#------------------------------------------------------------------------------
#$Date: 2025-08-22 13:33:34 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301861 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/72/7157282.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7157282
loop_
_publ_author_name
'Brun, Elodie'
'Zhang, Ke-Feng'
'Guénée, Laure'
'Lacour, Jérôme'
_publ_section_title
;
 Photo-induced thiol-ene reactions for late-stage functionalization of
 unsaturated polyether macrocycles: regio and diastereoselective access to
 macrocyclic dithiol derivatives.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              250
_journal_page_last               254
_journal_paper_doi               10.1039/c9ob02375e
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C32 H34 F12 N2 O8 S2'
_chemical_formula_sum            'C32 H34 F12 N2 O8 S2'
_chemical_formula_weight         866.73
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-09-16
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2019-09-09 deposited with the CCDC.	2019-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.245(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.2004(5)
_cell_length_b                   12.6594(2)
_cell_length_c                   19.4388(5)
_cell_measurement_reflns_used    4064
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      73.5800
_cell_measurement_theta_min      4.3770
_cell_volume                     3829.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2015)'
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00 113.00   1.00    8.00    --  110.40-111.00  30.00   79
  2  ω     68.00 131.00   1.00    8.00    --  110.40 -77.00  30.00   63
  3  ω     81.00 167.00   1.00    8.00    --  110.40  45.00  60.00   86
  4  ω    104.00 167.00   1.00    8.00    --  110.40 111.00   0.00   63
  5  ω    106.00 169.00   1.00    8.00    --  110.40  61.00 120.00   63
  6  ω     80.00 178.00   1.00    8.00    --  110.40  77.00  90.00   98
  7  ω     66.00 103.00   1.00    2.00    --   37.56 178.00 120.00   37
  8  ω   -115.00  -6.00   1.00    2.00    --  -37.56 -57.00  60.00  109
  9  ω   -115.00  -8.00   1.00    2.00    --  -37.56 -57.00-180.00  107
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0416272000
_diffrn_orient_matrix_UB_12      -0.0317370000
_diffrn_orient_matrix_UB_13      -0.0486990000
_diffrn_orient_matrix_UB_21      -0.0589408000
_diffrn_orient_matrix_UB_22      -0.0975302000
_diffrn_orient_matrix_UB_23      -0.0323584000
_diffrn_orient_matrix_UB_31      -0.0678032000
_diffrn_orient_matrix_UB_32      0.0654125000
_diffrn_orient_matrix_UB_33      -0.0719261000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0128
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6955
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         73.513
_diffrn_reflns_theta_min         4.417
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.256
_exptl_absorpt_correction_T_max  0.730
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
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_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_description       prism
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.306
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.197
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3759
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0584
_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)+(0.1250P)²+2.5050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1835
_refine_ls_wR_factor_ref         0.1915
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3328
_reflns_number_total             3759
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ob02375e2.cif
_cod_data_source_block           C2_cis_4
_cod_depositor_comments
'Adding full bibliography for 7157282--7157285.cif.'
_cod_original_cell_volume        3829.20(19)
_cod_database_code               7157282
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C32 H34 F12 N2 O8 S2'
_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.
;
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All S(H) groups
2. Uiso/Uaniso restraints and constraints
F4A \\sim F4B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
F5A \\sim F5B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
F6A \\sim F6B: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
F1B \\sim F1A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
F2B \\sim F2A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
F3B \\sim F3A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Others
 Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(1)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(1)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=1-FVAR(2)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C4(H4), C6(H6)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1B,H1C), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C7(H7A,H7B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1A), C10(H10), C12(H12), C14(H14)
4.d Idealised tetrahedral OH refined as rotating group:
 S1(H1)
;
_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.782
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.33676(4) 0.17748(6) 0.36799(3) 0.0643(3) Uani 1 1 d . . . . .
H1 H 0.2912 0.1196 0.3784 0.077 Uiso 1 1 calc GR . . . .
F1A F 0.3680(6) 0.5303(10) 0.8866(7) 0.101(4) Uani 0.421(13) 1 d . U P A 1
F2A F 0.4382(14) 0.3942(8) 0.9117(5) 0.156(8) Uani 0.421(13) 1 d . U P A 1
F3A F 0.4939(4) 0.5467(14) 0.9215(5) 0.125(5) Uani 0.421(13) 1 d . U P A 1
F1B F 0.3793(6) 0.5499(6) 0.8927(5) 0.109(3) Uani 0.579(13) 1 d . U P A 2
F2B F 0.3689(6) 0.3882(5) 0.8849(4) 0.1005(19) Uani 0.579(13) 1 d . U P A 2
F3B F 0.4926(3) 0.4521(8) 0.9283(3) 0.101(3) Uani 0.579(13) 1 d . U P A 2
F4A F 0.4195(6) 0.7334(8) 0.6590(9) 0.161(6) Uani 0.495(17) 1 d . U P B 1
F5A F 0.3299(11) 0.6610(5) 0.5524(4) 0.123(5) Uani 0.495(17) 1 d . U P B 1
F6A F 0.2916(8) 0.7269(8) 0.6272(9) 0.133(5) Uani 0.495(17) 1 d . U P B 1
F4B F 0.3952(12) 0.6817(7) 0.5982(12) 0.163(6) Uani 0.505(17) 1 d . U P B 2
F5B F 0.2664(8) 0.6668(7) 0.5661(8) 0.167(6) Uani 0.505(17) 1 d . U P B 2
F6B F 0.3527(15) 0.7517(5) 0.6672(7) 0.169(8) Uani 0.505(17) 1 d . U P B 2
O1 O 0.65523(12) 0.11605(17) 0.76903(11) 0.0682(5) Uani 1 1 d . . . . .
O2 O 0.52493(10) 0.16606(14) 0.60411(10) 0.0582(4) Uani 1 1 d . . . . .
O3 O 0.39960(11) 0.08091(12) 0.62098(9) 0.0547(4) Uani 1 1 d . . . . .
O4 O 0.33349(11) 0.32545(12) 0.51466(9) 0.0522(4) Uani 1 1 d . . . . .
N1 N 0.38807(11) 0.28311(13) 0.64696(10) 0.0449(4) Uani 1 1 d . . . . .
H1A H 0.4083 0.2298 0.6809 0.054 Uiso 1 1 calc R . . . .
C1 C 0.6498(2) 0.0132(2) 0.79617(17) 0.0717(8) Uani 1 1 d . . . . .
H1B H 0.6913 -0.0351 0.7940 0.086 Uiso 1 1 calc R . . . .
H1C H 0.5912 -0.0160 0.7617 0.086 Uiso 1 1 calc R . . . .
C2 C 0.66822(18) 0.1196(3) 0.70330(18) 0.0780(9) Uani 1 1 d . . . . .
H2A H 0.7158 0.0712 0.7143 0.094 Uiso 1 1 calc R . . . .
H2B H 0.6860 0.1920 0.6989 0.094 Uiso 1 1 calc R . . . .
C3 C 0.59107(19) 0.0901(3) 0.62519(16) 0.0756(9) Uani 1 1 d . . . . .
H3A H 0.6059 0.0873 0.5829 0.091 Uiso 1 1 calc R . . . .
H3B H 0.5707 0.0193 0.6295 0.091 Uiso 1 1 calc R . . . .
C4 C 0.44636(15) 0.13663(19) 0.53405(13) 0.0521(5) Uani 1 1 d . . . . .
H4 H 0.4506 0.0606 0.5227 0.063 Uiso 1 1 calc R . . . .
C5 C 0.43552(16) 0.2015(2) 0.46349(14) 0.0579(6) Uani 1 1 d . . . . .
H5A H 0.4848 0.1867 0.4567 0.070 Uiso 1 1 calc R . . . .
H5B H 0.4379 0.2773 0.4770 0.070 Uiso 1 1 calc R . . . .
C6 C 0.37572(14) 0.14690(16) 0.55356(12) 0.0478(5) Uani 1 1 d . . . . .
H6 H 0.3206 0.1202 0.5068 0.057 Uiso 1 1 calc R . . . .
C7 C 0.32981(19) 0.02441(19) 0.61897(16) 0.0641(7) Uani 1 1 d . . . . .
H7A H 0.3233 -0.0461 0.5944 0.077 Uiso 1 1 calc R . . . .
H7B H 0.2754 0.0638 0.5865 0.077 Uiso 1 1 calc R . . . .
C8 C 0.36344(13) 0.26134(16) 0.56969(12) 0.0438(4) Uani 1 1 d . . . . .
C9 C 0.38492(13) 0.38126(16) 0.67902(12) 0.0433(4) Uani 1 1 d . . . . .
C10 C 0.40024(13) 0.38190(18) 0.75695(13) 0.0487(5) Uani 1 1 d . . . . .
H10 H 0.4117 0.3176 0.7860 0.058 Uiso 1 1 calc R . . . .
C11 C 0.39880(16) 0.4764(2) 0.79200(14) 0.0577(6) Uani 1 1 d . . . . .
C12 C 0.38320(17) 0.5710(2) 0.75127(16) 0.0627(6) Uani 1 1 d . . . . .
H12 H 0.3829 0.6357 0.7759 0.075 Uiso 1 1 calc R . . . .
C13 C 0.36804(17) 0.56933(19) 0.67380(16) 0.0595(6) Uani 1 1 d . . . . .
C14 C 0.36863(16) 0.47583(17) 0.63691(14) 0.0516(5) Uani 1 1 d . . . . .
H14 H 0.3581 0.4763 0.5836 0.062 Uiso 1 1 calc R . . . .
C15 C 0.4162(2) 0.4746(3) 0.87636(17) 0.0836(11) Uani 1 1 d . . . . .
C16 C 0.3498(3) 0.6705(2) 0.6283(2) 0.0892(11) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.1433
2 -5 -2 0.1138
-2 5 2 0.1138
4 3 -5 0.0998
-4 -3 5 0.0998
-1 0 1 0.0607
-2 0 -1 0.1102
4 -1 1 0.1474
5 -2 -4 0.1146
-5 2 4 0.0906
0 0 -1 0.1205
5 5 -3 0.1228
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
C5 S1 H1 109.5 . .
C2 O1 C1 116.0(2) . .
C4 O2 C3 112.26(19) . .
C6 O3 C7 115.08(18) . .
C8 N1 H1A 116.4 . .
C8 N1 C9 127.29(18) . .
C9 N1 H1A 116.4 . .
O1 C1 H1B 110.3 . .
O1 C1 H1C 110.3 . .
O1 C1 C7 107.2(2) . 2_656
H1B C1 H1C 108.5 . .
C7 C1 H1B 110.3 2_656 .
C7 C1 H1C 110.3 2_656 .
O1 C2 H2A 108.8 . .
O1 C2 H2B 108.8 . .
O1 C2 C3 113.8(3) . .
H2A C2 H2B 107.7 . .
C3 C2 H2A 108.8 . .
C3 C2 H2B 108.8 . .
O2 C3 C2 109.5(2) . .
O2 C3 H3A 109.8 . .
O2 C3 H3B 109.8 . .
C2 C3 H3A 109.8 . .
C2 C3 H3B 109.8 . .
H3A C3 H3B 108.2 . .
O2 C4 H4 108.0 . .
O2 C4 C5 108.6(2) . .
O2 C4 C6 107.38(17) . .
C5 C4 H4 108.0 . .
C5 C4 C6 116.56(19) . .
C6 C4 H4 108.0 . .
S1 C5 H5A 108.4 . .
S1 C5 H5B 108.4 . .
C4 C5 S1 115.32(18) . .
C4 C5 H5A 108.4 . .
C4 C5 H5B 108.4 . .
H5A C5 H5B 107.5 . .
O3 C6 C4 106.62(17) . .
O3 C6 H6 108.8 . .
O3 C6 C8 112.16(17) . .
C4 C6 H6 108.8 . .
C4 C6 C8 111.44(19) . .
C8 C6 H6 108.8 . .
O3 C7 C1 107.8(2) . 2_656
O3 C7 H7A 110.1 . .
O3 C7 H7B 110.1 . .
C1 C7 H7A 110.1 2_656 .
C1 C7 H7B 110.1 2_656 .
H7A C7 H7B 108.5 . .
O4 C8 N1 125.17(19) . .
O4 C8 C6 119.84(19) . .
N1 C8 C6 114.98(17) . .
C10 C9 N1 117.20(19) . .
C10 C9 C14 119.8(2) . .
C14 C9 N1 123.02(19) . .
C9 C10 H10 120.1 . .
C11 C10 C9 119.8(2) . .
C11 C10 H10 120.1 . .
C10 C11 C15 118.5(2) . .
C12 C11 C10 121.2(2) . .
C12 C11 C15 120.3(2) . .
C11 C12 H12 120.8 . .
C11 C12 C13 118.5(2) . .
C13 C12 H12 120.8 . .
C12 C13 C14 121.7(2) . .
C12 C13 C16 119.3(2) . .
C14 C13 C16 119.0(2) . .
C9 C14 H14 120.5 . .
C13 C14 C9 119.1(2) . .
C13 C14 H14 120.5 . .
F1A C15 F3A 95.2(7) . .
F1A C15 C11 114.1(6) . .
F2A C15 F1A 117.4(9) . .
F2A C15 F3A 104.5(9) . .
F2A C15 C11 117.9(4) . .
F1B C15 F2B 96.4(5) . .
F1B C15 C11 114.5(5) . .
F2B C15 C11 109.6(3) . .
F3B C15 F1B 117.8(6) . .
F3B C15 F2B 102.2(4) . .
F3B C15 C11 113.7(3) . .
C11 C15 F3A 103.2(4) . .
F4A C16 C13 112.0(5) . .
F5A C16 F4A 101.3(8) . .
F5A C16 C13 115.4(3) . .
F6A C16 F4A 105.1(6) . .
F6A C16 F5A 106.8(7) . .
F6A C16 C13 114.8(5) . .
F4B C16 F5B 107.0(8) . .
F4B C16 F6B 110.9(8) . .
F4B C16 C13 112.2(5) . .
F5B C16 C13 107.4(5) . .
F6B C16 F5B 104.0(8) . .
F6B C16 C13 114.6(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 H1 1.2000 .
S1 C5 1.819(2) .
F1A C15 1.220(9) .
F2A C15 1.176(8) .
F3A C15 1.522(10) .
F1B C15 1.298(6) .
F2B C15 1.454(7) .
F3B C15 1.256(5) .
F4A C16 1.348(8) .
F5A C16 1.330(8) .
F6A C16 1.268(8) .
F4B C16 1.245(10) .
F5B C16 1.365(10) .
F6B C16 1.260(7) .
O1 C1 1.428(4) .
O1 C2 1.415(4) .
O2 C3 1.425(3) .
O2 C4 1.421(3) .
O3 C6 1.419(3) .
O3 C7 1.441(3) .
O4 C8 1.223(3) .
N1 H1A 0.8800 .
N1 C8 1.354(3) .
N1 C9 1.404(3) .
C1 H1B 0.9900 .
C1 H1C 0.9900 .
C1 C7 1.498(4) 2_656
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2 C3 1.485(4) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4 1.0000 .
C4 C5 1.521(4) .
C4 C6 1.523(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 H6 1.0000 .
C6 C8 1.523(3) .
C7 C1 1.498(4) 2_656
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C9 C10 1.391(3) .
C9 C14 1.393(3) .
C10 H10 0.9500 .
C10 C11 1.384(3) .
C11 C12 1.381(4) .
C11 C15 1.500(4) .
C12 H12 0.9500 .
C12 C13 1.383(4) .
C13 C14 1.387(3) .
C13 C16 1.493(4) .
C14 H14 0.9500 .
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
C14 H14 O4 0.95 2.24 2.847(3) 120.8
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168353223
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
0.0003 0.0005 0.9991 -0.0487 -0.0324 -0.0718
2.0002 -4.9974 -1.9926 0.3389 0.4340 -0.3192
-2.0002 4.9974 1.9926 -0.3389 -0.4340 0.3192
3.9967 2.9955 -4.9999 0.3148 -0.3659 0.2846
-3.9967 -2.9955 4.9999 -0.3148 0.3659 -0.2846
-0.9994 0.0005 0.9993 -0.0903 0.0265 -0.0041
-1.9998 -0.0005 -0.9986 -0.0346 0.1502 0.2074
3.9995 -0.9989 0.9994 0.1495 -0.1707 -0.4084
4.9980 -2.0005 -3.9951 0.4661 0.0298 -0.1824
-4.9980 2.0005 3.9951 -0.4661 -0.0298 0.1824
-0.0003 -0.0005 -0.9991 0.0487 0.0324 0.0718
4.9965 4.9950 -3.0044 0.1958 -0.6844 0.2041
