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#$Date: 2024-07-05 04:36:07 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292749 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/00/7160025.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_7160025
loop_
_publ_author_name
'Reddy, Chada Raji'
'Kolgave, Dattahari H.'
'Fatima, Sana'
'Ramesh, Remya'
_publ_section_title
;
 Carbonylative cyclization of biaryl enones with aldehydes and oxamic
 acids.
;
_journal_issue                   24
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4901
_journal_page_last               4911
_journal_paper_doi               10.1039/d4ob00513a
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C17 H14 O2'
_chemical_formula_sum            'C17 H14 O2'
_chemical_formula_weight         250.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2024-03-29 deposited with the CCDC.	2024-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.905(6)
_cell_length_b                   7.073(2)
_cell_length_c                   18.994(7)
_cell_measurement_reflns_used    5383
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.904
_cell_measurement_theta_min      2.4
_cell_volume                     2539.8(14)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14223
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.917
_diffrn_reflns_theta_min         2.144
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0471
_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)+(0.0680P)²+0.5798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1500
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2067
_reflns_number_total             3225
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00513a2.cif
_cod_data_source_block           KB1400_0m_a
_cod_database_code               7160025
_shelx_shelxl_version_number     2019/2
_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   0.981
_shelx_estimated_absorpt_t_max   0.985
loop_
_space_group_symop_operation_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'
'-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_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 0.72429(10) 0.1885(2) 0.24328(9) 0.0495(4) Uani 1 1 d . . . . .
H1 H 0.766145 0.252453 0.253061 0.059 Uiso 1 1 calc R U . . .
C2 C 0.71635(11) 0.0986(3) 0.17920(9) 0.0579(5) Uani 1 1 d . . . . .
H2 H 0.752174 0.102941 0.145681 0.069 Uiso 1 1 calc R U . . .
C3 C 0.65458(12) 0.0028(3) 0.16587(9) 0.0600(5) Uani 1 1 d . . . . .
H3 H 0.648995 -0.059240 0.123061 0.072 Uiso 1 1 calc R U . . .
C4 C 0.60062(11) -0.0031(2) 0.21483(9) 0.0543(5) Uani 1 1 d . . . . .
H4 H 0.559374 -0.069267 0.204557 0.065 Uiso 1 1 calc R U . . .
C5 C 0.60718(9) 0.0894(2) 0.27993(8) 0.0424(4) Uani 1 1 d . . . . .
C6 C 0.67077(9) 0.1849(2) 0.29333(8) 0.0411(4) Uani 1 1 d . . . . .
C7 C 0.68139(8) 0.2835(2) 0.36198(8) 0.0415(4) Uani 1 1 d . . . . .
H7 H 0.714246 0.389000 0.354933 0.050 Uiso 1 1 calc R U . . .
C8 C 0.69263(9) 0.1985(3) 0.47862(9) 0.0489(4) Uani 1 1 d . . . . .
C9 C 0.64166(9) 0.3593(2) 0.47522(8) 0.0481(4) Uani 1 1 d . . . . .
H9A H 0.665021 0.477908 0.486031 0.058 Uiso 1 1 calc R U . . .
H9B H 0.602983 0.340776 0.508064 0.058 Uiso 1 1 calc R U . . .
C10 C 0.61470(8) 0.3579(2) 0.39884(8) 0.0407(4) Uani 1 1 d . . . . .
C11 C 0.59535(10) 0.5553(2) 0.37138(10) 0.0559(5) Uani 1 1 d . . . . .
H11A H 0.586824 0.549142 0.321604 0.084 Uiso 1 1 calc R U . . .
H11B H 0.633630 0.641041 0.380516 0.084 Uiso 1 1 calc R U . . .
H11C H 0.553474 0.599247 0.394830 0.084 Uiso 1 1 calc R U . . .
C12 C 0.55246(8) 0.2224(2) 0.38907(8) 0.0411(4) Uani 1 1 d . . . . .
C13 C 0.54970(9) 0.0941(2) 0.33266(9) 0.0430(4) Uani 1 1 d . . . . .
C14 C 0.49021(10) -0.0232(2) 0.32699(10) 0.0552(5) Uani 1 1 d . . . . .
H14 H 0.488153 -0.111038 0.290607 0.066 Uiso 1 1 calc R U . . .
C15 C 0.43494(10) -0.0121(3) 0.37360(12) 0.0650(6) Uani 1 1 d . . . . .
H15 H 0.396112 -0.091667 0.368441 0.078 Uiso 1 1 calc R U . . .
C16 C 0.43679(10) 0.1165(3) 0.42801(12) 0.0636(5) Uani 1 1 d . . . . .
H16 H 0.399189 0.125778 0.459395 0.076 Uiso 1 1 calc R U . . .
C17 C 0.49555(9) 0.2317(3) 0.43523(10) 0.0528(4) Uani 1 1 d . . . . .
H17 H 0.496977 0.318024 0.472129 0.063 Uiso 1 1 calc R U . . .
O1 O 0.71271(6) 0.15033(17) 0.41248(6) 0.0495(3) Uani 1 1 d . . . . .
O2 O 0.71538(7) 0.1157(2) 0.52870(7) 0.0709(4) 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
C2 C1 C6 121.03(17) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C3 C2 C1 118.81(17) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.25(17) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 120.90(18) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.39(16) . . ?
C6 C5 C13 119.76(14) . . ?
C4 C5 C13 122.83(16) . . ?
C1 C6 C5 120.62(15) . . ?
C1 C6 C7 119.44(15) . . ?
C5 C6 C7 119.94(14) . . ?
O1 C7 C6 108.97(12) . . ?
O1 C7 C10 104.66(12) . . ?
C6 C7 C10 116.63(13) . . ?
O1 C7 H7 108.8 . . ?
C6 C7 H7 108.8 . . ?
C10 C7 H7 108.8 . . ?
O2 C8 O1 120.84(16) . . ?
O2 C8 C9 129.75(16) . . ?
O1 C8 C9 109.41(14) . . ?
C8 C9 C10 104.48(13) . . ?
C8 C9 H9A 110.9 . . ?
C10 C9 H9A 110.9 . . ?
C8 C9 H9B 110.9 . . ?
C10 C9 H9B 110.9 . . ?
H9A C9 H9B 108.9 . . ?
C12 C10 C11 110.22(13) . . ?
C12 C10 C7 111.20(12) . . ?
C11 C10 C7 110.65(14) . . ?
C12 C10 C9 111.93(13) . . ?
C11 C10 C9 113.20(13) . . ?
C7 C10 C9 99.23(12) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C17 C12 C13 118.88(15) . . ?
C17 C12 C10 119.31(14) . . ?
C13 C12 C10 121.74(14) . . ?
C14 C13 C12 118.08(16) . . ?
C14 C13 C5 121.63(15) . . ?
C12 C13 C5 120.26(14) . . ?
C15 C14 C13 121.85(18) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C14 C15 C16 120.18(18) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 118.91(18) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C16 C17 C12 122.07(18) . . ?
C16 C17 H17 119.0 . . ?
C12 C17 H17 119.0 . . ?
C8 O1 C7 109.33(12) . . ?
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 1.381(3) . ?
C1 C6 1.389(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.404(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(2) . ?
C5 C13 1.478(2) . ?
C6 C7 1.492(2) . ?
C7 O1 1.4691(19) . ?
C7 C10 1.535(2) . ?
C7 H7 0.9800 . ?
C8 O2 1.197(2) . ?
C8 O1 1.356(2) . ?
C8 C9 1.492(2) . ?
C9 C10 1.538(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C12 1.529(2) . ?
C10 C11 1.535(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C17 1.389(2) . ?
C12 C13 1.405(2) . ?
C13 C14 1.402(2) . ?
C14 C15 1.372(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.377(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
