#------------------------------------------------------------------------------
#$Date: 2025-08-22 16:55:42 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301864 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/13/7211310.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_7211310
loop_
_publ_author_name
'Yan, Dongpeng'
'Fan, Guoling'
'Guan, Yan'
'Meng, Qingyun'
'Li, Congju'
'Wang, Jiaona'
_publ_section_title
;
 Tuning solid-state blue and red luminescence by the formation of solvate
 crystals.
;
_journal_issue                   45
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              19845
_journal_page_last               19852
_journal_paper_doi               10.1039/c3cp53929f
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C24 H16 N2 O2, 2(C H Cl3)'
_chemical_formula_sum            'C26 H18 Cl6 N2 O2'
_chemical_formula_weight         603.12
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                70.264(2)
_cell_angle_beta                 89.299(2)
_cell_angle_gamma                82.447(3)
_cell_formula_units_Z            1
_cell_length_a                   5.6826(3)
_cell_length_b                   10.3721(6)
_cell_length_c                   12.1384(9)
_cell_measurement_reflns_used    4197
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      22.46
_cell_measurement_theta_min      1.00
_cell_volume                     667.18(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4389
_diffrn_reflns_theta_full        22.46
_diffrn_reflns_theta_max         22.46
_diffrn_reflns_theta_min         3.57
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_correction_T_min  0.502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0433
_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)+(0.0717P)²+0.0249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1177
_refine_ls_wR_factor_ref         0.1230
_reflns_number_gt                1308
_reflns_number_total             1704
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cp53929f.txt
_cod_data_source_block           added_by_encifer
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7211310
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O1 O 0.5106(3) 0.06629(18) 0.80646(16) 0.0454(5) Uani 1 1 d .
N1 N 0.4529(5) -0.1487(2) 0.8260(2) 0.0543(7) Uani 1 1 d .
C1 C 0.9860(6) 0.3320(3) 0.6207(3) 0.0574(8) Uani 1 1 d .
H1 H 0.9717 0.4237 0.6221 0.069 Uiso 1 1 calc R
C2 C 1.1717(6) 0.2845(4) 0.5621(3) 0.0631(9) Uani 1 1 d .
H2 H 1.2841 0.3433 0.5234 0.076 Uiso 1 1 calc R
C3 C 1.1899(6) 0.1511(4) 0.5612(3) 0.0617(9) Uani 1 1 d .
H3 H 1.3149 0.1184 0.5206 0.074 Uiso 1 1 calc R
C4 C 1.0299(5) 0.0646(3) 0.6181(3) 0.0555(9) Uani 1 1 d .
H4 H 1.0464 -0.0275 0.6176 0.067 Uiso 1 1 calc R
C5 C 0.8423(5) 0.1120(3) 0.6770(2) 0.0455(8) Uani 1 1 d .
C6 C 0.8241(6) 0.2470(3) 0.6763(3) 0.0517(8) Uani 1 1 d .
H6 H 0.6972 0.2811 0.7150 0.062 Uiso 1 1 calc R
C7 C 0.6764(5) 0.0187(3) 0.7400(2) 0.0467(7) Uani 1 1 d .
C8 C 0.6391(6) -0.1108(3) 0.7526(3) 0.0555(9) Uani 1 1 d .
H8 H 0.7282 -0.1684 0.7161 0.067 Uiso 1 1 calc R
C9 C 0.3832(5) -0.0400(3) 0.8556(2) 0.0455(8) Uani 1 1 d .
C10 C 0.1888(5) -0.0195(3) 0.9299(2) 0.0461(7) Uani 1 1 d .
C11 C 0.0508(5) -0.1251(3) 0.9810(3) 0.0479(8) Uani 1 1 d .
H11 H 0.0851 -0.2107 0.9676 0.058 Uiso 1 1 calc R
C12 C 0.1344(5) 0.1061(3) 0.9494(3) 0.0481(8) Uani 1 1 d .
H12 H 0.2257 0.1790 0.9143 0.058 Uiso 1 1 calc R
Cl3 Cl 0.51846(15) 0.58610(8) 0.11096(10) 0.0772(4) Uani 1 1 d .
Cl2 Cl 0.99222(15) 0.45006(11) 0.16452(11) 0.0933(4) Uani 1 1 d .
Cl1 Cl 0.6403(2) 0.38180(13) 0.33834(9) 0.1077(5) Uani 1 1 d .
C13 C 0.6933(5) 0.4301(3) 0.1882(3) 0.0529(8) Uani 1 1 d .
H13 H 0.6537 0.3563 0.1585 0.064 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'
Cl Cl 0.1484 0.1585 '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
C9 O1 C7 105.2(2) .
C9 N1 C8 104.1(3) .
C6 C1 C2 120.3(3) .
C6 C1 H1 119.8 .
C2 C1 H1 119.8 .
C3 C2 C1 119.0(3) .
C3 C2 H2 120.5 .
C1 C2 H2 120.5 .
C4 C3 C2 121.0(3) .
C4 C3 H3 119.5 .
C2 C3 H3 119.5 .
C3 C4 C5 120.2(3) .
C3 C4 H4 119.9 .
C5 C4 H4 119.9 .
C6 C5 C4 118.4(3) .
C6 C5 C7 121.6(3) .
C4 C5 C7 120.0(3) .
C1 C6 C5 121.1(3) .
C1 C6 H6 119.5 .
C5 C6 H6 119.5 .
C8 C7 O1 106.7(3) .
C8 C7 C5 135.9(3) .
O1 C7 C5 117.5(2) .
C7 C8 N1 110.7(3) .
C7 C8 H8 124.7 .
N1 C8 H8 124.7 .
N1 C9 O1 113.3(3) .
N1 C9 C10 128.5(3) .
O1 C9 C10 118.1(2) .
C12 C10 C11 119.0(3) .
C12 C10 C9 120.8(3) .
C11 C10 C9 120.1(3) .
C12 C11 C10 120.5(3) 2_557
C12 C11 H11 119.8 2_557
C10 C11 H11 119.8 .
C11 C12 C10 120.5(3) 2_557
C11 C12 H12 119.8 2_557
C10 C12 H12 119.8 .
Cl2 C13 Cl3 108.88(16) .
Cl2 C13 Cl1 109.94(18) .
Cl3 C13 Cl1 110.67(16) .
Cl2 C13 H13 109.1 .
Cl3 C13 H13 109.1 .
Cl1 C13 H13 109.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C9 1.360(3) .
O1 C7 1.382(3) .
N1 C9 1.308(4) .
N1 C8 1.385(4) .
C1 C6 1.369(4) .
C1 C2 1.394(4) .
C1 H1 0.9500 .
C2 C3 1.378(5) .
C2 H2 0.9500 .
C3 C4 1.375(5) .
C3 H3 0.9500 .
C4 C5 1.404(4) .
C4 H4 0.9500 .
C5 C6 1.388(4) .
C5 C7 1.461(4) .
C6 H6 0.9500 .
C7 C8 1.344(4) .
C8 H8 0.9500 .
C9 C10 1.457(4) .
C10 C12 1.396(4) .
C10 C11 1.399(4) .
C11 C12 1.377(4) 2_557
C11 H11 0.9500 .
C12 C11 1.377(4) 2_557
C12 H12 0.9500 .
Cl3 C13 1.749(3) .
Cl2 C13 1.746(3) .
Cl1 C13 1.753(3) .
C13 H13 1.0000 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139197300
