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#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/84/7118486.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_7118486
loop_
_publ_author_name
'Feng, Qi'
'Li, Yuanyuan'
'Wang, Lili'
'Li, Chen'
'Wang, Jinmin'
'Liu, Yuanyuan'
'Li, Kai'
'Hou, Hongwei'
_publ_section_title
;
 Multiple-color aggregation-induced emission (AIE) molecules as
 chemodosimeters for pH sensing.
;
_journal_issue                   15
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3123
_journal_page_last               3126
_journal_paper_doi               10.1039/c5cc10423h
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C15 H15 Cl N2 O'
_chemical_formula_weight         274.74
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-10-31 deposited with the CCDC.
2016-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0936(12)
_cell_length_b                   8.4244(17)
_cell_length_c                   26.374(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1353.9(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            4861
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.275
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             576
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.64(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.1296
_refine_ls_R_factor_gt           0.0888
_refine_ls_shift/su_max          0.071
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0308P)²+0.9255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1309
_refine_ls_wR_factor_ref         0.1505
_reflns_number_gt                1706
_reflns_number_total             2524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc10423h2.cif
_cod_data_source_block           o
_cod_depositor_comments
'Adding full bibliography for 7118486--7118488.cif.'
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7118486
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
Cl1 Cl 0.5332(3) 0.5967(2) 0.23997(6) 0.0712(5) Uani 1 1 d .
C6 C 0.2375(9) 0.2987(6) 0.1419(2) 0.0405(13) Uani 1 1 d .
O1 O -0.1141(7) 0.1729(6) 0.14705(15) 0.0659(13) Uani 1 1 d .
H1 H -0.0781 0.1484 0.1181 0.099 Uiso 1 1 calc R
N1 N 0.1484(7) 0.1345(5) 0.07222(16) 0.0425(12) Uani 1 1 d .
C5 C 0.0396(9) 0.2714(6) 0.16722(19) 0.0413(13) Uani 1 1 d .
C15 C 0.0706(9) -0.3319(7) -0.1207(2) 0.0657(19) Uani 1 1 d .
H5A H 0.0489 -0.4050 -0.0932 0.099 Uiso 1 1 calc R
H5B H 0.1154 -0.3892 -0.1504 0.099 Uiso 1 1 calc R
H5C H -0.0641 -0.2769 -0.1275 0.099 Uiso 1 1 calc R
C1 C 0.3923(9) 0.3998(7) 0.16478(19) 0.0465(14) Uani 1 1 d .
H6 H 0.5260 0.4194 0.1490 0.056 Uiso 1 1 calc R
C3 C 0.1484(10) 0.4434(6) 0.2351(2) 0.0475(15) Uani 1 1 d .
H7 H 0.1187 0.4932 0.2658 0.057 Uiso 1 1 calc R
N2 N 0.2392(7) -0.2182(6) -0.10706(17) 0.0499(13) Uani 1 1 d .
C4 C -0.0040(10) 0.3428(6) 0.21369(19) 0.0486(15) Uani 1 1 d .
H9 H -0.1357 0.3227 0.2303 0.058 Uiso 1 1 calc R
C2 C 0.3450(10) 0.4697(6) 0.2107(2) 0.0448(14) Uani 1 1 d .
C11 C 0.2150(9) -0.1266(6) -0.0643(2) 0.0413(14) Uani 1 1 d .
C9 C 0.0148(9) -0.0440(6) 0.00976(19) 0.0472(15) Uani 1 1 d .
H12 H -0.1103 -0.0524 0.0298 0.057 Uiso 1 1 calc R
C12 C 0.3813(9) -0.0227(6) -0.04859(19) 0.0466(15) Uani 1 1 d .
H13 H 0.5070 -0.0137 -0.0684 0.056 Uiso 1 1 calc R
C8 C 0.1803(9) 0.0556(6) 0.0253(2) 0.0394(13) Uani 1 1 d .
C7 C 0.2883(10) 0.2266(7) 0.09329(19) 0.0436(14) Uani 1 1 d .
H15 H 0.4219 0.2472 0.0775 0.052 Uiso 1 1 calc R
C13 C 0.3660(9) 0.0662(7) -0.00514(19) 0.0475(15) Uani 1 1 d .
H16 H 0.4801 0.1337 0.0040 0.057 Uiso 1 1 calc R
C10 C 0.0265(9) -0.1320(6) -0.03428(19) 0.0482(15) Uani 1 1 d .
H17 H -0.0915 -0.1951 -0.0440 0.058 Uiso 1 1 calc R
C14 C 0.4434(10) -0.2253(7) -0.1348(2) 0.0612(17) Uani 1 1 d .
H18A H 0.4677 -0.1260 -0.1517 0.092 Uiso 1 1 calc R
H18B H 0.4364 -0.3092 -0.1593 0.092 Uiso 1 1 calc R
H18C H 0.5618 -0.2452 -0.1116 0.092 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'
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'
Cl Cl 0.1484 0.1585 '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
C5 C6 C1 118.2(5)
C5 C6 C7 122.5(5)
C1 C6 C7 119.3(5)
C7 N1 C8 124.9(5)
O1 C5 C4 118.5(5)
O1 C5 C6 120.5(5)
C4 C5 C6 121.0(5)
C2 C1 C6 119.7(5)
C4 C3 C2 119.7(5)
C11 N2 C14 122.0(5)
C11 N2 C15 119.9(5)
C14 N2 C15 117.2(5)
C3 C4 C5 119.9(5)
C1 C2 C3 121.5(5)
C1 C2 Cl1 120.8(5)
C3 C2 Cl1 117.6(4)
N2 C11 C10 122.4(5)
N2 C11 C12 121.1(5)
C10 C11 C12 116.6(5)
C8 C9 C10 122.8(5)
C13 C12 C11 122.6(5)
C9 C8 C13 117.7(5)
C9 C8 N1 116.5(5)
C13 C8 N1 125.8(5)
N1 C7 C6 119.7(5)
C12 C13 C8 120.2(5)
C9 C10 C11 120.2(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C2 1.747(6)
C6 C5 1.398(7)
C6 C1 1.407(7)
C6 C7 1.452(7)
O1 C5 1.360(6)
N1 C7 1.280(6)
N1 C8 1.418(6)
C5 C4 1.391(7)
C15 N2 1.450(7)
C1 C2 1.378(7)
C3 C4 1.378(7)
C3 C2 1.377(7)
N2 C11 1.374(6)
N2 C14 1.444(7)
C11 C10 1.397(7)
C11 C12 1.402(7)
C9 C8 1.374(7)
C9 C10 1.380(6)
C12 C13 1.372(7)
C8 C13 1.390(7)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N1 0.82 1.84 2.561(5) 146.0
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 135774250
