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#$Date: 2024-12-06 22:40:09 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/01/7160164.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_7160164
loop_
_publ_author_name
'Havlíková, Tereza'
'Nallappan, Sundaravelu'
'Císařová, Ivana'
'Rycek, Lukas'
_publ_section_title
;
 Synthesis and structural confirmation of selaginpulvilin X.
;
_journal_issue                   45
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8843
_journal_page_last               8846
_journal_paper_doi               10.1039/d4ob01529k
_journal_volume                  22
_journal_year                    2024
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C29 H22 O4'
_chemical_formula_sum            'C29 H22 O4'
_chemical_formula_weight         434.46
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-08-07 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.343(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4717(5)
_cell_length_b                   12.7788(7)
_cell_length_c                   18.5575(10)
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      68.3069
_cell_measurement_theta_min      4.8448
_cell_volume                     2209.6(2)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Helios Cu  multilayer optic'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            31736
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.301
_diffrn_reflns_theta_min         4.845
_diffrn_source                   'I\mS  micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       prism
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.082
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0368P)²+0.8408P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3844
_reflns_number_total             4039
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01529k2.cif
_cod_data_source_block           cu_th119_rycek
_cod_depositor_comments          'Adding full bibliography for 7160164.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7160164
_shelx_shelxl_version_number     2019/3
_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   0.862
_shelx_estimated_absorpt_t_max   0.945
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 0.38339(8) 0.52132(6) 0.66416(4) 0.02450(18) Uani 1 1 d . . . . .
O2 O 0.69686(9) 1.14574(6) 0.76940(4) 0.02688(19) Uani 1 1 d . . . . .
O3 O 0.00415(9) 0.13591(6) 0.61489(5) 0.02818(19) Uani 1 1 d . . . . .
O4 O -0.03390(8) 0.87652(6) 0.73893(4) 0.02548(19) Uani 1 1 d . . . . .
H4 H 0.020515 0.910200 0.776813 0.038 Uiso 1 1 d R U . . .
C1 C 0.32562(11) 0.56202(9) 0.39382(6) 0.0228(2) Uani 1 1 d . . . . .
H1 H 0.332974 0.556898 0.343553 0.027 Uiso 1 1 calc R U . . .
C2 C 0.27479(11) 0.47773(9) 0.42879(6) 0.0212(2) Uani 1 1 d . . . . .
H2 H 0.247282 0.415353 0.402078 0.025 Uiso 1 1 calc R U . . .
C3 C 0.26348(11) 0.48330(8) 0.50289(6) 0.0181(2) Uani 1 1 d . . . . .
C4 C 0.30303(11) 0.57594(8) 0.54176(6) 0.0178(2) Uani 1 1 d . . . . .
C5 C 0.35373(11) 0.66198(8) 0.50598(6) 0.0193(2) Uani 1 1 d . . . . .
C6 C 0.36559(11) 0.65341(9) 0.43188(6) 0.0220(2) Uani 1 1 d . . . . .
H6 H 0.401213 0.710647 0.407815 0.026 Uiso 1 1 calc R U . . .
C7 C 0.40114(11) 0.75613(9) 0.54498(6) 0.0215(2) Uani 1 1 d . . . . .
C8 C 0.44648(12) 0.83420(9) 0.57756(6) 0.0232(2) Uani 1 1 d . . . . .
C9 C 0.50438(12) 0.92079(8) 0.62224(6) 0.0219(2) Uani 1 1 d . . . . .
C10 C 0.46202(12) 0.93828(9) 0.69004(6) 0.0246(2) Uani 1 1 d . . . . .
H10 H 0.388023 0.896698 0.703768 0.030 Uiso 1 1 calc R U . . .
C11 C 0.52645(12) 1.01494(9) 0.73680(6) 0.0248(2) Uani 1 1 d . . . . .
H11 H 0.496150 1.026304 0.782274 0.030 Uiso 1 1 calc R U . . .
C12 C 0.63610(11) 1.07602(8) 0.71765(6) 0.0209(2) Uani 1 1 d . . . . .
C13 C 0.67639(12) 1.06243(9) 0.64970(6) 0.0242(2) Uani 1 1 d . . . . .
H13 H 0.748553 1.105508 0.635631 0.029 Uiso 1 1 calc R U . . .
C14 C 0.61013(12) 0.98532(9) 0.60265(6) 0.0257(2) Uani 1 1 d . . . . .
H14 H 0.637380 0.976366 0.556206 0.031 Uiso 1 1 calc R U . . .
C15 C 0.20282(11) 0.39160(8) 0.53601(5) 0.0183(2) Uani 1 1 d . . . . .
C16 C 0.25176(11) 0.29096(8) 0.52553(6) 0.0208(2) Uani 1 1 d . . . . .
H16 H 0.329399 0.281959 0.500043 0.025 Uiso 1 1 calc R U . . .
C17 C 0.18961(12) 0.20321(8) 0.55152(6) 0.0228(2) Uani 1 1 d . . . . .
H17 H 0.225454 0.135244 0.544513 0.027 Uiso 1 1 calc R U . . .
C18 C 0.07483(11) 0.21606(9) 0.58775(6) 0.0212(2) Uani 1 1 d . . . . .
C19 C 0.02488(11) 0.31627(9) 0.59933(6) 0.0207(2) Uani 1 1 d . . . . .
H19 H -0.052956 0.325070 0.624701 0.025 Uiso 1 1 calc R U . . .
C20 C 0.08863(11) 0.40275(8) 0.57391(5) 0.0191(2) Uani 1 1 d . . . . .
H20 H 0.054420 0.470749 0.582294 0.023 Uiso 1 1 calc R U . . .
C21 C 0.30621(11) 0.58182(8) 0.62348(6) 0.0180(2) Uani 1 1 d . . . . .
C22 C 0.21802(11) 0.66087(8) 0.65289(6) 0.0177(2) Uani 1 1 d . . . . .
C23 C 0.25580(11) 0.69230(8) 0.72621(6) 0.0204(2) Uani 1 1 d . . . . .
H23 H 0.338295 0.663082 0.756135 0.024 Uiso 1 1 calc R U . . .
C24 C 0.17432(11) 0.76534(9) 0.75545(6) 0.0210(2) Uani 1 1 d . . . . .
H24 H 0.202707 0.788127 0.804650 0.025 Uiso 1 1 calc R U . . .
C25 C 0.05062(11) 0.80529(8) 0.71249(6) 0.0198(2) Uani 1 1 d . . . . .
C26 C 0.00945(11) 0.77265(8) 0.64004(6) 0.0207(2) Uani 1 1 d . . . . .
H26 H -0.076817 0.798269 0.611323 0.025 Uiso 1 1 calc R U . . .
C27 C 0.09447(11) 0.70295(8) 0.61013(6) 0.0192(2) Uani 1 1 d . . . . .
H27 H 0.068740 0.683476 0.560082 0.023 Uiso 1 1 calc R U . . .
C28 C 0.81593(14) 1.20551(10) 0.75565(7) 0.0326(3) Uani 1 1 d . . . . .
H28A H 0.852301 1.248967 0.798475 0.049 Uiso 1 1 calc R U . . .
H28B H 0.785573 1.250494 0.712906 0.049 Uiso 1 1 calc R U . . .
H28C H 0.891934 1.158244 0.746090 0.049 Uiso 1 1 calc R U . . .
C29 C 0.05957(17) 0.03272(10) 0.61090(8) 0.0384(3) Uani 1 1 d . . . . .
H29A H 0.001192 -0.016735 0.633300 0.058 Uiso 1 1 calc R U . . .
H29B H 0.158979 0.030279 0.637179 0.058 Uiso 1 1 calc R U . . .
H29C H 0.056625 0.013707 0.559496 0.058 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
C12 O2 C28 118.28(9) . . ?
C18 O3 C29 117.65(9) . . ?
C25 O4 H4 108.0 . . ?
C6 C1 C2 120.20(10) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C1 C2 C3 120.93(10) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C4 119.20(10) . . ?
C2 C3 C15 118.01(9) . . ?
C4 C3 C15 122.73(9) . . ?
C3 C4 C5 119.84(9) . . ?
C3 C4 C21 120.86(9) . . ?
C5 C4 C21 119.02(9) . . ?
C6 C5 C4 119.56(10) . . ?
C6 C5 C7 119.14(10) . . ?
C4 C5 C7 121.20(9) . . ?
C1 C6 C5 120.26(10) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C5 177.40(11) . . ?
C7 C8 C9 174.56(12) . . ?
C14 C9 C10 118.23(10) . . ?
C14 C9 C8 121.62(10) . . ?
C10 C9 C8 120.02(10) . . ?
C11 C10 C9 120.79(10) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.24(10) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
O2 C12 C13 124.84(10) . . ?
O2 C12 C11 115.26(10) . . ?
C13 C12 C11 119.90(10) . . ?
C14 C13 C12 119.42(10) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C9 121.33(10) . . ?
C13 C14 H14 119.3 . . ?
C9 C14 H14 119.3 . . ?
C16 C15 C20 118.10(10) . . ?
C16 C15 C3 120.49(9) . . ?
C20 C15 C3 121.25(9) . . ?
C17 C16 C15 121.55(10) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C16 119.32(10) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
O3 C18 C17 124.60(10) . . ?
O3 C18 C19 115.37(10) . . ?
C17 C18 C19 120.03(10) . . ?
C20 C19 C18 120.01(10) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C15 120.97(10) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
O1 C21 C22 121.21(9) . . ?
O1 C21 C4 119.21(9) . . ?
C22 C21 C4 119.58(9) . . ?
C27 C22 C23 118.84(10) . . ?
C27 C22 C21 121.65(9) . . ?
C23 C22 C21 119.47(9) . . ?
C24 C23 C22 120.73(10) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.68(10) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
O4 C25 C24 121.92(9) . . ?
O4 C25 C26 117.83(10) . . ?
C24 C25 C26 120.25(10) . . ?
C27 C26 C25 119.85(10) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C22 120.56(9) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
O2 C28 H28A 109.5 . . ?
O2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 C29 H29A 109.5 . . ?
O3 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O3 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
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 C21 1.2263(13) . ?
O2 C12 1.3596(13) . ?
O2 C28 1.4226(14) . ?
O3 C18 1.3682(13) . ?
O3 C29 1.4261(15) . ?
O4 C25 1.3605(13) . ?
O4 H4 0.9028 . ?
C1 C6 1.3821(16) . ?
C1 C2 1.3876(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.4001(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.4018(14) . ?
C3 C15 1.4860(14) . ?
C4 C5 1.4124(15) . ?
C4 C21 1.5134(14) . ?
C5 C6 1.4039(15) . ?
C5 C7 1.4339(15) . ?
C6 H6 0.9500 . ?
C7 C8 1.2050(16) . ?
C8 C9 1.4315(16) . ?
C9 C14 1.3951(16) . ?
C9 C10 1.4055(16) . ?
C10 C11 1.3766(16) . ?
C10 H10 0.9500 . ?
C11 C12 1.3952(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.3924(16) . ?
C13 C14 1.3894(16) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.3925(15) . ?
C15 C20 1.3992(15) . ?
C16 C17 1.3923(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.3867(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.3951(16) . ?
C19 C20 1.3823(15) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.4763(14) . ?
C22 C27 1.3982(15) . ?
C22 C23 1.4021(15) . ?
C23 C24 1.3826(15) . ?
C23 H23 0.9500 . ?
C24 C25 1.3905(15) . ?
C24 H24 0.9500 . ?
C25 C26 1.3948(15) . ?
C26 C27 1.3822(15) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
