#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/74/7157460.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_7157460
loop_
_publ_author_name
'Sarkar, Parantap'
'Inaba, Yuya'
'Shirakura, Hayato'
'Yoneda, Tomoki'
'Inokuma, Yasuhide'
_publ_section_title
;
 Modular synthesis of oligoacetylacetones via site-selective silylation of
 acetylacetone derivatives.
;
_journal_issue                   17
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3297
_journal_page_last               3302
_journal_paper_doi               10.1039/d0ob00501k
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C34 H50 O8'
_chemical_formula_sum            'C34 H50 O8'
_chemical_formula_weight         586.74
_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
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                103.164(3)
_cell_angle_beta                 95.845(2)
_cell_angle_gamma                95.145(2)
_cell_formula_units_Z            1
_cell_length_a                   7.3875(2)
_cell_length_b                   9.2832(3)
_cell_length_c                   11.5913(3)
_cell_measurement_reflns_used    6794
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.5420
_cell_measurement_theta_min      3.1200
_cell_volume                     764.77(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12777
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_min         2.269
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76417
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             318
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0350
_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)+(0.0439P)²+0.2657P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0932
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2958
_reflns_number_total             3318
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob00501k3.cif
_cod_data_source_block           Compound8
_cod_depositor_comments
'Adding full bibliography for 7157456--7157460.cif.'
_cod_database_code               7157460
_shelx_shelxl_version_number     2018/3
_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   0.940
_shelx_estimated_absorpt_t_max   0.996
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
C1 C 0.21412(17) 0.36090(15) 0.83658(13) 0.0317(3) Uani 1 1 d . . . . .
H1 H 0.185827 0.342563 0.913138 0.048 Uiso 1 1 calc R U . . .
H2 H 0.178919 0.269645 0.773426 0.048 Uiso 1 1 calc R U . . .
H3 H 0.145924 0.440381 0.818149 0.048 Uiso 1 1 calc R U . . .
C2 C 0.41582(15) 0.40702(12) 0.84427(10) 0.0196(2) Uani 1 1 d . . . . .
C3 C 0.54179(14) 0.28217(12) 0.81778(9) 0.0174(2) Uani 1 1 d . . . . .
C4 C 0.50253(14) 0.22040(12) 0.68161(9) 0.0165(2) Uani 1 1 d . . . . .
C5 C 0.60140(14) 0.30277(12) 0.60331(9) 0.0177(2) Uani 1 1 d . . . . .
H4 H 0.729439 0.278913 0.604670 0.021 Uiso 1 1 calc R U . . .
H5 H 0.604476 0.411371 0.635825 0.021 Uiso 1 1 calc R U . . .
C6 C 0.50869(14) 0.26136(12) 0.47512(9) 0.0179(2) Uani 1 1 d . . . . .
H6 H 0.583547 0.309464 0.425110 0.022 Uiso 1 1 calc R U . . .
H7 H 0.500044 0.152161 0.443635 0.022 Uiso 1 1 calc R U . . .
C7 C 0.31839(14) 0.31034(11) 0.46764(9) 0.0155(2) Uani 1 1 d . . . . .
C8 C 0.17831(14) 0.23004(11) 0.35915(9) 0.0144(2) Uani 1 1 d . . . . .
C9 C 0.12351(13) 0.07659(11) 0.38424(9) 0.0145(2) Uani 1 1 d . . . . .
C10 C 0.00084(14) 0.07232(11) 0.47988(9) 0.0155(2) Uani 1 1 d . . . . .
H8 H -0.125479 0.084225 0.448925 0.019 Uiso 1 1 calc R U . . .
H9 H 0.043372 0.156861 0.549394 0.019 Uiso 1 1 calc R U . . .
C11 C 0.74197(15) 0.34723(13) 0.85715(10) 0.0222(2) Uani 1 1 d . . . . .
H10 H 0.762527 0.382463 0.944323 0.033 Uiso 1 1 calc R U . . .
H11 H 0.770018 0.430737 0.820711 0.033 Uiso 1 1 calc R U . . .
H12 H 0.821708 0.270202 0.831647 0.033 Uiso 1 1 calc R U . . .
C12 C 0.49071(17) 0.16054(13) 0.88303(10) 0.0240(2) Uani 1 1 d . . . . .
H13 H 0.575435 0.084764 0.869189 0.036 Uiso 1 1 calc R U . . .
H14 H 0.365291 0.114235 0.852671 0.036 Uiso 1 1 calc R U . . .
H15 H 0.498826 0.205048 0.968871 0.036 Uiso 1 1 calc R U . . .
C13 C 0.01193(14) 0.31830(12) 0.35207(10) 0.0173(2) Uani 1 1 d . . . . .
H16 H -0.048266 0.324129 0.425238 0.021 Uiso 1 1 calc R U . . .
H17 H 0.054418 0.421111 0.348208 0.021 Uiso 1 1 calc R U . . .
C14 C -0.12677(16) 0.24528(13) 0.24271(10) 0.0229(2) Uani 1 1 d . . . . .
H18 H -0.178306 0.146171 0.250310 0.027 Uiso 1 1 calc R U . . .
H19 H -0.228698 0.307060 0.238916 0.027 Uiso 1 1 calc R U . . .
C15 C -0.03768(18) 0.22768(14) 0.12775(11) 0.0269(3) Uani 1 1 d . . . . .
H20 H -0.128577 0.174636 0.059087 0.032 Uiso 1 1 calc R U . . .
H21 H 0.001394 0.327372 0.115520 0.032 Uiso 1 1 calc R U . . .
C16 C 0.12759(17) 0.14128(13) 0.13251(10) 0.0236(2) Uani 1 1 d . . . . .
H22 H 0.187526 0.138690 0.059581 0.028 Uiso 1 1 calc R U . . .
H23 H 0.085853 0.037372 0.133821 0.028 Uiso 1 1 calc R U . . .
C17 C 0.26712(15) 0.21105(12) 0.24267(9) 0.0184(2) Uani 1 1 d . . . . .
H24 H 0.321823 0.309584 0.235766 0.022 Uiso 1 1 calc R U . . .
H25 H 0.366819 0.147005 0.245782 0.022 Uiso 1 1 calc R U . . .
O1 O 0.47829(12) 0.53650(9) 0.86985(8) 0.0271(2) Uani 1 1 d . . . . .
O2 O 0.39003(11) 0.11313(9) 0.63852(7) 0.02262(19) Uani 1 1 d . . . . .
O3 O 0.27657(11) 0.40836(9) 0.54526(7) 0.02336(19) Uani 1 1 d . . . . .
O4 O 0.17989(11) -0.03465(8) 0.33041(7) 0.02153(18) Uani 1 1 d . . . . .
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'
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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C2 C1 121.56(10) . . ?
O1 C2 C3 120.89(10) . . ?
C1 C2 C3 117.55(10) . . ?
C11 C3 C12 110.12(9) . . ?
C11 C3 C4 111.86(9) . . ?
C12 C3 C4 110.58(9) . . ?
C11 C3 C2 109.90(9) . . ?
C12 C3 C2 110.12(9) . . ?
C4 C3 C2 104.12(8) . . ?
O2 C4 C5 121.19(10) . . ?
O2 C4 C3 120.94(10) . . ?
C5 C4 C3 117.79(9) . . ?
C4 C5 C6 111.76(9) . . ?
C7 C6 C5 110.95(9) . . ?
O3 C7 C6 121.09(9) . . ?
O3 C7 C8 120.85(9) . . ?
C6 C7 C8 118.05(9) . . ?
C17 C8 C7 110.69(8) . . ?
C17 C8 C13 110.23(8) . . ?
C7 C8 C13 109.98(8) . . ?
C17 C8 C9 110.42(8) . . ?
C7 C8 C9 103.99(8) . . ?
C13 C8 C9 111.37(8) . . ?
O4 C9 C10 121.76(9) . . ?
O4 C9 C8 121.04(9) . . ?
C10 C9 C8 117.18(8) . . ?
C9 C10 C10 112.09(11) . 2_556 ?
C14 C13 C8 111.53(9) . . ?
C15 C14 C13 111.18(9) . . ?
C16 C15 C14 111.35(9) . . ?
C15 C16 C17 111.98(9) . . ?
C16 C17 C8 111.79(9) . . ?
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
C1 C2 1.5009(16) . ?
C2 O1 1.2066(14) . ?
C2 C3 1.5470(15) . ?
C3 C11 1.5287(15) . ?
C3 C12 1.5362(15) . ?
C3 C4 1.5391(15) . ?
C4 O2 1.2134(13) . ?
C4 C5 1.5143(15) . ?
C5 C6 1.5199(14) . ?
C6 C7 1.5160(14) . ?
C7 O3 1.2112(13) . ?
C7 C8 1.5420(14) . ?
C8 C17 1.5418(14) . ?
C8 C13 1.5426(14) . ?
C8 C9 1.5449(14) . ?
C9 O4 1.2107(13) . ?
C9 C10 1.5067(14) . ?
C10 C10 1.5179(19) 2_556 ?
C13 C14 1.5283(15) . ?
C14 C15 1.5279(17) . ?
C15 C16 1.5228(17) . ?
C16 C17 1.5323(15) . ?
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
O1 C2 C3 C11 13.04(14) . . . . ?
C1 C2 C3 C11 -167.13(10) . . . . ?
O1 C2 C3 C12 134.52(11) . . . . ?
C1 C2 C3 C12 -45.65(13) . . . . ?
O1 C2 C3 C4 -106.92(11) . . . . ?
C1 C2 C3 C4 72.91(12) . . . . ?
C11 C3 C4 O2 147.14(10) . . . . ?
C12 C3 C4 O2 24.01(14) . . . . ?
C2 C3 C4 O2 -94.24(11) . . . . ?
C11 C3 C4 C5 -36.04(12) . . . . ?
C12 C3 C4 C5 -159.17(9) . . . . ?
C2 C3 C4 C5 82.58(11) . . . . ?
O2 C4 C5 C6 14.75(14) . . . . ?
C3 C4 C5 C6 -162.06(9) . . . . ?
C4 C5 C6 C7 64.65(11) . . . . ?
C5 C6 C7 O3 21.80(14) . . . . ?
C5 C6 C7 C8 -157.28(9) . . . . ?
O3 C7 C8 C17 136.32(10) . . . . ?
C6 C7 C8 C17 -44.60(12) . . . . ?
O3 C7 C8 C13 14.26(13) . . . . ?
C6 C7 C8 C13 -166.66(9) . . . . ?
O3 C7 C8 C9 -105.10(11) . . . . ?
C6 C7 C8 C9 73.98(11) . . . . ?
C17 C8 C9 O4 13.51(13) . . . . ?
C7 C8 C9 O4 -105.26(11) . . . . ?
C13 C8 C9 O4 136.33(10) . . . . ?
C17 C8 C9 C10 -167.74(9) . . . . ?
C7 C8 C9 C10 73.49(10) . . . . ?
C13 C8 C9 C10 -44.92(12) . . . . ?
O4 C9 C10 C10 14.53(16) . . . 2_556 ?
C8 C9 C10 C10 -164.20(10) . . . 2_556 ?
C17 C8 C13 C14 55.46(11) . . . . ?
C7 C8 C13 C14 177.78(8) . . . . ?
C9 C8 C13 C14 -67.47(11) . . . . ?
C8 C13 C14 C15 -56.51(12) . . . . ?
C13 C14 C15 C16 55.58(13) . . . . ?
C14 C15 C16 C17 -54.55(13) . . . . ?
C15 C16 C17 C8 54.28(12) . . . . ?
C7 C8 C17 C16 -176.04(9) . . . . ?
C13 C8 C17 C16 -54.13(11) . . . . ?
C9 C8 C17 C16 69.35(11) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168353374
