#------------------------------------------------------------------------------
#$Date: 2025-04-22 19:48:50 +0300 (Tue, 22 Apr 2025) $
#$Revision: 299347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/72/8107269.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_8107269
loop_
_publ_author_name
'Li, Zhen'
'Liu, Wanxing'
'Wang, Baolei'
'Yang, Yanbing'
'Liu, Dong'
'Dai, Yifan'
_publ_section_title
;
 The crystal structure of
 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              977
_journal_page_last               979
_journal_paper_doi               10.1515/ncrs-2022-0335
_journal_volume                  237
_journal_year                    2022
_chemical_formula_sum            'C24 H20 Cl2 O2'
_chemical_formula_weight         411.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                103.442(6)
_cell_angle_beta                 93.551(5)
_cell_angle_gamma                101.219(5)
_cell_formula_units_Z            4
_cell_length_a                   7.1407(5)
_cell_length_b                   12.5905(8)
_cell_length_c                   24.6662(17)
_cell_measurement_reflns_used    2585
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.5260
_cell_measurement_theta_min      3.6930
_cell_volume                     2102.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            13195
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.250
_diffrn_reflns_theta_max         67.250
_diffrn_reflns_theta_min         3.696
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.903
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            WHITE
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         7526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0595
_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)+(0.0538P)²+0.4622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1303
_refine_ls_wR_factor_ref         0.1641
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4091
_reflns_number_total             7526
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0335_suppl.cif
_cod_data_source_block           exp_12647_auto
_cod_depositor_comments
;

2025-04-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C48 H40 Cl4 O4'
_cod_original_formula_weight         822.60
_cod_original_formula_units_Z            2
_cod_original_cell_volume        2102.3(2)
_cod_database_code               8107269
_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   0.722
_shelx_estimated_absorpt_t_max   0.741
loop_
_space_group_symop_operation_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_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
Cl1 Cl -0.37169(17) 0.23627(10) 0.34813(5) 0.0996(4) Uani 1 1 d . . . . .
Cl2 Cl 0.16802(19) 0.47885(13) 0.45542(5) 0.1200(5) Uani 1 1 d . . . . .
Cl3 Cl 0.6981(2) 1.13654(12) 0.03486(5) 0.1165(5) Uani 1 1 d . . . . .
Cl4 Cl 0.2511(2) 1.25145(10) 0.13280(7) 0.1307(6) Uani 1 1 d . . . . .
O1 O 0.3895(4) 0.4913(3) 0.24819(12) 0.0866(9) Uani 1 1 d . . . . .
O2 O 0.3625(4) 0.8374(2) 0.24890(11) 0.0812(8) Uani 1 1 d . . . . .
O3 O 0.9398(4) 0.6977(3) 0.34703(13) 0.0959(9) Uani 1 1 d . . . . .
O4 O 0.8306(4) 0.7987(2) 0.19795(10) 0.0810(8) Uani 1 1 d . . . . .
C1 C -0.2012(6) 0.3104(3) 0.31555(16) 0.0703(10) Uani 1 1 d . . . . .
C2 C -0.0128(6) 0.3042(3) 0.32383(15) 0.0718(10) Uani 1 1 d . . . . .
H2 H 0.023986 0.259357 0.345816 0.086 Uiso 1 1 calc R U . . .
C3 C 0.1217(5) 0.3658(3) 0.29894(15) 0.0694(10) Uani 1 1 d . . . . .
H3 H 0.250186 0.362490 0.304702 0.083 Uiso 1 1 calc R U . . .
C4 C 0.0704(5) 0.4325(3) 0.26560(14) 0.0595(9) Uani 1 1 d . . . . .
C5 C -0.1206(5) 0.4370(3) 0.25815(15) 0.0676(10) Uani 1 1 d . . . . .
H5 H -0.158076 0.482008 0.236327 0.081 Uiso 1 1 calc R U . . .
C6 C -0.2573(6) 0.3755(3) 0.28276(17) 0.0761(11) Uani 1 1 d . . . . .
H6 H -0.386079 0.378298 0.277094 0.091 Uiso 1 1 calc R U . . .
C7 C 0.2237(5) 0.4990(3) 0.24094(15) 0.0650(9) Uani 1 1 d . . . . .
C8 C 0.1707(5) 0.5776(3) 0.20816(15) 0.0638(9) Uani 1 1 d . . . . .
H8A H 0.133918 0.639272 0.233705 0.077 Uiso 1 1 calc R U . . .
H8B H 0.059722 0.538484 0.181313 0.077 Uiso 1 1 calc R U . . .
C9 C 0.3318(5) 0.6250(3) 0.17666(15) 0.0603(9) Uani 1 1 d . . . . .
H9 H 0.449255 0.652443 0.202993 0.072 Uiso 1 1 calc R U . . .
C10 C 0.3722(5) 0.5382(3) 0.12705(15) 0.0599(9) Uani 1 1 d . . . . .
C11 C 0.5550(5) 0.5177(3) 0.12352(18) 0.0767(11) Uani 1 1 d . . . . .
H11 H 0.653139 0.554201 0.152219 0.092 Uiso 1 1 calc R U . . .
C12 C 0.5905(7) 0.4416(4) 0.0763(2) 0.0935(14) Uani 1 1 d . . . . .
H12 H 0.712716 0.426784 0.073921 0.112 Uiso 1 1 calc R U . . .
C13 C 0.4488(7) 0.3889(4) 0.0339(2) 0.0881(13) Uani 1 1 d . . . . .
H13 H 0.476326 0.339130 0.002688 0.106 Uiso 1 1 calc R U . . .
C14 C 0.2666(6) 0.4074(3) 0.03591(17) 0.0739(11) Uani 1 1 d . . . . .
C15 C 0.2325(5) 0.4825(3) 0.08336(16) 0.0669(10) Uani 1 1 d . . . . .
H15 H 0.109244 0.495755 0.085673 0.080 Uiso 1 1 calc R U . . .
C16 C 0.2874(5) 0.7243(3) 0.15571(15) 0.0624(9) Uani 1 1 d . . . . .
H16A H 0.367540 0.735735 0.126341 0.075 Uiso 1 1 calc R U . . .
H16B H 0.154606 0.704992 0.139155 0.075 Uiso 1 1 calc R U . . .
C17 C 0.3184(5) 0.8327(3) 0.20021(16) 0.0595(9) Uani 1 1 d . . . . .
C18 C 0.2946(4) 0.9346(3) 0.18164(15) 0.0565(8) Uani 1 1 d . . . . .
C19 C 0.3247(5) 1.0360(3) 0.22233(17) 0.0695(10) Uani 1 1 d . . . . .
H19 H 0.355503 1.038116 0.259813 0.083 Uiso 1 1 calc R U . . .
C20 C 0.3090(6) 1.1325(3) 0.2072(2) 0.0834(13) Uani 1 1 d . . . . .
H20 H 0.326372 1.199566 0.234416 0.100 Uiso 1 1 calc R U . . .
C21 C 0.2677(6) 1.1295(3) 0.1520(2) 0.0798(12) Uani 1 1 d . . . . .
C22 C 0.2377(5) 1.0322(3) 0.11116(18) 0.0762(11) Uani 1 1 d . . . . .
H22 H 0.207362 1.031482 0.073833 0.091 Uiso 1 1 calc R U . . .
C23 C 0.2530(5) 0.9343(3) 0.12608(16) 0.0635(9) Uani 1 1 d . . . . .
H23 H 0.235031 0.867786 0.098437 0.076 Uiso 1 1 calc R U . . .
C24 C 0.1077(7) 0.3477(4) -0.01057(19) 0.1072(16) Uani 1 1 d . . . . .
H24A H 0.155154 0.347369 -0.046179 0.161 Uiso 1 1 calc R U . . .
H24B H 0.003083 0.385677 -0.007116 0.161 Uiso 1 1 calc R U . . .
H24C H 0.063788 0.272186 -0.008021 0.161 Uiso 1 1 calc R U . . .
C25 C 0.3466(6) 0.5494(4) 0.42423(17) 0.0813(12) Uani 1 1 d . . . . .
C26 C 0.5219(6) 0.5220(4) 0.42325(17) 0.0838(12) Uani 1 1 d . . . . .
H26 H 0.546157 0.465101 0.439022 0.101 Uiso 1 1 calc R U . . .
C27 C 0.6630(6) 0.5793(3) 0.39871(16) 0.0741(11) Uani 1 1 d . . . . .
H27 H 0.782951 0.560930 0.398242 0.089 Uiso 1 1 calc R U . . .
C28 C 0.6288(5) 0.6643(3) 0.37463(14) 0.0609(9) Uani 1 1 d . . . . .
C29 C 0.4474(5) 0.6881(3) 0.37540(17) 0.0764(11) Uani 1 1 d . . . . .
H29 H 0.419823 0.743320 0.358825 0.092 Uiso 1 1 calc R U . . .
C30 C 0.3078(6) 0.6313(4) 0.40027(17) 0.0859(13) Uani 1 1 d . . . . .
H30 H 0.187015 0.648631 0.400806 0.103 Uiso 1 1 calc R U . . .
C31 C 0.7850(5) 0.7244(3) 0.34860(15) 0.0651(9) Uani 1 1 d . . . . .
C32 C 0.7482(5) 0.8167(3) 0.32373(15) 0.0653(9) Uani 1 1 d . . . . .
H32A H 0.677068 0.861371 0.348652 0.078 Uiso 1 1 calc R U . . .
H32B H 0.667111 0.784017 0.288430 0.078 Uiso 1 1 calc R U . . .
C33 C 0.9267(5) 0.8937(3) 0.31313(14) 0.0623(9) Uani 1 1 d . . . . .
H33 H 1.011162 0.846981 0.294966 0.075 Uiso 1 1 calc R U . . .
C34 C 1.0378(5) 0.9710(3) 0.36721(15) 0.0671(10) Uani 1 1 d . . . . .
C35 C 1.2293(6) 0.9742(4) 0.37943(18) 0.0932(14) Uani 1 1 d . . . . .
H35 H 1.291089 0.928070 0.355033 0.112 Uiso 1 1 calc R U . . .
C36 C 1.3307(7) 1.0465(5) 0.4283(2) 0.121(2) Uani 1 1 d . . . . .
H36 H 1.460442 1.048640 0.436429 0.145 Uiso 1 1 calc R U . . .
C37 C 1.2413(8) 1.1141(5) 0.4642(2) 0.1145(18) Uani 1 1 d . . . . .
H37 H 1.311170 1.161712 0.496772 0.137 Uiso 1 1 calc R U . . .
C38 C 1.0507(8) 1.1136(4) 0.45343(18) 0.0896(13) Uani 1 1 d . . . . .
C39 C 0.9524(6) 1.0414(4) 0.40456(16) 0.0787(11) Uani 1 1 d . . . . .
H39 H 0.822949 1.040058 0.396479 0.094 Uiso 1 1 calc R U . . .
C40 C 0.9502(8) 1.1877(5) 0.4934(2) 0.134(2) Uani 1 1 d . . . . .
H40A H 0.898836 1.149108 0.520286 0.201 Uiso 1 1 calc R U . . .
H40B H 0.847510 1.205814 0.472736 0.201 Uiso 1 1 calc R U . . .
H40C H 1.040168 1.255175 0.512500 0.201 Uiso 1 1 calc R U . . .
C41 C 0.8739(5) 0.9625(3) 0.27333(14) 0.0645(9) Uani 1 1 d . . . . .
H41A H 0.762385 0.991377 0.284964 0.077 Uiso 1 1 calc R U . . .
H41B H 0.979340 1.026002 0.276525 0.077 Uiso 1 1 calc R U . . .
C42 C 0.8305(5) 0.8976(3) 0.21258(15) 0.0608(9) Uani 1 1 d . . . . .
C43 C 0.7904(4) 0.9587(3) 0.16953(13) 0.0563(8) Uani 1 1 d . . . . .
C44 C 0.7918(5) 1.0727(3) 0.18295(15) 0.0671(10) Uani 1 1 d . . . . .
H44 H 0.812761 1.112598 0.220370 0.080 Uiso 1 1 calc R U . . .
C45 C 0.7626(5) 1.1275(3) 0.14182(16) 0.0728(10) Uani 1 1 d . . . . .
H45 H 0.763270 1.203577 0.151172 0.087 Uiso 1 1 calc R U . . .
C46 C 0.7324(5) 1.0674(4) 0.08683(16) 0.0726(10) Uani 1 1 d . . . . .
C47 C 0.7281(6) 0.9549(4) 0.07216(16) 0.0785(11) Uani 1 1 d . . . . .
H47 H 0.706220 0.915416 0.034663 0.094 Uiso 1 1 calc R U . . .
C48 C 0.7565(5) 0.9012(3) 0.11364(15) 0.0668(10) Uani 1 1 d . . . . .
H48 H 0.752887 0.824810 0.103889 0.080 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'
Cl Cl 0.3639 0.7018 '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
C2 C1 C6 121.1(4) . .
C2 C1 Cl1 119.4(3) . .
C6 C1 Cl1 119.5(3) . .
C1 C2 C3 118.8(4) . .
C2 C3 C4 121.7(3) . .
C5 C4 C3 118.1(4) . .
C5 C4 C7 122.8(3) . .
C3 C4 C7 119.0(3) . .
C4 C5 C6 120.8(3) . .
C1 C6 C5 119.4(4) . .
O1 C7 C4 120.4(3) . .
O1 C7 C8 120.4(3) . .
C4 C7 C8 119.2(3) . .
C7 C8 C9 114.0(3) . .
C10 C9 C8 113.1(3) . .
C10 C9 C16 108.8(3) . .
C8 C9 C16 111.4(3) . .
C15 C10 C11 118.1(4) . .
C15 C10 C9 121.5(3) . .
C11 C10 C9 120.3(3) . .
C10 C11 C12 119.2(4) . .
C13 C12 C11 120.9(4) . .
C12 C13 C14 121.5(4) . .
C13 C14 C15 117.1(4) . .
C13 C14 C24 121.8(4) . .
C15 C14 C24 121.1(4) . .
C10 C15 C14 123.2(4) . .
C17 C16 C9 114.8(3) . .
O2 C17 C18 121.2(3) . .
O2 C17 C16 121.4(3) . .
C18 C17 C16 117.4(3) . .
C23 C18 C19 118.6(3) . .
C23 C18 C17 123.2(3) . .
C19 C18 C17 118.1(3) . .
C20 C19 C18 120.3(4) . .
C21 C20 C19 119.7(4) . .
C22 C21 C20 121.6(4) . .
C22 C21 Cl4 118.7(4) . .
C20 C21 Cl4 119.7(3) . .
C21 C22 C23 119.0(4) . .
C18 C23 C22 120.7(4) . .
C26 C25 C30 120.9(4) . .
C26 C25 Cl2 120.1(4) . .
C30 C25 Cl2 119.1(3) . .
C25 C26 C27 119.5(4) . .
C26 C27 C28 121.0(4) . .
C29 C28 C27 117.8(4) . .
C29 C28 C31 122.7(3) . .
C27 C28 C31 119.5(3) . .
C30 C29 C28 120.9(4) . .
C25 C30 C29 119.9(4) . .
O3 C31 C28 120.4(4) . .
O3 C31 C32 120.5(4) . .
C28 C31 C32 119.1(3) . .
C31 C32 C33 115.2(3) . .
C32 C33 C34 112.4(3) . .
C32 C33 C41 110.6(3) . .
C34 C33 C41 110.0(3) . .
C35 C34 C39 117.9(4) . .
C35 C34 C33 120.3(4) . .
C39 C34 C33 121.8(3) . .
C34 C35 C36 119.9(4) . .
C37 C36 C35 120.4(5) . .
C36 C37 C38 121.5(5) . .
C37 C38 C39 117.3(4) . .
C37 C38 C40 121.7(5) . .
C39 C38 C40 121.0(5) . .
C34 C39 C38 123.0(4) . .
C42 C41 C33 113.9(3) . .
O4 C42 C43 119.5(3) . .
O4 C42 C41 122.1(3) . .
C43 C42 C41 118.4(3) . .
C48 C43 C44 118.1(3) . .
C48 C43 C42 119.0(3) . .
C44 C43 C42 122.9(3) . .
C45 C44 C43 121.3(3) . .
C46 C45 C44 118.5(4) . .
C47 C46 C45 121.7(4) . .
C47 C46 Cl3 119.7(3) . .
C45 C46 Cl3 118.6(3) . .
C46 C47 C48 119.1(4) . .
C47 C48 C43 121.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.740(4) .
Cl2 C25 1.734(4) .
Cl3 C46 1.739(4) .
Cl4 C21 1.731(4) .
O1 C7 1.212(4) .
O2 C17 1.207(4) .
O3 C31 1.217(4) .
O4 C42 1.213(4) .
C1 C2 1.369(5) .
C1 C6 1.372(5) .
C2 C3 1.380(5) .
C3 C4 1.385(5) .
C4 C5 1.379(4) .
C4 C7 1.495(5) .
C5 C6 1.386(5) .
C7 C8 1.502(4) .
C8 C9 1.530(4) .
C9 C10 1.523(5) .
C9 C16 1.538(4) .
C10 C15 1.375(5) .
C10 C11 1.383(5) .
C11 C12 1.397(6) .
C12 C13 1.358(6) .
C13 C14 1.368(5) .
C14 C15 1.391(5) .
C14 C24 1.508(5) .
C16 C17 1.508(4) .
C17 C18 1.494(5) .
C18 C23 1.383(5) .
C18 C19 1.397(4) .
C19 C20 1.374(5) .
C20 C21 1.366(6) .
C21 C22 1.363(5) .
C22 C23 1.388(5) .
C25 C26 1.361(5) .
C25 C30 1.365(5) .
C26 C27 1.377(5) .
C27 C28 1.391(5) .
C28 C29 1.386(5) .
C28 C31 1.489(5) .
C29 C30 1.372(5) .
C31 C32 1.492(5) .
C32 C33 1.520(5) .
C33 C34 1.523(5) .
C33 C41 1.527(4) .
C34 C35 1.372(5) .
C34 C39 1.380(5) .
C35 C36 1.389(6) .
C36 C37 1.359(6) .
C37 C38 1.369(6) .
C38 C39 1.382(5) .
C38 C40 1.509(6) .
C41 C42 1.511(4) .
C42 C43 1.493(5) .
C43 C48 1.382(4) .
C43 C44 1.394(5) .
C44 C45 1.380(5) .
C45 C46 1.372(5) .
C46 C47 1.371(5) .
C47 C48 1.377(5) .
