#------------------------------------------------------------------------------
#$Date: 2022-03-05 00:18:29 +0200 (Sat, 05 Mar 2022) $
#$Revision: 273386 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/12/7061214.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_7061214
loop_
_publ_author_name
'Zhang, Xiaofeng'
'Liu, Miao'
'Zhan, Desheng'
'Kaur, Manpreet'
'Jasinski, Jerry P.'
'Zhang, Wei'
_publ_section_title
;
 Three-component [3 + 2] cycloaddition for regio- and diastereoselective
 synthesis of spirooxindole-pyrrolidines
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3866
_journal_page_last               3870
_journal_paper_doi               10.1039/D1NJ05538K
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C29 H27 Br N2 O3'
_chemical_formula_sum            'C29 H27 Br N2 O3'
_chemical_formula_weight         531.43
_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     dual
_audit_creation_date             2016-12-19
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2021-07-21 deposited with the CCDC.	2022-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                101.462(5)
_cell_angle_beta                 112.148(5)
_cell_angle_gamma                105.775(6)
_cell_formula_units_Z            2
_cell_length_a                   10.4594(6)
_cell_length_b                   10.8089(8)
_cell_length_c                   13.2837(7)
_cell_measurement_reflns_used    3998
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      71.2890
_cell_measurement_theta_min      4.6420
_cell_volume                     1259.83(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9774
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697   57.0000   60.0000 65

#__ type_ start__ end____ width___ exp.time_
  2 omega   41.00   78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 37

#__ type_ start__ end____ width___ exp.time_
  3 omega   68.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega   43.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  5 omega   68.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 48

#__ type_ start__ end____ width___ exp.time_
  6 omega   76.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697 -178.0000   60.0000 28

#__ type_ start__ end____ width___ exp.time_
  7 omega   47.00   80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 33

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 40

#__ type_ start__ end____ width___ exp.time_
  9 omega   39.00   87.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 48

#__ type_ start__ end____ width___ exp.time_
 10 omega   80.00  174.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   90.0000 94

#__ type_ start__ end____ width___ exp.time_
 11 omega   75.00  173.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   16.0000  174.0000 98

#__ type_ start__ end____ width___ exp.time_
 12 omega   43.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 61

#__ type_ start__ end____ width___ exp.time_
 13 omega   44.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 45

#__ type_ start__ end____ width___ exp.time_
 14 omega   24.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000   90.0000 49

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   87.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 49

#__ type_ start__ end____ width___ exp.time_
 16 omega   54.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 54

#__ type_ start__ end____ width___ exp.time_
 17 omega   60.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 41

#__ type_ start__ end____ width___ exp.time_
 18 omega   52.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
 19 omega   40.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 59

#__ type_ start__ end____ width___ exp.time_
 20 omega   45.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000    0.0000 66

#__ type_ start__ end____ width___ exp.time_
 21 omega   -4.00   72.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000  -90.0000 76

#__ type_ start__ end____ width___ exp.time_
 22 omega  -33.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega  -87.00  -58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000  120.0000 29

#__ type_ start__ end____ width___ exp.time_
 24 omega -101.00  -55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
 25 omega  -96.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000  120.0000 89

#__ type_ start__ end____ width___ exp.time_
 26 omega  -97.00  -70.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
 27 omega  -67.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -19.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
 28 omega   -6.00   19.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
 29 omega  -59.00  -29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 30 omega  -98.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
 31 omega  -61.00  -36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 32 omega -100.00  -52.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000   90.0000 48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku, Oxford diffraction'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0000313000
_diffrn_orient_matrix_UB_12      -0.1424246000
_diffrn_orient_matrix_UB_13      0.0000102000
_diffrn_orient_matrix_UB_21      0.1328303000
_diffrn_orient_matrix_UB_22      0.0280996000
_diffrn_orient_matrix_UB_23      -0.0281649000
_diffrn_orient_matrix_UB_31      0.1092287000
_diffrn_orient_matrix_UB_32      0.0604730000
_diffrn_orient_matrix_UB_33      0.1299312000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8897
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         71.637
_diffrn_reflns_theta_min         3.817
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.490
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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    1.401
_exptl_crystal_description       prism
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.916
_refine_diff_density_min         -1.219
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.0030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4792
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0611
_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)+(0.0824P)²+0.9171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1529
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4122
_reflns_number_total             4792
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05538k2.cif
_cod_data_source_block           zhang-110a-531-p1
_cod_depositor_comments          'Adding full bibliography for 7061214.cif.'
_cod_original_cell_volume        1259.83(15)
_cod_database_code               7061214
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C29 H27 N2 O3 Br'
_chemical_oxdiff_usercomment     'Wei Zhang's Zhang-110A-531-P1'
_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 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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. Uiso/Uaniso restraints and constraints
Uanis(Br1A) = Uanis(Br1B)
Uanis(C20) = Uanis(C20A)
Uanis(C21) = Uanis(C21A)
Uanis(C22) = Uanis(C22A)
Uanis(C23) = Uanis(C23A)
Uanis(C24) = Uanis(C24A)
Uanis(C25) = Uanis(C25A)
3. Others
 Sof(Br1A)=Sof(H19A)=Sof(C20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=
 Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=1-FVAR(1)
 Sof(Br1B)=Sof(H19)=Sof(C20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22A)=
 Sof(C23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C10(H10), C19(H19A), C19(H19), C26(H26)
4.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C28(H28A,H28B)
4.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15),
 C21(H21), C22(H22), C24(H24), C25(H25), C21A(H21A), C22A(H22A), C24A(H24A),
 C25A(H25A)
4.d Fitted hexagon refined as free rotating group:
 C20(C21,C22,C23,C24,C25), C20A(C21A,C22A,C23A,C24A,C25A)
4.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C29(H29A,H29B,H29C)
;
_olex2_exptl_crystal_mounting_method 'nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'
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
Br1B Br 0.8144(2) 0.07364(12) 0.15830(13) 0.0615(4) Uani 0.659(3) 1 d . . P A 1
Br1A Br 0.7526(3) 0.0669(3) 0.1300(2) 0.0615(4) Uani 0.341(3) 1 d . . P A 2
O1 O 0.74506(18) 0.28547(18) 0.81516(14) 0.0272(4) Uani 1 1 d . . . . .
O2 O 0.4242(2) 0.28679(18) 0.40837(14) 0.0296(4) Uani 1 1 d . . . . .
O3 O 0.3633(2) 0.06335(18) 0.38401(15) 0.0314(4) Uani 1 1 d . . . . .
N1 N 0.5352(2) 0.2950(2) 0.82709(17) 0.0264(4) Uani 1 1 d . . . . .
N2 N 0.7441(2) 0.43228(19) 0.61320(16) 0.0208(4) Uani 1 1 d . . . . .
C1 C 0.5512(2) 0.3218(2) 0.66001(18) 0.0178(4) Uani 1 1 d . . . . .
C2 C 0.6259(2) 0.2990(2) 0.77576(19) 0.0208(5) Uani 1 1 d . . . . .
C3 C 0.4020(3) 0.3061(2) 0.7574(2) 0.0243(5) Uani 1 1 d . . . . .
C4 C 0.2852(3) 0.3074(3) 0.7817(2) 0.0339(6) Uani 1 1 d . . . . .
H4 H 0.2876 0.3010 0.8526 0.041 Uiso 1 1 calc R . . . .
C5 C 0.1633(3) 0.3186(3) 0.6980(3) 0.0378(6) Uani 1 1 d . . . . .
H5 H 0.0800 0.3180 0.7112 0.045 Uiso 1 1 calc R . . . .
C6 C 0.1624(3) 0.3306(3) 0.5964(2) 0.0341(6) Uani 1 1 d . . . . .
H6 H 0.0782 0.3380 0.5404 0.041 Uiso 1 1 calc R . . . .
C7 C 0.2826(3) 0.3322(3) 0.5742(2) 0.0269(5) Uani 1 1 d . . . . .
H7 H 0.2822 0.3434 0.5050 0.032 Uiso 1 1 calc R . . . .
C8 C 0.4026(2) 0.3171(2) 0.65473(19) 0.0202(5) Uani 1 1 d . . . . .
C9 C 0.5744(4) 0.2849(4) 0.9415(2) 0.0434(7) Uani 1 1 d . . . . .
H9A H 0.4974 0.2052 0.9370 0.065 Uiso 1 1 calc GR . . . .
H9B H 0.5813 0.3677 0.9932 0.065 Uiso 1 1 calc GR . . . .
H9C H 0.6708 0.2750 0.9716 0.065 Uiso 1 1 calc GR . . . .
C10 C 0.6479(2) 0.4632(2) 0.66307(18) 0.0176(4) Uani 1 1 d . . . . .
H10 H 0.5793 0.4967 0.6103 0.021 Uiso 1 1 calc R . . . .
C11 C 0.7288(2) 0.5693(2) 0.78289(19) 0.0199(5) Uani 1 1 d . . . . .
C12 C 0.6492(3) 0.6309(2) 0.8236(2) 0.0248(5) Uani 1 1 d . . . . .
H12 H 0.5471 0.6100 0.7743 0.030 Uiso 1 1 calc R . . . .
C13 C 0.7169(3) 0.7230(3) 0.9355(2) 0.0334(6) Uani 1 1 d . . . . .
H13 H 0.6612 0.7635 0.9632 0.040 Uiso 1 1 calc R . . . .
C14 C 0.8670(3) 0.7550(3) 1.0062(2) 0.0397(7) Uani 1 1 d . . . . .
H14 H 0.9140 0.8172 1.0830 0.048 Uiso 1 1 calc R . . . .
C15 C 0.9479(3) 0.6971(3) 0.9656(2) 0.0350(6) Uani 1 1 d . . . . .
H15 H 1.0507 0.7206 1.0145 0.042 Uiso 1 1 calc R . . . .
C16 C 0.8810(3) 0.6044(2) 0.8538(2) 0.0249(5) Uani 1 1 d . . . . .
C17 C 0.9686(3) 0.5455(3) 0.8050(2) 0.0282(5) Uani 1 1 d . . . . .
H17A H 0.9640 0.4575 0.8178 0.034 Uiso 1 1 calc R . . . .
H17B H 1.0746 0.6089 0.8442 0.034 Uiso 1 1 calc R . . . .
C18 C 0.9021(3) 0.5232(2) 0.6760(2) 0.0257(5) Uani 1 1 d . . . . .
H18A H 0.9128 0.6126 0.6647 0.031 Uiso 1 1 calc R . . . .
H18B H 0.9590 0.4839 0.6435 0.031 Uiso 1 1 calc R . . . .
C19 C 0.7166(2) 0.2872(2) 0.58103(19) 0.0206(5) Uani 1 1 d . . . . .
H19A H 0.7891 0.2694 0.6455 0.025 Uiso 0.341(3) 1 calc R . P A 2
H19 H 0.7873 0.2716 0.6482 0.025 Uiso 0.659(3) 1 calc R . P A 1
C20 C 0.720(2) 0.224(2) 0.4661(16) 0.0193(12) Uani 0.341(3) 1 d . . P A 2
C21 C 0.7074(18) 0.298(2) 0.3908(19) 0.0226(12) Uani 0.341(3) 1 d G . P A 2
H21 H 0.6896 0.3794 0.4074 0.027 Uiso 0.341(3) 1 calc R . P A 2
C22 C 0.7210(17) 0.253(2) 0.2913(17) 0.0300(14) Uani 0.341(3) 1 d G . P A 2
H22 H 0.7125 0.3030 0.2398 0.036 Uiso 0.341(3) 1 calc R . P A 2
C23 C 0.747(2) 0.133(2) 0.2670(16) 0.0361(16) Uani 0.341(3) 1 d G . P A 2
C24 C 0.759(3) 0.059(2) 0.342(2) 0.0386(17) Uani 0.341(3) 1 d G . P A 2
H24 H 0.7772 -0.0222 0.3257 0.046 Uiso 0.341(3) 1 calc R . P A 2
C25 C 0.746(3) 0.105(2) 0.4419(18) 0.0283(14) Uani 0.341(3) 1 d G . P A 2
H25 H 0.7543 0.0541 0.4933 0.034 Uiso 0.341(3) 1 calc R . P A 2
C20A C 0.7451(10) 0.2408(11) 0.4790(7) 0.0193(12) Uani 0.659(3) 1 d . . P A 1
C21A C 0.7397(7) 0.3106(9) 0.4011(9) 0.0226(12) Uani 0.659(3) 1 d G . P A 1
H21A H 0.7233 0.3934 0.4134 0.027 Uiso 0.659(3) 1 calc R . P A 1
C22A C 0.7581(6) 0.2593(10) 0.3051(8) 0.0300(14) Uani 0.659(3) 1 d G . P A 1
H22A H 0.7544 0.3071 0.2519 0.036 Uiso 0.659(3) 1 calc R . P A 1
C23A C 0.7820(8) 0.1382(11) 0.2871(7) 0.0361(16) Uani 0.659(3) 1 d G . P A 1
C24A C 0.7875(12) 0.0684(9) 0.3649(9) 0.0386(17) Uani 0.659(3) 1 d G . P A 1
H24A H 0.8038 -0.0143 0.3526 0.046 Uiso 0.659(3) 1 calc R . P A 1
C25A C 0.7690(12) 0.1197(10) 0.4609(8) 0.0283(14) Uani 0.659(3) 1 d G . P A 1
H25A H 0.7728 0.0720 0.5141 0.034 Uiso 0.659(3) 1 calc R . P A 1
C26 C 0.5561(2) 0.2177(2) 0.56487(18) 0.0183(4) Uani 1 1 d . . . . .
H26 H 0.5427 0.1285 0.5789 0.022 Uiso 1 1 calc R . . . .
C27 C 0.4417(2) 0.1970(2) 0.44500(19) 0.0207(5) Uani 1 1 d . . . . .
C28 C 0.2562(4) 0.0302(3) 0.2639(2) 0.0497(8) Uani 1 1 d . . . . .
H28A H 0.2103 0.0990 0.2581 0.060 Uiso 1 1 calc R . . . .
H28B H 0.1758 -0.0602 0.2376 0.060 Uiso 1 1 calc R . . . .
C29 C 0.3310(6) 0.0277(4) 0.1882(3) 0.0801(15) Uani 1 1 d . . . . .
H29A H 0.2566 0.0011 0.1078 0.120 Uiso 1 1 calc GR . . . .
H29B H 0.3792 -0.0383 0.1958 0.120 Uiso 1 1 calc GR . . . .
H29C H 0.4064 0.1188 0.2113 0.120 Uiso 1 1 calc GR . . . .
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
C27 O3 C28 115.9(2) . . ?
C2 N1 C3 111.58(19) . . ?
C2 N1 C9 123.7(2) . . ?
C3 N1 C9 124.7(2) . . ?
C18 N2 C10 115.98(18) . . ?
C19 N2 C10 111.26(17) . . ?
C19 N2 C18 114.74(18) . . ?
C2 C1 C10 110.36(17) . . ?
C8 C1 C2 101.57(17) . . ?
C8 C1 C10 112.79(17) . . ?
C8 C1 C26 120.19(18) . . ?
C26 C1 C2 108.56(17) . . ?
C26 C1 C10 103.31(17) . . ?
O1 C2 N1 125.1(2) . . ?
O1 C2 C1 126.6(2) . . ?
N1 C2 C1 108.31(18) . . ?
C4 C3 N1 127.8(2) . . ?
C4 C3 C8 122.7(2) . . ?
C8 C3 N1 109.5(2) . . ?
C3 C4 H4 121.3 . . ?
C3 C4 C5 117.4(2) . . ?
C5 C4 H4 121.3 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 120.6 . . ?
C8 C7 C6 118.9(2) . . ?
C8 C7 H7 120.6 . . ?
C3 C8 C1 108.82(19) . . ?
C7 C8 C1 131.9(2) . . ?
C7 C8 C3 119.0(2) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C1 104.94(17) . . ?
N2 C10 H10 108.0 . . ?
N2 C10 C11 115.52(18) . . ?
C1 C10 H10 108.0 . . ?
C11 C10 C1 112.06(17) . . ?
C11 C10 H10 108.0 . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 C16 119.6(2) . . ?
C16 C11 C10 121.4(2) . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 120.9(2) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 C17 118.9(2) . . ?
C15 C16 C11 119.0(2) . . ?
C15 C16 C17 122.0(2) . . ?
C16 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
C16 C17 C18 108.78(19) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
N2 C18 C17 112.71(19) . . ?
N2 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
N2 C19 H19A 109.7 . . ?
N2 C19 H19 108.1 . . ?
N2 C19 C20 115.6(9) . . ?
N2 C19 C20A 111.3(5) . . ?
N2 C19 C26 104.20(17) . . ?
C20 C19 H19A 109.7 . . ?
C20A C19 H19 108.1 . . ?
C20A C19 C26 116.8(3) . . ?
C26 C19 H19A 109.7 . . ?
C26 C19 H19 108.1 . . ?
C26 C19 C20 107.8(8) . . ?
C21 C20 C19 117.1(15) . . ?
C21 C20 C25 120.0 . . ?
C25 C20 C19 122.7(15) . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 Br1A 120.0(13) . . ?
C24 C23 Br1A 119.9(13) . . ?
C24 C23 C22 120.0 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 120.0 . . ?
C24 C25 H25 120.0 . . ?
C21A C20A C19 122.3(7) . . ?
C21A C20A C25A 120.0 . . ?
C25A C20A C19 117.6(7) . . ?
C20A C21A H21A 120.0 . . ?
C22A C21A C20A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C23A C22A C21A 120.0 . . ?
C23A C22A H22A 120.0 . . ?
C22A C23A Br1B 119.2(6) . . ?
C22A C23A C24A 120.0 . . ?
C24A C23A Br1B 120.7(6) . . ?
C23A C24A H24A 120.0 . . ?
C25A C24A C23A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C20A C25A H25A 120.0 . . ?
C24A C25A C20A 120.0 . . ?
C24A C25A H25A 120.0 . . ?
C1 C26 C19 102.17(17) . . ?
C1 C26 H26 110.6 . . ?
C19 C26 H26 110.6 . . ?
C27 C26 C1 112.30(17) . . ?
C27 C26 C19 110.45(18) . . ?
C27 C26 H26 110.6 . . ?
O2 C27 O3 124.2(2) . . ?
O2 C27 C26 125.0(2) . . ?
O3 C27 C26 110.82(18) . . ?
O3 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
O3 C28 C29 110.8(3) . . ?
H28A C28 H28B 108.1 . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
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
Br1B C23A 1.902(9) . ?
Br1A C23 1.848(19) . ?
O1 C2 1.219(3) . ?
O2 C27 1.196(3) . ?
O3 C27 1.343(3) . ?
O3 C28 1.462(3) . ?
N1 C2 1.359(3) . ?
N1 C3 1.406(3) . ?
N1 C9 1.453(3) . ?
N2 C10 1.470(3) . ?
N2 C18 1.464(3) . ?
N2 C19 1.456(3) . ?
C1 C2 1.544(3) . ?
C1 C8 1.516(3) . ?
C1 C10 1.570(3) . ?
C1 C26 1.543(3) . ?
C3 C4 1.379(3) . ?
C3 C8 1.394(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 1.0000 . ?
C10 C11 1.515(3) . ?
C11 C12 1.388(3) . ?
C11 C16 1.401(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.389(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.394(4) . ?
C16 C17 1.506(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.525(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 1.0000 . ?
C19 H19 1.0000 . ?
C19 C20 1.560(19) . ?
C19 C20A 1.514(9) . ?
C19 C26 1.551(3) . ?
C20 C21 1.3900 . ?
C20 C25 1.3900 . ?
C21 H21 0.9500 . ?
C21 C22 1.3900 . ?
C22 H22 0.9500 . ?
C22 C23 1.3900 . ?
C23 C24 1.3900 . ?
C24 H24 0.9500 . ?
C24 C25 1.3900 . ?
C25 H25 0.9500 . ?
C20A C21A 1.3900 . ?
C20A C25A 1.3900 . ?
C21A H21A 0.9500 . ?
C21A C22A 1.3900 . ?
C22A H22A 0.9500 . ?
C22A C23A 1.3900 . ?
C23A C24A 1.3900 . ?
C24A H24A 0.9500 . ?
C24A C25A 1.3900 . ?
C25A H25A 0.9500 . ?
C26 H26 1.0000 . ?
C26 C27 1.515(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.488(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
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
_geom_hbond_site_symmetry_A
C7 H7 O2 0.95 2.42 3.117(3) 130.2 .
C10 H10 O2 1.00 2.41 3.219(3) 137.4 2_666
C15 H15 O1 0.95 2.49 3.351(3) 151.5 2_767
C17 H17A O1 0.99 2.51 3.193(3) 125.9 .
C26 H26 O3 1.00 2.58 3.489(3) 151.0 2_656
C29 H29B O1 0.98 2.58 3.247(5) 125.3 2_656
