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#$Date: 2022-08-04 01:29:29 +0300 (Thu, 04 Aug 2022) $
#$Revision: 277056 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/52/7245248.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_7245248
loop_
_publ_author_name
'Insan, Sandeep'
'Sudheendranath, Athul'
'Venugoplan, Paloth'
'Kumar, Anil'
'Thomas, Sajesh P.'
_publ_section_title
;
 Conformational preferences in a series of α-hydroxy-ketone derivatives:
 Interplay of conformational energies and lattice cohesive energies
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00700B
_journal_year                    2022
_chemical_formula_moiety         'C24 H18 O2'
_chemical_formula_sum            'C24 H18 O2'
_chemical_formula_weight         338.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-03-01
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.560(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0420(4)
_cell_length_b                   18.3274(5)
_cell_length_c                   11.5796(4)
_cell_measurement_reflns_used    20986
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_cell_volume                     1796.70(12)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Super Nova'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20986
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.276
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3149
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0589
_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)+(0.0778P)²+0.3310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1759
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2065
_reflns_number_total             3149
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00700b2.cif
_cod_data_source_block           venu8
_cod_database_code               7245248
_shelx_shelxl_version_number     2016/4
_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_max   0.990
_shelx_estimated_absorpt_t_min   0.978
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid body (RIGU) restrains
 C10, C11, C12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2a), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C16(H16), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24)
3.b Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.7080(2) 0.74859(9) 0.33277(14) 0.0638(5) Uani 1 1 d . . . . .
O2 O 0.5812(2) 0.72739(9) 0.57758(13) 0.0621(5) Uani 1 1 d . . . . .
H2 H 0.638009 0.745255 0.643066 0.093 Uiso 1 1 calc R U . . .
C1 C 0.5562(3) 0.64955(12) 0.35696(19) 0.0504(6) Uani 1 1 d . . . . .
C2 C 0.6258(3) 0.60172(14) 0.2982(2) 0.0632(7) Uani 1 1 d . . . . .
H2A H 0.710920 0.617005 0.276905 0.076 Uiso 1 1 calc R U . . .
C3 C 0.5689(4) 0.53145(16) 0.2715(3) 0.0817(9) Uani 1 1 d . . . . .
H3 H 0.616413 0.499473 0.232713 0.098 Uiso 1 1 calc R U . . .
C4 C 0.4432(4) 0.50861(17) 0.3015(3) 0.0886(10) Uani 1 1 d . . . . .
H4 H 0.406679 0.460961 0.284399 0.106 Uiso 1 1 calc R U . . .
C5 C 0.3712(4) 0.55536(15) 0.3565(3) 0.0775(8) Uani 1 1 d . . . . .
H5 H 0.283800 0.539927 0.374651 0.093 Uiso 1 1 calc R U . . .
C6 C 0.4272(3) 0.62547(14) 0.3853(2) 0.0635(7) Uani 1 1 d . . . . .
H6 H 0.378370 0.656856 0.423958 0.076 Uiso 1 1 calc R U . . .
C7 C 0.6234(3) 0.72426(12) 0.38500(19) 0.0480(6) Uani 1 1 d . . . . .
C8 C 0.5815(3) 0.77323(12) 0.47809(19) 0.0485(6) Uani 1 1 d . . . . .
C9 C 0.4138(3) 0.80235(13) 0.4115(2) 0.0568(7) Uani 1 1 d . . . . .
C10 C 0.3055(4) 0.80532(16) 0.4749(3) 0.0766(8) Uani 1 1 d . . . . .
H10 H 0.338177 0.790955 0.557140 0.092 Uiso 1 1 calc R U . . .
C11 C 0.1549(4) 0.82876(17) 0.4179(3) 0.0860(9) Uani 1 1 d . . . . .
H11 H 0.085554 0.829650 0.461144 0.103 Uiso 1 1 calc R U . . .
C12 C 0.1036(3) 0.85122(14) 0.2968(3) 0.0668(7) Uani 1 1 d . . . . .
C13 C -0.0573(4) 0.87694(16) 0.2338(4) 0.0890(10) Uani 1 1 d . . . . .
H13 H -0.129023 0.877463 0.274998 0.107 Uiso 1 1 calc R U . . .
C14 C -0.1016(4) 0.89958(17) 0.1178(4) 0.0932(11) Uani 1 1 d . . . . .
H14 H -0.203725 0.916776 0.078414 0.112 Uiso 1 1 calc R U . . .
C15 C 0.0052(4) 0.89774(19) 0.0541(4) 0.1030(12) Uani 1 1 d . . . . .
H15 H -0.028038 0.913599 -0.027334 0.124 Uiso 1 1 calc R U . . .
C16 C 0.1565(4) 0.87322(18) 0.1089(3) 0.0899(10) Uani 1 1 d . . . . .
H16 H 0.225167 0.872131 0.065029 0.108 Uiso 1 1 calc R U . . .
C17 C 0.2067(3) 0.85001(14) 0.2304(2) 0.0643(7) Uani 1 1 d . . . . .
C18 C 0.3657(3) 0.82387(13) 0.2930(2) 0.0634(7) Uani 1 1 d . . . . .
H18 H 0.435975 0.821913 0.250640 0.076 Uiso 1 1 calc R U . . .
C19 C 0.7054(3) 0.83331(12) 0.5259(2) 0.0523(6) Uani 1 1 d . . . . .
C20 C 0.8564(3) 0.81396(15) 0.6023(2) 0.0628(7) Uani 1 1 d . . . . .
H20 H 0.880929 0.764973 0.619812 0.075 Uiso 1 1 calc R U . . .
C21 C 0.9706(4) 0.86602(17) 0.6525(3) 0.0796(9) Uani 1 1 d . . . . .
H21 H 1.070548 0.852350 0.705233 0.096 Uiso 1 1 calc R U . . .
C22 C 0.9362(5) 0.93851(19) 0.6242(3) 0.0894(10) Uani 1 1 d . . . . .
H22 H 1.013362 0.973870 0.656821 0.107 Uiso 1 1 calc R U . . .
C23 C 0.7900(5) 0.95818(16) 0.5489(3) 0.0902(10) Uani 1 1 d . . . . .
H23 H 0.767139 1.007173 0.530010 0.108 Uiso 1 1 calc R U . . .
C24 C 0.6737(4) 0.90597(14) 0.4996(2) 0.0709(8) Uani 1 1 d . . . . .
H24 H 0.573506 0.920285 0.448204 0.085 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 0.0033 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
C8 O2 H2 109.5 . . ?
C2 C1 C6 118.5(2) . . ?
C2 C1 C7 117.9(2) . . ?
C6 C1 C7 123.6(2) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
O1 C7 C1 120.7(2) . . ?
O1 C7 C8 119.0(2) . . ?
C1 C7 C8 120.3(2) . . ?
O2 C8 C7 106.92(17) . . ?
O2 C8 C9 109.16(18) . . ?
O2 C8 C19 109.90(17) . . ?
C9 C8 C7 106.97(17) . . ?
C19 C8 C7 110.05(18) . . ?
C19 C8 C9 113.58(19) . . ?
C10 C9 C8 119.6(2) . . ?
C18 C9 C8 121.5(2) . . ?
C18 C9 C10 118.9(2) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 121.8(3) . . ?
C11 C12 C17 120.2(3) . . ?
C17 C12 C13 118.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.6(4) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.3(3) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C18 117.7(2) . . ?
C16 C17 C12 120.6(3) . . ?
C16 C17 C18 121.7(3) . . ?
C9 C18 C17 121.2(3) . . ?
C9 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C8 118.6(2) . . ?
C24 C19 C8 123.3(2) . . ?
C24 C19 C20 118.1(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 120.6(3) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
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 C7 1.215(3) . ?
O2 H2 0.8200 . ?
O2 C8 1.427(2) . ?
C1 C2 1.388(3) . ?
C1 C6 1.390(3) . ?
C1 C7 1.487(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.381(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.362(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.548(3) . ?
C8 C9 1.535(3) . ?
C8 C19 1.529(3) . ?
C9 C10 1.416(4) . ?
C9 C18 1.345(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.358(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(4) . ?
C12 C13 1.458(4) . ?
C12 C17 1.402(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.326(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.406(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(4) . ?
C17 C18 1.446(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.388(3) . ?
C19 C24 1.374(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.352(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(4) . ?
C24 H24 0.9300 . ?
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 C7 C8 O2 -141.8(2) . . . . ?
O1 C7 C8 C9 101.4(2) . . . . ?
O1 C7 C8 C19 -22.5(3) . . . . ?
O2 C8 C9 C10 23.0(3) . . . . ?
O2 C8 C9 C18 -155.6(2) . . . . ?
O2 C8 C19 C20 48.5(3) . . . . ?
O2 C8 C19 C24 -129.9(2) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C1 C7 C8 O2 40.3(3) . . . . ?
C1 C7 C8 C9 -76.5(2) . . . . ?
C1 C7 C8 C19 159.67(19) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C7 O1 17.9(3) . . . . ?
C2 C1 C7 C8 -164.3(2) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 -1.8(5) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C6 C1 C2 C3 -1.3(4) . . . . ?
C6 C1 C7 O1 -161.5(2) . . . . ?
C6 C1 C7 C8 16.3(3) . . . . ?
C7 C1 C2 C3 179.3(2) . . . . ?
C7 C1 C6 C5 180.0(2) . . . . ?
C7 C8 C9 C10 138.4(2) . . . . ?
C7 C8 C9 C18 -40.3(3) . . . . ?
C7 C8 C19 C20 -69.0(2) . . . . ?
C7 C8 C19 C24 112.6(2) . . . . ?
C8 C9 C10 C11 -178.1(2) . . . . ?
C8 C9 C18 C17 178.9(2) . . . . ?
C8 C19 C20 C21 -177.1(2) . . . . ?
C8 C19 C24 C23 178.0(2) . . . . ?
C9 C8 C19 C20 171.1(2) . . . . ?
C9 C8 C19 C24 -7.3(3) . . . . ?
C9 C10 C11 C12 -0.8(5) . . . . ?
C10 C9 C18 C17 0.3(4) . . . . ?
C10 C11 C12 C13 -179.7(3) . . . . ?
C10 C11 C12 C17 0.1(4) . . . . ?
C11 C12 C13 C14 178.6(3) . . . . ?
C11 C12 C17 C16 -179.3(3) . . . . ?
C11 C12 C17 C18 0.7(4) . . . . ?
C12 C13 C14 C15 1.2(5) . . . . ?
C12 C17 C18 C9 -0.9(4) . . . . ?
C13 C12 C17 C16 0.5(4) . . . . ?
C13 C12 C17 C18 -179.5(2) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C15 C16 C17 -0.4(5) . . . . ?
C15 C16 C17 C12 0.3(5) . . . . ?
C15 C16 C17 C18 -179.7(3) . . . . ?
C16 C17 C18 C9 179.1(3) . . . . ?
C17 C12 C13 C14 -1.3(4) . . . . ?
C18 C9 C10 C11 0.6(4) . . . . ?
C19 C8 C9 C10 -100.0(3) . . . . ?
C19 C8 C9 C18 81.4(3) . . . . ?
C19 C20 C21 C22 -1.7(4) . . . . ?
C20 C19 C24 C23 -0.4(4) . . . . ?
C20 C21 C22 C23 1.0(5) . . . . ?
C21 C22 C23 C24 0.0(5) . . . . ?
C22 C23 C24 C19 -0.3(5) . . . . ?
C24 C19 C20 C21 1.4(4) . . . . ?
