# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_01_200_00
_database_code_depnum_ccdc_archive 'CCDC 2283189'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT110_tp_bacidup_01_200_00 
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT112_tp_bacidup_01_200_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         B        100 %Fit
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT113_tp_bacidup_01_200_00 
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
# Added during the CSD deposition process: Thursday 20 July 2023 10:16 AM
# end Validation Reply Form

_audit_creation_date             2023-07-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            ?
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.3694(3)
_cell_length_b                   5.21600(10)
_cell_length_c                   22.3953(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.797(2)
_cell_angle_gamma                90
_cell_volume                     1778.76(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9783
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      79.5600
_cell_measurement_theta_min      3.9740
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.796
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 -5 0.1661
0 -3 4 0.1014
-10 0 4 0.1463
10 0 -4 0.1294
0 0 14 0.0295
0 0 -14 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0879 3.2126 -4.5766 0.5031 0.1479 -0.8515
0.1522 -3.2165 4.4758 -0.5228 -0.1538 0.8384
-9.8342 -0.0034 4.3562 0.7827 0.2335 0.5770
9.8370 -0.0142 -4.3325 -0.7857 -0.2344 -0.5725
-0.3248 0.0815 14.4558 0.2677 -0.8992 0.3462
0.3248 -0.0815 -14.4558 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18337
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.926
_diffrn_reflns_theta_min         3.985
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0726232000
_diffrn_orient_matrix_UB_12      0.1811923000
_diffrn_orient_matrix_UB_13      0.0158650000
_diffrn_orient_matrix_UB_21      -0.0516927000
_diffrn_orient_matrix_UB_22      -0.0424677000
_diffrn_orient_matrix_UB_23      -0.0631230000
_diffrn_orient_matrix_UB_31      -0.0478844000
_diffrn_orient_matrix_UB_32      -0.2293102000
_diffrn_orient_matrix_UB_33      0.0241645000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3154
_reflns_number_total             3710
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3710
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.022
_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)+(0.0516P)²+0.3820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1191
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2.a Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O3 O 0.68320(6) 0.5227(2) 0.65710(5) 0.0565(3) Uani 1 1 d . . . . .
O1 O 0.60982(6) 0.5275(2) 0.51427(5) 0.0581(3) Uani 1 1 d . . . . .
O3A O 0.18131(6) 0.0173(2) 0.66131(5) 0.0598(3) Uani 1 1 d . . . . .
O2 O 0.52595(7) 0.2174(2) 0.54320(5) 0.0640(3) Uani 1 1 d . . . . .
H2 H 0.487030 0.306941 0.525237 0.096 Uiso 1 1 calc R U . . .
O1A O 0.10896(7) 0.0177(2) 0.51583(5) 0.0677(3) Uani 1 1 d . . . . .
O2A O 0.01027(8) 0.2817(2) 0.54612(5) 0.0660(3) Uani 1 1 d . . . . .
H2AA H -0.023631 0.186716 0.525074 0.099 Uiso 1 1 calc R U . . .
C5 C 0.82637(7) 0.6845(2) 0.65666(5) 0.0378(3) Uani 1 1 d . . . . .
C4 C 0.75126(8) 0.5119(2) 0.63540(5) 0.0395(3) Uani 1 1 d . . . . .
C5A C 0.32655(8) -0.1111(3) 0.65510(6) 0.0422(3) Uani 1 1 d . . . . .
C4A C 0.24695(8) 0.0490(3) 0.63764(6) 0.0433(3) Uani 1 1 d . . . . .
C6 C 0.90431(8) 0.6799(3) 0.63141(6) 0.0445(3) Uani 1 1 d . . . . .
C1 C 0.60188(9) 0.3227(3) 0.54009(6) 0.0482(3) Uani 1 1 d . . . . .
C10 C 0.81781(9) 0.8589(3) 0.70258(6) 0.0472(3) Uani 1 1 d . . . . .
C3 C 0.76072(9) 0.3246(3) 0.58519(7) 0.0489(3) Uani 1 1 d . . . . .
C10A C 0.39857(9) -0.1044(3) 0.62370(7) 0.0514(3) Uani 1 1 d . . . . .
C7 C 0.97166(9) 0.8484(3) 0.65135(7) 0.0526(4) Uani 1 1 d . . . . .
C1A C 0.09099(11) 0.2096(3) 0.54345(6) 0.0548(4) Uani 1 1 d . . . . .
C6A C 0.32785(10) -0.2780(3) 0.70364(7) 0.0555(4) Uani 1 1 d . . . . .
C8 C 0.96168(10) 1.0233(3) 0.69607(8) 0.0572(4) Uani 1 1 d . . . . .
C3A C 0.24825(11) 0.2525(3) 0.58981(7) 0.0558(4) Uani 1 1 d . . . . .
C9 C 0.88509(10) 1.0283(3) 0.72193(7) 0.0564(4) Uani 1 1 d . . . . .
C2 C 0.67805(11) 0.1669(3) 0.56880(8) 0.0576(4) Uani 1 1 d . . . . .
C9A C 0.46954(10) -0.2638(3) 0.63973(8) 0.0612(4) Uani 1 1 d . . . . .
C8A C 0.46931(10) -0.4321(4) 0.68696(9) 0.0670(5) Uani 1 1 d . . . . .
C2A C 0.15971(13) 0.3831(3) 0.57516(8) 0.0635(4) Uani 1 1 d . . . . .
C7A C 0.39860(11) -0.4387(4) 0.71944(8) 0.0681(5) Uani 1 1 d . . . . .
H6 H 0.9082(10) 0.558(3) 0.5998(7) 0.057(4) Uiso 1 1 d . . . . .
H10 H 0.7635(10) 0.861(3) 0.7203(7) 0.058(4) Uiso 1 1 d . . . . .
H3A H 0.8123(10) 0.211(3) 0.5983(7) 0.059(4) Uiso 1 1 d . . . . .
H3B H 0.7747(10) 0.428(3) 0.5501(7) 0.059(4) Uiso 1 1 d . . . . .
H9A H 0.5219(11) -0.257(3) 0.6182(8) 0.073(5) Uiso 1 1 d . . . . .
H3AA H 0.2647(11) 0.167(3) 0.5544(8) 0.065(5) Uiso 1 1 d . . . . .
H6A H 0.2804(11) -0.280(3) 0.7255(7) 0.061(5) Uiso 1 1 d . . . . .
H3AB H 0.2950(12) 0.375(4) 0.6038(8) 0.079(6) Uiso 1 1 d . . . . .
H10A H 0.3976(11) 0.012(3) 0.5911(8) 0.065(5) Uiso 1 1 d . . . . .
H7 H 1.0271(11) 0.837(3) 0.6332(7) 0.065(5) Uiso 1 1 d . . . . .
H2A H 0.6583(11) 0.080(4) 0.6049(8) 0.072(5) Uiso 1 1 d . . . . .
H8A H 0.5175(13) -0.542(4) 0.6976(8) 0.082(6) Uiso 1 1 d . . . . .
H9 H 0.8776(11) 1.139(4) 0.7522(8) 0.077(5) Uiso 1 1 d . . . . .
H2B H 0.6852(12) 0.027(4) 0.5407(9) 0.083(6) Uiso 1 1 d . . . . .
H2AB H 0.1633(12) 0.530(4) 0.5486(9) 0.082(6) Uiso 1 1 d . . . . .
H2AC H 0.1378(11) 0.446(3) 0.6111(8) 0.068(5) Uiso 1 1 d . . . . .
H7A H 0.3974(12) -0.549(4) 0.7512(9) 0.083(6) Uiso 1 1 d . . . . .
H8 H 1.0099(12) 1.143(4) 0.7099(8) 0.080(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2132(15) . ?
O1 C1 1.2283(17) . ?
O3A C4A 1.2128(15) . ?
O2 H2 0.8200 . ?
O2 C1 1.3003(16) . ?
O1A C1A 1.2280(17) . ?
O2A H2AA 0.8200 . ?
O2A C1A 1.3055(18) . ?
C5 C4 1.4903(17) . ?
C5 C6 1.3925(16) . ?
C5 C10 1.3926(18) . ?
C4 C3 1.5112(18) . ?
C5A C4A 1.4891(18) . ?
C5A C10A 1.3900(17) . ?
C5A C6A 1.3905(19) . ?
C4A C3A 1.5102(19) . ?
C6 C7 1.385(2) . ?
C6 H6 0.958(16) . ?
C1 C2 1.497(2) . ?
C10 C9 1.384(2) . ?
C10 H10 0.971(15) . ?
C3 C2 1.516(2) . ?
C3 H3A 1.000(16) . ?
C3 H3B 1.000(17) . ?
C10A C9A 1.380(2) . ?
C10A H10A 0.947(17) . ?
C7 C8 1.379(2) . ?
C7 H7 0.995(16) . ?
C1A C2A 1.495(2) . ?
C6A C7A 1.381(2) . ?
C6A H6A 0.932(16) . ?
C8 C9 1.381(2) . ?
C8 H8 0.99(2) . ?
C3A C2A 1.517(2) . ?
C3A H3AA 0.972(17) . ?
C3A H3AB 0.981(19) . ?
C9 H9 0.910(19) . ?
C2 H2A 1.009(18) . ?
C2 H2B 0.98(2) . ?
C9A C8A 1.375(3) . ?
C9A H9A 0.993(17) . ?
C8A C7A 1.388(3) . ?
C8A H8A 0.94(2) . ?
C2A H2AB 0.98(2) . ?
C2A H2AC 0.971(17) . ?
C7A H7A 0.92(2) . ?

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
C1 O2 H2 109.5 . . ?
C1A O2A H2AA 109.5 . . ?
C6 C5 C4 122.11(11) . . ?
C6 C5 C10 118.94(12) . . ?
C10 C5 C4 118.95(11) . . ?
O3 C4 C5 121.10(11) . . ?
O3 C4 C3 120.22(12) . . ?
C5 C4 C3 118.67(11) . . ?
C10A C5A C4A 122.36(12) . . ?
C10A C5A C6A 118.91(13) . . ?
C6A C5A C4A 118.71(11) . . ?
O3A C4A C5A 120.75(12) . . ?
O3A C4A C3A 119.84(13) . . ?
C5A C4A C3A 119.41(11) . . ?
C5 C6 H6 117.0(9) . . ?
C7 C6 C5 120.30(13) . . ?
C7 C6 H6 122.7(9) . . ?
O1 C1 O2 122.67(14) . . ?
O1 C1 C2 123.54(13) . . ?
O2 C1 C2 113.75(13) . . ?
C5 C10 H10 118.7(10) . . ?
C9 C10 C5 120.45(13) . . ?
C9 C10 H10 120.8(10) . . ?
C4 C3 C2 111.64(12) . . ?
C4 C3 H3A 108.5(9) . . ?
C4 C3 H3B 106.7(9) . . ?
C2 C3 H3A 110.8(9) . . ?
C2 C3 H3B 111.4(9) . . ?
H3A C3 H3B 107.6(12) . . ?
C5A C10A H10A 118.4(10) . . ?
C9A C10A C5A 120.58(15) . . ?
C9A C10A H10A 121.0(10) . . ?
C6 C7 H7 118.3(10) . . ?
C8 C7 C6 120.16(13) . . ?
C8 C7 H7 121.5(10) . . ?
O1A C1A O2A 122.55(16) . . ?
O1A C1A C2A 122.69(14) . . ?
O2A C1A C2A 114.74(13) . . ?
C5A C6A H6A 119.2(10) . . ?
C7A C6A C5A 120.52(15) . . ?
C7A C6A H6A 120.3(10) . . ?
C7 C8 C9 120.15(14) . . ?
C7 C8 H8 119.7(11) . . ?
C9 C8 H8 120.2(11) . . ?
C4A C3A C2A 111.79(13) . . ?
C4A C3A H3AA 106.7(10) . . ?
C4A C3A H3AB 108.2(11) . . ?
C2A C3A H3AA 110.8(10) . . ?
C2A C3A H3AB 111.9(11) . . ?
H3AA C3A H3AB 107.3(14) . . ?
C10 C9 H9 118.3(12) . . ?
C8 C9 C10 119.98(14) . . ?
C8 C9 H9 121.7(12) . . ?
C1 C2 C3 112.96(13) . . ?
C1 C2 H2A 106.6(10) . . ?
C1 C2 H2B 106.2(11) . . ?
C3 C2 H2A 112.5(10) . . ?
C3 C2 H2B 113.3(11) . . ?
H2A C2 H2B 104.5(15) . . ?
C10A C9A H9A 121.1(10) . . ?
C8A C9A C10A 120.03(14) . . ?
C8A C9A H9A 118.9(10) . . ?
C9A C8A C7A 120.21(16) . . ?
C9A C8A H8A 120.0(11) . . ?
C7A C8A H8A 119.8(11) . . ?
C1A C2A C3A 112.72(13) . . ?
C1A C2A H2AB 106.3(11) . . ?
C1A C2A H2AC 107.2(10) . . ?
C3A C2A H2AB 111.2(11) . . ?
C3A C2A H2AC 112.0(10) . . ?
H2AB C2A H2AC 107.0(15) . . ?
C6A C7A C8A 119.73(17) . . ?
C6A C7A H7A 118.8(12) . . ?
C8A C7A H7A 121.4(12) . . ?

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
O3 C4 C3 C2 -0.36(19) . . . . ?
O1 C1 C2 C3 22.9(2) . . . . ?
O3A C4A C3A C2A -3.7(2) . . . . ?
O2 C1 C2 C3 -159.18(13) . . . . ?
O1A C1A C2A C3A -21.5(2) . . . . ?
O2A C1A C2A C3A 160.11(13) . . . . ?
C5 C4 C3 C2 -179.34(12) . . . . ?
C5 C6 C7 C8 -0.5(2) . . . . ?
C5 C10 C9 C8 -0.7(2) . . . . ?
C4 C5 C6 C7 178.23(12) . . . . ?
C4 C5 C10 C9 -177.67(12) . . . . ?
C4 C3 C2 C1 67.76(17) . . . . ?
C5A C4A C3A C2A 176.17(13) . . . . ?
C5A C10A C9A C8A 0.3(2) . . . . ?
C5A C6A C7A C8A 0.6(3) . . . . ?
C4A C5A C10A C9A -177.19(13) . . . . ?
C4A C5A C6A C7A 176.83(14) . . . . ?
C4A C3A C2A C1A -68.91(18) . . . . ?
C6 C5 C4 O3 -178.39(12) . . . . ?
C6 C5 C4 C3 0.57(18) . . . . ?
C6 C5 C10 C9 1.3(2) . . . . ?
C6 C7 C8 C9 1.2(2) . . . . ?
C10 C5 C4 O3 0.54(19) . . . . ?
C10 C5 C4 C3 179.50(12) . . . . ?
C10 C5 C6 C7 -0.70(19) . . . . ?
C10A C5A C4A O3A 171.25(13) . . . . ?
C10A C5A C4A C3A -8.62(19) . . . . ?
C10A C5A C6A C7A -1.6(2) . . . . ?
C10A C9A C8A C7A -1.3(3) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
C6A C5A C4A O3A -7.1(2) . . . . ?
C6A C5A C4A C3A 173.04(13) . . . . ?
C6A C5A C10A C9A 1.1(2) . . . . ?
C9A C8A C7A C6A 0.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.981
_oxdiff_exptl_absorpt_empirical_full_min 0.515
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_09_260_00
_database_code_depnum_ccdc_archive 'CCDC 2283196'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.7762(4)
_cell_length_b                   5.23515(15)
_cell_length_c                   14.4736(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.409(4)
_cell_angle_gamma                90
_cell_volume                     901.28(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5340
_cell_measurement_temperature    260.01(10)
_cell_measurement_theta_max      78.7820
_cell_measurement_theta_min      3.9450
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -3 -2 0.1661
-2 3 2 0.1014
3 0 7 0.1463
-3 0 -7 0.1294
-7 0 7 0.0295
7 0 -7 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2608 -3.2246 -2.3357 0.5031 0.1479 -0.8515
-2.3300 3.2285 2.1643 -0.5228 -0.1538 0.8384
2.7207 0.0046 7.1373 0.7827 0.2335 0.5770
-2.7340 0.0131 -7.1268 -0.7857 -0.2344 -0.5725
-7.1291 -0.0823 7.4119 0.2677 -0.8992 0.3462
7.1291 0.0823 -7.4119 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9326
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.037
_diffrn_reflns_theta_min         3.959
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      260.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0563366000
_diffrn_orient_matrix_UB_12      -0.1804844000
_diffrn_orient_matrix_UB_13      0.0883012000
_diffrn_orient_matrix_UB_21      0.1143220000
_diffrn_orient_matrix_UB_22      0.0421669000
_diffrn_orient_matrix_UB_23      -0.0108859000
_diffrn_orient_matrix_UB_31      0.0234171000
_diffrn_orient_matrix_UB_32      0.2284929000
_diffrn_orient_matrix_UB_33      0.0717650000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1543
_reflns_number_total             1881
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1881
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.059
_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)+(0.0611P)²+0.0825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1241
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.65956(10) 0.4937(2) 0.47676(7) 0.0840(4) Uani 1 1 d . . . . .
O1 O 0.87561(10) 0.4946(2) 0.40580(9) 0.0925(4) Uani 1 1 d . . . . .
O2 O 0.93726(12) 0.7791(3) 0.52647(10) 0.0946(4) Uani 1 1 d . . . . .
C5 C 0.51830(10) 0.3520(2) 0.32978(8) 0.0590(3) Uani 1 1 d . . . . .
C4 C 0.61505(11) 0.5162(3) 0.38750(9) 0.0619(3) Uani 1 1 d . . . . .
C6 C 0.47073(13) 0.3584(3) 0.22673(10) 0.0712(4) Uani 1 1 d . . . . .
C1 C 0.86187(14) 0.6926(3) 0.44596(12) 0.0760(4) Uani 1 1 d . . . . .
C10 C 0.47510(12) 0.1817(3) 0.38043(12) 0.0755(4) Uani 1 1 d . . . . .
C3 C 0.65853(15) 0.7117(3) 0.33370(12) 0.0781(4) Uani 1 1 d . . . . .
C7 C 0.38370(14) 0.1978(4) 0.17628(12) 0.0855(5) Uani 1 1 d . . . . .
C2 C 0.75882(17) 0.8557(3) 0.40385(16) 0.0908(5) Uani 1 1 d . . . . .
C8 C 0.34298(15) 0.0266(4) 0.22699(15) 0.0922(5) Uani 1 1 d . . . . .
C9 C 0.38851(14) 0.0182(4) 0.32917(15) 0.0909(5) Uani 1 1 d . . . . .
H2 H 1.008(2) 0.677(5) 0.5499(18) 0.133(8) Uiso 1 1 d . . . . .
H3A H 0.5979(17) 0.826(4) 0.2967(14) 0.102(6) Uiso 1 1 d . . . . .
H3B H 0.6793(15) 0.614(4) 0.2848(14) 0.093(5) Uiso 1 1 d . . . . .
H6 H 0.5010(15) 0.475(3) 0.1956(12) 0.078(5) Uiso 1 1 d . . . . .
H10 H 0.5057(14) 0.184(3) 0.4486(13) 0.083(5) Uiso 1 1 d . . . . .
H7 H 0.3497(17) 0.206(4) 0.1074(15) 0.103(6) Uiso 1 1 d . . . . .
H8 H 0.279(2) -0.080(4) 0.1880(16) 0.119(7) Uiso 1 1 d . . . . .
H2A H 0.7454(18) 0.927(4) 0.4621(15) 0.106(6) Uiso 1 1 d . . . . .
H2B H 0.780(2) 1.005(4) 0.3721(15) 0.124(7) Uiso 1 1 d . . . . .
H9 H 0.359(2) -0.089(5) 0.3661(15) 0.121(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2124(16) . ?
O1 C1 1.2321(18) . ?
O2 C1 1.2927(19) . ?
O2 H2 1.00(3) . ?
C5 C4 1.4870(19) . ?
C5 C6 1.3905(18) . ?
C5 C10 1.390(2) . ?
C4 C3 1.509(2) . ?
C6 C7 1.373(2) . ?
C6 H6 0.923(17) . ?
C1 C2 1.499(3) . ?
C10 C9 1.381(2) . ?
C10 H10 0.920(17) . ?
C3 C2 1.514(2) . ?
C3 H3A 0.97(2) . ?
C3 H3B 0.99(2) . ?
C7 C8 1.375(3) . ?
C7 H7 0.93(2) . ?
C2 H2A 0.99(2) . ?
C2 H2B 0.99(2) . ?
C8 C9 1.378(3) . ?
C8 H8 0.98(2) . ?
C9 H9 0.94(2) . ?

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
C1 O2 H2 113.8(14) . . ?
C6 C5 C4 122.47(13) . . ?
C10 C5 C4 118.90(12) . . ?
C10 C5 C6 118.61(14) . . ?
O3 C4 C5 120.85(12) . . ?
O3 C4 C3 119.86(13) . . ?
C5 C4 C3 119.29(12) . . ?
C5 C6 H6 116.3(11) . . ?
C7 C6 C5 120.52(16) . . ?
C7 C6 H6 123.2(10) . . ?
O1 C1 O2 122.16(16) . . ?
O1 C1 C2 122.86(15) . . ?
O2 C1 C2 114.96(14) . . ?
C5 C10 H10 117.6(11) . . ?
C9 C10 C5 120.58(15) . . ?
C9 C10 H10 121.9(11) . . ?
C4 C3 C2 111.86(14) . . ?
C4 C3 H3A 109.4(12) . . ?
C4 C3 H3B 105.4(11) . . ?
C2 C3 H3A 112.0(11) . . ?
C2 C3 H3B 110.9(11) . . ?
H3A C3 H3B 107.0(15) . . ?
C6 C7 C8 120.41(15) . . ?
C6 C7 H7 120.7(12) . . ?
C8 C7 H7 118.9(12) . . ?
C1 C2 C3 113.08(15) . . ?
C1 C2 H2A 105.5(12) . . ?
C1 C2 H2B 107.0(14) . . ?
C3 C2 H2A 113.0(12) . . ?
C3 C2 H2B 112.7(13) . . ?
H2A C2 H2B 104.9(17) . . ?
C7 C8 C9 120.00(17) . . ?
C7 C8 H8 117.5(13) . . ?
C9 C8 H8 122.4(13) . . ?
C10 C9 H9 118.1(13) . . ?
C8 C9 C10 119.87(18) . . ?
C8 C9 H9 121.8(13) . . ?

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
O3 C4 C3 C2 1.1(2) . . . . ?
O1 C1 C2 C3 22.0(2) . . . . ?
O2 C1 C2 C3 -159.92(15) . . . . ?
C5 C4 C3 C2 -178.47(13) . . . . ?
C5 C6 C7 C8 -0.6(2) . . . . ?
C5 C10 C9 C8 -1.2(3) . . . . ?
C4 C5 C6 C7 177.97(13) . . . . ?
C4 C5 C10 C9 -177.16(14) . . . . ?
C4 C3 C2 C1 68.9(2) . . . . ?
C6 C5 C4 O3 -174.88(13) . . . . ?
C6 C5 C4 C3 4.7(2) . . . . ?
C6 C5 C10 C9 1.5(2) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C10 C5 C4 O3 3.7(2) . . . . ?
C10 C5 C4 C3 -176.72(14) . . . . ?
C10 C5 C6 C7 -0.6(2) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.089
_oxdiff_exptl_absorpt_empirical_full_min 0.424
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_12_290_00
_database_code_depnum_ccdc_archive 'CCDC 2283199'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.8223(5)
_cell_length_b                   5.2450(2)
_cell_length_c                   14.5064(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.569(4)
_cell_angle_gamma                90
_cell_volume                     907.28(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5056
_cell_measurement_temperature    290.00(10)
_cell_measurement_theta_max      78.4640
_cell_measurement_theta_min      3.9310
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.801
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -3 -2 0.1661
-2 3 2 0.1014
3 0 7 0.1463
-3 0 -7 0.1294
-7 0 7 0.0295
7 0 -7 0.0010

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2755 -3.2303 -2.3445 0.5031 0.1479 -0.8515
-2.3446 3.2343 2.1728 -0.5228 -0.1538 0.8384
2.7144 0.0040 7.1484 0.7827 0.2335 0.5770
-2.7278 0.0137 -7.1379 -0.7857 -0.2344 -0.5725
-7.1635 -0.0838 7.4323 0.2677 -0.8992 0.3462
7.1635 0.0838 -7.4323 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9404
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.032
_diffrn_reflns_theta_min         3.943
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0562726000
_diffrn_orient_matrix_UB_12      -0.1801358000
_diffrn_orient_matrix_UB_13      0.0882237000
_diffrn_orient_matrix_UB_21      0.1139880000
_diffrn_orient_matrix_UB_22      0.0422263000
_diffrn_orient_matrix_UB_23      -0.0106385000
_diffrn_orient_matrix_UB_31      0.0233964000
_diffrn_orient_matrix_UB_32      0.2280280000
_diffrn_orient_matrix_UB_33      0.0716997000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1510
_reflns_number_total             1893
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.026
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1893
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.080
_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)+(0.0565P)²+0.0834P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1268
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O3 O 0.65982(10) 0.4936(2) 0.47640(7) 0.0948(4) Uani 1 1 d . . . . .
O1 O 0.87550(10) 0.4943(3) 0.40591(10) 0.1021(4) Uani 1 1 d . . . . .
O2 O 0.93740(13) 0.7778(3) 0.52617(11) 0.1050(5) Uani 1 1 d . . . . .
C5 C 0.51877(11) 0.3526(3) 0.32973(9) 0.0647(4) Uani 1 1 d . . . . .
C4 C 0.61531(12) 0.5159(3) 0.38749(10) 0.0684(4) Uani 1 1 d . . . . .
C6 C 0.47087(14) 0.3590(3) 0.22703(11) 0.0788(4) Uani 1 1 d . . . . .
C1 C 0.86197(15) 0.6920(3) 0.44598(13) 0.0847(5) Uani 1 1 d . . . . .
C10 C 0.47557(13) 0.1832(4) 0.38005(12) 0.0834(5) Uani 1 1 d . . . . .
C3 C 0.65884(17) 0.7104(4) 0.33394(13) 0.0864(5) Uani 1 1 d . . . . .
C7 C 0.38363(15) 0.1992(4) 0.17665(13) 0.0944(6) Uani 1 1 d . . . . .
C2 C 0.75899(18) 0.8539(4) 0.40382(18) 0.1002(6) Uani 1 1 d . . . . .
C8 C 0.34326(16) 0.0295(4) 0.22735(17) 0.1014(6) Uani 1 1 d . . . . .
C9 C 0.38876(16) 0.0210(4) 0.32891(16) 0.1008(6) Uani 1 1 d . . . . .
H2 H 1.008(2) 0.678(5) 0.548(2) 0.158(10) Uiso 1 1 d . . . . .
H3A H 0.5963(18) 0.826(4) 0.2969(15) 0.115(7) Uiso 1 1 d . . . . .
H3B H 0.6777(15) 0.614(4) 0.2854(14) 0.097(5) Uiso 1 1 d . . . . .
H6 H 0.5015(15) 0.478(3) 0.1964(12) 0.087(5) Uiso 1 1 d . . . . .
H10 H 0.5066(15) 0.190(3) 0.4481(14) 0.091(5) Uiso 1 1 d . . . . .
H7 H 0.3507(17) 0.210(4) 0.1083(16) 0.114(6) Uiso 1 1 d . . . . .
H8 H 0.282(2) -0.079(5) 0.1872(17) 0.130(7) Uiso 1 1 d . . . . .
H2A H 0.7464(18) 0.924(4) 0.4626(16) 0.113(7) Uiso 1 1 d . . . . .
H2B H 0.780(2) 1.000(5) 0.3731(16) 0.141(8) Uiso 1 1 d . . . . .
H9 H 0.361(2) -0.084(5) 0.3663(17) 0.136(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2090(17) . ?
O1 C1 1.2319(19) . ?
O2 C1 1.290(2) . ?
O2 H2 0.99(3) . ?
C5 C4 1.485(2) . ?
C5 C6 1.3874(19) . ?
C5 C10 1.388(2) . ?
C4 C3 1.508(2) . ?
C6 C7 1.373(3) . ?
C6 H6 0.932(17) . ?
C1 C2 1.498(3) . ?
C10 C9 1.380(2) . ?
C10 H10 0.920(18) . ?
C3 C2 1.512(3) . ?
C3 H3A 0.99(2) . ?
C3 H3B 0.97(2) . ?
C7 C8 1.372(3) . ?
C7 H7 0.93(2) . ?
C2 H2A 0.99(2) . ?
C2 H2B 0.98(3) . ?
C8 C9 1.371(3) . ?
C8 H8 0.97(3) . ?
C9 H9 0.93(3) . ?

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
C1 O2 H2 113.4(16) . . ?
C6 C5 C4 122.69(14) . . ?
C6 C5 C10 118.38(15) . . ?
C10 C5 C4 118.92(12) . . ?
O3 C4 C5 120.99(13) . . ?
O3 C4 C3 119.73(14) . . ?
C5 C4 C3 119.27(12) . . ?
C5 C6 H6 115.5(11) . . ?
C7 C6 C5 120.61(17) . . ?
C7 C6 H6 123.9(11) . . ?
O1 C1 O2 122.02(18) . . ?
O1 C1 C2 122.70(17) . . ?
O2 C1 C2 115.26(16) . . ?
C5 C10 H10 116.2(11) . . ?
C9 C10 C5 120.71(16) . . ?
C9 C10 H10 123.1(11) . . ?
C4 C3 C2 112.04(15) . . ?
C4 C3 H3A 108.3(12) . . ?
C4 C3 H3B 105.1(11) . . ?
C2 C3 H3A 112.2(12) . . ?
C2 C3 H3B 111.7(11) . . ?
H3A C3 H3B 107.1(15) . . ?
C6 C7 H7 119.6(13) . . ?
C8 C7 C6 120.32(16) . . ?
C8 C7 H7 120.1(13) . . ?
C1 C2 C3 113.30(16) . . ?
C1 C2 H2A 104.9(12) . . ?
C1 C2 H2B 106.3(15) . . ?
C3 C2 H2A 113.2(13) . . ?
C3 C2 H2B 113.4(15) . . ?
H2A C2 H2B 105.0(18) . . ?
C7 C8 H8 116.0(14) . . ?
C9 C8 C7 120.11(19) . . ?
C9 C8 H8 123.9(14) . . ?
C10 C9 H9 117.2(15) . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 122.8(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O1 0.99(3) 1.66(3) 2.651(2) 175(3) 3_766 yes

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
O3 C4 C3 C2 1.0(2) . . . . ?
O1 C1 C2 C3 22.0(3) . . . . ?
O2 C1 C2 C3 -159.88(16) . . . . ?
C5 C4 C3 C2 -178.42(15) . . . . ?
C5 C6 C7 C8 -0.5(3) . . . . ?
C5 C10 C9 C8 -1.0(3) . . . . ?
C4 C5 C6 C7 178.19(14) . . . . ?
C4 C5 C10 C9 -177.45(16) . . . . ?
C4 C3 C2 C1 69.0(2) . . . . ?
C6 C5 C4 O3 -175.03(14) . . . . ?
C6 C5 C4 C3 4.4(2) . . . . ?
C6 C5 C10 C9 1.5(2) . . . . ?
C6 C7 C8 C9 1.0(3) . . . . ?
C10 C5 C4 O3 3.8(2) . . . . ?
C10 C5 C4 C3 -176.75(15) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.737
_oxdiff_exptl_absorpt_empirical_full_min 0.517
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_11_280_00
_database_code_depnum_ccdc_archive 'CCDC 2283198'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.8072(4)
_cell_length_b                   5.24245(15)
_cell_length_c                   14.4951(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.513(4)
_cell_angle_gamma                90
_cell_volume                     905.42(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5197
_cell_measurement_temperature    279.99(10)
_cell_measurement_theta_max      78.4970
_cell_measurement_theta_min      3.9400
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    0.803
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -3 -2 0.1661
-2 3 2 0.1014
3 0 7 0.1463
-3 0 -7 0.1294
-7 0 7 0.0295
7 0 -7 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2697 -3.2284 -2.3420 0.5031 0.1479 -0.8515
-2.3388 3.2323 2.1703 -0.5228 -0.1538 0.8384
2.7162 0.0036 7.1459 0.7827 0.2335 0.5770
-2.7295 0.0141 -7.1354 -0.7857 -0.2344 -0.5725
-7.1527 -0.0837 7.4248 0.2677 -0.8992 0.3462
7.1527 0.0837 -7.4248 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9383
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.150
_diffrn_reflns_theta_min         3.948
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      279.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0562699000
_diffrn_orient_matrix_UB_12      -0.1802820000
_diffrn_orient_matrix_UB_13      0.0882307000
_diffrn_orient_matrix_UB_21      0.1140991000
_diffrn_orient_matrix_UB_22      0.0421685000
_diffrn_orient_matrix_UB_23      -0.0107104000
_diffrn_orient_matrix_UB_31      0.0233931000
_diffrn_orient_matrix_UB_32      0.2281537000
_diffrn_orient_matrix_UB_33      0.0717323000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1520
_reflns_number_total             1891
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.061
_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)+(0.0574P)²+0.0899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1273
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.65967(10) 0.4938(2) 0.47656(7) 0.0918(4) Uani 1 1 d . . . . .
O1 O 0.87553(10) 0.4946(3) 0.40579(9) 0.0997(4) Uani 1 1 d . . . . .
O2 O 0.93732(13) 0.7782(3) 0.52628(10) 0.1017(4) Uani 1 1 d . . . . .
C5 C 0.51866(11) 0.3522(3) 0.32977(9) 0.0632(3) Uani 1 1 d . . . . .
C4 C 0.61534(12) 0.5160(3) 0.38748(10) 0.0665(4) Uani 1 1 d . . . . .
C6 C 0.47087(14) 0.3588(3) 0.22689(10) 0.0766(4) Uani 1 1 d . . . . .
C1 C 0.86198(14) 0.6923(3) 0.44598(13) 0.0821(5) Uani 1 1 d . . . . .
C10 C 0.47539(13) 0.1827(4) 0.38015(12) 0.0815(5) Uani 1 1 d . . . . .
C3 C 0.65859(17) 0.7106(4) 0.33387(13) 0.0839(5) Uani 1 1 d . . . . .
C7 C 0.38368(15) 0.1989(4) 0.17647(13) 0.0916(6) Uani 1 1 d . . . . .
C2 C 0.75892(18) 0.8545(4) 0.40388(18) 0.0978(6) Uani 1 1 d . . . . .
C8 C 0.34331(16) 0.0287(4) 0.22723(16) 0.0987(6) Uani 1 1 d . . . . .
C9 C 0.38868(15) 0.0204(4) 0.32895(16) 0.0976(6) Uani 1 1 d . . . . .
H2 H 1.007(2) 0.675(5) 0.5475(19) 0.147(10) Uiso 1 1 d . . . . .
H3A H 0.5970(18) 0.825(4) 0.2959(14) 0.111(6) Uiso 1 1 d . . . . .
H3B H 0.6789(16) 0.613(4) 0.2861(14) 0.099(6) Uiso 1 1 d . . . . .
H6 H 0.5016(15) 0.478(3) 0.1954(12) 0.082(5) Uiso 1 1 d . . . . .
H10 H 0.5060(15) 0.186(3) 0.4476(14) 0.092(5) Uiso 1 1 d . . . . .
H7 H 0.3504(17) 0.210(4) 0.1069(16) 0.113(6) Uiso 1 1 d . . . . .
H8 H 0.281(2) -0.077(5) 0.1881(17) 0.130(8) Uiso 1 1 d . . . . .
H2A H 0.7465(17) 0.926(4) 0.4621(15) 0.108(6) Uiso 1 1 d . . . . .
H2B H 0.779(2) 0.998(5) 0.3719(16) 0.130(8) Uiso 1 1 d . . . . .
H9 H 0.363(2) -0.088(5) 0.3669(17) 0.132(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2106(16) . ?
O1 C1 1.2321(19) . ?
O2 C1 1.290(2) . ?
O2 H2 0.99(3) . ?
C5 C4 1.487(2) . ?
C5 C6 1.3893(18) . ?
C5 C10 1.388(2) . ?
C4 C3 1.506(2) . ?
C6 C7 1.373(3) . ?
C6 H6 0.940(17) . ?
C1 C2 1.499(3) . ?
C10 C9 1.380(2) . ?
C10 H10 0.911(18) . ?
C3 C2 1.514(3) . ?
C3 H3A 0.98(2) . ?
C3 H3B 0.97(2) . ?
C7 C8 1.372(3) . ?
C7 H7 0.94(2) . ?
C2 H2A 0.99(2) . ?
C2 H2B 0.97(3) . ?
C8 C9 1.373(3) . ?
C8 H8 0.97(3) . ?
C9 H9 0.93(3) . ?

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
C1 O2 H2 112.3(15) . . ?
C6 C5 C4 122.53(14) . . ?
C10 C5 C4 118.98(12) . . ?
C10 C5 C6 118.48(14) . . ?
O3 C4 C5 120.84(13) . . ?
O3 C4 C3 119.88(14) . . ?
C5 C4 C3 119.27(12) . . ?
C5 C6 H6 116.1(10) . . ?
C7 C6 C5 120.55(17) . . ?
C7 C6 H6 123.4(10) . . ?
O1 C1 O2 122.12(18) . . ?
O1 C1 C2 122.70(16) . . ?
O2 C1 C2 115.15(16) . . ?
C5 C10 H10 117.0(12) . . ?
C9 C10 C5 120.65(16) . . ?
C9 C10 H10 122.4(12) . . ?
C4 C3 C2 111.96(15) . . ?
C4 C3 H3A 109.3(12) . . ?
C4 C3 H3B 104.9(11) . . ?
C2 C3 H3A 112.4(12) . . ?
C2 C3 H3B 110.9(11) . . ?
H3A C3 H3B 107.0(15) . . ?
C6 C7 H7 119.5(13) . . ?
C8 C7 C6 120.29(16) . . ?
C8 C7 H7 120.2(13) . . ?
C1 C2 C3 113.24(16) . . ?
C1 C2 H2A 105.1(12) . . ?
C1 C2 H2B 106.7(15) . . ?
C3 C2 H2A 113.5(12) . . ?
C3 C2 H2B 112.1(14) . . ?
H2A C2 H2B 105.6(18) . . ?
C7 C8 C9 120.14(18) . . ?
C7 C8 H8 116.9(14) . . ?
C9 C8 H8 122.9(14) . . ?
C10 C9 H9 116.6(15) . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 123.5(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
O3 C4 C3 C2 1.2(2) . . . . ?
O1 C1 C2 C3 22.0(3) . . . . ?
O2 C1 C2 C3 -159.81(16) . . . . ?
C5 C4 C3 C2 -178.45(14) . . . . ?
C5 C6 C7 C8 -0.6(3) . . . . ?
C5 C10 C9 C8 -1.0(3) . . . . ?
C4 C5 C6 C7 178.13(14) . . . . ?
C4 C5 C10 C9 -177.37(15) . . . . ?
C4 C3 C2 C1 68.9(2) . . . . ?
C6 C5 C4 O3 -175.14(14) . . . . ?
C6 C5 C4 C3 4.6(2) . . . . ?
C6 C5 C10 C9 1.5(2) . . . . ?
C6 C7 C8 C9 1.1(3) . . . . ?
C10 C5 C4 O3 3.7(2) . . . . ?
C10 C5 C4 C3 -176.61(15) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.228
_oxdiff_exptl_absorpt_empirical_full_min 0.421
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_06_240_00
_database_code_depnum_ccdc_archive 'CCDC 2283194'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.7470(4)
_cell_length_b                   5.22886(14)
_cell_length_c                   14.4507(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.302(3)
_cell_angle_gamma                90
_cell_volume                     897.37(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5619
_cell_measurement_temperature    239.99(10)
_cell_measurement_theta_max      78.0860
_cell_measurement_theta_min      3.9560
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.797
_exptl_absorpt_coefficient_mu    0.810
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -3 -2 0.1661
-2 3 2 0.1014
3 0 7 0.1463
-3 0 -7 0.1294
-7 0 7 0.0295
7 0 -7 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2495 -3.2211 -2.3276 0.5031 0.1479 -0.8515
-2.3189 3.2250 2.1564 -0.5228 -0.1538 0.8384
2.7283 0.0046 7.1269 0.7827 0.2335 0.5770
-2.7416 0.0131 -7.1164 -0.7857 -0.2344 -0.5725
-7.1053 -0.0805 7.4000 0.2677 -0.8992 0.3462
7.1053 0.0805 -7.4000 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9279
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.378
_diffrn_reflns_theta_min         3.969
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      239.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0563858000
_diffrn_orient_matrix_UB_12      -0.1806568000
_diffrn_orient_matrix_UB_13      0.0883520000
_diffrn_orient_matrix_UB_21      0.1145131000
_diffrn_orient_matrix_UB_22      0.0420708000
_diffrn_orient_matrix_UB_23      -0.0110983000
_diffrn_orient_matrix_UB_31      0.0234829000
_diffrn_orient_matrix_UB_32      0.2288442000
_diffrn_orient_matrix_UB_33      0.0718176000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1572
_reflns_number_total             1873
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1873
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.045
_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)+(0.0547P)²+0.1048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1152
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.65935(9) 0.4942(2) 0.47693(6) 0.0772(3) Uani 1 1 d . . . . .
O1 O 0.87571(9) 0.4949(2) 0.40581(8) 0.0852(4) Uani 1 1 d . . . . .
O2 O 0.93709(11) 0.7800(2) 0.52666(9) 0.0872(4) Uani 1 1 d . . . . .
C5 C 0.51815(10) 0.3518(2) 0.32982(8) 0.0553(3) Uani 1 1 d . . . . .
C4 C 0.61482(11) 0.5164(2) 0.38756(9) 0.0572(3) Uani 1 1 d . . . . .
C6 C 0.47064(12) 0.3580(3) 0.22653(9) 0.0666(4) Uani 1 1 d . . . . .
C1 C 0.86171(13) 0.6930(3) 0.44583(11) 0.0703(4) Uani 1 1 d . . . . .
C10 C 0.47477(12) 0.1810(3) 0.38053(11) 0.0706(4) Uani 1 1 d . . . . .
C3 C 0.65827(15) 0.7125(3) 0.33363(12) 0.0732(4) Uani 1 1 d . . . . .
C7 C 0.38359(13) 0.1960(4) 0.17612(11) 0.0804(5) Uani 1 1 d . . . . .
C2 C 0.75875(16) 0.8567(3) 0.40374(15) 0.0843(5) Uani 1 1 d . . . . .
C8 C 0.34280(14) 0.0245(4) 0.22709(14) 0.0863(5) Uani 1 1 d . . . . .
C9 C 0.38821(14) 0.0169(4) 0.32932(14) 0.0852(5) Uani 1 1 d . . . . .
H2 H 1.0054(19) 0.679(4) 0.5483(16) 0.115(7) Uiso 1 1 d . . . . .
H3A H 0.5973(16) 0.828(4) 0.2969(13) 0.095(5) Uiso 1 1 d . . . . .
H3B H 0.6787(14) 0.616(3) 0.2848(13) 0.083(5) Uiso 1 1 d . . . . .
H6 H 0.5022(14) 0.476(3) 0.1945(12) 0.072(4) Uiso 1 1 d . . . . .
H10 H 0.5063(13) 0.183(3) 0.4493(12) 0.074(4) Uiso 1 1 d . . . . .
H7 H 0.3503(16) 0.204(3) 0.1070(15) 0.097(5) Uiso 1 1 d . . . . .
H8 H 0.279(2) -0.084(4) 0.1878(16) 0.117(7) Uiso 1 1 d . . . . .
H2A H 0.7448(16) 0.931(4) 0.4614(14) 0.096(6) Uiso 1 1 d . . . . .
H2B H 0.7799(19) 1.005(4) 0.3714(15) 0.116(7) Uiso 1 1 d . . . . .
H9 H 0.3604(18) -0.091(4) 0.3662(15) 0.114(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2128(15) . ?
O1 C1 1.2306(17) . ?
O2 C1 1.2959(18) . ?
O2 H2 0.97(2) . ?
C5 C4 1.4861(18) . ?
C5 C6 1.3924(17) . ?
C5 C10 1.3908(19) . ?
C4 C3 1.5096(19) . ?
C6 C7 1.376(2) . ?
C6 H6 0.945(16) . ?
C1 C2 1.498(3) . ?
C10 C9 1.381(2) . ?
C10 H10 0.927(16) . ?
C3 C2 1.514(2) . ?
C3 H3A 0.974(19) . ?
C3 H3B 0.975(18) . ?
C7 C8 1.377(3) . ?
C7 H7 0.933(19) . ?
C2 H2A 0.99(2) . ?
C2 H2B 0.99(2) . ?
C8 C9 1.378(3) . ?
C8 H8 0.99(2) . ?
C9 H9 0.93(2) . ?

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
C1 O2 H2 112.6(13) . . ?
C6 C5 C4 122.50(12) . . ?
C10 C5 C4 118.91(11) . . ?
C10 C5 C6 118.58(13) . . ?
O3 C4 C5 120.95(12) . . ?
O3 C4 C3 119.81(13) . . ?
C5 C4 C3 119.24(11) . . ?
C5 C6 H6 116.3(10) . . ?
C7 C6 C5 120.42(15) . . ?
C7 C6 H6 123.3(10) . . ?
O1 C1 O2 122.18(16) . . ?
O1 C1 C2 123.05(14) . . ?
O2 C1 C2 114.74(14) . . ?
C5 C10 H10 117.2(10) . . ?
C9 C10 C5 120.64(14) . . ?
C9 C10 H10 122.2(10) . . ?
C4 C3 C2 111.88(13) . . ?
C4 C3 H3A 109.3(11) . . ?
C4 C3 H3B 105.5(10) . . ?
C2 C3 H3A 111.8(11) . . ?
C2 C3 H3B 111.0(10) . . ?
H3A C3 H3B 107.2(14) . . ?
C6 C7 C8 120.43(14) . . ?
C6 C7 H7 120.4(12) . . ?
C8 C7 H7 119.1(12) . . ?
C1 C2 C3 112.97(14) . . ?
C1 C2 H2A 106.3(11) . . ?
C1 C2 H2B 106.8(13) . . ?
C3 C2 H2A 113.0(11) . . ?
C3 C2 H2B 112.5(12) . . ?
H2A C2 H2B 104.6(16) . . ?
C7 C8 C9 119.95(16) . . ?
C7 C8 H8 117.4(13) . . ?
C9 C8 H8 122.6(13) . . ?
C10 C9 H9 117.7(13) . . ?
C8 C9 C10 119.96(17) . . ?
C8 C9 H9 122.3(13) . . ?

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
O3 C4 C3 C2 1.3(2) . . . . ?
O1 C1 C2 C3 22.2(2) . . . . ?
O2 C1 C2 C3 -159.78(14) . . . . ?
C5 C4 C3 C2 -178.34(13) . . . . ?
C5 C6 C7 C8 -0.4(2) . . . . ?
C5 C10 C9 C8 -1.1(3) . . . . ?
C4 C5 C6 C7 177.85(13) . . . . ?
C4 C5 C10 C9 -177.16(14) . . . . ?
C4 C3 C2 C1 68.61(19) . . . . ?
C6 C5 C4 O3 -174.86(13) . . . . ?
C6 C5 C4 C3 4.73(19) . . . . ?
C6 C5 C10 C9 1.5(2) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C10 C5 C4 O3 3.8(2) . . . . ?
C10 C5 C4 C3 -176.63(13) . . . . ?
C10 C5 C6 C7 -0.8(2) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.936
_oxdiff_exptl_absorpt_empirical_full_min 0.440
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_08_250_00
_database_code_depnum_ccdc_archive 'CCDC 2283195'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.7632(4)
_cell_length_b                   5.23201(15)
_cell_length_c                   14.4635(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.364(4)
_cell_angle_gamma                90
_cell_volume                     899.46(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5438
_cell_measurement_temperature    250.00(10)
_cell_measurement_theta_max      78.9610
_cell_measurement_theta_min      3.9520
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -3 -2 0.1661
-2 3 2 0.1014
3 0 7 0.1463
-3 0 -7 0.1294
-7 0 7 0.0295
7 0 -7 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2546 -3.2234 -2.3304 0.5031 0.1479 -0.8515
-2.3239 3.2273 2.1591 -0.5228 -0.1538 0.8384
2.7238 0.0042 7.1319 0.7827 0.2335 0.5770
-2.7371 0.0135 -7.1215 -0.7857 -0.2344 -0.5725
-7.1183 -0.0811 7.4060 0.2677 -0.8992 0.3462
7.1183 0.0811 -7.4060 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9290
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.186
_diffrn_reflns_theta_min         3.964
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      250.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0563490000
_diffrn_orient_matrix_UB_12      -0.1805274000
_diffrn_orient_matrix_UB_13      0.0883287000
_diffrn_orient_matrix_UB_21      0.1144159000
_diffrn_orient_matrix_UB_22      0.0420761000
_diffrn_orient_matrix_UB_23      -0.0109777000
_diffrn_orient_matrix_UB_31      0.0234650000
_diffrn_orient_matrix_UB_32      0.2286582000
_diffrn_orient_matrix_UB_33      0.0718022000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1566
_reflns_number_total             1875
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1875
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.069
_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)+(0.0569P)²+0.0861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1196
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O3 O 0.65946(9) 0.4940(2) 0.47685(7) 0.0807(4) Uani 1 1 d . . . . .
O1 O 0.87566(9) 0.4947(2) 0.40576(9) 0.0888(4) Uani 1 1 d . . . . .
O2 O 0.93712(11) 0.7796(2) 0.52657(9) 0.0910(4) Uani 1 1 d . . . . .
C5 C 0.51827(10) 0.3519(2) 0.32982(8) 0.0573(3) Uani 1 1 d . . . . .
C4 C 0.61497(11) 0.5163(2) 0.38753(9) 0.0594(3) Uani 1 1 d . . . . .
C6 C 0.47074(13) 0.3581(3) 0.22663(10) 0.0690(4) Uani 1 1 d . . . . .
C1 C 0.86176(13) 0.6928(3) 0.44591(11) 0.0733(4) Uani 1 1 d . . . . .
C10 C 0.47491(12) 0.1811(3) 0.38045(11) 0.0728(4) Uani 1 1 d . . . . .
C3 C 0.65840(15) 0.7121(3) 0.33368(12) 0.0762(4) Uani 1 1 d . . . . .
C7 C 0.38365(14) 0.1966(4) 0.17612(12) 0.0831(5) Uani 1 1 d . . . . .
C2 C 0.75873(16) 0.8559(3) 0.40378(16) 0.0877(5) Uani 1 1 d . . . . .
C8 C 0.34293(14) 0.0257(4) 0.22697(15) 0.0891(5) Uani 1 1 d . . . . .
C9 C 0.38834(14) 0.0176(4) 0.32933(14) 0.0880(5) Uani 1 1 d . . . . .
H2 H 1.0071(19) 0.677(4) 0.5491(16) 0.121(8) Uiso 1 1 d . . . . .
H3A H 0.5972(16) 0.827(4) 0.2961(13) 0.098(6) Uiso 1 1 d . . . . .
H3B H 0.6790(15) 0.617(4) 0.2847(14) 0.091(5) Uiso 1 1 d . . . . .
H6 H 0.5013(14) 0.475(3) 0.1952(12) 0.078(5) Uiso 1 1 d . . . . .
H10 H 0.5060(14) 0.184(3) 0.4486(13) 0.081(4) Uiso 1 1 d . . . . .
H7 H 0.3507(16) 0.206(4) 0.1067(15) 0.100(6) Uiso 1 1 d . . . . .
H8 H 0.280(2) -0.082(4) 0.1873(16) 0.119(7) Uiso 1 1 d . . . . .
H2A H 0.7458(17) 0.930(4) 0.4615(15) 0.103(6) Uiso 1 1 d . . . . .
H2B H 0.780(2) 1.007(4) 0.3717(15) 0.122(7) Uiso 1 1 d . . . . .
H9 H 0.3594(19) -0.091(5) 0.3654(15) 0.121(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2126(15) . ?
O1 C1 1.2319(17) . ?
O2 C1 1.2941(18) . ?
O2 H2 0.99(2) . ?
C5 C4 1.4864(19) . ?
C5 C6 1.3916(17) . ?
C5 C10 1.392(2) . ?
C4 C3 1.509(2) . ?
C6 C7 1.376(2) . ?
C6 H6 0.927(16) . ?
C1 C2 1.498(3) . ?
C10 C9 1.380(2) . ?
C10 H10 0.919(17) . ?
C3 C2 1.513(2) . ?
C3 H3A 0.978(19) . ?
C3 H3B 0.978(19) . ?
C7 C8 1.374(3) . ?
C7 H7 0.938(19) . ?
C2 H2A 0.99(2) . ?
C2 H2B 1.00(2) . ?
C8 C9 1.380(3) . ?
C8 H8 0.98(2) . ?
C9 H9 0.93(2) . ?

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
C1 O2 H2 113.1(13) . . ?
C6 C5 C4 122.49(12) . . ?
C10 C5 C4 118.96(11) . . ?
C10 C5 C6 118.54(13) . . ?
O3 C4 C5 120.88(12) . . ?
O3 C4 C3 119.86(13) . . ?
C5 C4 C3 119.26(11) . . ?
C5 C6 H6 116.4(10) . . ?
C7 C6 C5 120.49(15) . . ?
C7 C6 H6 123.1(10) . . ?
O1 C1 O2 122.18(16) . . ?
O1 C1 C2 122.90(15) . . ?
O2 C1 C2 114.89(14) . . ?
C5 C10 H10 117.0(11) . . ?
C9 C10 C5 120.70(15) . . ?
C9 C10 H10 122.3(11) . . ?
C4 C3 C2 111.84(13) . . ?
C4 C3 H3A 109.5(11) . . ?
C4 C3 H3B 105.9(11) . . ?
C2 C3 H3A 112.2(11) . . ?
C2 C3 H3B 110.7(11) . . ?
H3A C3 H3B 106.4(14) . . ?
C6 C7 H7 119.8(12) . . ?
C8 C7 C6 120.36(15) . . ?
C8 C7 H7 119.8(12) . . ?
C1 C2 C3 113.11(14) . . ?
C1 C2 H2A 105.7(12) . . ?
C1 C2 H2B 107.2(13) . . ?
C3 C2 H2A 113.6(12) . . ?
C3 C2 H2B 112.7(13) . . ?
H2A C2 H2B 103.8(17) . . ?
C7 C8 C9 120.09(16) . . ?
C7 C8 H8 116.9(13) . . ?
C9 C8 H8 123.0(13) . . ?
C10 C9 C8 119.81(18) . . ?
C10 C9 H9 118.7(14) . . ?
C8 C9 H9 121.4(13) . . ?

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
O3 C4 C3 C2 1.2(2) . . . . ?
O1 C1 C2 C3 22.1(2) . . . . ?
O2 C1 C2 C3 -159.86(14) . . . . ?
C5 C4 C3 C2 -178.39(13) . . . . ?
C5 C6 C7 C8 -0.4(2) . . . . ?
C5 C10 C9 C8 -1.0(3) . . . . ?
C4 C5 C6 C7 177.88(13) . . . . ?
C4 C5 C10 C9 -177.22(14) . . . . ?
C4 C3 C2 C1 68.74(19) . . . . ?
C6 C5 C4 O3 -174.87(13) . . . . ?
C6 C5 C4 C3 4.7(2) . . . . ?
C6 C5 C10 C9 1.4(2) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C10 C5 C4 O3 3.7(2) . . . . ?
C10 C5 C4 C3 -176.69(14) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.096
_oxdiff_exptl_absorpt_empirical_full_min 0.423
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_04_230_00
_database_code_depnum_ccdc_archive 'CCDC 2283192'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT110_tp_bacidup_04_230_00 
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT112_tp_bacidup_04_230_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         B        100 %Fit
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT113_tp_bacidup_04_230_00 
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
# Added during the CSD deposition process: Thursday 20 July 2023 10:16 AM
# end Validation Reply Form

_audit_creation_date             2023-07-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.4013(4)
_cell_length_b                   5.22360(10)
_cell_length_c                   22.4510(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.710(2)
_cell_angle_gamma                90
_cell_volume                     1789.86(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7136
_cell_measurement_temperature    230.00(10)
_cell_measurement_theta_max      79.2670
_cell_measurement_theta_min      3.9610
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 5 0.1661
0 -3 -4 0.1014
10 0 -4 0.1463
-10 0 4 0.1294
0 0 -14 0.0295
0 0 14 0.0010

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0774 3.2176 4.5802 0.5031 0.1479 -0.8515
-0.1631 -3.2215 -4.4789 -0.5228 -0.1538 0.8384
9.8493 -0.0038 -4.3808 0.7827 0.2335 0.5770
-9.8522 -0.0139 4.3571 -0.7857 -0.2344 -0.5725
0.2983 0.0812 -14.4902 0.2677 -0.8992 0.3462
-0.2983 -0.0812 14.4902 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            18393
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.551
_diffrn_reflns_theta_min         3.974
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0724311000
_diffrn_orient_matrix_UB_12      0.1808341000
_diffrn_orient_matrix_UB_13      -0.0159702000
_diffrn_orient_matrix_UB_21      0.0516617000
_diffrn_orient_matrix_UB_22      -0.0422956000
_diffrn_orient_matrix_UB_23      0.0628801000
_diffrn_orient_matrix_UB_31      0.0477309000
_diffrn_orient_matrix_UB_32      -0.2290427000
_diffrn_orient_matrix_UB_33      -0.0241911000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2638
_reflns_number_total             3731
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3731
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.060
_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)+(0.0766P)²+0.1768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1485
_refine_ls_wR_factor_ref         0.1620
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2.a Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O3 O 0.68241(7) 0.5149(2) 0.65794(5) 0.0686(4) Uani 1 1 d . . . . .
O1 O 0.60950(8) 0.5168(2) 0.51469(5) 0.0742(4) Uani 1 1 d . . . . .
O3A O 0.18145(7) 0.0047(3) 0.65991(5) 0.0711(4) Uani 1 1 d . . . . .
O2 O 0.52192(9) 0.2195(3) 0.54417(6) 0.0788(4) Uani 1 1 d . . . . .
H2 H 0.484306 0.307582 0.523596 0.118 Uiso 1 1 calc R U . . .
O1A O 0.10909(9) 0.0061(3) 0.51552(5) 0.0802(4) Uani 1 1 d . . . . .
O2A O 0.01422(9) 0.2805(3) 0.54559(6) 0.0808(4) Uani 1 1 d . . . . .
H2AA H -0.021002 0.192427 0.523031 0.121 Uiso 1 1 calc R U . . .
C5 C 0.82623(8) 0.6666(3) 0.65620(6) 0.0474(3) Uani 1 1 d . . . . .
C4 C 0.74985(9) 0.4983(3) 0.63594(6) 0.0498(4) Uani 1 1 d . . . . .
C5A C 0.32607(9) -0.1294(3) 0.65545(6) 0.0505(4) Uani 1 1 d . . . . .
C4A C 0.24763(10) 0.0323(3) 0.63694(6) 0.0524(4) Uani 1 1 d . . . . .
C6 C 0.90265(10) 0.6608(3) 0.62962(8) 0.0571(4) Uani 1 1 d . . . . .
C1 C 0.59890(11) 0.3151(3) 0.54128(7) 0.0613(4) Uani 1 1 d . . . . .
C10 C 0.81989(10) 0.8385(3) 0.70283(7) 0.0596(4) Uani 1 1 d . . . . .
C3 C 0.75718(12) 0.3064(3) 0.58653(8) 0.0629(4) Uani 1 1 d . . . . .
C10A C 0.39977(10) -0.1231(3) 0.62595(8) 0.0614(4) Uani 1 1 d . . . . .
C7 C 0.97081(10) 0.8254(4) 0.64887(9) 0.0683(5) Uani 1 1 d . . . . .
C1A C 0.09321(12) 0.2010(3) 0.54275(7) 0.0655(5) Uani 1 1 d . . . . .
C6A C 0.32477(11) -0.2989(4) 0.70320(8) 0.0656(4) Uani 1 1 d . . . . .
C8 C 0.96320(12) 0.9991(4) 0.69429(10) 0.0735(5) Uani 1 1 d . . . . .
C3A C 0.25116(13) 0.2325(4) 0.58875(9) 0.0677(5) Uani 1 1 d . . . . .
C9 C 0.88806(12) 1.0047(4) 0.72116(9) 0.0723(5) Uani 1 1 d . . . . .
C2 C 0.67319(14) 0.1555(4) 0.57093(9) 0.0741(5) Uani 1 1 d . . . . .
C9A C 0.46974(11) -0.2829(4) 0.64305(10) 0.0737(5) Uani 1 1 d . . . . .
C8A C 0.46707(12) -0.4528(4) 0.68972(11) 0.0809(6) Uani 1 1 d . . . . .
C2A C 0.16403(15) 0.3701(4) 0.57377(10) 0.0775(5) Uani 1 1 d . . . . .
C7A C 0.39464(13) -0.4611(5) 0.72004(10) 0.0801(6) Uani 1 1 d . . . . .
H6 H 0.9034(11) 0.538(3) 0.5989(8) 0.062(5) Uiso 1 1 d . . . . .
H10 H 0.7683(11) 0.838(3) 0.7213(8) 0.068(5) Uiso 1 1 d . . . . .
H3A H 0.8080(12) 0.190(4) 0.5992(8) 0.072(5) Uiso 1 1 d . . . . .
H3B H 0.7715(12) 0.402(4) 0.5515(9) 0.079(6) Uiso 1 1 d . . . . .
H9A H 0.5231(15) -0.273(4) 0.6234(10) 0.100(7) Uiso 1 1 d . . . . .
H3AA H 0.2641(12) 0.138(4) 0.5543(9) 0.079(6) Uiso 1 1 d . . . . .
H6A H 0.2775(12) -0.299(4) 0.7228(8) 0.071(5) Uiso 1 1 d . . . . .
H3AB H 0.2971(14) 0.352(4) 0.6010(10) 0.098(7) Uiso 1 1 d . . . . .
H10A H 0.4001(12) -0.007(4) 0.5942(9) 0.074(6) Uiso 1 1 d . . . . .
H7 H 1.0229(13) 0.813(4) 0.6314(9) 0.083(6) Uiso 1 1 d . . . . .
H2A H 0.6519(13) 0.075(4) 0.6072(10) 0.088(6) Uiso 1 1 d . . . . .
H8A H 0.5164(15) -0.564(5) 0.7000(10) 0.098(7) Uiso 1 1 d . . . . .
H9 H 0.8828(15) 1.109(5) 0.7512(11) 0.104(8) Uiso 1 1 d . . . . .
H2B H 0.6787(15) 0.015(5) 0.5448(11) 0.100(7) Uiso 1 1 d . . . . .
H2AB H 0.1685(15) 0.528(5) 0.5475(11) 0.111(8) Uiso 1 1 d . . . . .
H2AC H 0.1415(12) 0.435(4) 0.6097(9) 0.080(6) Uiso 1 1 d . . . . .
H7A H 0.3904(15) -0.572(5) 0.7496(11) 0.103(8) Uiso 1 1 d . . . . .
H8 H 1.0164(16) 1.119(5) 0.7068(10) 0.111(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2117(17) . ?
O1 C1 1.233(2) . ?
O3A C4A 1.2111(17) . ?
O2 H2 0.8300 . ?
O2 C1 1.2961(19) . ?
O1A C1A 1.229(2) . ?
O2A H2AA 0.8300 . ?
O2A C1A 1.295(2) . ?
C5 C4 1.490(2) . ?
C5 C6 1.3895(19) . ?
C5 C10 1.392(2) . ?
C4 C3 1.511(2) . ?
C5A C4A 1.487(2) . ?
C5A C10A 1.3893(19) . ?
C5A C6A 1.393(2) . ?
C4A C3A 1.511(2) . ?
C6 C7 1.380(3) . ?
C6 H6 0.944(18) . ?
C1 C2 1.498(3) . ?
C10 C9 1.382(2) . ?
C10 H10 0.945(18) . ?
C3 C2 1.515(3) . ?
C3 H3A 1.001(19) . ?
C3 H3B 0.98(2) . ?
C10A C9A 1.377(3) . ?
C10A H10A 0.935(19) . ?
C7 C8 1.382(3) . ?
C7 H7 0.94(2) . ?
C1A C2A 1.500(3) . ?
C6A C7A 1.382(3) . ?
C6A H6A 0.899(18) . ?
C8 C9 1.375(3) . ?
C8 H8 1.04(3) . ?
C3A C2A 1.519(3) . ?
C3A H3AA 0.96(2) . ?
C3A H3AB 0.96(2) . ?
C9 H9 0.88(2) . ?
C2 H2A 1.01(2) . ?
C2 H2B 0.95(2) . ?
C9A C8A 1.378(3) . ?
C9A H9A 0.98(2) . ?
C8A C7A 1.383(3) . ?
C8A H8A 0.96(2) . ?
C2A H2AB 1.02(3) . ?
C2A H2AC 0.98(2) . ?
C7A H7A 0.89(3) . ?

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
C1 O2 H2 109.5 . . ?
C1A O2A H2AA 109.5 . . ?
C6 C5 C4 122.37(14) . . ?
C6 C5 C10 119.07(14) . . ?
C10 C5 C4 118.55(12) . . ?
O3 C4 C5 121.22(13) . . ?
O3 C4 C3 119.95(14) . . ?
C5 C4 C3 118.83(12) . . ?
C10A C5A C4A 122.57(14) . . ?
C10A C5A C6A 118.64(15) . . ?
C6A C5A C4A 118.77(13) . . ?
O3A C4A C5A 120.80(14) . . ?
O3A C4A C3A 120.03(15) . . ?
C5A C4A C3A 119.17(13) . . ?
C5 C6 H6 115.0(11) . . ?
C7 C6 C5 120.28(16) . . ?
C7 C6 H6 124.7(11) . . ?
O1 C1 O2 122.35(17) . . ?
O1 C1 C2 123.24(16) . . ?
O2 C1 C2 114.38(15) . . ?
C5 C10 H10 118.4(11) . . ?
C9 C10 C5 120.12(16) . . ?
C9 C10 H10 121.4(11) . . ?
C4 C3 C2 111.69(14) . . ?
C4 C3 H3A 109.0(11) . . ?
C4 C3 H3B 107.3(12) . . ?
C2 C3 H3A 111.2(11) . . ?
C2 C3 H3B 110.9(11) . . ?
H3A C3 H3B 106.6(15) . . ?
C5A C10A H10A 117.8(12) . . ?
C9A C10A C5A 120.77(18) . . ?
C9A C10A H10A 121.4(12) . . ?
C6 C7 C8 120.25(16) . . ?
C6 C7 H7 118.8(13) . . ?
C8 C7 H7 120.9(13) . . ?
O1A C1A O2A 122.76(19) . . ?
O1A C1A C2A 122.53(17) . . ?
O2A C1A C2A 114.68(16) . . ?
C5A C6A H6A 118.3(12) . . ?
C7A C6A C5A 120.62(17) . . ?
C7A C6A H6A 121.1(12) . . ?
C7 C8 H8 117.0(13) . . ?
C9 C8 C7 119.82(17) . . ?
C9 C8 H8 123.1(13) . . ?
C4A C3A C2A 111.74(15) . . ?
C4A C3A H3AA 104.6(12) . . ?
C4A C3A H3AB 110.0(14) . . ?
C2A C3A H3AA 109.7(12) . . ?
C2A C3A H3AB 110.7(14) . . ?
H3AA C3A H3AB 109.9(17) . . ?
C10 C9 H9 118.3(16) . . ?
C8 C9 C10 120.43(19) . . ?
C8 C9 H9 121.3(16) . . ?
C1 C2 C3 113.00(16) . . ?
C1 C2 H2A 106.1(12) . . ?
C1 C2 H2B 106.4(14) . . ?
C3 C2 H2A 112.9(12) . . ?
C3 C2 H2B 113.6(14) . . ?
H2A C2 H2B 104.1(18) . . ?
C10A C9A C8A 120.04(17) . . ?
C10A C9A H9A 120.7(14) . . ?
C8A C9A H9A 119.2(13) . . ?
C9A C8A C7A 120.20(19) . . ?
C9A C8A H8A 118.0(13) . . ?
C7A C8A H8A 121.8(13) . . ?
C1A C2A C3A 112.95(16) . . ?
C1A C2A H2AB 108.0(14) . . ?
C1A C2A H2AC 105.6(12) . . ?
C3A C2A H2AB 112.6(13) . . ?
C3A C2A H2AC 112.3(12) . . ?
H2AB C2A H2AC 104.9(17) . . ?
C6A C7A C8A 119.7(2) . . ?
C6A C7A H7A 118.1(16) . . ?
C8A C7A H7A 122.2(16) . . ?

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
O3 C4 C3 C2 0.4(2) . . . . ?
O1 C1 C2 C3 22.5(2) . . . . ?
O3A C4A C3A C2A -2.5(2) . . . . ?
O2 C1 C2 C3 -159.61(16) . . . . ?
O1A C1A C2A C3A -22.0(2) . . . . ?
O2A C1A C2A C3A 159.82(16) . . . . ?
C5 C4 C3 C2 -178.97(14) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C5 C10 C9 C8 -1.1(3) . . . . ?
C4 C5 C6 C7 178.23(14) . . . . ?
C4 C5 C10 C9 -177.38(15) . . . . ?
C4 C3 C2 C1 68.3(2) . . . . ?
C5A C4A C3A C2A 177.37(15) . . . . ?
C5A C10A C9A C8A 0.4(3) . . . . ?
C5A C6A C7A C8A 0.9(3) . . . . ?
C4A C5A C10A C9A -177.51(15) . . . . ?
C4A C5A C6A C7A 176.97(17) . . . . ?
C4A C3A C2A C1A -68.5(2) . . . . ?
C6 C5 C4 O3 -176.59(14) . . . . ?
C6 C5 C4 C3 2.7(2) . . . . ?
C6 C5 C10 C9 1.6(2) . . . . ?
C6 C7 C8 C9 1.2(3) . . . . ?
C10 C5 C4 O3 2.3(2) . . . . ?
C10 C5 C4 C3 -178.33(15) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C10A C5A C4A O3A 172.95(15) . . . . ?
C10A C5A C4A C3A -6.9(2) . . . . ?
C10A C5A C6A C7A -1.3(3) . . . . ?
C10A C9A C8A C7A -0.8(3) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C6A C5A C4A O3A -5.3(2) . . . . ?
C6A C5A C4A C3A 174.85(16) . . . . ?
C6A C5A C10A C9A 0.7(2) . . . . ?
C9A C8A C7A C6A 0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.878
_oxdiff_exptl_absorpt_empirical_full_min 0.498
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_02_210_00
_database_code_depnum_ccdc_archive 'CCDC 2283190'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT110_tp_bacidup_02_210_00 
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT112_tp_bacidup_02_210_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         B        100 %Fit
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT113_tp_bacidup_02_210_00 
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
# Added during the CSD deposition process: Thursday 20 July 2023 10:16 AM
# end Validation Reply Form

_audit_creation_date             2023-07-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            ?
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.3811(3)
_cell_length_b                   5.21845(12)
_cell_length_c                   22.4123(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.767(2)
_cell_angle_gamma                90
_cell_volume                     1782.43(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9078
_cell_measurement_temperature    210.00(10)
_cell_measurement_theta_max      79.4480
_cell_measurement_theta_min      3.9680
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    0.816
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_description       plate
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 -5 0.1661
0 -3 4 0.1014
-10 0 4 0.1463
10 0 -4 0.1294
0 0 14 0.0295
0 0 -14 0.0010

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0826 3.2143 -4.5743 0.5031 0.1479 -0.8515
0.1576 -3.2182 4.4734 -0.5228 -0.1538 0.8384
-9.8395 -0.0039 4.3648 0.7827 0.2335 0.5770
9.8423 -0.0137 -4.3411 -0.7857 -0.2344 -0.5725
-0.3147 0.0810 14.4665 0.2677 -0.8992 0.3462
0.3147 -0.0810 -14.4665 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18362
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.730
_diffrn_reflns_theta_min         3.981
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      210.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0725585000
_diffrn_orient_matrix_UB_12      0.1810280000
_diffrn_orient_matrix_UB_13      0.0159124000
_diffrn_orient_matrix_UB_21      -0.0516822000
_diffrn_orient_matrix_UB_22      -0.0423700000
_diffrn_orient_matrix_UB_23      -0.0630421000
_diffrn_orient_matrix_UB_31      -0.0478224000
_diffrn_orient_matrix_UB_32      -0.2292693000
_diffrn_orient_matrix_UB_33      0.0241729000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3044
_reflns_number_total             3714
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3714
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.049
_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)+(0.0578P)²+0.2771P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1272
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.68302(6) 0.5209(2) 0.65730(5) 0.0608(3) Uani 1 1 d . . . . .
O1 O 0.60974(7) 0.5249(2) 0.51438(5) 0.0630(3) Uani 1 1 d . . . . .
O3A O 0.18131(6) 0.0138(2) 0.66094(5) 0.0637(3) Uani 1 1 d . . . . .
O2 O 0.52499(8) 0.2181(2) 0.54347(5) 0.0690(3) Uani 1 1 d . . . . .
H2 H 0.485992 0.308688 0.524917 0.092(7) Uiso 1 1 calc R . . . .
O1A O 0.10901(8) 0.0148(2) 0.51576(5) 0.0722(3) Uani 1 1 d . . . . .
O2A O 0.01097(9) 0.2807(2) 0.54591(6) 0.0713(3) Uani 1 1 d . . . . .
H2AA H -0.023330 0.187633 0.523813 0.169(14) Uiso 1 1 calc R . . . .
C5 C 0.82623(7) 0.6799(2) 0.65654(5) 0.0408(3) Uani 1 1 d . . . . .
C4 C 0.75084(8) 0.5084(2) 0.63549(5) 0.0429(3) Uani 1 1 d . . . . .
C5A C 0.32636(8) -0.1157(3) 0.65518(6) 0.0450(3) Uani 1 1 d . . . . .
C4A C 0.24703(8) 0.0450(3) 0.63742(6) 0.0464(3) Uani 1 1 d . . . . .
C6 C 0.90395(8) 0.6750(3) 0.63101(6) 0.0482(3) Uani 1 1 d . . . . .
C1 C 0.60113(9) 0.3209(3) 0.54036(6) 0.0523(3) Uani 1 1 d . . . . .
C10 C 0.81830(9) 0.8536(3) 0.70263(6) 0.0511(3) Uani 1 1 d . . . . .
C3 C 0.75975(10) 0.3201(3) 0.58556(7) 0.0531(3) Uani 1 1 d . . . . .
C10A C 0.39882(9) -0.1087(3) 0.62430(7) 0.0545(4) Uani 1 1 d . . . . .
C7 C 0.97136(9) 0.8425(3) 0.65077(7) 0.0573(4) Uani 1 1 d . . . . .
C1A C 0.09159(11) 0.2076(3) 0.54332(6) 0.0584(4) Uani 1 1 d . . . . .
C6A C 0.32692(10) -0.2831(3) 0.70349(7) 0.0591(4) Uani 1 1 d . . . . .
C8 C 0.96211(10) 1.0170(3) 0.69562(8) 0.0621(4) Uani 1 1 d . . . . .
C3A C 0.24895(11) 0.2473(3) 0.58960(8) 0.0598(4) Uani 1 1 d . . . . .
C9 C 0.88571(10) 1.0223(3) 0.72180(7) 0.0611(4) Uani 1 1 d . . . . .
C2 C 0.67679(11) 0.1641(3) 0.56937(8) 0.0626(4) Uani 1 1 d . . . . .
C9A C 0.46955(10) -0.2683(3) 0.64060(8) 0.0655(4) Uani 1 1 d . . . . .
C8A C 0.46871(11) -0.4369(4) 0.68764(9) 0.0715(5) Uani 1 1 d . . . . .
C2A C 0.16080(13) 0.3794(3) 0.57487(8) 0.0683(5) Uani 1 1 d . . . . .
C7A C 0.39756(11) -0.4442(4) 0.71953(9) 0.0723(5) Uani 1 1 d . . . . .
H6 H 0.9070(10) 0.555(3) 0.5997(7) 0.058(4) Uiso 1 1 d . . . . .
H10 H 0.7648(10) 0.851(3) 0.7209(7) 0.064(4) Uiso 1 1 d . . . . .
H3A H 0.8112(11) 0.205(3) 0.5985(7) 0.065(5) Uiso 1 1 d . . . . .
H3B H 0.7748(10) 0.421(3) 0.5506(8) 0.066(5) Uiso 1 1 d . . . . .
H9A H 0.5216(12) -0.259(4) 0.6194(8) 0.081(5) Uiso 1 1 d . . . . .
H3AA H 0.2647(11) 0.161(4) 0.5542(8) 0.075(5) Uiso 1 1 d . . . . .
H6A H 0.2793(11) -0.280(3) 0.7256(7) 0.064(4) Uiso 1 1 d . . . . .
H3AB H 0.2956(12) 0.370(4) 0.6034(8) 0.086(6) Uiso 1 1 d . . . . .
H10A H 0.3981(11) 0.006(3) 0.5921(8) 0.068(5) Uiso 1 1 d . . . . .
H7 H 1.0252(11) 0.833(3) 0.6325(7) 0.069(5) Uiso 1 1 d . . . . .
H2A H 0.6572(12) 0.080(4) 0.6060(9) 0.079(5) Uiso 1 1 d . . . . .
H8A H 0.5168(13) -0.547(4) 0.6983(9) 0.089(6) Uiso 1 1 d . . . . .
H9 H 0.8785(12) 1.130(4) 0.7524(9) 0.091(6) Uiso 1 1 d . . . . .
H2B H 0.6837(13) 0.026(4) 0.5422(9) 0.089(6) Uiso 1 1 d . . . . .
H2AB H 0.1643(12) 0.528(4) 0.5479(9) 0.086(6) Uiso 1 1 d . . . . .
H2AC H 0.1397(11) 0.444(3) 0.6106(8) 0.071(5) Uiso 1 1 d . . . . .
H7A H 0.3948(13) -0.553(4) 0.7513(9) 0.087(6) Uiso 1 1 d . . . . .
H8 H 1.0107(13) 1.137(4) 0.7088(8) 0.085(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2121(15) . ?
O1 C1 1.2288(17) . ?
O3A C4A 1.2125(15) . ?
O2 H2 0.8300 . ?
O2 C1 1.2987(17) . ?
O1A C1A 1.2291(17) . ?
O2A H2AA 0.8300 . ?
O2A C1A 1.3061(18) . ?
C5 C4 1.4900(18) . ?
C5 C6 1.3934(17) . ?
C5 C10 1.3924(18) . ?
C4 C3 1.5094(18) . ?
C5A C4A 1.4899(19) . ?
C5A C10A 1.3896(17) . ?
C5A C6A 1.390(2) . ?
C4A C3A 1.5075(19) . ?
C6 C7 1.382(2) . ?
C6 H6 0.948(16) . ?
C1 C2 1.497(2) . ?
C10 C9 1.383(2) . ?
C10 H10 0.967(16) . ?
C3 C2 1.516(2) . ?
C3 H3A 1.004(17) . ?
C3 H3B 0.997(17) . ?
C10A C9A 1.379(2) . ?
C10A H10A 0.937(17) . ?
C7 C8 1.378(2) . ?
C7 H7 0.974(17) . ?
C1A C2A 1.495(3) . ?
C6A C7A 1.382(2) . ?
C6A H6A 0.938(16) . ?
C8 C9 1.383(2) . ?
C8 H8 0.99(2) . ?
C3A C2A 1.517(2) . ?
C3A H3AA 0.971(18) . ?
C3A H3AB 0.98(2) . ?
C9 H9 0.90(2) . ?
C2 H2A 1.012(19) . ?
C2 H2B 0.96(2) . ?
C9A C8A 1.375(3) . ?
C9A H9A 0.986(18) . ?
C8A C7A 1.386(3) . ?
C8A H8A 0.94(2) . ?
C2A H2AB 0.99(2) . ?
C2A H2AC 0.966(18) . ?
C7A H7A 0.92(2) . ?

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
C1 O2 H2 109.5 . . ?
C1A O2A H2AA 109.5 . . ?
C6 C5 C4 122.23(12) . . ?
C10 C5 C4 118.91(11) . . ?
C10 C5 C6 118.85(12) . . ?
O3 C4 C5 121.02(11) . . ?
O3 C4 C3 120.23(12) . . ?
C5 C4 C3 118.74(11) . . ?
C10A C5A C4A 122.36(12) . . ?
C10A C5A C6A 118.90(13) . . ?
C6A C5A C4A 118.72(11) . . ?
O3A C4A C5A 120.60(12) . . ?
O3A C4A C3A 120.04(13) . . ?
C5A C4A C3A 119.35(11) . . ?
C5 C6 H6 116.6(10) . . ?
C7 C6 C5 120.33(13) . . ?
C7 C6 H6 123.1(10) . . ?
O1 C1 O2 122.64(14) . . ?
O1 C1 C2 123.49(13) . . ?
O2 C1 C2 113.85(13) . . ?
C5 C10 H10 118.0(10) . . ?
C9 C10 C5 120.50(13) . . ?
C9 C10 H10 121.5(10) . . ?
C4 C3 C2 111.66(12) . . ?
C4 C3 H3A 108.7(9) . . ?
C4 C3 H3B 107.0(10) . . ?
C2 C3 H3A 110.7(10) . . ?
C2 C3 H3B 111.9(9) . . ?
H3A C3 H3B 106.5(13) . . ?
C5A C10A H10A 118.2(10) . . ?
C9A C10A C5A 120.61(15) . . ?
C9A C10A H10A 121.2(10) . . ?
C6 C7 H7 118.5(10) . . ?
C8 C7 C6 120.30(13) . . ?
C8 C7 H7 121.2(10) . . ?
O1A C1A O2A 122.29(17) . . ?
O1A C1A C2A 122.63(15) . . ?
O2A C1A C2A 115.05(14) . . ?
C5A C6A H6A 118.5(10) . . ?
C7A C6A C5A 120.43(15) . . ?
C7A C6A H6A 121.0(10) . . ?
C7 C8 C9 120.01(14) . . ?
C7 C8 H8 119.2(11) . . ?
C9 C8 H8 120.8(11) . . ?
C4A C3A C2A 111.73(13) . . ?
C4A C3A H3AA 106.7(11) . . ?
C4A C3A H3AB 108.5(11) . . ?
C2A C3A H3AA 110.3(10) . . ?
C2A C3A H3AB 111.4(11) . . ?
H3AA C3A H3AB 107.9(14) . . ?
C10 C9 H9 117.8(13) . . ?
C8 C9 C10 119.99(15) . . ?
C8 C9 H9 122.2(13) . . ?
C1 C2 C3 112.98(13) . . ?
C1 C2 H2A 106.9(11) . . ?
C1 C2 H2B 106.4(12) . . ?
C3 C2 H2A 111.9(11) . . ?
C3 C2 H2B 113.2(12) . . ?
H2A C2 H2B 104.9(16) . . ?
C10A C9A H9A 120.4(11) . . ?
C8A C9A C10A 120.04(15) . . ?
C8A C9A H9A 119.5(11) . . ?
C9A C8A C7A 120.19(16) . . ?
C9A C8A H8A 119.8(12) . . ?
C7A C8A H8A 120.0(12) . . ?
C1A C2A C3A 112.88(14) . . ?
C1A C2A H2AB 106.0(11) . . ?
C1A C2A H2AC 107.8(11) . . ?
C3A C2A H2AB 111.7(11) . . ?
C3A C2A H2AC 111.6(10) . . ?
H2AB C2A H2AC 106.5(15) . . ?
C6A C7A C8A 119.80(18) . . ?
C6A C7A H7A 117.5(13) . . ?
C8A C7A H7A 122.7(12) . . ?

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
O3 C4 C3 C2 -0.2(2) . . . . ?
O1 C1 C2 C3 22.7(2) . . . . ?
O3A C4A C3A C2A -3.4(2) . . . . ?
O2 C1 C2 C3 -159.25(13) . . . . ?
O1A C1A C2A C3A -21.6(2) . . . . ?
O2A C1A C2A C3A 160.01(14) . . . . ?
C5 C4 C3 C2 -179.27(12) . . . . ?
C5 C6 C7 C8 -0.5(2) . . . . ?
C5 C10 C9 C8 -0.8(2) . . . . ?
C4 C5 C6 C7 178.18(12) . . . . ?
C4 C5 C10 C9 -177.61(13) . . . . ?
C4 C3 C2 C1 67.97(18) . . . . ?
C5A C4A C3A C2A 176.43(13) . . . . ?
C5A C10A C9A C8A 0.2(2) . . . . ?
C5A C6A C7A C8A 0.7(3) . . . . ?
C4A C5A C10A C9A -177.29(13) . . . . ?
C4A C5A C6A C7A 176.91(15) . . . . ?
C4A C3A C2A C1A -68.84(18) . . . . ?
C6 C5 C4 O3 -177.97(12) . . . . ?
C6 C5 C4 C3 1.10(18) . . . . ?
C6 C5 C10 C9 1.4(2) . . . . ?
C6 C7 C8 C9 1.1(2) . . . . ?
C10 C5 C4 O3 0.99(19) . . . . ?
C10 C5 C4 C3 -179.93(12) . . . . ?
C10 C5 C6 C7 -0.79(19) . . . . ?
C10A C5A C4A O3A 171.71(13) . . . . ?
C10A C5A C4A C3A -8.1(2) . . . . ?
C10A C5A C6A C7A -1.5(2) . . . . ?
C10A C9A C8A C7A -1.1(3) . . . . ?
C7 C8 C9 C10 -0.5(2) . . . . ?
C6A C5A C4A O3A -6.7(2) . . . . ?
C6A C5A C4A C3A 173.50(13) . . . . ?
C6A C5A C10A C9A 1.1(2) . . . . ?
C9A C8A C7A C6A 0.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.919
_oxdiff_exptl_absorpt_empirical_full_min 0.501
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_03_220_00
_database_code_depnum_ccdc_archive 'CCDC 2283191'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT110_tp_bacidup_03_220_00 
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT112_tp_bacidup_03_220_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         B        100 %Fit
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT113_tp_bacidup_03_220_00 
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
# Added during the CSD deposition process: Thursday 20 July 2023 10:16 AM
# end Validation Reply Form

_audit_creation_date             2023-07-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            ?
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.3909(4)
_cell_length_b                   5.22159(12)
_cell_length_c                   22.4298(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.735(2)
_cell_angle_gamma                90
_cell_volume                     1786.17(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8191
_cell_measurement_temperature    220.00(10)
_cell_measurement_theta_max      78.7830
_cell_measurement_theta_min      3.9640
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 -5 0.1661
0 -3 4 0.1014
-10 0 4 0.1463
10 0 -4 0.1294
0 0 14 0.0295
0 0 -14 0.0010

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0801 3.2164 -4.5766 0.5031 0.1479 -0.8515
0.1602 -3.2202 4.4754 -0.5228 -0.1538 0.8384
-9.8448 -0.0044 4.3727 0.7827 0.2335 0.5770
9.8476 -0.0132 -4.3490 -0.7857 -0.2344 -0.5725
-0.3072 0.0803 14.4777 0.2677 -0.8992 0.3462
0.3072 -0.0803 -14.4777 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18382
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.567
_diffrn_reflns_theta_min         3.978
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      220.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0724997000
_diffrn_orient_matrix_UB_12      0.1809196000
_diffrn_orient_matrix_UB_13      0.0159483000
_diffrn_orient_matrix_UB_21      -0.0516701000
_diffrn_orient_matrix_UB_22      -0.0423231000
_diffrn_orient_matrix_UB_23      -0.0629684000
_diffrn_orient_matrix_UB_31      -0.0477675000
_diffrn_orient_matrix_UB_32      -0.2291531000
_diffrn_orient_matrix_UB_33      0.0241687000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2898
_reflns_number_total             3721
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3721
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.061
_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)+(0.0673P)²+0.1971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1434
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2.a Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.68279(6) 0.5183(2) 0.65755(5) 0.0650(3) Uani 1 1 d . . . . .
O1 O 0.60967(7) 0.5215(2) 0.51447(5) 0.0687(3) Uani 1 1 d . . . . .
O3A O 0.18134(7) 0.0097(2) 0.66039(5) 0.0679(3) Uani 1 1 d . . . . .
O2 O 0.52364(8) 0.2188(2) 0.54383(6) 0.0743(4) Uani 1 1 d . . . . .
H2 H 0.485223 0.308289 0.524363 0.111 Uiso 1 1 calc R U . . .
O1A O 0.10902(8) 0.0108(2) 0.51561(5) 0.0768(4) Uani 1 1 d . . . . .
O2A O 0.01246(8) 0.2807(2) 0.54588(6) 0.0766(4) Uani 1 1 d . . . . .
H2AA H -0.022267 0.189228 0.523731 0.115 Uiso 1 1 calc R U . . .
C5 C 0.82620(8) 0.6740(3) 0.65633(6) 0.0446(3) Uani 1 1 d . . . . .
C4 C 0.75041(8) 0.5043(3) 0.63567(6) 0.0467(3) Uani 1 1 d . . . . .
C5A C 0.32630(8) -0.1217(3) 0.65533(6) 0.0482(3) Uani 1 1 d . . . . .
C4A C 0.24726(9) 0.0392(3) 0.63723(6) 0.0498(3) Uani 1 1 d . . . . .
C6 C 0.90333(9) 0.6690(3) 0.63041(7) 0.0525(3) Uani 1 1 d . . . . .
C1 C 0.60012(10) 0.3186(3) 0.54076(6) 0.0570(4) Uani 1 1 d . . . . .
C10 C 0.81901(9) 0.8470(3) 0.70274(6) 0.0556(4) Uani 1 1 d . . . . .
C3 C 0.75869(10) 0.3142(3) 0.58593(7) 0.0581(4) Uani 1 1 d . . . . .
C10A C 0.39922(9) -0.1148(3) 0.62504(7) 0.0587(4) Uani 1 1 d . . . . .
C7 C 0.97120(9) 0.8347(3) 0.64996(8) 0.0629(4) Uani 1 1 d . . . . .
C1A C 0.09243(11) 0.2047(3) 0.54318(6) 0.0624(4) Uani 1 1 d . . . . .
C6A C 0.32593(10) -0.2901(3) 0.70343(7) 0.0629(4) Uani 1 1 d . . . . .
C8 C 0.96243(10) 1.0093(3) 0.69501(9) 0.0677(4) Uani 1 1 d . . . . .
C3A C 0.24982(12) 0.2408(3) 0.58927(8) 0.0643(4) Uani 1 1 d . . . . .
C9 C 0.88672(11) 1.0143(4) 0.72148(8) 0.0668(4) Uani 1 1 d . . . . .
C2 C 0.67529(12) 0.1607(3) 0.57006(9) 0.0690(5) Uani 1 1 d . . . . .
C9A C 0.46970(10) -0.2745(4) 0.64169(9) 0.0699(5) Uani 1 1 d . . . . .
C8A C 0.46801(11) -0.4435(4) 0.68858(10) 0.0772(5) Uani 1 1 d . . . . .
C2A C 0.16237(14) 0.3754(3) 0.57452(9) 0.0735(5) Uani 1 1 d . . . . .
C7A C 0.39620(12) -0.4512(4) 0.71971(9) 0.0767(5) Uani 1 1 d . . . . .
H6 H 0.9054(11) 0.548(3) 0.5989(8) 0.063(5) Uiso 1 1 d . . . . .
H10 H 0.7675(11) 0.844(3) 0.7208(8) 0.066(4) Uiso 1 1 d . . . . .
H3A H 0.8100(11) 0.199(3) 0.5985(7) 0.070(5) Uiso 1 1 d . . . . .
H3B H 0.7737(11) 0.415(3) 0.5508(8) 0.072(5) Uiso 1 1 d . . . . .
H9A H 0.5218(13) -0.267(4) 0.6206(8) 0.087(6) Uiso 1 1 d . . . . .
H3AA H 0.2654(12) 0.151(4) 0.5542(9) 0.078(5) Uiso 1 1 d . . . . .
H6A H 0.2783(11) -0.287(3) 0.7234(8) 0.070(5) Uiso 1 1 d . . . . .
H3AB H 0.2964(13) 0.363(4) 0.6021(9) 0.094(6) Uiso 1 1 d . . . . .
H10A H 0.3993(11) -0.001(4) 0.5925(8) 0.073(5) Uiso 1 1 d . . . . .
H7 H 1.0239(12) 0.827(4) 0.6315(8) 0.079(5) Uiso 1 1 d . . . . .
H2A H 0.6551(12) 0.078(4) 0.6063(9) 0.082(6) Uiso 1 1 d . . . . .
H8A H 0.5174(15) -0.556(4) 0.6990(10) 0.102(7) Uiso 1 1 d . . . . .
H9 H 0.8798(12) 1.118(4) 0.7527(9) 0.088(6) Uiso 1 1 d . . . . .
H2B H 0.6812(13) 0.022(4) 0.5437(9) 0.093(6) Uiso 1 1 d . . . . .
H2AB H 0.1652(14) 0.529(4) 0.5478(10) 0.101(7) Uiso 1 1 d . . . . .
H2AC H 0.1405(11) 0.438(3) 0.6104(8) 0.073(5) Uiso 1 1 d . . . . .
H7A H 0.3928(13) -0.561(4) 0.7513(10) 0.094(7) Uiso 1 1 d . . . . .
H8 H 1.0127(14) 1.125(4) 0.7089(9) 0.099(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2112(15) . ?
O1 C1 1.2312(18) . ?
O3A C4A 1.2102(16) . ?
O2 H2 0.8300 . ?
O2 C1 1.2975(18) . ?
O1A C1A 1.2311(18) . ?
O2A H2AA 0.8300 . ?
O2A C1A 1.3023(19) . ?
C5 C4 1.4882(18) . ?
C5 C6 1.3905(17) . ?
C5 C10 1.3938(19) . ?
C4 C3 1.5115(19) . ?
C5A C4A 1.4892(19) . ?
C5A C10A 1.3884(18) . ?
C5A C6A 1.392(2) . ?
C4A C3A 1.509(2) . ?
C6 C7 1.382(2) . ?
C6 H6 0.949(17) . ?
C1 C2 1.498(2) . ?
C10 C9 1.381(2) . ?
C10 H10 0.938(17) . ?
C3 C2 1.514(2) . ?
C3 H3A 1.003(18) . ?
C3 H3B 1.000(18) . ?
C10A C9A 1.380(2) . ?
C10A H10A 0.941(18) . ?
C7 C8 1.381(3) . ?
C7 H7 0.960(18) . ?
C1A C2A 1.498(3) . ?
C6A C7A 1.380(2) . ?
C6A H6A 0.908(18) . ?
C8 C9 1.377(2) . ?
C8 H8 1.00(2) . ?
C3A C2A 1.515(3) . ?
C3A H3AA 0.974(19) . ?
C3A H3AB 0.97(2) . ?
C9 H9 0.90(2) . ?
C2 H2A 1.01(2) . ?
C2 H2B 0.95(2) . ?
C9A C8A 1.375(3) . ?
C9A H9A 0.984(19) . ?
C8A C7A 1.385(3) . ?
C8A H8A 0.96(2) . ?
C2A H2AB 1.00(2) . ?
C2A H2AC 0.970(18) . ?
C7A H7A 0.92(2) . ?

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
C1 O2 H2 109.5 . . ?
C1A O2A H2AA 109.5 . . ?
C6 C5 C4 122.42(12) . . ?
C6 C5 C10 118.84(13) . . ?
C10 C5 C4 118.73(11) . . ?
O3 C4 C5 121.20(12) . . ?
O3 C4 C3 120.08(13) . . ?
C5 C4 C3 118.71(11) . . ?
C10A C5A C4A 122.43(13) . . ?
C10A C5A C6A 118.92(14) . . ?
C6A C5A C4A 118.63(12) . . ?
O3A C4A C5A 120.83(13) . . ?
O3A C4A C3A 119.89(14) . . ?
C5A C4A C3A 119.28(12) . . ?
C5 C6 H6 116.0(10) . . ?
C7 C6 C5 120.48(14) . . ?
C7 C6 H6 123.5(10) . . ?
O1 C1 O2 122.59(15) . . ?
O1 C1 C2 123.27(14) . . ?
O2 C1 C2 114.10(14) . . ?
C5 C10 H10 118.0(11) . . ?
C9 C10 C5 120.32(14) . . ?
C9 C10 H10 121.7(11) . . ?
C4 C3 C2 111.60(13) . . ?
C4 C3 H3A 109.1(10) . . ?
C4 C3 H3B 106.7(10) . . ?
C2 C3 H3A 111.0(10) . . ?
C2 C3 H3B 111.8(10) . . ?
H3A C3 H3B 106.4(13) . . ?
C5A C10A H10A 118.7(11) . . ?
C9A C10A C5A 120.64(16) . . ?
C9A C10A H10A 120.6(11) . . ?
C6 C7 H7 118.9(11) . . ?
C8 C7 C6 120.09(14) . . ?
C8 C7 H7 121.0(11) . . ?
O1A C1A O2A 122.36(17) . . ?
O1A C1A C2A 122.73(15) . . ?
O2A C1A C2A 114.89(14) . . ?
C5A C6A H6A 117.3(11) . . ?
C7A C6A C5A 120.35(16) . . ?
C7A C6A H6A 122.3(11) . . ?
C7 C8 H8 118.7(12) . . ?
C9 C8 C7 119.98(15) . . ?
C9 C8 H8 121.3(12) . . ?
C4A C3A C2A 111.81(14) . . ?
C4A C3A H3AA 105.7(11) . . ?
C4A C3A H3AB 109.6(12) . . ?
C2A C3A H3AA 110.9(11) . . ?
C2A C3A H3AB 110.9(12) . . ?
H3AA C3A H3AB 107.7(15) . . ?
C10 C9 H9 116.8(13) . . ?
C8 C9 C10 120.26(16) . . ?
C8 C9 H9 122.8(13) . . ?
C1 C2 C3 113.09(14) . . ?
C1 C2 H2A 106.6(11) . . ?
C1 C2 H2B 106.2(13) . . ?
C3 C2 H2A 112.4(11) . . ?
C3 C2 H2B 113.7(12) . . ?
H2A C2 H2B 104.2(16) . . ?
C10A C9A H9A 120.5(12) . . ?
C8A C9A C10A 119.98(15) . . ?
C8A C9A H9A 119.5(12) . . ?
C9A C8A C7A 120.18(17) . . ?
C9A C8A H8A 118.7(13) . . ?
C7A C8A H8A 121.1(13) . . ?
C1A C2A C3A 112.81(14) . . ?
C1A C2A H2AB 106.3(13) . . ?
C1A C2A H2AC 106.4(11) . . ?
C3A C2A H2AB 113.0(12) . . ?
C3A C2A H2AC 111.8(11) . . ?
H2AB C2A H2AC 106.0(16) . . ?
C6A C7A C8A 119.91(19) . . ?
C6A C7A H7A 117.5(13) . . ?
C8A C7A H7A 122.6(13) . . ?

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
O3 C4 C3 C2 0.1(2) . . . . ?
O1 C1 C2 C3 22.6(2) . . . . ?
O3A C4A C3A C2A -2.8(2) . . . . ?
O2 C1 C2 C3 -159.41(14) . . . . ?
O1A C1A C2A C3A -21.8(2) . . . . ?
O2A C1A C2A C3A 159.94(14) . . . . ?
C5 C4 C3 C2 -179.17(13) . . . . ?
C5 C6 C7 C8 -0.8(2) . . . . ?
C5 C10 C9 C8 -0.9(3) . . . . ?
C4 C5 C6 C7 178.28(13) . . . . ?
C4 C5 C10 C9 -177.46(14) . . . . ?
C4 C3 C2 C1 68.12(19) . . . . ?
C5A C4A C3A C2A 177.01(14) . . . . ?
C5A C10A C9A C8A 0.2(2) . . . . ?
C5A C6A C7A C8A 0.8(3) . . . . ?
C4A C5A C10A C9A -177.33(14) . . . . ?
C4A C5A C6A C7A 176.87(15) . . . . ?
C4A C3A C2A C1A -68.72(19) . . . . ?
C6 C5 C4 O3 -177.42(13) . . . . ?
C6 C5 C4 C3 1.88(19) . . . . ?
C6 C5 C10 C9 1.5(2) . . . . ?
C6 C7 C8 C9 1.5(2) . . . . ?
C10 C5 C4 O3 1.5(2) . . . . ?
C10 C5 C4 C3 -179.16(13) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C10A C5A C4A O3A 172.19(14) . . . . ?
C10A C5A C4A C3A -7.7(2) . . . . ?
C10A C5A C6A C7A -1.5(2) . . . . ?
C10A C9A C8A C7A -0.9(3) . . . . ?
C7 C8 C9 C10 -0.6(3) . . . . ?
C6A C5A C4A O3A -6.1(2) . . . . ?
C6A C5A C4A C3A 174.06(14) . . . . ?
C6A C5A C10A C9A 0.9(2) . . . . ?
C9A C8A C7A C6A 0.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.035
_oxdiff_exptl_absorpt_empirical_full_min 0.463
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_10_270_00
_database_code_depnum_ccdc_archive 'CCDC 2283197'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   12.7932(5)
_cell_length_b                   5.23468(18)
_cell_length_c                   14.4811(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.423(5)
_cell_angle_gamma                90
_cell_volume                     902.77(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4573
_cell_measurement_temperature    269.99(10)
_cell_measurement_theta_max      75.5300
_cell_measurement_theta_min      3.9300
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 0 3 0.1413
-6 0 -3 0.1240
4 -3 -4 0.1325
-4 3 4 0.0984
7 0 -7 0.0175
-7 0 7 0.0010

_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
6.0754 -0.0008 3.4535 0.2145 0.8991 0.3815
-6.1235 0.0453 -3.3775 -0.2158 -0.9049 -0.3669
3.8935 -2.8124 -4.3058 0.1182 0.4873 -0.8652
-3.9094 2.8113 4.2942 -0.1187 -0.4897 0.8638
7.1270 -0.0252 -7.4372 -0.6682 0.6341 -0.3891
-7.1270 0.0252 7.4372 0.6682 -0.6341 0.3891

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9246
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.723
_diffrn_reflns_theta_min         3.955
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      269.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  83.00   0.50    1.50    --  110.00 -68.00 138.00   82
  2  ω     45.00 105.00   0.50    1.50    --  110.00 -77.00  60.00  120
  3  ω     38.00  66.00   0.50    1.50    --  110.00 -57.00 -30.00   56
  4  ω     38.00  66.00   0.50    1.50    --  110.00 -57.00 -60.00   56
  5  ω     38.00  66.00   0.50    1.50    --  110.00 -57.00 -90.00   56
  6  ω     38.00  66.00   0.50    1.50    --  110.00 -57.00-180.00   56
  7  ω     38.00  66.00   0.50    1.50    --  110.00 -57.00 120.00   56
  8  ω     26.00 114.00   0.50    0.30    --   49.12  77.00  90.00  176
  9  ω     26.00 114.00   0.50    0.30    --   49.12  77.00 -30.00  176
 10  ω     62.00 120.00   0.50    0.30    --   49.12 178.00-120.00  116
 11  ω     26.00 114.00   0.50    0.30    --   49.12  77.00-150.00  176
 12  ω    -26.00  27.00   0.50    0.30    --  -49.12  19.00 -60.00  106
 13  ω     60.00 122.00   0.50    0.30    --   49.12-178.00   0.00  124
 14  ω    -26.00  27.00   0.50    0.30    --  -49.12  19.00   0.00  106
 15  ω    -26.00  27.00   0.50    0.30    --  -49.12  19.00  30.00  106
 16  ω    -26.00  27.00   0.50    0.30    --  -49.12  19.00 150.00  106
 17  ω    -66.00 -17.00   0.50    1.50    --  -88.50  57.00  60.00   98
 18  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00  90.00   60
 19  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00  30.00   60
 20  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00 150.00   60
 21  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00   0.00   60
 22  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00-120.00   60
 23  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00-180.00   60
 24  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00-150.00   60
 25  ω    -43.00 -13.00   0.50    1.50    --  -88.50  38.00 -90.00   60
 26  ω   -164.00 -75.00   0.50    1.50    --  -88.50 -19.00   0.00  178
 27  ω   -160.00-127.00   0.50    1.50    --  -88.50 -57.00 120.00   66
 28  ω   -120.00 -41.00   0.50    0.30    --  -49.12-178.00 -60.00  158
 29  ω   -157.00 -85.00   0.50    1.50    --  -88.50 -99.00 -30.00  144
 30  ω   -154.00 -65.00   0.50    1.50    --  -88.50 -77.00 -60.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0104505000
_diffrn_orient_matrix_UB_12      -0.1796341000
_diffrn_orient_matrix_UB_13      0.0804406000
_diffrn_orient_matrix_UB_21      0.1271114000
_diffrn_orient_matrix_UB_22      -0.0535262000
_diffrn_orient_matrix_UB_23      0.0367321000
_diffrn_orient_matrix_UB_31      0.0216987000
_diffrn_orient_matrix_UB_32      0.2269176000
_diffrn_orient_matrix_UB_33      0.0723493000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1418
_reflns_number_total             1785
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1785
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.040
_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)+(0.0610P)²+0.0982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1232
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.65981(10) 0.4934(2) 0.47687(7) 0.0838(4) Uani 1 1 d . . . . .
O1 O 0.87566(10) 0.4950(2) 0.40582(9) 0.0911(4) Uani 1 1 d . . . . .
O2 O 0.93719(13) 0.7786(3) 0.52678(11) 0.0924(4) Uani 1 1 d . . . . .
C5 C 0.51853(11) 0.3521(3) 0.33009(9) 0.0575(4) Uani 1 1 d . . . . .
C4 C 0.61530(12) 0.5162(3) 0.38766(10) 0.0601(4) Uani 1 1 d . . . . .
C6 C 0.47112(14) 0.3589(3) 0.22703(11) 0.0700(4) Uani 1 1 d . . . . .
C1 C 0.86206(14) 0.6927(3) 0.44603(13) 0.0741(5) Uani 1 1 d . . . . .
C10 C 0.47532(13) 0.1824(3) 0.38060(13) 0.0739(4) Uani 1 1 d . . . . .
C3 C 0.65865(16) 0.7117(3) 0.33398(13) 0.0764(5) Uani 1 1 d . . . . .
C7 C 0.38380(15) 0.1975(4) 0.17665(13) 0.0841(5) Uani 1 1 d . . . . .
C2 C 0.75924(18) 0.8547(4) 0.40422(17) 0.0886(6) Uani 1 1 d . . . . .
C8 C 0.34313(16) 0.0276(4) 0.22723(16) 0.0906(6) Uani 1 1 d . . . . .
C9 C 0.38845(16) 0.0198(4) 0.32935(16) 0.0891(6) Uani 1 1 d . . . . .
H2 H 1.004(2) 0.682(6) 0.548(2) 0.151(11) Uiso 1 1 d . . . . .
H3A H 0.5953(18) 0.827(4) 0.2962(15) 0.106(6) Uiso 1 1 d . . . . .
H3B H 0.6796(15) 0.619(4) 0.2854(14) 0.086(5) Uiso 1 1 d . . . . .
H6 H 0.5015(15) 0.480(3) 0.1948(13) 0.080(5) Uiso 1 1 d . . . . .
H10 H 0.5062(15) 0.189(3) 0.4501(15) 0.087(5) Uiso 1 1 d . . . . .
H7 H 0.3509(17) 0.207(4) 0.1069(16) 0.098(6) Uiso 1 1 d . . . . .
H8 H 0.279(2) -0.083(4) 0.1871(16) 0.109(7) Uiso 1 1 d . . . . .
H2A H 0.7463(17) 0.932(4) 0.4624(15) 0.097(6) Uiso 1 1 d . . . . .
H2B H 0.781(2) 0.999(5) 0.3738(16) 0.117(7) Uiso 1 1 d . . . . .
H9 H 0.360(2) -0.082(5) 0.3651(17) 0.118(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2125(17) . ?
O1 C1 1.2304(19) . ?
O2 C1 1.293(2) . ?
O2 H2 0.94(3) . ?
C5 C4 1.487(2) . ?
C5 C6 1.3912(19) . ?
C5 C10 1.387(2) . ?
C4 C3 1.508(2) . ?
C6 C7 1.378(3) . ?
C6 H6 0.952(18) . ?
C1 C2 1.495(3) . ?
C10 C9 1.381(2) . ?
C10 H10 0.937(19) . ?
C3 C2 1.515(3) . ?
C3 H3A 1.00(2) . ?
C3 H3B 0.97(2) . ?
C7 C8 1.370(3) . ?
C7 H7 0.94(2) . ?
C2 H2A 1.00(2) . ?
C2 H2B 0.96(2) . ?
C8 C9 1.378(3) . ?
C8 H8 1.00(2) . ?
C9 H9 0.91(3) . ?

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
C1 O2 H2 113.0(18) . . ?
C6 C5 C4 122.28(14) . . ?
C10 C5 C4 118.99(13) . . ?
C10 C5 C6 118.72(15) . . ?
O3 C4 C5 120.75(13) . . ?
O3 C4 C3 119.87(14) . . ?
C5 C4 C3 119.38(12) . . ?
C5 C6 H6 116.6(11) . . ?
C7 C6 C5 120.25(17) . . ?
C7 C6 H6 123.2(11) . . ?
O1 C1 O2 122.24(17) . . ?
O1 C1 C2 122.76(16) . . ?
O2 C1 C2 114.98(15) . . ?
C5 C10 H10 116.7(12) . . ?
C9 C10 C5 120.56(17) . . ?
C9 C10 H10 122.7(12) . . ?
C4 C3 C2 111.80(15) . . ?
C4 C3 H3A 108.4(12) . . ?
C4 C3 H3B 106.6(11) . . ?
C2 C3 H3A 112.9(12) . . ?
C2 C3 H3B 110.0(11) . . ?
H3A C3 H3B 106.8(15) . . ?
C6 C7 H7 119.6(12) . . ?
C8 C7 C6 120.52(16) . . ?
C8 C7 H7 119.8(12) . . ?
C1 C2 C3 113.43(15) . . ?
C1 C2 H2A 106.3(12) . . ?
C1 C2 H2B 106.0(14) . . ?
C3 C2 H2A 113.8(12) . . ?
C3 C2 H2B 113.1(14) . . ?
H2A C2 H2B 103.3(17) . . ?
C7 C8 C9 119.99(18) . . ?
C7 C8 H8 117.1(12) . . ?
C9 C8 H8 122.9(12) . . ?
C10 C9 H9 117.9(15) . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 122.0(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
O3 C4 C3 C2 1.3(2) . . . . ?
O1 C1 C2 C3 21.9(2) . . . . ?
O2 C1 C2 C3 -159.62(16) . . . . ?
C5 C4 C3 C2 -178.32(14) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C5 C10 C9 C8 -0.8(3) . . . . ?
C4 C5 C6 C7 177.93(14) . . . . ?
C4 C5 C10 C9 -177.38(15) . . . . ?
C4 C3 C2 C1 68.9(2) . . . . ?
C6 C5 C4 O3 -174.81(14) . . . . ?
C6 C5 C4 C3 4.8(2) . . . . ?
C6 C5 C10 C9 1.3(2) . . . . ?
C6 C7 C8 C9 1.0(3) . . . . ?
C10 C5 C4 O3 3.8(2) . . . . ?
C10 C5 C4 C3 -176.53(15) . . . . ?
C10 C5 C6 C7 -0.7(2) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.573
_oxdiff_exptl_absorpt_empirical_full_min 0.389
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tp_bacidup_05_235_00
_database_code_depnum_ccdc_archive 'CCDC 2283193'
loop_
_audit_author_name
_audit_author_address
'Tomasz Poreba'
;European Synchrotron Radiation Facility
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-10-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT110_tp_bacidup_05_235_00 
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT112_tp_bacidup_05_235_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         B        100 %Fit
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
_vrf_PLAT113_tp_bacidup_05_235_00 
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: The presence of pseudosymmetry (pseudoglide) was confirmed by the analysis of the precession photographs and additional PXRD experiments
;
# Added during the CSD deposition process: Thursday 20 July 2023 10:16 AM
# end Validation Reply Form

_audit_creation_date             2023-07-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
tomasz.poreba@esrf.fr
_chemical_name_common            '3-benzoylpropionic acid'
_chemical_name_systematic        '3-benzoylpropionic acid'
_chemical_formula_moiety         'C10 H10 O3'
_chemical_formula_sum            'C10 H10 O3'
_chemical_formula_weight         178.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O3'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.4043(4)
_cell_length_b                   5.22670(10)
_cell_length_c                   22.4631(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.697(3)
_cell_angle_gamma                90
_cell_volume                     1792.29(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6511
_cell_measurement_temperature    235.00(10)
_cell_measurement_theta_max      79.1080
_cell_measurement_theta_min      3.9540
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 -5 0.1661
0 -3 4 0.1014
-10 0 4 0.1463
10 0 -4 0.1294
0 0 14 0.0295
0 0 -14 0.0010

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0768 3.2197 -4.5735 0.5031 0.1479 -0.8515
0.1637 -3.2236 4.4720 -0.5228 -0.1538 0.8384
-9.8526 -0.0047 4.3873 0.7827 0.2335 0.5770
9.8555 -0.0130 -4.3636 -0.7857 -0.2344 -0.5725
-0.2995 0.0803 14.4979 0.2677 -0.8992 0.3462
0.2995 -0.0803 -14.4979 -0.2677 0.8992 -0.3462

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18408
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.433
_diffrn_reflns_theta_min         3.972
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      235.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -60.00  106
  2  ω   -120.00 -41.00   0.50    0.50    --  -49.12-178.00 -90.00  158
  3  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00 -30.00  106
  4  ω    -26.00  27.00   0.50    0.50    --  -49.12  19.00   0.00  106
  5  ω    -23.00 121.00   0.50    0.50    --   49.12   0.00 -90.00  288
  6  ω     62.00 120.00   0.50    0.50    --   49.12 178.00 -30.00  116
  7  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -60.00   60
  8  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 -30.00   60
  9  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00   0.00   60
 10  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00  30.00   60
 11  ω    -43.00 -13.00   0.50    2.50    --  -88.50  38.00 150.00   60
 12  ω   -160.00 -73.00   0.50    2.50    --  -88.50 -57.00-150.00  174
 13  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -90.00   56
 14  ω     97.00 178.00   0.50    2.50    --  110.00  19.00 150.00  162
 15  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -30.00   56
 16  ω     98.00 178.00   0.50    2.50    --  110.00  38.00  30.00  160
 17  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 150.00   56
 18  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 -60.00   56
 19  ω     45.00 105.00   0.50    2.50    --  110.00 -77.00  90.00  120
 20  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00   0.00   56
 21  ω     97.00 178.00   0.50    2.50    --  110.00  19.00  90.00  162
 22  ω     38.00  66.00   0.50    2.50    --  110.00 -57.00 120.00   56
 23  ω   -114.00 -25.00   0.50    0.50    --  -49.12 -77.00 -30.00  178
 24  ω     26.00 114.00   0.50    0.50    --   49.12  77.00-120.00  176
 25  ω     26.00 114.00   0.50    0.50    --   49.12  77.00  60.00  176
 26  ω     62.00 120.00   0.50    0.50    --   49.12 178.00-150.00  116
 27  ω     37.00 125.00   0.50    0.50    --   49.12  19.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0724137000
_diffrn_orient_matrix_UB_12      0.1806676000
_diffrn_orient_matrix_UB_13      0.0159681000
_diffrn_orient_matrix_UB_21      -0.0516706000
_diffrn_orient_matrix_UB_22      -0.0421109000
_diffrn_orient_matrix_UB_23      -0.0628547000
_diffrn_orient_matrix_UB_31      -0.0476915000
_diffrn_orient_matrix_UB_32      -0.2289977000
_diffrn_orient_matrix_UB_33      0.0241612000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2467
_reflns_number_total             3734
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3734
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.071
_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)+(0.0716P)²+0.2186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1505
_refine_ls_wR_factor_ref         0.1650
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2.a Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.68220(7) 0.5126(3) 0.65810(5) 0.0710(4) Uani 1 1 d . . . . .
O1 O 0.60950(8) 0.5141(3) 0.51475(6) 0.0771(4) Uani 1 1 d . . . . .
O3A O 0.18154(7) 0.0017(3) 0.65960(6) 0.0727(4) Uani 1 1 d . . . . .
O2 O 0.52107(9) 0.2197(3) 0.54432(6) 0.0815(4) Uani 1 1 d . . . . .
H2 H 0.483808 0.307524 0.523387 0.122 Uiso 1 1 calc R U . . .
O1A O 0.10910(9) 0.0032(3) 0.51542(6) 0.0823(4) Uani 1 1 d . . . . .
O2A O 0.01514(9) 0.2800(3) 0.54544(6) 0.0834(4) Uani 1 1 d . . . . .
H2AA H -0.020068 0.196402 0.521848 0.125 Uiso 1 1 calc R U . . .
C5 C 0.82614(9) 0.6625(3) 0.65610(7) 0.0490(4) Uani 1 1 d . . . . .
C4 C 0.74960(10) 0.4948(3) 0.63604(7) 0.0516(4) Uani 1 1 d . . . . .
C5A C 0.32601(9) -0.1338(3) 0.65552(7) 0.0522(4) Uani 1 1 d . . . . .
C4A C 0.24783(10) 0.0284(3) 0.63680(7) 0.0539(4) Uani 1 1 d . . . . .
C6 C 0.90246(10) 0.6563(3) 0.62918(8) 0.0589(4) Uani 1 1 d . . . . .
C1 C 0.59825(12) 0.3131(3) 0.54147(7) 0.0637(5) Uani 1 1 d . . . . .
C10 C 0.82048(11) 0.8342(4) 0.70287(8) 0.0621(4) Uani 1 1 d . . . . .
C3 C 0.75635(13) 0.3021(4) 0.58675(9) 0.0650(5) Uani 1 1 d . . . . .
C10A C 0.40011(11) -0.1272(4) 0.62651(9) 0.0637(5) Uani 1 1 d . . . . .
C7 C 0.97056(11) 0.8202(4) 0.64825(10) 0.0712(5) Uani 1 1 d . . . . .
C1A C 0.09396(13) 0.1988(3) 0.54266(7) 0.0677(5) Uani 1 1 d . . . . .
C6A C 0.32397(12) -0.3040(4) 0.70297(9) 0.0673(5) Uani 1 1 d . . . . .
C8 C 0.96363(13) 0.9932(4) 0.69373(11) 0.0765(6) Uani 1 1 d . . . . .
C3A C 0.25171(14) 0.2278(4) 0.58849(9) 0.0696(5) Uani 1 1 d . . . . .
C9 C 0.88881(13) 0.9997(4) 0.72115(10) 0.0752(6) Uani 1 1 d . . . . .
C2 C 0.67213(15) 0.1529(4) 0.57134(10) 0.0766(6) Uani 1 1 d . . . . .
C9A C 0.46981(11) -0.2875(4) 0.64388(10) 0.0761(6) Uani 1 1 d . . . . .
C8A C 0.46657(13) -0.4583(5) 0.69032(12) 0.0830(6) Uani 1 1 d . . . . .
C2A C 0.16523(16) 0.3670(4) 0.57352(10) 0.0799(6) Uani 1 1 d . . . . .
C7A C 0.39367(14) -0.4666(5) 0.72020(10) 0.0811(6) Uani 1 1 d . . . . .
H6 H 0.9020(12) 0.533(3) 0.5983(8) 0.061(5) Uiso 1 1 d . . . . .
H10 H 0.7700(12) 0.833(4) 0.7221(9) 0.075(5) Uiso 1 1 d . . . . .
H3A H 0.8057(12) 0.184(4) 0.5991(8) 0.073(5) Uiso 1 1 d . . . . .
H3B H 0.7711(13) 0.402(4) 0.5512(10) 0.086(6) Uiso 1 1 d . . . . .
H9A H 0.5231(15) -0.279(4) 0.6248(10) 0.100(7) Uiso 1 1 d . . . . .
H3AA H 0.2653(12) 0.132(4) 0.5547(9) 0.072(5) Uiso 1 1 d . . . . .
H6A H 0.2765(12) -0.306(4) 0.7228(9) 0.071(5) Uiso 1 1 d . . . . .
H3AB H 0.2984(15) 0.342(5) 0.6007(10) 0.099(7) Uiso 1 1 d . . . . .
H10A H 0.3997(14) -0.014(4) 0.5945(9) 0.082(6) Uiso 1 1 d . . . . .
H7 H 1.0243(14) 0.808(4) 0.6313(9) 0.090(6) Uiso 1 1 d . . . . .
H2A H 0.6499(13) 0.075(4) 0.6072(10) 0.084(6) Uiso 1 1 d . . . . .
H8A H 0.5155(17) -0.567(5) 0.7007(11) 0.110(8) Uiso 1 1 d . . . . .
H9 H 0.8843(16) 1.107(5) 0.7530(12) 0.118(9) Uiso 1 1 d . . . . .
H2B H 0.6773(16) 0.005(5) 0.5460(11) 0.108(8) Uiso 1 1 d . . . . .
H2AB H 0.1701(16) 0.522(5) 0.5472(12) 0.119(9) Uiso 1 1 d . . . . .
H2AC H 0.1418(13) 0.435(4) 0.6092(10) 0.087(6) Uiso 1 1 d . . . . .
H7A H 0.3894(15) -0.581(5) 0.7507(11) 0.101(8) Uiso 1 1 d . . . . .
H8 H 1.0164(16) 1.112(5) 0.7064(11) 0.109(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3 C4 1.2125(18) . ?
O1 C1 1.234(2) . ?
O3A C4A 1.2101(18) . ?
O2 H2 0.8300 . ?
O2 C1 1.295(2) . ?
O1A C1A 1.230(2) . ?
O2A H2AA 0.8300 . ?
O2A C1A 1.295(2) . ?
C5 C4 1.490(2) . ?
C5 C6 1.392(2) . ?
C5 C10 1.394(2) . ?
C4 C3 1.510(2) . ?
C5A C4A 1.487(2) . ?
C5A C10A 1.388(2) . ?
C5A C6A 1.392(2) . ?
C4A C3A 1.511(2) . ?
C6 C7 1.377(3) . ?
C6 H6 0.947(18) . ?
C1 C2 1.498(3) . ?
C10 C9 1.382(3) . ?
C10 H10 0.938(19) . ?
C3 C2 1.514(3) . ?
C3 H3A 0.99(2) . ?
C3 H3B 1.01(2) . ?
C10A C9A 1.377(3) . ?
C10A H10A 0.93(2) . ?
C7 C8 1.379(3) . ?
C7 H7 0.96(2) . ?
C1A C2A 1.502(3) . ?
C6A C7A 1.383(3) . ?
C6A H6A 0.906(19) . ?
C8 C9 1.378(3) . ?
C8 H8 1.03(3) . ?
C3A C2A 1.516(3) . ?
C3A H3AA 0.95(2) . ?
C3A H3AB 0.95(2) . ?
C9 H9 0.92(3) . ?
C2 H2A 1.00(2) . ?
C2 H2B 0.97(3) . ?
C9A C8A 1.379(3) . ?
C9A H9A 0.98(2) . ?
C8A C7A 1.384(3) . ?
C8A H8A 0.95(3) . ?
C2A H2AB 1.01(3) . ?
C2A H2AC 0.99(2) . ?
C7A H7A 0.92(3) . ?

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
C1 O2 H2 109.5 . . ?
C1A O2A H2AA 109.5 . . ?
C6 C5 C4 122.35(14) . . ?
C6 C5 C10 118.94(15) . . ?
C10 C5 C4 118.70(13) . . ?
O3 C4 C5 121.16(14) . . ?
O3 C4 C3 119.85(15) . . ?
C5 C4 C3 118.99(13) . . ?
C10A C5A C4A 122.59(15) . . ?
C10A C5A C6A 118.68(16) . . ?
C6A C5A C4A 118.72(14) . . ?
O3A C4A C5A 120.80(14) . . ?
O3A C4A C3A 120.00(16) . . ?
C5A C4A C3A 119.20(14) . . ?
C5 C6 H6 114.2(11) . . ?
C7 C6 C5 120.19(17) . . ?
C7 C6 H6 125.6(11) . . ?
O1 C1 O2 122.35(18) . . ?
O1 C1 C2 123.12(17) . . ?
O2 C1 C2 114.51(16) . . ?
C5 C10 H10 118.8(12) . . ?
C9 C10 C5 120.35(17) . . ?
C9 C10 H10 120.8(12) . . ?
C4 C3 C2 111.74(15) . . ?
C4 C3 H3A 109.7(11) . . ?
C4 C3 H3B 106.2(12) . . ?
C2 C3 H3A 110.2(11) . . ?
C2 C3 H3B 111.4(12) . . ?
H3A C3 H3B 107.5(15) . . ?
C5A C10A H10A 117.2(13) . . ?
C9A C10A C5A 120.71(19) . . ?
C9A C10A H10A 122.0(13) . . ?
C6 C7 C8 120.44(17) . . ?
C6 C7 H7 119.9(13) . . ?
C8 C7 H7 119.6(13) . . ?
O1A C1A O2A 122.5(2) . . ?
O1A C1A C2A 122.73(18) . . ?
O2A C1A C2A 114.70(17) . . ?
C5A C6A H6A 119.1(12) . . ?
C7A C6A C5A 120.70(18) . . ?
C7A C6A H6A 120.1(12) . . ?
C7 C8 H8 117.5(14) . . ?
C9 C8 C7 119.99(19) . . ?
C9 C8 H8 122.5(14) . . ?
C4A C3A C2A 111.85(16) . . ?
C4A C3A H3AA 104.1(12) . . ?
C4A C3A H3AB 109.2(14) . . ?
C2A C3A H3AA 110.8(12) . . ?
C2A C3A H3AB 112.0(14) . . ?
H3AA C3A H3AB 108.6(17) . . ?
C10 C9 H9 118.7(16) . . ?
C8 C9 C10 120.1(2) . . ?
C8 C9 H9 121.2(16) . . ?
C1 C2 C3 113.01(17) . . ?
C1 C2 H2A 105.4(12) . . ?
C1 C2 H2B 107.5(15) . . ?
C3 C2 H2A 113.5(13) . . ?
C3 C2 H2B 114.2(15) . . ?
H2A C2 H2B 102.3(18) . . ?
C10A C9A C8A 120.17(18) . . ?
C10A C9A H9A 121.1(14) . . ?
C8A C9A H9A 118.7(14) . . ?
C9A C8A C7A 120.1(2) . . ?
C9A C8A H8A 117.9(15) . . ?
C7A C8A H8A 122.1(15) . . ?
C1A C2A C3A 112.82(17) . . ?
C1A C2A H2AB 107.9(15) . . ?
C1A C2A H2AC 105.0(13) . . ?
C3A C2A H2AB 112.5(15) . . ?
C3A C2A H2AC 113.4(13) . . ?
H2AB C2A H2AC 104.6(18) . . ?
C6A C7A C8A 119.7(2) . . ?
C6A C7A H7A 118.6(15) . . ?
C8A C7A H7A 121.7(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
O3 C4 C3 C2 0.4(2) . . . . ?
O1 C1 C2 C3 22.3(3) . . . . ?
O3A C4A C3A C2A -2.1(3) . . . . ?
O2 C1 C2 C3 -159.69(17) . . . . ?
O1A C1A C2A C3A -22.1(3) . . . . ?
O2A C1A C2A C3A 159.82(17) . . . . ?
C5 C4 C3 C2 -178.80(15) . . . . ?
C5 C6 C7 C8 -0.6(3) . . . . ?
C5 C10 C9 C8 -1.0(3) . . . . ?
C4 C5 C6 C7 178.21(15) . . . . ?
C4 C5 C10 C9 -177.49(16) . . . . ?
C4 C3 C2 C1 68.6(2) . . . . ?
C5A C4A C3A C2A 177.70(16) . . . . ?
C5A C10A C9A C8A 0.3(3) . . . . ?
C5A C6A C7A C8A 0.6(3) . . . . ?
C4A C5A C10A C9A -177.56(16) . . . . ?
C4A C5A C6A C7A 177.15(18) . . . . ?
C4A C3A C2A C1A -68.5(2) . . . . ?
C6 C5 C4 O3 -176.19(15) . . . . ?
C6 C5 C4 C3 3.0(2) . . . . ?
C6 C5 C10 C9 1.6(3) . . . . ?
C6 C7 C8 C9 1.2(3) . . . . ?
C10 C5 C4 O3 2.8(2) . . . . ?
C10 C5 C4 C3 -178.01(16) . . . . ?
C10 C5 C6 C7 -0.8(2) . . . . ?
C10A C5A C4A O3A 173.45(16) . . . . ?
C10A C5A C4A C3A -6.3(2) . . . . ?
C10A C5A C6A C7A -1.2(3) . . . . ?
C10A C9A C8A C7A -0.9(3) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C6A C5A C4A O3A -4.8(2) . . . . ?
C6A C5A C4A C3A 175.44(17) . . . . ?
C6A C5A C10A C9A 0.7(3) . . . . ?
C9A C8A C7A C6A 0.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.781
_oxdiff_exptl_absorpt_empirical_full_min 0.500
