#------------------------------------------------------------------------------
#$Date: 2023-04-04 11:39:39 +0200 (Tue 04 de Apr de 2023) $
#$Revision: 282261 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/14/7131402.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_7131402
loop_
_publ_author_name
'Liu, Xiang'
'Shi, Xiaotian'
'Zhou, Jinlei'
'Huang, Changfeng'
'Lin, Yu'
'Zhang, Chen'
'Cao, Hua'
_publ_section_title
;
 Dearomative cyclization of pyridines/isoquinolines with cyclopropenones:
 access to indolizinones and benzo-fused indolizinones.
;
_journal_issue                   27
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4051
_journal_page_last               4054
_journal_paper_doi               10.1039/d3cc00492a
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C30 H22 Br N O3'
_chemical_formula_sum            'C30 H22 Br N O3'
_chemical_formula_weight         524.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-12-17 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.388(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5059(4)
_cell_length_b                   10.6245(4)
_cell_length_c                   24.3428(16)
_cell_measurement_reflns_used    4236
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      72.7610
_cell_measurement_theta_min      3.6680
_cell_volume                     2418.2(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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -18.00   1.00    1.00    --  -40.73 -38.00  60.00   33
  2  ω    -64.00  33.00   1.00    1.00    --  -40.73  38.00 120.00   97
  3  ω     45.00  82.00   1.00    1.00    --   40.73 -99.00  30.00   37
  4  ω     39.00 127.00   1.00    1.50    --  106.95 -45.00 -90.00   88
  5  ω     93.00 170.00   1.00    1.50    --  106.95  45.00  60.00   77
  6  ω    142.00 178.00   1.00    1.50    --  106.95  30.00  90.00   36
  7  ω    100.00 169.00   1.00    1.50    --  106.95 125.00 -90.00   69
  8  ω     53.00 128.00   1.00    1.50    --  106.95 -77.00   0.00   75
  9  ω     36.00 105.00   1.00    1.50    --  106.95 -95.00-120.00   69
 10  ω   -112.00 -21.00   1.00    1.00    --  -40.73 -57.00 -30.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0379162000
_diffrn_orient_matrix_UB_12      -0.0421473000
_diffrn_orient_matrix_UB_13      -0.0561445000
_diffrn_orient_matrix_UB_21      -0.1507711000
_diffrn_orient_matrix_UB_22      0.0376334000
_diffrn_orient_matrix_UB_23      -0.0300383000
_diffrn_orient_matrix_UB_31      0.0544783000
_diffrn_orient_matrix_UB_32      0.1335423000
_diffrn_orient_matrix_UB_33      -0.0092046000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8406
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.589
_diffrn_reflns_theta_max         66.589
_diffrn_reflns_theta_min         3.692
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18224
_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    1.440
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.285
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       0.00150(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4271
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      5.600
_refine_ls_R_factor_all          0.1331
_refine_ls_R_factor_gt           0.1253
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0487P)²+42.1420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2837
_refine_ls_wR_factor_ref         0.2876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3794
_reflns_number_total             4271
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc00492a2.cif
_cod_data_source_block           2-297
_cod_depositor_comments          'Adding full bibliography for 7131402.cif.'
_cod_database_code               7131402
_shelx_shelxl_version_number     2018/3
_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.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Br1-C24 \\sim Br2-C24
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Br2) \\sim Ueq: with sigma of 0.00002 and sigma for terminal atoms of
0.00004
4. Rigid body (RIGU) restrains
 Br2, C24
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(Br2)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30)
6.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2021-12-04
_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 2.268
_oxdiff_exptl_absorpt_empirical_full_min 0.412
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.47746(7) 0.03624(7) 0.58340(3) 0.04624(19) Uani 0.9083(18) 1 d D . P A
1
Br2 Br 0.4702(9) 0.0426(10) 0.5573(5) 0.07939(5) Uani 0.0917(18) 1 d D U P A 2
O1 O 1.0345(4) 0.5824(4) 0.75840(16) 0.0397(11) Uani 1 1 d . . . . .
O2 O 1.1420(4) 0.5037(4) 0.55659(17) 0.0459(11) Uani 1 1 d . . . . .
O3 O 1.0605(4) 0.3049(4) 0.54640(15) 0.0386(10) Uani 1 1 d . . . . .
N1 N 0.7177(4) 0.5541(5) 0.65967(18) 0.0340(12) Uani 1 1 d . . . . .
C1 C 0.8016(5) 0.4414(5) 0.8062(2) 0.0338(14) Uani 1 1 d . . . . .
C2 C 0.8744(6) 0.5002(6) 0.8527(2) 0.0393(15) Uani 1 1 d . . . . .
H2 H 0.918121 0.577066 0.848550 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8858(7) 0.4492(8) 0.9067(3) 0.056(2) Uani 1 1 d . . . . .
H3 H 0.934880 0.492332 0.937517 0.067 Uiso 1 1 calc R U . . .
C4 C 0.8243(7) 0.3364(8) 0.9131(3) 0.0575(19) Uani 1 1 d . . . . .
H4 H 0.831833 0.301297 0.948486 0.069 Uiso 1 1 calc R U . . .
C5 C 0.7484(7) 0.2718(7) 0.8660(3) 0.0576(19) Uani 1 1 d . . . . .
H5 H 0.705687 0.194537 0.870309 0.069 Uiso 1 1 calc R U . . .
C6 C 0.7387(6) 0.3238(6) 0.8143(3) 0.0462(17) Uani 1 1 d . . . . .
H6 H 0.689452 0.280738 0.783466 0.055 Uiso 1 1 calc R U . . .
C7 C 0.7975(5) 0.4943(5) 0.7507(2) 0.0292(13) Uani 1 1 d . . . . .
C8 C 0.9150(6) 0.5597(5) 0.7332(2) 0.0318(13) Uani 1 1 d . . . . .
C9 C 0.8665(5) 0.5983(5) 0.6714(2) 0.0291(13) Uani 1 1 d . . . . .
C10 C 0.6822(5) 0.4980(5) 0.7068(2) 0.0312(13) Uani 1 1 d . . . . .
C11 C 0.5380(6) 0.4484(6) 0.7063(2) 0.0372(15) Uani 1 1 d . . . . .
C12 C 0.4735(6) 0.3686(7) 0.6643(3) 0.0446(17) Uani 1 1 d . . . . .
H12 H 0.519134 0.352140 0.634326 0.053 Uiso 1 1 calc R U . . .
C13 C 0.3430(6) 0.3126(7) 0.6658(3) 0.0448(17) Uani 1 1 d . . . . .
H13 H 0.303629 0.254672 0.638654 0.054 Uiso 1 1 calc R U . . .
C14 C 0.2711(6) 0.3459(7) 0.7097(3) 0.0505(19) Uani 1 1 d . . . . .
H14 H 0.181956 0.311341 0.711146 0.061 Uiso 1 1 calc R U . . .
C15 C 0.3310(6) 0.4273(6) 0.7493(3) 0.0462(17) Uani 1 1 d . . . . .
H15 H 0.282651 0.447381 0.778068 0.055 Uiso 1 1 calc R U . . .
C16 C 0.4638(5) 0.4826(6) 0.7484(2) 0.0378(15) Uani 1 1 d . . . . .
H16 H 0.501946 0.541127 0.775412 0.045 Uiso 1 1 calc R U . . .
C17 C 0.9649(5) 0.5409(5) 0.6356(2) 0.0323(13) Uani 1 1 d . . . . .
H17 H 1.052479 0.581433 0.637925 0.039 Uiso 1 1 calc R U . . .
C18 C 0.9465(5) 0.4411(5) 0.6011(2) 0.0302(13) Uani 1 1 d . . . . .
C19 C 1.0610(5) 0.4227(5) 0.5655(2) 0.0311(13) Uani 1 1 d . . . . .
C20 C 1.1653(7) 0.2810(7) 0.5112(3) 0.0546(19) Uani 1 1 d . . . . .
H20A H 1.140136 0.327266 0.476958 0.082 Uiso 1 1 calc R U . . .
H20B H 1.167219 0.192640 0.503086 0.082 Uiso 1 1 calc R U . . .
H20C H 1.258029 0.307225 0.530207 0.082 Uiso 1 1 calc R U . . .
C21 C 0.8319(5) 0.3450(5) 0.5958(2) 0.0305(13) Uani 1 1 d . . . . .
C22 C 0.7346(7) 0.3290(6) 0.5473(2) 0.0420(16) Uani 1 1 d . . . . .
H22 H 0.738218 0.381349 0.517014 0.050 Uiso 1 1 calc R U . . .
C23 C 0.6316(7) 0.2365(7) 0.5430(3) 0.0508(19) Uani 1 1 d . . . . .
H23 H 0.564403 0.229135 0.510284 0.061 Uiso 1 1 calc R U . . .
C24 C 0.6271(6) 0.1558(6) 0.5861(3) 0.0394(15) Uani 1 1 d D . . . .
C25 C 0.7249(6) 0.1674(6) 0.6349(3) 0.0407(15) Uani 1 1 d . . . . .
H25 H 0.721392 0.112715 0.664476 0.049 Uiso 1 1 calc R U . . .
C26 C 0.8288(5) 0.2606(5) 0.6402(2) 0.0353(14) Uani 1 1 d . . . . .
H26 H 0.896197 0.267267 0.672861 0.042 Uiso 1 1 calc R U . . .
C27 C 0.8743(6) 0.7384(6) 0.6631(2) 0.0389(15) Uani 1 1 d . . . . .
H27 H 0.948824 0.785519 0.683120 0.047 Uiso 1 1 calc R U . . .
C28 C 0.7712(6) 0.7933(6) 0.6263(3) 0.0452(16) Uani 1 1 d . . . . .
H28 H 0.778181 0.878551 0.618612 0.054 Uiso 1 1 calc R U . . .
C29 C 0.6484(7) 0.7226(7) 0.5980(3) 0.0503(18) Uani 1 1 d . . . . .
H29 H 0.589653 0.755920 0.566697 0.060 Uiso 1 1 calc R U . . .
C30 C 0.6209(6) 0.6109(7) 0.6170(2) 0.0459(17) Uani 1 1 d . . . . .
H30 H 0.536496 0.569651 0.601931 0.055 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 0.0181 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'
Br Br -0.6763 1.2805 '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'
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
C19 O3 C20 114.3(5) . . ?
C10 N1 C9 110.3(4) . . ?
C10 N1 C30 125.1(5) . . ?
C30 N1 C9 119.3(5) . . ?
C2 C1 C6 116.9(5) . . ?
C2 C1 C7 121.1(5) . . ?
C6 C1 C7 121.9(5) . . ?
C1 C2 H2 118.7 . . ?
C1 C2 C3 122.6(6) . . ?
C3 C2 H2 118.7 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(6) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(7) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 H6 119.1 . . ?
C5 C6 C1 121.8(6) . . ?
C5 C6 H6 119.1 . . ?
C8 C7 C1 124.5(4) . . ?
C10 C7 C1 127.7(5) . . ?
C10 C7 C8 107.8(5) . . ?
O1 C8 C7 130.6(5) . . ?
O1 C8 C9 121.8(5) . . ?
C7 C8 C9 107.7(4) . . ?
N1 C9 C8 102.2(4) . . ?
N1 C9 C17 115.6(4) . . ?
N1 C9 C27 111.0(4) . . ?
C17 C9 C8 110.2(4) . . ?
C27 C9 C8 112.3(4) . . ?
C27 C9 C17 105.7(5) . . ?
N1 C10 C11 120.9(4) . . ?
C7 C10 N1 111.9(5) . . ?
C7 C10 C11 127.2(5) . . ?
C12 C11 C10 121.1(5) . . ?
C12 C11 C16 119.1(5) . . ?
C16 C11 C10 119.8(5) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.7(6) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C14 118.1(6) . . ?
C14 C13 H13 121.0 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(6) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.9(6) . . ?
C16 C15 H15 119.1 . . ?
C11 C16 C15 118.7(5) . . ?
C11 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C9 C17 H17 114.6 . . ?
C18 C17 C9 130.7(5) . . ?
C18 C17 H17 114.6 . . ?
C17 C18 C19 115.6(5) . . ?
C17 C18 C21 127.5(5) . . ?
C21 C18 C19 116.9(4) . . ?
O2 C19 O3 124.8(5) . . ?
O2 C19 C18 124.0(5) . . ?
O3 C19 C18 111.2(5) . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C18 122.1(5) . . ?
C22 C21 C26 118.5(5) . . ?
C26 C21 C18 119.2(4) . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.9(5) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.7(5) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 Br1 121.4(4) . . ?
C23 C24 Br2 103.9(5) . . ?
C23 C24 C25 119.9(6) . . ?
C25 C24 Br1 118.4(5) . . ?
C25 C24 Br2 136.2(6) . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.1(6) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 120.1 . . ?
C25 C26 C21 119.8(5) . . ?
C25 C26 H26 120.1 . . ?
C9 C27 H27 120.9 . . ?
C28 C27 C9 118.2(5) . . ?
C28 C27 H27 120.9 . . ?
C27 C28 H28 119.3 . . ?
C27 C28 C29 121.4(6) . . ?
C29 C28 H28 119.3 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.5(6) . . ?
C30 C29 H29 120.2 . . ?
N1 C30 H30 119.8 . . ?
C29 C30 N1 120.4(6) . . ?
C29 C30 H30 119.8 . . ?
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 C24 1.900(6) . ?
Br2 C24 1.946(10) . ?
O1 C8 1.213(6) . ?
O2 C19 1.201(7) . ?
O3 C19 1.335(7) . ?
O3 C20 1.449(7) . ?
N1 C9 1.468(6) . ?
N1 C10 1.388(7) . ?
N1 C30 1.394(7) . ?
C1 C2 1.367(8) . ?
C1 C6 1.414(9) . ?
C1 C7 1.458(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.406(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.355(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.417(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.362(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.444(8) . ?
C7 C10 1.387(7) . ?
C8 C9 1.548(7) . ?
C9 C17 1.517(7) . ?
C9 C27 1.505(8) . ?
C10 C11 1.466(8) . ?
C11 C12 1.383(8) . ?
C11 C16 1.394(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.414(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.342(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.396(8) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.345(8) . ?
C18 C19 1.520(7) . ?
C18 C21 1.482(7) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.371(7) . ?
C21 C26 1.408(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.362(9) . ?
C24 C25 1.376(8) . ?
C25 H25 0.9300 . ?
C25 C26 1.388(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.337(8) . ?
C28 H28 0.9300 . ?
C28 C29 1.453(9) . ?
C29 H29 0.9300 . ?
C29 C30 1.317(10) . ?
C30 H30 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 C24 C25 C26 -174.7(5) . . . . ?
Br2 C24 C25 C26 177.5(7) . . . . ?
O1 C8 C9 N1 -179.2(5) . . . . ?
O1 C8 C9 C17 57.4(7) . . . . ?
O1 C8 C9 C27 -60.1(7) . . . . ?
N1 C9 C17 C18 -12.6(8) . . . . ?
N1 C9 C27 C28 -28.2(7) . . . . ?
N1 C10 C11 C12 50.2(8) . . . . ?
N1 C10 C11 C16 -129.3(6) . . . . ?
C1 C2 C3 C4 1.0(10) . . . . ?
C1 C7 C8 O1 0.9(10) . . . . ?
C1 C7 C8 C9 179.2(5) . . . . ?
C1 C7 C10 N1 -179.2(5) . . . . ?
C1 C7 C10 C11 -0.4(9) . . . . ?
C2 C1 C6 C5 0.8(9) . . . . ?
C2 C1 C7 C8 35.9(8) . . . . ?
C2 C1 C7 C10 -140.3(6) . . . . ?
C2 C3 C4 C5 -0.6(10) . . . . ?
C3 C4 C5 C6 0.4(10) . . . . ?
C4 C5 C6 C1 -0.5(10) . . . . ?
C6 C1 C2 C3 -1.1(9) . . . . ?
C6 C1 C7 C8 -140.0(6) . . . . ?
C6 C1 C7 C10 43.7(8) . . . . ?
C7 C1 C2 C3 -177.2(5) . . . . ?
C7 C1 C6 C5 176.9(6) . . . . ?
C7 C8 C9 N1 2.3(6) . . . . ?
C7 C8 C9 C17 -121.1(5) . . . . ?
C7 C8 C9 C27 121.4(5) . . . . ?
C7 C10 C11 C12 -128.4(7) . . . . ?
C7 C10 C11 C16 52.0(9) . . . . ?
C8 C7 C10 N1 4.1(6) . . . . ?
C8 C7 C10 C11 -177.2(5) . . . . ?
C8 C9 C17 C18 102.7(6) . . . . ?
C8 C9 C27 C28 -142.0(5) . . . . ?
C9 N1 C10 C7 -2.6(6) . . . . ?
C9 N1 C10 C11 178.6(5) . . . . ?
C9 N1 C30 C29 -18.7(9) . . . . ?
C9 C17 C18 C19 171.5(5) . . . . ?
C9 C17 C18 C21 -11.5(9) . . . . ?
C9 C27 C28 C29 4.8(9) . . . . ?
C10 N1 C9 C8 0.0(6) . . . . ?
C10 N1 C9 C17 119.7(5) . . . . ?
C10 N1 C9 C27 -119.9(5) . . . . ?
C10 N1 C30 C29 132.9(7) . . . . ?
C10 C7 C8 O1 177.8(6) . . . . ?
C10 C7 C8 C9 -3.9(6) . . . . ?
C10 C11 C12 C13 174.3(6) . . . . ?
C10 C11 C16 C15 -175.5(5) . . . . ?
C11 C12 C13 C14 4.4(10) . . . . ?
C12 C11 C16 C15 4.9(9) . . . . ?
C12 C13 C14 C15 -1.7(10) . . . . ?
C13 C14 C15 C16 0.7(10) . . . . ?
C14 C15 C16 C11 -2.4(10) . . . . ?
C16 C11 C12 C13 -6.1(10) . . . . ?
C17 C9 C27 C28 97.8(6) . . . . ?
C17 C18 C19 O2 -18.6(8) . . . . ?
C17 C18 C19 O3 160.5(5) . . . . ?
C17 C18 C21 C22 116.8(7) . . . . ?
C17 C18 C21 C26 -68.3(8) . . . . ?
C18 C21 C22 C23 178.1(6) . . . . ?
C18 C21 C26 C25 -177.8(5) . . . . ?
C19 C18 C21 C22 -66.2(7) . . . . ?
C19 C18 C21 C26 108.7(6) . . . . ?
C20 O3 C19 O2 -2.0(7) . . . . ?
C20 O3 C19 C18 178.9(4) . . . . ?
C21 C18 C19 O2 164.1(5) . . . . ?
C21 C18 C19 O3 -16.8(6) . . . . ?
C21 C22 C23 C24 -2.3(10) . . . . ?
C22 C21 C26 C25 -2.7(8) . . . . ?
C22 C23 C24 Br1 175.0(5) . . . . ?
C22 C23 C24 Br2 -177.6(6) . . . . ?
C22 C23 C24 C25 1.0(10) . . . . ?
C23 C24 C25 C26 -0.5(9) . . . . ?
C24 C25 C26 C21 1.4(9) . . . . ?
C26 C21 C22 C23 3.1(9) . . . . ?
C27 C9 C17 C18 -135.8(6) . . . . ?
C27 C28 C29 C30 14.9(10) . . . . ?
C28 C29 C30 N1 -7.7(10) . . . . ?
C30 N1 C9 C8 155.6(5) . . . . ?
C30 N1 C9 C17 -84.7(6) . . . . ?
C30 N1 C9 C27 35.7(7) . . . . ?
C30 N1 C10 C7 -156.4(6) . . . . ?
C30 N1 C10 C11 24.8(9) . . . . ?
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 0.187 -0.019 0.477 7.2 0.4 ?
2 0.187 0.519 0.977 7.2 0.4 ?
3 0.500 0.000 0.000 18.0 2.3 ?
4 0.500 0.500 0.500 18.0 2.3 ?
5 0.813 0.019 0.523 7.2 0.4 ?
6 0.813 0.481 0.023 7.2 0.4 ?
