30(10) . . . . ?
C2 C3 C8 C9 0.55(12) . . . . ?
C7 C8 C9 C10 -2.3(2) . . . . ?
C3 C8 C9 C10 179.23(12) . . . . ?
C7 C8 C9 C14 176.75(12) . . . . ?
C3 C8 C9 C14 -1.76(13) . . . . ?
C14 C9 C10 C11 -1.35(18) . . . . ?
C8 C9 C10 C11 177.55(12) . . . . ?
C9 C10 C11 C12 -1.46(19) . . . . ?
C10 C11 C12 C13 2.04(19) . . . . ?
C11 C12 C13 C14 0.22(19) . . . . ?
C12 C13 C14 C9 -2.96(17) . . . . ?
C12 C13 C14 C2 179.90(12) . . . . ?
C10 C9 C14 C13 3.58(17) . . . . ?
C8 C9 C14 C13 -175.53(10) . . . . ?
C10 C9 C14 C2 -178.66(10) . . . . ?
C8 C9 C14 C2 2.24(12) . . . . ?
C1 C2 C14 C13 -2.5(2) . . . . ?
C3 C2 C14 C13 175.50(12) . . . . ?
C1 C2 C14 C9 -179.83(11) . . . . ?
C3 C2 C14 C9 -1.86(12) . . . . ?
C2 C1 C21 C26 96.04(14) . . . . ?
C31 C1 C21 C26 -83.58(14) . . . . ?
C2 C1 C21 C22 -86.75(15) . . . . ?
C31 C1 C21 C22 93.63(13) . . . . ?
C26 C21 C22 C23 0.43(17) . . . . ?
C1 C21 C22 C23 -176.80(10) . . . . ?
C27 O1 C23 C22 -0.92(18) . . . . ?
C27 O1 C23 C24 178.49(12) . . . . ?
C21 C22 C23 O1 177.46(11) . . . . ?
C21 C22 C23 C24 -1.92(18) . . . . ?
O1 C23 C24 C25 -177.84(12) . . . . ?
C22 C23 C24 C25 1.6(2) . . . . ?
C23 C24 C25 C26 0.2(2) . . . . ?
C22 C21 C26 C25 1.37(19) . . . . ?
C1 C21 C26 C25 178.55(12) . . . . ?
C24 C25 C26 C21 -1.7(2) . . . . ?
C2 C1 C31 C32 119.63(13) . . . . ?
C21 C1 C31 C32 -60.76(14) . . . . ?
C2 C1 C31 C36 -65.48(17) . . . . ?
C21 C1 C31 C36 114.13(12) . . . . ?
C36 C31 C32 C33 0.03(18) . . . . ?
C1 C31 C32 C33 175.03(10) . . . . ?
C37 O2 C33 C34 -9.9(2) . . . . ?
C37 O2 C33 C32 171.01(14) . . . . ?
C31 C32 C33 O2 178.90(11) . . . . ?
C31 C32 C33 C34 -0.27(18) . . . . ?
O2 C33 C34 C35 -178.21(12) . . . . ?
C32 C33 C34 C35 0.87(18) . . . . ?
C33 C34 C35 C36 -1.25(19) . . . . ?
C34 C35 C36 C31 1.01(19) . . . . ?
C32 C31 C36 C35 -0.39(18) . . . . ?
C1 C31 C36 C35 -175.32(11) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 11661094
