#------------------------------------------------------------------------------
#$Date: 2022-06-28 03:22:27 +0300 (Tue, 28 Jun 2022) $
#$Revision: 276305 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/16/7061623.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_7061623
loop_
_publ_author_name
'Zhang, Lei'
'Quan, Wei'
'Liu, Ren-Ming'
'Tian, You-Ping'
'Pan, Bo-Wen'
'Liu, Xiong-Li'
_publ_section_title
;
 Diastereoselective construction of a library of structural
 bispiro[butyrolactone/valerolactone--pyrrolidine--indanedione] hybrids
 via 1,3-dipolar cycloaddition reactions
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11975
_journal_page_last               11979
_journal_paper_doi               10.1039/D2NJ01571D
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C23 H18 Br N O4 S, 1[CHCl3]'
_chemical_formula_sum            'C24 H19 Br Cl3 N O4 S'
_chemical_formula_weight         603.72
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-05-20
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-05-21 deposited with the CCDC.	2022-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                99.949(6)
_cell_angle_beta                 109.200(7)
_cell_angle_gamma                108.757(7)
_cell_formula_units_Z            2
_cell_length_a                   10.2738(9)
_cell_length_b                   11.6678(9)
_cell_length_c                   12.4456(9)
_cell_measurement_reflns_used    3231
_cell_measurement_temperature    199.99(10)
_cell_measurement_theta_max      27.2360
_cell_measurement_theta_min      2.2870
_cell_volume                     1267.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      199.99(10)
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  38.00   1.00    3.00    --   11.90 -57.00  60.00   96
  2  ω    -14.00  76.00   1.00    3.00    --   11.90  77.00 -30.00   90
  3  ω    -13.00  82.00   1.00    3.00    --   11.90  57.00-150.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8237
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.210
_exptl_absorpt_coefficient_mu    2.051
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4445
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0451
_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)+(0.0665P)²+0.3395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1288
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3543
_reflns_number_total             4445
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj01571d2.cif
_cod_data_source_block           4be
_cod_original_cell_volume        1267.71(19)
_cod_database_code               7061623
_shelx_shelxl_version_number     2017/1
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C14(H14), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C16(H16A,H16B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C19(H19), C20(H20), C22(H22), C23(H23)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 115 electrons were 
found in a volume of 370Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1[CHCl3] per Formula Unit 
which account for 116 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.42088(5) 0.77052(4) 0.11153(4) 0.04888(17) Uani 1 1 d . . . . .
S1 S -0.31098(9) 0.07079(9) 0.13831(9) 0.0363(2) Uani 1 1 d . . . . .
O1 O 0.0783(3) 0.1665(2) 0.4377(2) 0.0371(6) Uani 1 1 d . . . . .
O2 O 0.0742(3) -0.1194(2) 0.1243(2) 0.0323(6) Uani 1 1 d . . . . .
O3 O 0.4113(3) 0.3030(2) 0.4361(2) 0.0379(6) Uani 1 1 d . . . . .
O4 O 0.4614(2) 0.2159(3) 0.2899(2) 0.0389(6) Uani 1 1 d . . . . .
N1 N -0.0461(3) 0.0698(2) 0.1683(2) 0.0209(6) Uani 1 1 d . . . . .
C1 C 0.2075(3) 0.0269(3) 0.4334(3) 0.0257(8) Uani 1 1 d . . . . .
C2 C 0.2763(4) 0.0289(4) 0.5507(3) 0.0347(9) Uani 1 1 d . . . . .
H2 H 0.278963 0.086590 0.614018 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3401(4) -0.0564(4) 0.5706(3) 0.0400(10) Uani 1 1 d . . . . .
H3 H 0.387575 -0.055739 0.648680 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3352(4) -0.1443(4) 0.4759(3) 0.0436(10) Uani 1 1 d . . . . .
H4 H 0.378007 -0.202002 0.491826 0.052 Uiso 1 1 calc R U . . .
C5 C 0.2674(4) -0.1467(3) 0.3588(3) 0.0328(8) Uani 1 1 d . . . . .
H5 H 0.264851 -0.204560 0.295758 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2036(3) -0.0603(3) 0.3384(3) 0.0257(8) Uani 1 1 d . . . . .
C7 C 0.1201(3) -0.0459(3) 0.2229(3) 0.0218(7) Uani 1 1 d . . . . .
C8 C 0.0958(3) 0.0778(3) 0.2507(3) 0.0216(7) Uani 1 1 d . . . . .
C9 C 0.1238(3) 0.1021(3) 0.3859(3) 0.0235(7) Uani 1 1 d . . . . .
C10 C 0.2099(3) 0.1936(3) 0.2339(3) 0.0197(7) Uani 1 1 d . . . . .
C11 C 0.3679(3) 0.2456(3) 0.3326(3) 0.0257(8) Uani 1 1 d . . . . .
C12 C 0.3813(4) 0.1409(4) 0.1640(3) 0.0383(9) Uani 1 1 d . . . . .
H12A H 0.362043 0.051940 0.154326 0.046 Uiso 1 1 calc R U . . .
H12B H 0.439885 0.171412 0.119701 0.046 Uiso 1 1 calc R U . . .
C13 C 0.2336(3) 0.1575(3) 0.1198(3) 0.0217(7) Uani 1 1 d . . . . .
H13A H 0.151356 0.078971 0.062668 0.026 Uiso 1 1 calc R U . . .
H13B H 0.241626 0.224496 0.082584 0.026 Uiso 1 1 calc R U . . .
C14 C 0.1302(3) 0.2871(3) 0.2385(3) 0.0204(7) Uani 1 1 d . . . . .
H14 H 0.141313 0.316707 0.320978 0.024 Uiso 1 1 calc R U . . .
C15 C -0.0374(3) 0.1978(3) 0.1603(3) 0.0215(7) Uani 1 1 d . . . . .
H15 H -0.062231 0.197707 0.077184 0.026 Uiso 1 1 calc R U . . .
C16 C -0.1509(4) 0.2249(3) 0.2007(3) 0.0295(8) Uani 1 1 d . . . . .
H16A H -0.178616 0.288171 0.169335 0.035 Uiso 1 1 calc R U . . .
H16B H -0.111730 0.254365 0.287390 0.035 Uiso 1 1 calc R U . . .
C17 C -0.1843(3) -0.0075(3) 0.1769(3) 0.0286(8) Uani 1 1 d . . . . .
H17A H -0.162493 -0.012388 0.257532 0.034 Uiso 1 1 calc R U . . .
H17B H -0.228900 -0.093235 0.121874 0.034 Uiso 1 1 calc R U . . .
C18 C 0.1963(3) 0.4040(3) 0.2030(3) 0.0216(7) Uani 1 1 d . . . . .
C19 C 0.1403(4) 0.4128(3) 0.0886(3) 0.0305(8) Uani 1 1 d . . . . .
H19 H 0.055673 0.344699 0.029044 0.037 Uiso 1 1 calc R U . . .
C20 C 0.2067(4) 0.5200(3) 0.0603(3) 0.0354(9) Uani 1 1 d . . . . .
H20 H 0.167468 0.524132 -0.017034 0.042 Uiso 1 1 calc R U . . .
C21 C 0.3325(4) 0.6210(3) 0.1493(3) 0.0287(8) Uani 1 1 d . . . . .
C22 C 0.3905(4) 0.6157(3) 0.2646(3) 0.0329(8) Uani 1 1 d . . . . .
H22 H 0.475409 0.683889 0.323702 0.039 Uiso 1 1 calc R U . . .
C23 C 0.3218(4) 0.5086(3) 0.2914(3) 0.0292(8) Uani 1 1 d . . . . .
H23 H 0.359566 0.506006 0.369490 0.035 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 S1 C16 90.31(15) . . ?
C11 O4 C12 111.0(2) . . ?
C8 N1 C15 111.3(2) . . ?
C8 N1 C17 118.0(3) . . ?
C17 N1 C15 113.4(2) . . ?
C2 C1 C6 120.6(3) . . ?
C2 C1 C9 129.7(3) . . ?
C6 C1 C9 109.6(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.2(4) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.3(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 121.0 . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C7 110.1(3) . . ?
C5 C6 C1 121.0(3) . . ?
C5 C6 C7 128.9(3) . . ?
O2 C7 C6 126.5(3) . . ?
O2 C7 C8 125.5(3) . . ?
C6 C7 C8 107.9(3) . . ?
N1 C8 C7 113.5(2) . . ?
N1 C8 C9 117.6(2) . . ?
N1 C8 C10 100.7(2) . . ?
C7 C8 C9 101.4(3) . . ?
C7 C8 C10 113.5(2) . . ?
C9 C8 C10 110.7(2) . . ?
O1 C9 C1 127.6(3) . . ?
O1 C9 C8 125.0(3) . . ?
C1 C9 C8 107.3(3) . . ?
C11 C10 C8 112.3(2) . . ?
C11 C10 C13 103.3(2) . . ?
C11 C10 C14 113.4(2) . . ?
C13 C10 C8 113.1(2) . . ?
C13 C10 C14 116.0(3) . . ?
C14 C10 C8 99.2(2) . . ?
O3 C11 O4 121.2(3) . . ?
O3 C11 C10 128.4(3) . . ?
O4 C11 C10 110.4(3) . . ?
O4 C12 H12A 110.6 . . ?
O4 C12 H12B 110.6 . . ?
O4 C12 C13 105.8(3) . . ?
H12A C12 H12B 108.7 . . ?
C13 C12 H12A 110.6 . . ?
C13 C12 H12B 110.6 . . ?
C10 C13 H13A 111.0 . . ?
C10 C13 H13B 111.0 . . ?
C12 C13 C10 103.6(3) . . ?
C12 C13 H13A 111.0 . . ?
C12 C13 H13B 111.0 . . ?
H13A C13 H13B 109.0 . . ?
C10 C14 H14 107.9 . . ?
C15 C14 C10 102.2(2) . . ?
C15 C14 H14 107.9 . . ?
C18 C14 C10 113.8(2) . . ?
C18 C14 H14 107.9 . . ?
C18 C14 C15 116.7(3) . . ?
N1 C15 C14 103.8(2) . . ?
N1 C15 H15 109.6 . . ?
N1 C15 C16 107.9(3) . . ?
C14 C15 H15 109.6 . . ?
C16 C15 C14 116.1(3) . . ?
C16 C15 H15 109.6 . . ?
S1 C16 H16A 111.1 . . ?
S1 C16 H16B 111.1 . . ?
C15 C16 S1 103.1(2) . . ?
C15 C16 H16A 111.1 . . ?
C15 C16 H16B 111.1 . . ?
H16A C16 H16B 109.1 . . ?
S1 C17 H17A 110.5 . . ?
S1 C17 H17B 110.5 . . ?
N1 C17 S1 106.3(2) . . ?
N1 C17 H17A 110.5 . . ?
N1 C17 H17B 110.5 . . ?
H17A C17 H17B 108.7 . . ?
C19 C18 C14 124.2(3) . . ?
C19 C18 C23 117.9(3) . . ?
C23 C18 C14 117.9(3) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.9(3) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 120.6 . . ?
C21 C20 C19 118.8(3) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 Br1 118.8(3) . . ?
C20 C21 C22 120.8(3) . . ?
C22 C21 Br1 120.4(2) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.6(3) . . ?
C23 C22 H22 120.2 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 120.9(3) . . ?
C22 C23 H23 119.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C21 1.906(3) . ?
S1 C16 1.821(3) . ?
S1 C17 1.807(4) . ?
O1 C9 1.206(4) . ?
O2 C7 1.209(4) . ?
O3 C11 1.199(4) . ?
O4 C11 1.345(4) . ?
O4 C12 1.454(4) . ?
N1 C8 1.442(4) . ?
N1 C15 1.491(4) . ?
N1 C17 1.467(4) . ?
C1 C2 1.389(5) . ?
C1 C6 1.401(5) . ?
C1 C9 1.480(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.371(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.398(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(5) . ?
C6 C7 1.481(5) . ?
C7 C8 1.543(5) . ?
C8 C9 1.568(4) . ?
C8 C10 1.575(4) . ?
C10 C11 1.520(4) . ?
C10 C13 1.530(4) . ?
C10 C14 1.565(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.523(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9800 . ?
C14 C15 1.547(4) . ?
C14 C18 1.525(4) . ?
C15 H15 0.9800 . ?
C15 C16 1.510(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.385(5) . ?
C18 C23 1.398(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(5) . ?
C21 C22 1.382(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.379(5) . ?
C23 H23 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C21 C22 C23 177.6(3) . . . . ?
O2 C7 C8 N1 32.8(4) . . . . ?
O2 C7 C8 C9 159.8(3) . . . . ?
O2 C7 C8 C10 -81.5(4) . . . . ?
O4 C12 C13 C10 -23.6(4) . . . . ?
N1 C8 C9 O1 -34.2(4) . . . . ?
N1 C8 C9 C1 142.9(3) . . . . ?
N1 C8 C10 C11 165.6(3) . . . . ?
N1 C8 C10 C13 -77.9(3) . . . . ?
N1 C8 C10 C14 45.6(3) . . . . ?
N1 C15 C16 S1 -38.6(3) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C1 C6 C7 O2 -166.4(3) . . . . ?
C1 C6 C7 C8 11.3(3) . . . . ?
C2 C1 C6 C5 0.2(5) . . . . ?
C2 C1 C6 C7 178.2(3) . . . . ?
C2 C1 C9 O1 -12.6(5) . . . . ?
C2 C1 C9 C8 170.4(3) . . . . ?
C2 C3 C4 C5 1.0(6) . . . . ?
C3 C4 C5 C6 -0.6(5) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C4 C5 C6 C7 -177.5(3) . . . . ?
C5 C6 C7 O2 11.3(5) . . . . ?
C5 C6 C7 C8 -170.9(3) . . . . ?
C6 C1 C2 C3 0.1(5) . . . . ?
C6 C1 C9 O1 163.9(3) . . . . ?
C6 C1 C9 C8 -13.1(3) . . . . ?
C6 C7 C8 N1 -145.0(3) . . . . ?
C6 C7 C8 C9 -17.9(3) . . . . ?
C6 C7 C8 C10 100.8(3) . . . . ?
C7 C8 C9 O1 -158.4(3) . . . . ?
C7 C8 C9 C1 18.6(3) . . . . ?
C7 C8 C10 C11 -72.8(3) . . . . ?
C7 C8 C10 C13 43.7(3) . . . . ?
C7 C8 C10 C14 167.2(2) . . . . ?
C8 N1 C15 C14 4.8(3) . . . . ?
C8 N1 C15 C16 -119.0(3) . . . . ?
C8 N1 C17 S1 146.2(2) . . . . ?
C8 C10 C11 O3 -69.8(4) . . . . ?
C8 C10 C11 O4 108.5(3) . . . . ?
C8 C10 C13 C12 -99.5(3) . . . . ?
C8 C10 C14 C15 -43.1(3) . . . . ?
C8 C10 C14 C18 -169.8(2) . . . . ?
C9 C1 C2 C3 176.3(3) . . . . ?
C9 C1 C6 C5 -176.7(3) . . . . ?
C9 C1 C6 C7 1.3(3) . . . . ?
C9 C8 C10 C11 40.4(3) . . . . ?
C9 C8 C10 C13 156.9(3) . . . . ?
C9 C8 C10 C14 -79.6(3) . . . . ?
C10 C8 C9 O1 80.8(4) . . . . ?
C10 C8 C9 C1 -102.1(3) . . . . ?
C10 C14 C15 N1 25.0(3) . . . . ?
C10 C14 C15 C16 143.2(3) . . . . ?
C10 C14 C18 C19 94.7(4) . . . . ?
C10 C14 C18 C23 -85.1(3) . . . . ?
C11 O4 C12 C13 16.1(4) . . . . ?
C11 C10 C13 C12 22.1(3) . . . . ?
C11 C10 C14 C15 -162.2(3) . . . . ?
C11 C10 C14 C18 71.0(3) . . . . ?
C12 O4 C11 O3 177.1(3) . . . . ?
C12 O4 C11 C10 -1.4(4) . . . . ?
C13 C10 C11 O3 168.0(3) . . . . ?
C13 C10 C11 O4 -13.7(3) . . . . ?
C13 C10 C14 C15 78.4(3) . . . . ?
C13 C10 C14 C18 -48.3(3) . . . . ?
C14 C10 C11 O3 41.6(4) . . . . ?
C14 C10 C11 O4 -140.1(3) . . . . ?
C14 C10 C13 C12 146.8(3) . . . . ?
C14 C15 C16 S1 -154.6(2) . . . . ?
C14 C18 C19 C20 -178.5(3) . . . . ?
C14 C18 C23 C22 177.7(3) . . . . ?
C15 N1 C8 C7 -153.8(3) . . . . ?
C15 N1 C8 C9 88.2(3) . . . . ?
C15 N1 C8 C10 -32.1(3) . . . . ?
C15 N1 C17 S1 13.4(3) . . . . ?
C15 C14 C18 C19 -24.1(5) . . . . ?
C15 C14 C18 C23 156.2(3) . . . . ?
C16 S1 C17 N1 -31.5(2) . . . . ?
C17 S1 C16 C15 40.5(2) . . . . ?
C17 N1 C8 C7 72.5(3) . . . . ?
C17 N1 C8 C9 -45.4(4) . . . . ?
C17 N1 C8 C10 -165.8(2) . . . . ?
C17 N1 C15 C14 140.7(3) . . . . ?
C17 N1 C15 C16 16.9(3) . . . . ?
C18 C14 C15 N1 149.8(3) . . . . ?
C18 C14 C15 C16 -92.0(4) . . . . ?
C18 C19 C20 C21 0.0(6) . . . . ?
C19 C18 C23 C22 -2.0(5) . . . . ?
C19 C20 C21 Br1 -178.4(3) . . . . ?
C19 C20 C21 C22 -0.5(6) . . . . ?
C20 C21 C22 C23 -0.3(6) . . . . ?
C21 C22 C23 C18 1.6(5) . . . . ?
C23 C18 C19 C20 1.3(5) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.681 0.500 -0.181 370.0 114.7 '2 CHCl3'
