#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/75/7157516.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_7157516
loop_
_publ_author_name
'Luo, Si-Qin'
'Liu, Wei'
'Ruan, Ban-Feng'
'Fan, Shi-Lu'
'Zhu, Hui-Xia'
'Tao, Wei'
'Xiao, Hua'
_publ_section_title
;
 P(NMe₂)₃ mediated cyclopropanation of
 α-methylene-β-lactams for rapid syntheses of spirocyclopropyl
 β-lactams.
;
_journal_issue                   24
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4599
_journal_page_last               4603
_journal_paper_doi               10.1039/d0ob00826e
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C25 H20 Br N O3'
_chemical_formula_sum            'C25 H20 Br N O3'
_chemical_formula_weight         462.33
_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             2020-04-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-05-14 deposited with the CCDC.	2020-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                103.149(4)
_cell_angle_beta                 104.108(4)
_cell_angle_gamma                94.618(4)
_cell_formula_units_Z            2
_cell_length_a                   9.6348(5)
_cell_length_b                   10.2842(5)
_cell_length_c                   11.5040(5)
_cell_measurement_reflns_used    3810
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.9270
_cell_measurement_theta_min      4.4540
_cell_volume                     1065.31(9)
_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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_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     -2.00  73.00   1.00    1.00    --   54.00 -57.00 150.00   75
  2  ω     28.00 107.00   1.00    1.00    --   54.00-125.00 150.00   79
  3  ω     80.00 106.00   1.00    1.00    --  108.00-111.00  30.00   26
  4  ω     57.00 113.00   1.00    1.00    --  108.00-111.00 -90.00   56
  5  ω    107.00 138.00   1.00    1.00    --  108.00 -25.00-120.00   31
  6  ω    142.00 178.00   1.00    1.00    --  108.00  25.00-150.00   36
  7  ω    145.00 176.00   1.00    1.00    --  108.00  50.00 -90.00   31
  8  ω    114.00 161.00   1.00    1.00    --  108.00  63.00  60.00   47
  9  ω    126.00 171.00   1.00    1.00    --  108.00  25.00 150.00   45
 10  ω     72.00 121.00   1.00    1.00    --   54.00  57.00  30.00   49
 11  ω     74.00 107.00   1.00    1.00    --  108.00  25.00 150.00   33
 12  ω     54.00 138.00   1.00    1.00    --  108.00 -25.00  90.00   84
 13  ω     89.00 121.00   1.00    1.00    --  108.00  50.00 -90.00   32
 14  ω     38.00 125.00   1.00    1.00    --  108.00 -50.00 -60.00   87
 15  ω     33.00 121.00   1.00    1.00    --   54.00  57.00 120.00   88
 16  ω     43.00  68.00   1.00    1.00    --    0.00  57.00 120.00   25
 17  ω    -11.00  18.00   1.00    1.00    --    0.00 -57.00 -30.00   29
 18  ω    -12.00  69.00   1.00    1.00    --   54.00 -57.00 -30.00   81
 19  ω     38.00 109.00   1.00    1.00    --  108.00 -77.00 -90.00   71
 20  ω     35.00  78.00   1.00    1.00    --  108.00 -25.00-120.00   43
 21  ω    -14.00  68.00   1.00    1.00    --   54.00 -57.00-120.00   82
 22  ω     13.00  38.00   1.00    1.00    --    0.00  57.00-150.00   25
 23  ω     40.00 130.00   1.00    1.00    --  108.00 -63.00 120.00   90
 24  ω     38.00 116.00   1.00    1.00    --  108.00-111.00 150.00   78
 25  ω    -21.00  23.00   1.00    1.00    --    0.00  57.00 120.00   44
 26  ω    -57.00 -32.00   1.00    1.00    --    0.00 -57.00 -30.00   25
 27  ω     59.00 144.00   1.00    1.00    --  108.00 178.00-180.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1024457000
_diffrn_orient_matrix_UB_12      0.1056507000
_diffrn_orient_matrix_UB_13      -0.0265487000
_diffrn_orient_matrix_UB_21      -0.1297400000
_diffrn_orient_matrix_UB_22      0.0374803000
_diffrn_orient_matrix_UB_23      -0.0879539000
_diffrn_orient_matrix_UB_31      -0.0207256000
_diffrn_orient_matrix_UB_32      0.1076963000
_diffrn_orient_matrix_UB_33      0.1093550000
_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  0.0179
_diffrn_reflns_av_unetI/netI     0.0219
_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       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6650
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.584
_diffrn_reflns_theta_max         66.584
_diffrn_reflns_theta_min         4.099
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.843
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57333
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.774
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0079(4)
_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   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0377
_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)+(0.0418P)²+0.6776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3459
_reflns_number_total             3769
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob00826e2.cif
_cod_data_source_block           lsq_p192_3
_cod_depositor_comments
'Adding full bibliography for 7157515--7157516.cif.'
_cod_original_cell_volume        1065.30(9)
_cod_database_code               7157516
_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.
;
_shelx_estimated_absorpt_t_max   0.692
_shelx_estimated_absorpt_t_min   0.561
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_olex2_date_sample_data_collection 2020-04-07
_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 1.460
_oxdiff_exptl_absorpt_empirical_full_min 0.705
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 0.23857(3) 0.38020(4) 0.66398(3) 0.07386(16) Uani 1 1 d . . . . .
O1 O 0.9236(2) 0.35207(19) 0.89568(17) 0.0572(5) Uani 1 1 d . . . . .
O2 O 1.03154(17) 0.22480(17) 1.01439(17) 0.0502(4) Uani 1 1 d . . . . .
O3 O 0.52429(17) 0.18195(19) 1.11195(16) 0.0548(4) Uani 1 1 d . . . . .
N1 N 0.75212(19) 0.2424(2) 1.25973(17) 0.0426(4) Uani 1 1 d . . . . .
C1 C 0.6439(2) 0.2373(2) 0.88578(19) 0.0372(5) Uani 1 1 d . . . . .
C2 C 0.6198(3) 0.3709(2) 0.9166(2) 0.0424(5) Uani 1 1 d . . . . .
H2 H 0.685779 0.432560 0.982654 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5002(3) 0.4135(2) 0.8512(2) 0.0469(5) Uani 1 1 d . . . . .
H3 H 0.485966 0.503309 0.871752 0.056 Uiso 1 1 calc R U . . .
C4 C 0.4022(2) 0.3207(3) 0.7549(2) 0.0451(5) Uani 1 1 d . . . . .
C5 C 0.4214(3) 0.1875(3) 0.7225(2) 0.0499(6) Uani 1 1 d . . . . .
H5 H 0.354007 0.126008 0.657279 0.060 Uiso 1 1 calc R U . . .
C6 C 0.5428(3) 0.1465(2) 0.7886(2) 0.0455(5) Uani 1 1 d . . . . .
H6 H 0.556671 0.056639 0.767481 0.055 Uiso 1 1 calc R U . . .
C7 C 0.7767(2) 0.1974(2) 0.95830(19) 0.0362(4) Uani 1 1 d . . . . .
C8 C 0.7761(2) 0.0573(2) 0.9800(2) 0.0406(5) Uani 1 1 d . . . . .
H8A H 0.687858 -0.006201 0.941938 0.049 Uiso 1 1 calc R U . . .
H8B H 0.864551 0.017517 0.984000 0.049 Uiso 1 1 calc R U . . .
C9 C 0.7753(2) 0.1730(2) 1.08446(19) 0.0369(5) Uani 1 1 d . . . . .
C10 C 0.6546(2) 0.1960(2) 1.1449(2) 0.0411(5) Uani 1 1 d . . . . .
C11 C 0.8833(2) 0.2298(2) 1.21365(19) 0.0371(5) Uani 1 1 d . . . . .
H11 H 0.935583 0.318369 1.220949 0.044 Uiso 1 1 calc R U . . .
C12 C 0.9829(2) 0.1397(2) 1.26548(19) 0.0378(5) Uani 1 1 d . . . . .
C13 C 1.1302(3) 0.1808(3) 1.3067(2) 0.0485(5) Uani 1 1 d . . . . .
H13 H 1.168205 0.264971 1.302201 0.058 Uiso 1 1 calc R U . . .
C14 C 1.2222(3) 0.0976(3) 1.3549(3) 0.0608(7) Uani 1 1 d . . . . .
H14 H 1.321377 0.126133 1.382098 0.073 Uiso 1 1 calc R U . . .
C15 C 1.1677(3) -0.0268(3) 1.3628(3) 0.0631(7) Uani 1 1 d . . . . .
H15 H 1.229324 -0.082150 1.395914 0.076 Uiso 1 1 calc R U . . .
C16 C 1.0226(4) -0.0682(3) 1.3215(3) 0.0688(8) Uani 1 1 d . . . . .
H16 H 0.985187 -0.152577 1.325966 0.083 Uiso 1 1 calc R U . . .
C17 C 0.9300(3) 0.0139(3) 1.2730(3) 0.0574(7) Uani 1 1 d . . . . .
H17 H 0.831074 -0.015915 1.245218 0.069 Uiso 1 1 calc R U . . .
C18 C 0.9163(2) 0.2670(2) 0.9507(2) 0.0397(5) Uani 1 1 d . . . . .
C19 C 1.1707(3) 0.2923(3) 1.0180(3) 0.0664(8) Uani 1 1 d . . . . .
H19A H 1.180482 0.278924 0.935217 0.100 Uiso 1 1 calc R U . . .
H19B H 1.246123 0.255702 1.066403 0.100 Uiso 1 1 calc R U . . .
H19C H 1.177890 0.387090 1.054880 0.100 Uiso 1 1 calc R U . . .
C20 C 0.7371(2) 0.2923(2) 1.3794(2) 0.0408(5) Uani 1 1 d . . . . .
C21 C 0.6002(3) 0.3003(3) 1.3971(3) 0.0573(7) Uani 1 1 d . . . . .
H21 H 0.518273 0.271127 1.330340 0.069 Uiso 1 1 calc R U . . .
C22 C 0.5873(3) 0.3521(3) 1.5152(3) 0.0683(8) Uani 1 1 d . . . . .
H22 H 0.495896 0.358603 1.527515 0.082 Uiso 1 1 calc R U . . .
C23 C 0.7079(3) 0.3943(3) 1.6151(3) 0.0639(7) Uani 1 1 d . . . . .
H23 H 0.697955 0.427836 1.694425 0.077 Uiso 1 1 calc R U . . .
C24 C 0.8420(3) 0.3865(3) 1.5967(2) 0.0565(6) Uani 1 1 d . . . . .
H24 H 0.923479 0.415277 1.663966 0.068 Uiso 1 1 calc R U . . .
C25 C 0.8581(3) 0.3363(3) 1.4792(2) 0.0483(5) Uani 1 1 d . . . . .
H25 H 0.950006 0.332255 1.467505 0.058 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
C18 O2 C19 115.8(2) . . ?
C10 N1 C11 95.53(16) . . ?
C10 N1 C20 133.27(19) . . ?
C20 N1 C11 131.12(18) . . ?
C2 C1 C7 119.03(19) . . ?
C6 C1 C2 118.4(2) . . ?
C6 C1 C7 122.6(2) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.7(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 Br1 118.61(18) . . ?
C5 C4 Br1 119.74(19) . . ?
C5 C4 C3 121.6(2) . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.9(2) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C1 C7 C8 120.92(18) . . ?
C1 C7 C9 117.57(17) . . ?
C1 C7 C18 114.62(18) . . ?
C8 C7 C9 58.50(14) . . ?
C18 C7 C8 117.57(19) . . ?
C18 C7 C9 116.12(18) . . ?
C7 C8 H8A 117.6 . . ?
C7 C8 H8B 117.6 . . ?
H8A C8 H8B 114.8 . . ?
C9 C8 C7 61.24(14) . . ?
C9 C8 H8A 117.6 . . ?
C9 C8 H8B 117.6 . . ?
C7 C9 C11 130.88(18) . . ?
C8 C9 C7 60.26(14) . . ?
C8 C9 C10 126.40(19) . . ?
C8 C9 C11 131.04(19) . . ?
C10 C9 C7 124.96(19) . . ?
C10 C9 C11 88.31(16) . . ?
O3 C10 N1 132.2(2) . . ?
O3 C10 C9 136.9(2) . . ?
N1 C10 C9 90.95(17) . . ?
N1 C11 C9 85.16(15) . . ?
N1 C11 H11 111.6 . . ?
N1 C11 C12 115.68(17) . . ?
C9 C11 H11 111.6 . . ?
C12 C11 C9 118.66(18) . . ?
C12 C11 H11 111.6 . . ?
C13 C12 C11 120.6(2) . . ?
C13 C12 C17 118.3(2) . . ?
C17 C12 C11 121.1(2) . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.5(2) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.3(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.7(3) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 C16 120.7(3) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
O1 C18 O2 123.9(2) . . ?
O1 C18 C7 124.0(2) . . ?
O2 C18 C7 112.12(19) . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N1 119.9(2) . . ?
C25 C20 N1 120.2(2) . . ?
C25 C20 C21 120.0(2) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 C24 119.7(2) . . ?
C20 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
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 C4 1.896(2) . ?
O1 C18 1.197(3) . ?
O2 C18 1.336(3) . ?
O2 C19 1.446(3) . ?
O3 C10 1.206(3) . ?
N1 C10 1.375(3) . ?
N1 C11 1.489(3) . ?
N1 C20 1.403(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.385(3) . ?
C1 C7 1.490(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(4) . ?
C4 C5 1.375(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.516(3) . ?
C7 C9 1.531(3) . ?
C7 C18 1.504(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.489(3) . ?
C9 C10 1.502(3) . ?
C9 C11 1.545(3) . ?
C11 H11 0.9800 . ?
C11 C12 1.500(3) . ?
C12 C13 1.379(3) . ?
C12 C17 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.360(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C17 H17 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.389(3) . ?
C20 C25 1.382(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.365(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(3) . ?
C25 H25 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 C4 C5 C6 178.90(18) . . . . ?
N1 C11 C12 C13 -134.1(2) . . . . ?
N1 C11 C12 C17 46.0(3) . . . . ?
N1 C20 C21 C22 -178.7(3) . . . . ?
N1 C20 C25 C24 179.4(2) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
C1 C7 C8 C9 -105.4(2) . . . . ?
C1 C7 C9 C8 111.1(2) . . . . ?
C1 C7 C9 C10 -4.7(3) . . . . ?
C1 C7 C9 C11 -128.5(2) . . . . ?
C1 C7 C18 O1 2.9(3) . . . . ?
C1 C7 C18 O2 -178.23(17) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C1 C7 C8 147.6(2) . . . . ?
C2 C1 C7 C9 79.6(2) . . . . ?
C2 C1 C7 C18 -62.2(3) . . . . ?
C2 C3 C4 Br1 -179.38(17) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C6 C1 C2 C3 -1.3(3) . . . . ?
C6 C1 C7 C8 -32.3(3) . . . . ?
C6 C1 C7 C9 -100.3(2) . . . . ?
C6 C1 C7 C18 118.0(2) . . . . ?
C7 C1 C2 C3 178.9(2) . . . . ?
C7 C1 C6 C5 -179.4(2) . . . . ?
C7 C8 C9 C10 113.5(2) . . . . ?
C7 C8 C9 C11 -120.1(2) . . . . ?
C7 C9 C10 O3 37.1(4) . . . . ?
C7 C9 C10 N1 -142.8(2) . . . . ?
C7 C9 C11 N1 138.7(2) . . . . ?
C7 C9 C11 C12 -104.6(3) . . . . ?
C8 C7 C9 C10 -115.7(2) . . . . ?
C8 C7 C9 C11 120.4(3) . . . . ?
C8 C7 C18 O1 154.2(2) . . . . ?
C8 C7 C18 O2 -27.0(3) . . . . ?
C8 C9 C10 O3 -39.2(4) . . . . ?
C8 C9 C10 N1 140.9(2) . . . . ?
C8 C9 C11 N1 -138.0(2) . . . . ?
C8 C9 C11 C12 -21.3(3) . . . . ?
C9 C7 C18 O1 -139.4(2) . . . . ?
C9 C7 C18 O2 39.4(3) . . . . ?
C9 C11 C12 C13 126.9(2) . . . . ?
C9 C11 C12 C17 -53.0(3) . . . . ?
C10 N1 C11 C9 -1.74(17) . . . . ?
C10 N1 C11 C12 -121.3(2) . . . . ?
C10 N1 C20 C21 0.5(4) . . . . ?
C10 N1 C20 C25 -178.0(2) . . . . ?
C10 C9 C11 N1 1.59(16) . . . . ?
C10 C9 C11 C12 118.29(19) . . . . ?
C11 N1 C10 O3 -178.1(3) . . . . ?
C11 N1 C10 C9 1.79(18) . . . . ?
C11 N1 C20 C21 176.3(2) . . . . ?
C11 N1 C20 C25 -2.2(4) . . . . ?
C11 C9 C10 O3 178.2(3) . . . . ?
C11 C9 C10 N1 -1.72(17) . . . . ?
C11 C12 C13 C14 179.8(2) . . . . ?
C11 C12 C17 C16 -179.7(3) . . . . ?
C12 C13 C14 C15 -0.3(4) . . . . ?
C13 C12 C17 C16 0.4(4) . . . . ?
C13 C14 C15 C16 0.7(5) . . . . ?
C14 C15 C16 C17 -0.5(5) . . . . ?
C15 C16 C17 C12 0.0(5) . . . . ?
C17 C12 C13 C14 -0.2(4) . . . . ?
C18 C7 C8 C9 105.2(2) . . . . ?
C18 C7 C9 C8 -107.7(2) . . . . ?
C18 C7 C9 C10 136.5(2) . . . . ?
C18 C7 C9 C11 12.7(3) . . . . ?
C19 O2 C18 O1 2.3(3) . . . . ?
C19 O2 C18 C7 -176.5(2) . . . . ?
C20 N1 C10 O3 -1.3(5) . . . . ?
C20 N1 C10 C9 178.6(2) . . . . ?
C20 N1 C11 C9 -178.7(2) . . . . ?
C20 N1 C11 C12 61.8(3) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C21 C20 C25 C24 0.9(4) . . . . ?
C21 C22 C23 C24 0.9(5) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C23 C24 C25 C20 -0.6(4) . . . . ?
C25 C20 C21 C22 -0.2(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168353418
