#------------------------------------------------------------------------------
#$Date: 2024-10-06 09:10:37 +0200 (Sun 06 de Oct de 2024) $
#$Revision: 295194 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/23/1572329.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_1572329
loop_
_publ_author_name
'Scholes, Abbie M.'
'Kershaw Cook, Laurence J.'
'Szczypiński, Filip T'
'Luzyanin, Konstantin V.'
'Egleston, Benjamin D.'
'Greenaway, Rebecca L.'
'Slater, Anna G.'
_publ_section_title
;
 Dynamic and solid-state behaviour of bromoisotrianglimine.
;
_journal_issue                   35
_journal_name_full               'Chemical science'
_journal_page_first              14254
_journal_page_last               14263
_journal_paper_doi               10.1039/d4sc04207g
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C42 H45 Br3 N6, 0.95(C H2 Cl2)'
_chemical_formula_sum            'C42.95 H46.9 Br3 Cl1.9 N6'
_chemical_formula_weight         954.25
_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             2022-11-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 123.990(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.5459(17)
_cell_length_b                   14.3588(3)
_cell_length_c                   23.7813(12)
_cell_measurement_reflns_used    12699
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      25.4960
_cell_measurement_theta_min      1.5530
_cell_volume                     8931.5(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   7.00   1.00  110.00    --    5.00 -33.00  42.00   26
  2  ω    -19.00   6.00   1.00  110.00    --    5.00  33.00-158.00   25
  3  ω    -50.00  70.00   1.00  110.00    --  -15.00  33.00-158.00  120
  4  ω    -39.00 -14.00   1.00  110.00    --  -15.00 -33.00  42.00   25
  5  ω    -55.00  73.00   1.00  110.00    --  -15.00  68.00-120.00  128
  6  ω   -104.00  25.00   1.00  110.00    --  -15.00 -68.00 -90.00  129
  7  ω    -45.00  74.00   1.00  110.00    --  -15.00  57.00 -60.00  119
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0250885000
_diffrn_orient_matrix_UB_12      -0.0111413000
_diffrn_orient_matrix_UB_13      0.0277221000
_diffrn_orient_matrix_UB_21      -0.0057634000
_diffrn_orient_matrix_UB_22      0.0178420000
_diffrn_orient_matrix_UB_23      0.0228219000
_diffrn_orient_matrix_UB_31      -0.0085617000
_diffrn_orient_matrix_UB_32      -0.0446690000
_diffrn_orient_matrix_UB_33      0.0021627000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0716
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            52536
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.557
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.419
_exptl_crystal_description       needle
_exptl_crystal_F_000             3871
_exptl_crystal_preparation
;
Slow vapour diffusion of 1,4-dioxane into a 1:1 stoichiometric ratio of the RR- and SS- enantiomers
containing a mixture of the [3+3] and [2+2] macrocyclic forms.
;
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.247
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         10122
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0661
_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)+(0.0630P)²+56.1909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1500
_refine_ls_wR_factor_ref         0.1653
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7097
_reflns_number_total             10122
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04207g2.cif
_cod_data_source_block           33-rac_dcm_ams371-3_dcmdiox_100k_needle_1
_cod_depositor_comments
'Adding full bibliography for 1572326--1572335.cif.'
_cod_original_cell_volume        8931.4(10)
_cod_original_formula_sum        'C42.95 H46.90 Br3 Cl1.90 N6'
_cod_database_code               1572329
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C42 H45 Br3  N6'
_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   0.945
_shelx_estimated_absorpt_t_min   0.690
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl53-Cl54
 2.8 with sigma of 0.02
 C52-Cl53 = C52-Cl54
 1.75 with sigma of 0.01
 C55-Cl56 = C55-Cl57
 1.75 with sigma of 0.01
 Cl56-Cl57
 2.8 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Cl57, C55, Cl56
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl53, C52, Cl54
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: Cl53(0.45) Cl54(0.45) C52(0.45) H52A(0.45) H52B(0.45) C55(0.5)
 H55A(0.5) H55B(0.5) Cl57(0.5) Cl56(0.5)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C28(H28), C11(H11), C45(H45), C10(H10), C44(H44)
5.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C12(H12A,H12B), C47(H47A,H47B), C14(H14A,H14B), C13(H13A,
 H13B), C30(H30A,H30B), C46(H46A,H46B), C48(H48A,H48B), C32(H32A,H32B),
 C49(H49A,H49B), C31(H31A,H31B), C29(H29A,H29B), C52(H52A,H52B), C55(H55A,H55B)
5.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C25(H25), C17(H17), C22(H22), C5(H5), C34(H34), C42(H42), C41(H41),
 C24(H24), C7(H7), C8(H8), C3(H3), C39(H39), C37(H37), C51(H51)
;
_olex2_date_sample_data_collection 2022-02-11
_olex2_submission_original_sample_id 'AMS371-3 DCM Diox 100 K Needs'
_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 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.802
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
Br18 Br 0.72031(2) 0.43115(4) 0.91388(3) 0.03752(16) Uani 1 1 d . . . . .
Br35 Br 0.59810(2) 0.92163(4) 0.77929(3) 0.03451(15) Uani 1 1 d . . . . .
Br1 Br 0.44227(2) 0.60130(4) 0.78770(3) 0.03625(16) Uani 1 1 d . . . . .
N9 N 0.43179(15) 0.3225(3) 0.6220(2) 0.0217(8) Uani 1 1 d . . . . .
N16 N 0.52469(15) 0.2376(3) 0.6508(2) 0.0212(8) Uani 1 1 d . . . . .
N33 N 0.67516(15) 0.6799(3) 0.6217(2) 0.0246(9) Uani 1 1 d . . . . .
N43 N 0.45663(16) 0.8568(3) 0.5100(2) 0.0269(9) Uani 1 1 d . . . . .
N26 N 0.70511(15) 0.4956(3) 0.6775(2) 0.0233(9) Uani 1 1 d . . . . .
N50 N 0.37883(17) 0.7331(3) 0.4890(2) 0.0294(10) Uani 1 1 d . . . . .
C20 C 0.68920(19) 0.4287(3) 0.7766(2) 0.0247(10) Uani 1 1 d . . . . .
H20 H 0.718928 0.465246 0.792232 0.030 Uiso 1 1 calc R U . . .
C19 C 0.67787(19) 0.3972(3) 0.8212(2) 0.0249(11) Uani 1 1 d . . . . .
C27 C 0.71262(18) 0.5296(3) 0.6261(2) 0.0215(10) Uani 1 1 d . . . . .
H27 H 0.681550 0.515620 0.580038 0.026 Uiso 1 1 calc R U . . .
C21 C 0.65637(19) 0.4064(3) 0.7077(2) 0.0230(10) Uani 1 1 d . . . . .
C38 C 0.54370(19) 0.8138(3) 0.5889(3) 0.0248(11) Uani 1 1 d . . . . .
C25 C 0.66708(19) 0.4424(3) 0.6585(2) 0.0231(10) Uani 1 1 d . . . . .
H25 H 0.645286 0.425465 0.612012 0.028 Uiso 1 1 calc R U . . .
C15 C 0.38574(17) 0.1759(3) 0.5772(3) 0.0230(10) Uani 1 1 d . . . . .
H15A H 0.387371 0.168901 0.619756 0.028 Uiso 1 1 calc R U . . .
H15B H 0.353609 0.208908 0.544011 0.028 Uiso 1 1 calc R U . . .
C28 C 0.72132(17) 0.6352(3) 0.6343(2) 0.0221(10) Uani 1 1 d . . . . .
H28 H 0.750752 0.649496 0.681515 0.027 Uiso 1 1 calc R U . . .
C17 C 0.55698(18) 0.2617(3) 0.7110(2) 0.0216(10) Uani 1 1 d . . . . .
H17 H 0.551782 0.242271 0.744906 0.026 Uiso 1 1 calc R U . . .
C40 C 0.63363(19) 0.7742(3) 0.6606(3) 0.0244(11) Uani 1 1 d . . . . .
C11 C 0.48147(17) 0.1821(3) 0.6397(2) 0.0196(10) Uani 1 1 d . . . . .
H11 H 0.485394 0.173405 0.684122 0.024 Uiso 1 1 calc R U . . .
C22 C 0.61340(18) 0.3521(3) 0.6857(2) 0.0221(10) Uani 1 1 d . . . . .
H22 H 0.590976 0.337191 0.638981 0.027 Uiso 1 1 calc R U . . .
C23 C 0.60298(18) 0.3191(3) 0.7323(2) 0.0213(10) Uani 1 1 d . . . . .
C5 C 0.40822(19) 0.5663(3) 0.5711(3) 0.0248(10) Uani 1 1 d . . . . .
H5 H 0.400630 0.558812 0.526675 0.030 Uiso 1 1 calc R U . . .
C45 C 0.36635(19) 0.8216(3) 0.4519(2) 0.0254(11) Uani 1 1 d . . . . .
H45 H 0.363793 0.871578 0.479208 0.030 Uiso 1 1 calc R U . . .
C12 C 0.48082(19) 0.0867(3) 0.6109(3) 0.0242(11) Uani 1 1 d . . . . .
H12A H 0.513013 0.053321 0.643327 0.029 Uiso 1 1 calc R U . . .
H12B H 0.478663 0.094761 0.567984 0.029 Uiso 1 1 calc R U . . .
C34 C 0.67859(18) 0.7259(3) 0.6691(3) 0.0245(11) Uani 1 1 d . . . . .
H34 H 0.710701 0.729844 0.711450 0.029 Uiso 1 1 calc R U . . .
C10 C 0.43126(18) 0.2341(3) 0.5910(2) 0.0218(10) Uani 1 1 d . . . . .
H10 H 0.427984 0.246447 0.547341 0.026 Uiso 1 1 calc R U . . .
C6 C 0.40553(19) 0.6542(3) 0.5936(3) 0.0256(11) Uani 1 1 d . . . . .
C42 C 0.49479(19) 0.8104(3) 0.5223(3) 0.0251(11) Uani 1 1 d . . . . .
H42 H 0.491883 0.772227 0.487612 0.030 Uiso 1 1 calc R U . . .
C41 C 0.63741(19) 0.8187(3) 0.7148(3) 0.0272(11) Uani 1 1 d . . . . .
H41 H 0.669085 0.820879 0.757755 0.033 Uiso 1 1 calc R U . . .
C24 C 0.63551(18) 0.3409(3) 0.8005(2) 0.0238(10) Uani 1 1 d . . . . .
H24 H 0.629101 0.317819 0.832476 0.029 Uiso 1 1 calc R U . . .
C47 C 0.3029(2) 0.9051(4) 0.3445(3) 0.0323(12) Uani 1 1 d . . . . .
H47A H 0.270292 0.898352 0.299594 0.039 Uiso 1 1 calc R U . . .
H47B H 0.298504 0.955189 0.369474 0.039 Uiso 1 1 calc R U . . .
C44 C 0.40891(19) 0.8468(3) 0.4426(2) 0.0266(11) Uani 1 1 d . . . . .
H44 H 0.412853 0.795992 0.417075 0.032 Uiso 1 1 calc R U . . .
C2 C 0.4295(2) 0.5877(3) 0.7001(3) 0.0263(11) Uani 1 1 d . . . . .
C7 C 0.41608(19) 0.6646(3) 0.6584(3) 0.0276(11) Uani 1 1 d . . . . .
H7 H 0.414065 0.724360 0.673967 0.033 Uiso 1 1 calc R U . . .
C8 C 0.42333(19) 0.3962(3) 0.5878(3) 0.0229(10) Uani 1 1 d . . . . .
H8 H 0.417664 0.391527 0.544195 0.027 Uiso 1 1 calc R U . . .
C14 C 0.38519(19) 0.0796(3) 0.5495(3) 0.0284(11) Uani 1 1 d . . . . .
H14A H 0.356438 0.042801 0.543629 0.034 Uiso 1 1 calc R U . . .
H14B H 0.379898 0.086193 0.504560 0.034 Uiso 1 1 calc R U . . .
C4 C 0.42204(18) 0.4889(3) 0.6136(2) 0.0221(10) Uani 1 1 d . . . . .
C3 C 0.43293(19) 0.4997(3) 0.6786(3) 0.0245(11) Uani 1 1 d . . . . .
H3 H 0.442585 0.447515 0.707927 0.029 Uiso 1 1 calc R U . . .
C39 C 0.58690(19) 0.7715(3) 0.5982(3) 0.0249(11) Uani 1 1 d . . . . .
H39 H 0.584406 0.740318 0.561189 0.030 Uiso 1 1 calc R U . . .
C37 C 0.5474(2) 0.8580(3) 0.6440(3) 0.0248(11) Uani 1 1 d . . . . .
H37 H 0.518255 0.886025 0.639220 0.030 Uiso 1 1 calc R U . . .
C13 C 0.43521(19) 0.0287(3) 0.5975(3) 0.0270(11) Uani 1 1 d . . . . .
H13A H 0.434849 -0.031923 0.577391 0.032 Uiso 1 1 calc R U . . .
H13B H 0.438791 0.016393 0.640904 0.032 Uiso 1 1 calc R U . . .
C30 C 0.77920(19) 0.6230(4) 0.5929(3) 0.0318(12) Uani 1 1 d . . . . .
H30A H 0.784786 0.646623 0.558399 0.038 Uiso 1 1 calc R U . . .
H30B H 0.810031 0.637383 0.638287 0.038 Uiso 1 1 calc R U . . .
C51 C 0.39051(19) 0.7367(3) 0.5489(3) 0.0261(11) Uani 1 1 d . . . . .
H51 H 0.389656 0.795567 0.566465 0.031 Uiso 1 1 calc R U . . .
C36 C 0.5942(2) 0.8600(3) 0.7053(3) 0.0251(11) Uani 1 1 d . . . . .
C46 C 0.3152(2) 0.8139(3) 0.3837(3) 0.0311(12) Uani 1 1 d . . . . .
H46A H 0.287921 0.799453 0.390887 0.037 Uiso 1 1 calc R U . . .
H46B H 0.316694 0.762585 0.357013 0.037 Uiso 1 1 calc R U . . .
C48 C 0.3451(2) 0.9319(4) 0.3351(3) 0.0362(13) Uani 1 1 d . . . . .
H48A H 0.336938 0.992780 0.311689 0.043 Uiso 1 1 calc R U . . .
H48B H 0.347173 0.884897 0.306237 0.043 Uiso 1 1 calc R U . . .
C32 C 0.7591(2) 0.4797(4) 0.6350(3) 0.0285(11) Uani 1 1 d . . . . .
H32A H 0.789118 0.488685 0.682018 0.034 Uiso 1 1 calc R U . . .
H32B H 0.752015 0.412106 0.627355 0.034 Uiso 1 1 calc R U . . .
C49 C 0.3969(2) 0.9382(4) 0.4037(3) 0.0323(12) Uani 1 1 d . . . . .
H49A H 0.424087 0.952023 0.396218 0.039 Uiso 1 1 calc R U . . .
H49B H 0.395950 0.989516 0.430783 0.039 Uiso 1 1 calc R U . . .
C31 C 0.7710(2) 0.5177(4) 0.5851(3) 0.0338(13) Uani 1 1 d . . . . .
H31A H 0.802146 0.487079 0.593437 0.041 Uiso 1 1 calc R U . . .
H31B H 0.742334 0.503021 0.538135 0.041 Uiso 1 1 calc R U . . .
C29 C 0.7327(2) 0.6715(4) 0.5843(3) 0.0312(12) Uani 1 1 d . . . . .
H29A H 0.739146 0.739334 0.590963 0.037 Uiso 1 1 calc R U . . .
H29B H 0.702538 0.661260 0.537532 0.037 Uiso 1 1 calc R U . . .
Cl53 Cl 0.5487(3) 0.5456(4) 0.5543(3) 0.0295(14) Uani 0.45 1 d D . P A -1
Cl54 Cl 0.4555(5) 0.4554(8) 0.4513(6) 0.086(4) Uani 0.45 1 d D . P A -1
C52 C 0.4858(5) 0.5623(8) 0.4830(10) 0.097(8) Uani 0.45 1 d D . P A -1
H52A H 0.466342 0.600276 0.496006 0.117 Uiso 0.45 1 calc R U P A -1
H52B H 0.486591 0.596441 0.447434 0.117 Uiso 0.45 1 calc R U P A -1
C55 C 0.7373(5) 0.3087(8) 0.4897(6) 0.087(7) Uani 0.5 1 d D . P B -1
H55A H 0.752963 0.360233 0.479750 0.104 Uiso 0.5 1 calc R U P B -1
H55B H 0.711693 0.335675 0.496694 0.104 Uiso 0.5 1 calc R U P B -1
Cl57 Cl 0.7840(4) 0.2519(8) 0.5627(5) 0.146(5) Uani 0.5 1 d D . P B -1
Cl56 Cl 0.7073(3) 0.2325(6) 0.4217(5) 0.127(4) Uani 0.5 1 d D . P B -1
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'
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
C8 N9 C10 117.4(4) . . ?
C17 N16 C11 115.6(4) . . ?
C34 N33 C28 118.1(4) . . ?
C42 N43 C44 117.7(4) . . ?
C25 N26 C27 117.8(4) . . ?
C51 N50 C45 117.1(4) . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(5) . . ?
C21 C20 H20 120.4 . . ?
C20 C19 Br18 119.6(4) . . ?
C20 C19 C24 122.0(4) . . ?
C24 C19 Br18 118.4(4) . . ?
N26 C27 H27 109.5 . . ?
N26 C27 C28 109.1(4) . . ?
N26 C27 C32 108.6(4) . . ?
C28 C27 H27 109.5 . . ?
C28 C27 C32 110.7(4) . . ?
C32 C27 H27 109.5 . . ?
C20 C21 C25 119.9(4) . . ?
C22 C21 C20 119.7(4) . . ?
C22 C21 C25 120.3(4) . . ?
C39 C38 C42 120.1(4) . . ?
C39 C38 C37 119.1(5) . . ?
C37 C38 C42 120.8(4) . . ?
N26 C25 C21 120.9(4) . . ?
N26 C25 H25 119.5 . . ?
C21 C25 H25 119.5 . . ?
H15A C15 H15B 107.9 . . ?
C10 C15 H15A 109.3 . . ?
C10 C15 H15B 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C14 C15 C10 111.7(4) . . ?
N33 C28 C27 108.7(4) . . ?
N33 C28 H28 109.5 . . ?
N33 C28 C29 109.6(4) . . ?
C27 C28 H28 109.5 . . ?
C29 C28 C27 110.2(4) . . ?
C29 C28 H28 109.5 . . ?
N16 C17 H17 118.2 . . ?
N16 C17 C23 123.7(4) . . ?
C23 C17 H17 118.2 . . ?
C41 C40 C34 120.6(5) . . ?
C41 C40 C39 119.7(5) . . ?
C39 C40 C34 119.6(4) . . ?
N16 C11 H11 108.9 . . ?
N16 C11 C12 110.2(4) . . ?
N16 C11 C10 109.5(4) . . ?
C12 C11 H11 108.9 . . ?
C12 C11 C10 110.3(4) . . ?
C10 C11 H11 108.9 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.2(4) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C17 122.2(4) . . ?
C24 C23 C17 117.8(4) . . ?
C24 C23 C22 120.1(4) . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.3(5) . . ?
C4 C5 H5 119.8 . . ?
N50 C45 H45 108.8 . . ?
N50 C45 C44 109.3(4) . . ?
N50 C45 C46 110.2(4) . . ?
C44 C45 H45 108.8 . . ?
C44 C45 C46 110.9(4) . . ?
C46 C45 H45 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 C13 110.8(4) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
N33 C34 C40 121.7(4) . . ?
N33 C34 H34 119.2 . . ?
C40 C34 H34 119.2 . . ?
N9 C10 C15 109.1(4) . . ?
N9 C10 C11 109.0(4) . . ?
N9 C10 H10 109.5 . . ?
C15 C10 C11 110.2(4) . . ?
C15 C10 H10 109.5 . . ?
C11 C10 H10 109.5 . . ?
C5 C6 C51 120.9(5) . . ?
C7 C6 C5 119.7(4) . . ?
C7 C6 C51 119.4(4) . . ?
N43 C42 C38 121.6(5) . . ?
N43 C42 H42 119.2 . . ?
C38 C42 H42 119.2 . . ?
C40 C41 H41 120.6 . . ?
C40 C41 C36 118.8(5) . . ?
C36 C41 H41 120.6 . . ?
C19 C24 H24 120.6 . . ?
C23 C24 C19 118.8(4) . . ?
C23 C24 H24 120.6 . . ?
H47A C47 H47B 108.0 . . ?
C46 C47 H47A 109.4 . . ?
C46 C47 H47B 109.4 . . ?
C48 C47 H47A 109.4 . . ?
C48 C47 H47B 109.4 . . ?
C48 C47 C46 111.2(4) . . ?
N43 C44 C45 108.2(4) . . ?
N43 C44 H44 109.5 . . ?
N43 C44 C49 109.5(4) . . ?
C45 C44 H44 109.5 . . ?
C45 C44 C49 110.6(4) . . ?
C49 C44 H44 109.5 . . ?
C7 C2 Br1 119.7(4) . . ?
C7 C2 C3 121.3(5) . . ?
C3 C2 Br1 119.0(4) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 C6 119.7(5) . . ?
C2 C7 H7 120.1 . . ?
N9 C8 H8 119.0 . . ?
N9 C8 C4 122.0(4) . . ?
C4 C8 H8 119.0 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 C15 110.8(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C5 C4 C8 119.1(4) . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 C8 121.0(4) . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.1(5) . . ?
C40 C39 H39 119.4 . . ?
C38 C37 H37 120.7 . . ?
C36 C37 C38 118.6(5) . . ?
C36 C37 H37 120.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 C12 110.7(4) . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C31 C30 C29 110.4(4) . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
N50 C51 C6 123.7(5) . . ?
N50 C51 H51 118.2 . . ?
C6 C51 H51 118.2 . . ?
C41 C36 Br35 119.8(4) . . ?
C37 C36 Br35 117.6(4) . . ?
C37 C36 C41 122.6(5) . . ?
C45 C46 C47 110.2(4) . . ?
C45 C46 H46A 109.6 . . ?
C45 C46 H46B 109.6 . . ?
C47 C46 H46A 109.6 . . ?
C47 C46 H46B 109.6 . . ?
H46A C46 H46B 108.1 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 C49 110.9(4) . . ?
H48A C48 H48B 108.0 . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C31 C32 C27 110.9(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C44 C49 C48 110.5(4) . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 108.1 . . ?
C30 C31 C32 110.9(4) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C28 C29 C30 111.7(4) . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
Cl53 C52 H52A 109.6 . . ?
Cl53 C52 H52B 109.6 . . ?
Cl54 C52 Cl53 110.2(7) . . ?
Cl54 C52 H52A 109.6 . . ?
Cl54 C52 H52B 109.6 . . ?
H52A C52 H52B 108.1 . . ?
H55A C55 H55B 108.1 . . ?
Cl57 C55 H55A 109.5 . . ?
Cl57 C55 H55B 109.5 . . ?
Cl57 C55 Cl56 110.7(8) . . ?
Cl56 C55 H55A 109.5 . . ?
Cl56 C55 H55B 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
Br18 C19 1.894(5) . ?
Br35 C36 1.912(5) . ?
Br1 C2 1.899(5) . ?
N9 C10 1.464(6) . ?
N9 C8 1.269(6) . ?
N16 C17 1.256(6) . ?
N16 C11 1.471(6) . ?
N33 C28 1.461(6) . ?
N33 C34 1.259(6) . ?
N43 C42 1.259(6) . ?
N43 C44 1.470(6) . ?
N26 C27 1.454(6) . ?
N26 C25 1.273(6) . ?
N50 C45 1.470(6) . ?
N50 C51 1.257(6) . ?
C20 H20 0.9500 . ?
C20 C19 1.372(7) . ?
C20 C21 1.402(7) . ?
C19 C24 1.395(7) . ?
C27 H27 1.0000 . ?
C27 C28 1.534(7) . ?
C27 C32 1.535(7) . ?
C21 C25 1.480(7) . ?
C21 C22 1.388(7) . ?
C38 C42 1.470(7) . ?
C38 C39 1.392(7) . ?
C38 C37 1.402(7) . ?
C25 H25 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C10 1.530(6) . ?
C15 C14 1.527(7) . ?
C28 H28 1.0000 . ?
C28 C29 1.513(7) . ?
C17 H17 0.9500 . ?
C17 C23 1.490(6) . ?
C40 C34 1.487(7) . ?
C40 C41 1.382(7) . ?
C40 C39 1.390(7) . ?
C11 H11 1.0000 . ?
C11 C12 1.528(6) . ?
C11 C10 1.535(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.402(6) . ?
C23 C24 1.385(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(7) . ?
C5 C4 1.397(7) . ?
C45 H45 1.0000 . ?
C45 C44 1.522(7) . ?
C45 C46 1.524(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.534(7) . ?
C34 H34 0.9500 . ?
C10 H10 1.0000 . ?
C6 C7 1.391(7) . ?
C6 C51 1.481(7) . ?
C42 H42 0.9500 . ?
C41 H41 0.9500 . ?
C41 C36 1.385(7) . ?
C24 H24 0.9500 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C46 1.525(7) . ?
C47 C48 1.519(8) . ?
C44 H44 1.0000 . ?
C44 C49 1.525(7) . ?
C2 C7 1.383(7) . ?
C2 C3 1.389(7) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C4 1.476(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.521(7) . ?
C4 C3 1.392(7) . ?
C3 H3 0.9500 . ?
C39 H39 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.377(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.528(8) . ?
C30 C29 1.530(7) . ?
C51 H51 0.9500 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.536(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.532(7) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
Cl53 C52 1.763(9) . ?
Cl54 C52 1.741(9) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 Cl57 1.729(9) . ?
C55 Cl56 1.730(8) . ?
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
Br18 C19 C24 C23 177.2(4) . . . . ?
Br1 C2 C7 C6 -178.5(4) . . . . ?
Br1 C2 C3 C4 178.0(4) . . . . ?
N9 C8 C4 C5 -174.6(5) . . . . ?
N9 C8 C4 C3 3.6(7) . . . . ?
N16 C17 C23 C22 0.9(7) . . . . ?
N16 C17 C23 C24 179.9(5) . . . . ?
N16 C11 C12 C13 -178.7(4) . . . . ?
N16 C11 C10 N9 -62.1(5) . . . . ?
N16 C11 C10 C15 178.2(4) . . . . ?
N33 C28 C29 C30 -177.0(4) . . . . ?
N43 C44 C49 C48 -175.8(4) . . . . ?
N26 C27 C28 N33 -63.6(5) . . . . ?
N26 C27 C28 C29 176.3(4) . . . . ?
N26 C27 C32 C31 -176.1(4) . . . . ?
N50 C45 C44 N43 -60.5(5) . . . . ?
N50 C45 C44 C49 179.6(4) . . . . ?
N50 C45 C46 C47 -178.7(4) . . . . ?
C20 C19 C24 C23 -2.4(8) . . . . ?
C20 C21 C25 N26 -1.9(7) . . . . ?
C20 C21 C22 C23 -0.4(7) . . . . ?
C19 C20 C21 C25 178.0(5) . . . . ?
C19 C20 C21 C22 -0.8(7) . . . . ?
C27 N26 C25 C21 -178.8(4) . . . . ?
C27 C28 C29 C30 -57.4(6) . . . . ?
C27 C32 C31 C30 56.0(6) . . . . ?
C21 C20 C19 Br18 -177.4(4) . . . . ?
C21 C20 C19 C24 2.2(8) . . . . ?
C21 C22 C23 C17 179.1(4) . . . . ?
C21 C22 C23 C24 0.1(7) . . . . ?
C38 C37 C36 Br35 179.5(4) . . . . ?
C38 C37 C36 C41 -1.1(7) . . . . ?
C25 N26 C27 C28 131.4(4) . . . . ?
C25 N26 C27 C32 -107.8(5) . . . . ?
C25 C21 C22 C23 -179.2(4) . . . . ?
C15 C14 C13 C12 -55.9(6) . . . . ?
C28 N33 C34 C40 179.5(4) . . . . ?
C28 C27 C32 C31 -56.4(6) . . . . ?
C17 N16 C11 C12 -118.9(5) . . . . ?
C17 N16 C11 C10 119.6(4) . . . . ?
C17 C23 C24 C19 -177.8(4) . . . . ?
C40 C41 C36 Br35 179.8(4) . . . . ?
C40 C41 C36 C37 0.5(8) . . . . ?
C11 N16 C17 C23 -179.2(4) . . . . ?
C11 C12 C13 C14 57.3(6) . . . . ?
C22 C21 C25 N26 176.9(5) . . . . ?
C22 C23 C24 C19 1.2(7) . . . . ?
C5 C6 C7 C2 0.5(8) . . . . ?
C5 C6 C51 N50 0.9(8) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C45 N50 C51 C6 -178.1(4) . . . . ?
C45 C44 C49 C48 -56.6(6) . . . . ?
C12 C11 C10 N9 176.5(4) . . . . ?
C12 C11 C10 C15 56.8(5) . . . . ?
C34 N33 C28 C27 118.7(5) . . . . ?
C34 N33 C28 C29 -120.9(5) . . . . ?
C34 C40 C41 C36 -177.7(4) . . . . ?
C34 C40 C39 C38 178.2(4) . . . . ?
C10 N9 C8 C4 178.9(4) . . . . ?
C10 C15 C14 C13 56.0(6) . . . . ?
C10 C11 C12 C13 -57.6(5) . . . . ?
C6 C5 C4 C8 178.5(4) . . . . ?
C6 C5 C4 C3 0.3(7) . . . . ?
C42 N43 C44 C45 126.7(5) . . . . ?
C42 N43 C44 C49 -112.7(5) . . . . ?
C42 C38 C39 C40 179.7(4) . . . . ?
C42 C38 C37 C36 -179.5(4) . . . . ?
C41 C40 C34 N33 175.3(5) . . . . ?
C41 C40 C39 C38 0.7(7) . . . . ?
C47 C48 C49 C44 55.9(6) . . . . ?
C44 N43 C42 C38 -178.3(4) . . . . ?
C44 C45 C46 C47 -57.5(6) . . . . ?
C7 C6 C51 N50 -177.8(5) . . . . ?
C7 C2 C3 C4 -0.7(8) . . . . ?
C8 N9 C10 C15 -113.3(5) . . . . ?
C8 N9 C10 C11 126.4(4) . . . . ?
C8 C4 C3 C2 -177.7(5) . . . . ?
C14 C15 C10 N9 -175.8(4) . . . . ?
C14 C15 C10 C11 -56.3(5) . . . . ?
C4 C5 C6 C7 -0.8(7) . . . . ?
C4 C5 C6 C51 -179.5(4) . . . . ?
C3 C2 C7 C6 0.3(8) . . . . ?
C39 C38 C42 N43 -171.6(5) . . . . ?
C39 C38 C37 C36 1.5(7) . . . . ?
C39 C40 C34 N33 -2.2(7) . . . . ?
C39 C40 C41 C36 -0.2(7) . . . . ?
C37 C38 C42 N43 9.4(7) . . . . ?
C37 C38 C39 C40 -1.4(7) . . . . ?
C51 N50 C45 C44 109.6(5) . . . . ?
C51 N50 C45 C46 -128.3(5) . . . . ?
C51 C6 C7 C2 179.2(5) . . . . ?
C46 C45 C44 N43 177.8(4) . . . . ?
C46 C45 C44 C49 57.9(5) . . . . ?
C46 C47 C48 C49 -56.2(6) . . . . ?
C48 C47 C46 C45 56.8(6) . . . . ?
C32 C27 C28 N33 176.9(4) . . . . ?
C32 C27 C28 C29 56.8(5) . . . . ?
C31 C30 C29 C28 57.1(6) . . . . ?
C29 C30 C31 C32 -55.8(6) . . . . ?
