#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:56:31 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299063 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/01/7160195.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_7160195
loop_
_publ_author_name
'Keerthana, Pari'
'Suresh, Sundararajan'
'Nawaz Khan, Fazlur Rahman'
_publ_section_title
;
 Facile synthesis of functionalized quinolinones in a green reaction
 medium and their photophysical properties.
;
_journal_issue                   1
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              126
_journal_page_last               137
_journal_paper_doi               10.1039/d4ob01390e
_journal_volume                  23
_journal_year                    2024
_chemical_formula_moiety         'C39 H23 Cl4 N O3, 1.25[H2O]'
_chemical_formula_sum            'C39 H25.5 Cl4 N O4.25'
_chemical_formula_weight         717.90
_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
_audit_creation_date             2024-10-03
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-10-04 deposited with the CCDC.	2024-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.297(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.3651(17)
_cell_length_b                   11.6284(6)
_cell_length_c                   20.2570(11)
_cell_measurement_reflns_used    9369
_cell_measurement_temperature    302(2)
_cell_measurement_theta_max      23.61
_cell_measurement_theta_min      2.17
_cell_volume                     7328.4(7)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      302.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            71644
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.305
_diffrn_reflns_theta_min         2.027
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.364
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6455
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0958 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.8656.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             2948
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.149
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         9085
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1141
_refine_ls_R_factor_gt           0.0541
_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)+(0.0567P)²+7.2345P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1662
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4761
_reflns_number_total             9085
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01390e2.cif
_cod_data_source_block           acpb_290324_0m_a
_cod_depositor_comments
'Adding full bibliography for 7160194--7160195.cif.'
_cod_original_formula_sum        'C39 H25.50 Cl4 N O4.25'
_cod_database_code               7160195
_shelx_shelxl_version_number     2019/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.948
_shelx_estimated_absorpt_t_min   0.917
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C28(H28), C29(H29), C30(H30), C31(H31),
  C32(H32), C33(H33), C36(H36), C37(H37), C38(H38), C39(H39)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl 0.26903(4) 0.52531(9) 0.42451(6) 0.1232(4) Uani 1 1 d . . . . .
Cl2 Cl 0.07928(3) 0.82527(10) 0.14072(6) 0.1178(4) Uani 1 1 d . . . . .
Cl3 Cl 0.46521(3) 0.37709(8) 0.16525(5) 0.1054(3) Uani 1 1 d . . . . .
Cl4 Cl 0.31533(4) 0.73285(11) -0.00277(4) 0.1231(4) Uani 1 1 d . . . . .
O1 O 0.40654(7) 0.91792(17) 0.39835(10) 0.0832(6) Uani 1 1 d . . . . .
O2 O 0.31167(6) 0.83796(15) 0.30306(8) 0.0684(5) Uani 1 1 d . . . . .
O3 O 0.26701(6) 0.57888(16) 0.24976(10) 0.0802(6) Uani 1 1 d . . . . .
N1 N 0.33638(6) 0.71075(16) 0.23317(8) 0.0497(5) Uani 1 1 d . . . . .
C1 C 0.31024(9) 0.6819(2) 0.50703(13) 0.0684(7) Uani 1 1 d . . . . .
C2 C 0.27996(10) 0.5955(3) 0.50001(16) 0.0817(9) Uani 1 1 d . . . . .
C3 C 0.25687(13) 0.5654(4) 0.5515(2) 0.1105(13) Uani 1 1 d . . . . .
H3 H 0.236658 0.506554 0.545728 0.158(19) Uiso 1 1 calc R . . . .
C4 C 0.26397(16) 0.6223(5) 0.6101(2) 0.1215(17) Uani 1 1 d . . . . .
H4 H 0.248708 0.602033 0.644832 0.161(17) Uiso 1 1 calc R . . . .
C5 C 0.29303(17) 0.7083(4) 0.61859(19) 0.1212(15) Uani 1 1 d . . . . .
H5 H 0.297305 0.747742 0.658829 0.136(15) Uiso 1 1 calc R . . . .
C6 C 0.31630(13) 0.7380(3) 0.56830(14) 0.0943(11) Uani 1 1 d . . . . .
H6 H 0.336525 0.796648 0.575187 0.105(13) Uiso 1 1 calc R . . . .
C7 C 0.33500(9) 0.7133(2) 0.45319(12) 0.0624(6) Uani 1 1 d . . . . .
H7 H 0.332727 0.664619 0.416472 0.073(8) Uiso 1 1 calc R . . . .
C8 C 0.36017(9) 0.8035(2) 0.45157(13) 0.0702(7) Uani 1 1 d . . . . .
H8 H 0.362849 0.852561 0.488140 0.094(10) Uiso 1 1 calc R . . . .
C9 C 0.38415(9) 0.8324(2) 0.39678(12) 0.0600(6) Uani 1 1 d . . . . .
C10 C 0.37989(8) 0.75600(19) 0.33617(10) 0.0512(5) Uani 1 1 d . . . . .
C11 C 0.34043(8) 0.77131(19) 0.29203(11) 0.0517(6) Uani 1 1 d . . . . .
C12 C 0.36703(7) 0.63260(19) 0.21642(11) 0.0484(5) Uani 1 1 d . . . . .
C13 C 0.40545(7) 0.61991(19) 0.25945(10) 0.0478(5) Uani 1 1 d . . . . .
C14 C 0.41191(7) 0.68624(19) 0.32057(10) 0.0488(5) Uani 1 1 d . . . . .
C15 C 0.29605(7) 0.7264(2) 0.19140(11) 0.0527(6) Uani 1 1 d . . . . .
C16 C 0.25950(8) 0.6639(2) 0.21548(12) 0.0553(6) Uani 1 1 d . . . . .
C17 C 0.21498(7) 0.7059(2) 0.19631(11) 0.0511(5) Uani 1 1 d . . . . .
C18 C 0.20554(8) 0.8224(2) 0.19453(11) 0.0557(6) Uani 1 1 d . . . . .
H18 H 0.227503 0.876017 0.203585 0.057(7) Uiso 1 1 calc R . . . .
C19 C 0.16356(9) 0.8589(2) 0.17934(13) 0.0670(7) Uani 1 1 d . . . . .
H19 H 0.157020 0.936869 0.179096 0.087(9) Uiso 1 1 calc R . . . .
C20 C 0.13171(9) 0.7793(3) 0.16465(13) 0.0698(7) Uani 1 1 d . . . . .
C21 C 0.14019(9) 0.6633(3) 0.16705(14) 0.0713(7) Uani 1 1 d . . . . .
H21 H 0.118075 0.610265 0.157643 0.072(8) Uiso 1 1 calc R . . . .
C22 C 0.18201(8) 0.6270(2) 0.18361(13) 0.0630(7) Uani 1 1 d . . . . .
H22 H 0.188084 0.548712 0.186261 0.079(8) Uiso 1 1 calc R . . . .
C23 C 0.35997(8) 0.5679(2) 0.15823(12) 0.0617(6) Uani 1 1 d . . . . .
H23 H 0.334586 0.577119 0.129588 0.064(7) Uiso 1 1 calc R . . . .
C24 C 0.39014(8) 0.4911(2) 0.14302(13) 0.0698(7) Uani 1 1 d . . . . .
H24 H 0.385316 0.448375 0.103965 0.086(9) Uiso 1 1 calc R . . . .
C25 C 0.42773(8) 0.4766(2) 0.18542(13) 0.0649(7) Uani 1 1 d . . . . .
C26 C 0.43558(8) 0.5391(2) 0.24287(12) 0.0579(6) Uani 1 1 d . . . . .
H26 H 0.461026 0.527998 0.271104 0.071(8) Uiso 1 1 calc R . . . .
C27 C 0.45344(8) 0.6802(2) 0.36544(12) 0.0578(6) Uani 1 1 d . . . . .
C28 C 0.45540(11) 0.6387(3) 0.42928(14) 0.0827(9) Uani 1 1 d . . . . .
H28 H 0.430868 0.608975 0.444393 0.073(8) Uiso 1 1 calc R . . . .
C29 C 0.49426(14) 0.6411(4) 0.47146(18) 0.1081(12) Uani 1 1 d . . . . .
H29 H 0.495408 0.614423 0.514936 0.122(13) Uiso 1 1 calc R . . . .
C30 C 0.53041(14) 0.6823(4) 0.4492(2) 0.1138(13) Uani 1 1 d . . . . .
H30 H 0.556248 0.682998 0.477312 0.168(18) Uiso 1 1 calc R . . . .
C31 C 0.52897(11) 0.7222(4) 0.3865(2) 0.1060(12) Uani 1 1 d . . . . .
H31 H 0.553802 0.749617 0.371224 0.138(15) Uiso 1 1 calc R . . . .
C32 C 0.49038(9) 0.7221(3) 0.34474(15) 0.0830(9) Uani 1 1 d . . . . .
H32 H 0.489522 0.751061 0.301801 0.097(10) Uiso 1 1 calc R . . . .
C33 C 0.29398(8) 0.7860(2) 0.13542(12) 0.0620(6) Uani 1 1 d . . . . .
H33 H 0.267714 0.788357 0.108392 0.073(8) Uiso 1 1 calc R . . . .
C34 C 0.33037(9) 0.8490(3) 0.11269(13) 0.0692(7) Uani 1 1 d . . . . .
C35 C 0.34228(10) 0.8332(3) 0.04980(15) 0.0880(10) Uani 1 1 d . . . . .
C36 C 0.37561(13) 0.8925(4) 0.0287(2) 0.1122(14) Uani 1 1 d . . . . .
H36 H 0.382965 0.880231 -0.013844 0.138(15) Uiso 1 1 calc R . . . .
C37 C 0.39776(14) 0.9687(4) 0.0697(3) 0.1244(17) Uani 1 1 d . . . . .
H37 H 0.420777 1.007875 0.055482 0.123(13) Uiso 1 1 calc R . . . .
C38 C 0.38682(13) 0.9898(4) 0.1329(3) 0.1146(13) Uani 1 1 d . . . . .
H38 H 0.402194 1.043386 0.160559 0.144(17) Uiso 1 1 calc R . . . .
C39 C 0.35271(10) 0.9303(3) 0.15470(19) 0.0882(9) Uani 1 1 d . . . . .
H39 H 0.344855 0.944411 0.196710 0.061(8) Uiso 1 1 calc R . . . .
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'
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'
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
C11 N1 C12 123.58(19) . . ?
C11 N1 C15 114.91(18) . . ?
C12 N1 C15 121.32(18) . . ?
C2 C1 C6 116.6(3) . . ?
C2 C1 C7 122.0(3) . . ?
C6 C1 C7 121.4(3) . . ?
C1 C2 Cl1 119.5(2) . . ?
C1 C2 C3 121.7(4) . . ?
C3 C2 Cl1 118.8(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(4) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.3(4) . . ?
C5 C6 H6 119.4 . . ?
C1 C7 H7 116.8 . . ?
C8 C7 C1 126.5(2) . . ?
C8 C7 H7 116.8 . . ?
C7 C8 H8 117.6 . . ?
C7 C8 C9 124.9(2) . . ?
C9 C8 H8 117.6 . . ?
O1 C9 C8 121.4(2) . . ?
O1 C9 C10 119.6(2) . . ?
C8 C9 C10 118.9(2) . . ?
C11 C10 C9 114.3(2) . . ?
C14 C10 C9 123.3(2) . . ?
C14 C10 C11 122.0(2) . . ?
O2 C11 N1 119.4(2) . . ?
O2 C11 C10 123.8(2) . . ?
N1 C11 C10 116.8(2) . . ?
N1 C12 C13 118.78(19) . . ?
C23 C12 N1 121.2(2) . . ?
C23 C12 C13 120.1(2) . . ?
C12 C13 C14 119.35(19) . . ?
C12 C13 C26 118.3(2) . . ?
C26 C13 C14 122.3(2) . . ?
C10 C14 C13 119.2(2) . . ?
C10 C14 C27 120.0(2) . . ?
C13 C14 C27 120.7(2) . . ?
N1 C15 C16 113.60(19) . . ?
C33 C15 N1 120.9(2) . . ?
C33 C15 C16 125.4(2) . . ?
O3 C16 C15 118.9(2) . . ?
O3 C16 C17 121.7(2) . . ?
C17 C16 C15 119.4(2) . . ?
C18 C17 C16 121.3(2) . . ?
C22 C17 C16 119.2(2) . . ?
C22 C17 C18 119.5(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.4(3) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 Cl2 119.5(2) . . ?
C19 C20 C21 121.6(3) . . ?
C21 C20 Cl2 118.9(2) . . ?
C20 C21 H21 120.5 . . ?
C20 C21 C22 118.9(3) . . ?
C22 C21 H21 120.5 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.5(2) . . ?
C21 C22 H22 119.7 . . ?
C12 C23 H23 119.8 . . ?
C24 C23 C12 120.3(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.1(2) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 Cl3 119.09(19) . . ?
C26 C25 Cl3 120.0(2) . . ?
C26 C25 C24 120.9(2) . . ?
C13 C26 H26 119.8 . . ?
C25 C26 C13 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C14 121.4(2) . . ?
C32 C27 C14 120.2(2) . . ?
C32 C27 C28 118.3(3) . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0(3) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(4) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.3(4) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.8(4) . . ?
C32 C31 H31 120.1 . . ?
C27 C32 C31 121.4(3) . . ?
C27 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C15 C33 H33 117.6 . . ?
C15 C33 C34 124.8(2) . . ?
C34 C33 H33 117.6 . . ?
C35 C34 C33 122.0(3) . . ?
C35 C34 C39 118.5(3) . . ?
C39 C34 C33 119.5(3) . . ?
C34 C35 Cl4 119.3(3) . . ?
C36 C35 Cl4 118.8(3) . . ?
C36 C35 C34 121.9(4) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 C35 119.6(4) . . ?
C37 C36 H36 120.2 . . ?
C36 C37 H37 119.4 . . ?
C36 C37 C38 121.2(4) . . ?
C38 C37 H37 119.4 . . ?
C37 C38 H38 120.2 . . ?
C37 C38 C39 119.6(4) . . ?
C39 C38 H38 120.2 . . ?
C34 C39 H39 120.4 . . ?
C38 C39 C34 119.3(4) . . ?
C38 C39 H39 120.4 . . ?
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
Cl1 C2 1.729(4) . ?
Cl2 C20 1.738(3) . ?
Cl3 C25 1.735(2) . ?
Cl4 C35 1.727(4) . ?
O1 C9 1.216(3) . ?
O2 C11 1.231(3) . ?
O3 C16 1.214(3) . ?
N1 C11 1.377(3) . ?
N1 C12 1.396(3) . ?
N1 C15 1.441(3) . ?
C1 C2 1.378(4) . ?
C1 C6 1.394(4) . ?
C1 C7 1.463(4) . ?
C2 C3 1.388(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.353(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.349(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.370(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.317(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.457(4) . ?
C9 C10 1.508(3) . ?
C10 C11 1.443(3) . ?
C10 C14 1.359(3) . ?
C12 C13 1.402(3) . ?
C12 C23 1.392(3) . ?
C13 C14 1.451(3) . ?
C13 C26 1.403(3) . ?
C14 C27 1.492(3) . ?
C15 C16 1.490(3) . ?
C15 C33 1.323(3) . ?
C16 C17 1.484(3) . ?
C17 C18 1.386(3) . ?
C17 C22 1.382(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.380(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.366(4) . ?
C20 C21 1.374(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.365(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.378(4) . ?
C25 C26 1.367(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.375(4) . ?
C27 C32 1.371(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.397(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.347(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.385(4) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.478(4) . ?
C34 C35 1.385(4) . ?
C34 C39 1.399(4) . ?
C35 C36 1.366(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.347(6) . ?
C37 H37 0.9300 . ?
C37 C38 1.390(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.392(5) . ?
C39 H39 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
Cl1 C2 C3 C4 -177.7(3) . . . . ?
Cl2 C20 C21 C22 177.6(2) . . . . ?
Cl3 C25 C26 C13 179.89(19) . . . . ?
Cl4 C35 C36 C37 -178.1(3) . . . . ?
O1 C9 C10 C11 -101.6(3) . . . . ?
O1 C9 C10 C14 72.5(3) . . . . ?
O3 C16 C17 C18 140.8(3) . . . . ?
O3 C16 C17 C22 -35.6(3) . . . . ?
N1 C12 C13 C14 1.3(3) . . . . ?
N1 C12 C13 C26 178.5(2) . . . . ?
N1 C12 C23 C24 -179.3(2) . . . . ?
N1 C15 C16 O3 -25.5(3) . . . . ?
N1 C15 C16 C17 155.32(19) . . . . ?
N1 C15 C33 C34 -5.2(4) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C1 C7 C8 C9 -179.6(3) . . . . ?
C2 C1 C6 C5 -0.2(5) . . . . ?
C2 C1 C7 C8 170.2(3) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 C6 -1.1(6) . . . . ?
C4 C5 C6 C1 1.0(6) . . . . ?
C6 C1 C2 Cl1 177.5(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C6 C1 C7 C8 -10.1(4) . . . . ?
C7 C1 C2 Cl1 -2.7(4) . . . . ?
C7 C1 C2 C3 179.4(3) . . . . ?
C7 C1 C6 C5 180.0(3) . . . . ?
C7 C8 C9 O1 179.3(3) . . . . ?
C7 C8 C9 C10 1.1(4) . . . . ?
C8 C9 C10 C11 76.6(3) . . . . ?
C8 C9 C10 C14 -109.3(3) . . . . ?
C9 C10 C11 O2 -2.2(3) . . . . ?
C9 C10 C11 N1 174.7(2) . . . . ?
C9 C10 C14 C13 -177.1(2) . . . . ?
C9 C10 C14 C27 1.7(3) . . . . ?
C10 C14 C27 C28 64.1(3) . . . . ?
C10 C14 C27 C32 -112.4(3) . . . . ?
C11 N1 C12 C13 -4.4(3) . . . . ?
C11 N1 C12 C23 175.6(2) . . . . ?
C11 N1 C15 C16 -75.2(2) . . . . ?
C11 N1 C15 C33 108.5(3) . . . . ?
C11 C10 C14 C13 -3.5(3) . . . . ?
C11 C10 C14 C27 175.3(2) . . . . ?
C12 N1 C11 O2 -179.4(2) . . . . ?
C12 N1 C11 C10 3.5(3) . . . . ?
C12 N1 C15 C16 100.0(2) . . . . ?
C12 N1 C15 C33 -76.3(3) . . . . ?
C12 C13 C14 C10 2.5(3) . . . . ?
C12 C13 C14 C27 -176.3(2) . . . . ?
C12 C13 C26 C25 1.4(3) . . . . ?
C12 C23 C24 C25 0.3(4) . . . . ?
C13 C12 C23 C24 0.7(4) . . . . ?
C13 C14 C27 C28 -117.1(3) . . . . ?
C13 C14 C27 C32 66.4(3) . . . . ?
C14 C10 C11 O2 -176.3(2) . . . . ?
C14 C10 C11 N1 0.6(3) . . . . ?
C14 C13 C26 C25 178.5(2) . . . . ?
C14 C27 C28 C29 -175.8(3) . . . . ?
C14 C27 C32 C31 177.1(3) . . . . ?
C15 N1 C11 O2 -4.4(3) . . . . ?
C15 N1 C11 C10 178.53(19) . . . . ?
C15 N1 C12 C13 -179.2(2) . . . . ?
C15 N1 C12 C23 0.9(3) . . . . ?
C15 C16 C17 C18 -40.1(3) . . . . ?
C15 C16 C17 C22 143.5(2) . . . . ?
C15 C33 C34 C35 127.8(3) . . . . ?
C15 C33 C34 C39 -54.5(4) . . . . ?
C16 C15 C33 C34 179.0(2) . . . . ?
C16 C17 C18 C19 -177.2(2) . . . . ?
C16 C17 C22 C21 178.7(2) . . . . ?
C17 C18 C19 C20 -1.5(4) . . . . ?
C18 C17 C22 C21 2.2(4) . . . . ?
C18 C19 C20 Cl2 -176.2(2) . . . . ?
C18 C19 C20 C21 2.5(4) . . . . ?
C19 C20 C21 C22 -1.1(4) . . . . ?
C20 C21 C22 C17 -1.3(4) . . . . ?
C22 C17 C18 C19 -0.8(4) . . . . ?
C23 C12 C13 C14 -178.7(2) . . . . ?
C23 C12 C13 C26 -1.5(3) . . . . ?
C23 C24 C25 Cl3 179.2(2) . . . . ?
C23 C24 C25 C26 -0.4(4) . . . . ?
C24 C25 C26 C13 -0.4(4) . . . . ?
C26 C13 C14 C10 -174.6(2) . . . . ?
C26 C13 C14 C27 6.6(3) . . . . ?
C27 C28 C29 C30 -1.3(6) . . . . ?
C28 C27 C32 C31 0.5(5) . . . . ?
C28 C29 C30 C31 0.6(7) . . . . ?
C29 C30 C31 C32 0.6(6) . . . . ?
C30 C31 C32 C27 -1.2(6) . . . . ?
C32 C27 C28 C29 0.7(5) . . . . ?
C33 C15 C16 O3 150.5(3) . . . . ?
C33 C15 C16 C17 -28.6(4) . . . . ?
C33 C34 C35 Cl4 -2.6(4) . . . . ?
C33 C34 C35 C36 179.3(3) . . . . ?
C33 C34 C39 C38 -179.7(3) . . . . ?
C34 C35 C36 C37 0.0(5) . . . . ?
C35 C34 C39 C38 -1.9(4) . . . . ?
C35 C36 C37 C38 -1.2(6) . . . . ?
C36 C37 C38 C39 0.8(6) . . . . ?
C37 C38 C39 C34 0.8(5) . . . . ?
C39 C34 C35 Cl4 179.7(2) . . . . ?
C39 C34 C35 C36 1.6(4) . . . . ?
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 0.000 0.500 -0.610 502.7 52.3 '5 H2O'
2 0.121 -0.032 0.024 17.9 0.0 ?
3 0.121 0.032 0.524 17.9 0.0 ?
4 0.379 0.468 0.476 17.9 0.0 ?
5 0.379 0.532 0.976 17.9 0.0 ?
6 0.500 0.000 -0.627 502.7 52.3 '5 H2O'
7 0.621 0.468 0.024 17.9 0.0 ?
8 0.621 0.532 0.524 17.9 0.0 ?
9 0.879 0.032 -0.024 17.9 0.0 ?
10 0.879 -0.032 0.476 17.9 0.0 ?
