#------------------------------------------------------------------------------
#$Date: 2024-10-06 10:10:37 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295194 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/23/1572327.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_1572327
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, 0.699(C3 H7)'
_chemical_formula_sum            'C44.1 H49.89 Br3 N6'
_chemical_formula_weight         903.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 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                 101.598(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.6941(11)
_cell_length_b                   14.3036(7)
_cell_length_c                   27.0164(13)
_cell_measurement_reflns_used    8883
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      24.5220
_cell_measurement_theta_min      1.5510
_cell_volume                     8969.2(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00  25.00   1.00  100.00    --  -15.10 -68.00-180.00  129
  2  ω    -55.00  74.00   1.00  100.00    --  -15.10  68.00 150.00  129
  3  ω    -92.00   3.00   1.00  100.00    --  -15.10 -68.00 120.00   95
  4  ω    -41.00  68.00   1.00  100.00    --  -15.10  19.00 -60.00  109
  5  ω    -95.00  -3.00   1.00  100.00    --  -15.10 -68.00  30.00   92
;
_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      0.0016668000
_diffrn_orient_matrix_UB_12      0.0476016000
_diffrn_orient_matrix_UB_13      -0.0069018000
_diffrn_orient_matrix_UB_21      -0.0114279000
_diffrn_orient_matrix_UB_22      -0.0117351000
_diffrn_orient_matrix_UB_23      -0.0255774000
_diffrn_orient_matrix_UB_31      -0.0282853000
_diffrn_orient_matrix_UB_32      0.0074583000
_diffrn_orient_matrix_UB_33      0.0041045000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1108
_diffrn_reflns_av_unetI/netI     0.0985
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            42323
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.389
_diffrn_reflns_theta_min         1.539
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.734
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.338
_exptl_crystal_description       block
_exptl_crystal_F_000             3692
_exptl_crystal_preparation
'Slow vapour diffusion of n-hexane into an ethylacetate solution of a 1:1 mixture of the [3+3]-RR and [3+3]-SS bromo substituted macryocycles.'
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.589
_refine_diff_density_min         -0.937
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         8202
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1507
_refine_ls_R_factor_gt           0.0942
_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)+(0.0883P)²+157.7715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2224
_refine_ls_wR_factor_ref         0.2449
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4889
_reflns_number_total             8202
_reflns_threshold_expression     'I > 2σ(I)'
_twin_special_details
;
Component 2 rotated by 6.9391° 
around [-0.89 -0.14 0.44] (reciprocal) or [-0.89 -0.40 0.20] (direct)
;
_cod_data_source_file            d4sc04207g2.cif
_cod_data_source_block           33-rac_ams330-4_etoachex_100k_v0332_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 1572326--1572335.cif.'
_cod_original_formula_sum        'C44.10 H49.89 Br3 N6'
_cod_database_code               1572327
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Br3 C42 H45 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   0.922
_shelx_estimated_absorpt_t_min   0.625
_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. Restrained distances
 C54-C53 = C52-C53
 1.5 with sigma of 0.01
3. Others
 Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(C52)=Sof(H52A)=
 Sof(H52B)=Sof(H52C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C45(H45), C28(H28), C10(H10), C27(H27), C44(H44)
4.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C31(H31A,H31B), C12(H12A,H12B), C32(H32A,
 H32B), C48(H48A,H48B), C29(H29A,H29B), C30(H30A,H30B), C47(H47A,H47B),
 C46(H46A,H46B), C14(H14A,H14B), C49(H49A,H49B), C54(H54A,H54B), C53(H53A,H53B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C34(H34), C39(H39), C17(H17), C8(H8), C20(H20), C24(H24), C3(H3),
 C41(H41), C51(H51), C42(H42), C7(H7), C22(H22), C37(H37), C25(H25)
4.d Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C)
;
_olex2_date_sample_data_collection 2022-02-16
_olex2_submission_original_sample_id 'AMS330-4 EtOAc Hex 100 K'
_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 1.260
_oxdiff_exptl_absorpt_empirical_full_min 0.801
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
Br18 Br 0.84533(4) 0.60510(7) 0.55314(4) 0.0517(3) Uani 1 1 d . . . . .
Br35 Br 0.67513(5) 0.93277(8) 0.40039(4) 0.0540(3) Uani 1 1 d . . . . .
Br1 Br 0.69438(5) 0.40772(10) 0.27860(4) 0.0659(4) Uani 1 1 d . . . . .
N16 N 0.6928(3) 0.3216(5) 0.5723(3) 0.0351(18) Uani 1 1 d . . . . .
N50 N 0.4752(3) 0.4864(5) 0.2995(3) 0.0381(18) Uani 1 1 d . . . . .
N33 N 0.5518(3) 0.8551(5) 0.5452(3) 0.0365(17) Uani 1 1 d . . . . .
N43 N 0.4495(3) 0.6718(5) 0.3300(3) 0.0391(19) Uani 1 1 d . . . . .
N26 N 0.6098(3) 0.7350(5) 0.6218(3) 0.0387(18) Uani 1 1 d . . . . .
N9 N 0.6274(3) 0.2397(5) 0.4817(3) 0.0351(17) Uani 1 1 d . . . . .
C4 C 0.6307(4) 0.3171(6) 0.4020(3) 0.034(2) Uani 1 1 d . . . . .
C5 C 0.5752(4) 0.3538(6) 0.3932(3) 0.033(2) Uani 1 1 d . . . . .
H5 H 0.551629 0.344618 0.417321 0.040 Uiso 1 1 calc R U . . .
C34 C 0.5275(4) 0.8043(6) 0.5095(3) 0.035(2) Uani 1 1 d . . . . .
H34 H 0.497856 0.762756 0.514476 0.042 Uiso 1 1 calc R U . . .
C39 C 0.5126(4) 0.7629(6) 0.4173(3) 0.035(2) Uani 1 1 d . . . . .
H39 H 0.479758 0.727667 0.421020 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6666(4) 0.3967(6) 0.5798(3) 0.035(2) Uani 1 1 d . . . . .
H17 H 0.628439 0.392598 0.585484 0.042 Uiso 1 1 calc R U . . .
C8 C 0.6555(3) 0.2631(6) 0.4478(3) 0.0294(19) Uani 1 1 d . . . . .
H8 H 0.694770 0.244601 0.452422 0.035 Uiso 1 1 calc R U . . .
C20 C 0.7425(4) 0.6668(7) 0.5819(3) 0.041(2) Uani 1 1 d . . . . .
H20 H 0.759684 0.726994 0.582902 0.050 Uiso 1 1 calc R U . . .
C19 C 0.7707(4) 0.5905(7) 0.5682(3) 0.042(2) Uani 1 1 d . . . . .
C24 C 0.7477(4) 0.5017(6) 0.5671(3) 0.034(2) Uani 1 1 d . . . . .
H24 H 0.768137 0.449465 0.557957 0.041 Uiso 1 1 calc R U . . .
C21 C 0.6885(4) 0.6563(6) 0.5944(3) 0.037(2) Uani 1 1 d . . . . .
C11 C 0.6613(4) 0.2336(6) 0.5735(3) 0.036(2) Uani 1 1 d . . . . .
H11 H 0.621409 0.247117 0.578365 0.044 Uiso 1 1 calc R U . . .
C3 C 0.6652(4) 0.3324(6) 0.3672(3) 0.036(2) Uani 1 1 d . . . . .
H3 H 0.703249 0.308037 0.372999 0.043 Uiso 1 1 calc R U . . .
C40 C 0.5446(4) 0.8083(6) 0.4586(3) 0.034(2) Uani 1 1 d . . . . .
C41 C 0.5932(4) 0.8589(6) 0.4541(3) 0.034(2) Uani 1 1 d . . . . .
H41 H 0.615832 0.889483 0.482564 0.041 Uiso 1 1 calc R U . . .
C45 C 0.4165(4) 0.5206(7) 0.2925(3) 0.041(2) Uani 1 1 d . . . . .
H45 H 0.400824 0.507166 0.323484 0.049 Uiso 1 1 calc R U . . .
C28 C 0.5323(4) 0.8440(6) 0.5928(3) 0.039(2) Uani 1 1 d . . . . .
H28 H 0.503646 0.791974 0.589900 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5540(4) 0.4038(6) 0.3492(3) 0.036(2) Uani 1 1 d . . . . .
C2 C 0.6445(4) 0.3821(7) 0.3250(3) 0.039(2) Uani 1 1 d . . . . .
C51 C 0.4952(4) 0.4423(6) 0.3392(3) 0.036(2) Uani 1 1 d . . . . .
H51 H 0.471738 0.433511 0.363523 0.043 Uiso 1 1 calc R U . . .
C42 C 0.4931(4) 0.7202(7) 0.3263(3) 0.039(2) Uani 1 1 d . . . . .
H42 H 0.503748 0.725924 0.294387 0.047 Uiso 1 1 calc R U . . .
C23 C 0.6938(4) 0.4903(6) 0.5797(3) 0.037(2) Uani 1 1 d . . . . .
C7 C 0.5892(4) 0.4178(6) 0.3140(4) 0.040(2) Uani 1 1 d . . . . .
H7 H 0.575475 0.450948 0.283481 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6586(4) 0.1829(6) 0.5236(3) 0.033(2) Uani 1 1 d . . . . .
H10 H 0.698734 0.172613 0.518464 0.039 Uiso 1 1 calc R U . . .
C22 C 0.6649(4) 0.5676(6) 0.5929(3) 0.037(2) Uani 1 1 d . . . . .
H22 H 0.628035 0.559523 0.601130 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6644(4) 0.0776(7) 0.6182(4) 0.046(2) Uani 1 1 d . . . . .
H13A H 0.686751 0.038686 0.645502 0.055 Uiso 1 1 calc R U . . .
H13B H 0.625179 0.085863 0.625039 0.055 Uiso 1 1 calc R U . . .
C15 C 0.6290(4) 0.0883(6) 0.5238(4) 0.043(2) Uani 1 1 d . . . . .
H15A H 0.629115 0.055431 0.491593 0.051 Uiso 1 1 calc R U . . .
H15B H 0.588451 0.097582 0.526871 0.051 Uiso 1 1 calc R U . . .
C37 C 0.5757(4) 0.8185(7) 0.3652(3) 0.040(2) Uani 1 1 d . . . . .
H37 H 0.586557 0.822453 0.333330 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5406(4) 0.9082(7) 0.6980(4) 0.047(3) Uani 1 1 d . . . . .
H31A H 0.529014 0.902907 0.731076 0.056 Uiso 1 1 calc R U . . .
H31B H 0.569631 0.958669 0.700333 0.056 Uiso 1 1 calc R U . . .
C27 C 0.5845(4) 0.8219(6) 0.6342(3) 0.037(2) Uani 1 1 d . . . . .
H27 H 0.613448 0.873202 0.635604 0.045 Uiso 1 1 calc R U . . .
C12 C 0.6936(4) 0.1743(6) 0.6181(3) 0.038(2) Uani 1 1 d . . . . .
H12A H 0.693175 0.206880 0.650334 0.046 Uiso 1 1 calc R U . . .
H12B H 0.734220 0.166006 0.615007 0.046 Uiso 1 1 calc R U . . .
C25 C 0.6585(4) 0.7384(7) 0.6094(3) 0.039(2) Uani 1 1 d . . . . .
H25 H 0.676771 0.797580 0.609791 0.047 Uiso 1 1 calc R U . . .
C38 C 0.5277(4) 0.7676(7) 0.3702(3) 0.041(2) Uani 1 1 d . . . . .
C44 C 0.4171(4) 0.6268(7) 0.2840(3) 0.040(2) Uani 1 1 d . . . . .
H44 H 0.436422 0.640474 0.255099 0.049 Uiso 1 1 calc R U . . .
C32 C 0.5667(4) 0.8151(7) 0.6849(4) 0.044(2) Uani 1 1 d . . . . .
H32A H 0.600782 0.799620 0.711370 0.052 Uiso 1 1 calc R U . . .
H32B H 0.538089 0.764434 0.683823 0.052 Uiso 1 1 calc R U . . .
C36 C 0.6081(4) 0.8639(7) 0.4067(3) 0.041(2) Uani 1 1 d . . . . .
C48 C 0.3207(4) 0.6168(7) 0.2254(3) 0.045(2) Uani 1 1 d . . . . .
H48A H 0.338129 0.629599 0.195746 0.054 Uiso 1 1 calc R U . . .
H48B H 0.280965 0.641940 0.218306 0.054 Uiso 1 1 calc R U . . .
C29 C 0.5047(4) 0.9361(7) 0.6055(3) 0.041(2) Uani 1 1 d . . . . .
H29A H 0.532072 0.988186 0.604964 0.049 Uiso 1 1 calc R U . . .
H29B H 0.469760 0.948851 0.579344 0.049 Uiso 1 1 calc R U . . .
C30 C 0.4883(4) 0.9320(7) 0.6572(4) 0.044(2) Uani 1 1 d . . . . .
H30A H 0.472405 0.993115 0.664805 0.052 Uiso 1 1 calc R U . . .
H30B H 0.458092 0.883992 0.656784 0.052 Uiso 1 1 calc R U . . .
C47 C 0.3190(4) 0.5106(8) 0.2342(4) 0.048(3) Uani 1 1 d . . . . .
H47A H 0.298704 0.497436 0.262078 0.058 Uiso 1 1 calc R U . . .
H47B H 0.297614 0.479655 0.203290 0.058 Uiso 1 1 calc R U . . .
C46 C 0.3791(4) 0.4725(7) 0.2472(4) 0.044(2) Uani 1 1 d . . . . .
H46A H 0.397435 0.479619 0.217577 0.053 Uiso 1 1 calc R U . . .
H46B H 0.377231 0.404870 0.254466 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6604(4) 0.0282(7) 0.5683(3) 0.043(2) Uani 1 1 d . . . . .
H14A H 0.639425 -0.031566 0.568912 0.052 Uiso 1 1 calc R U . . .
H14B H 0.699658 0.013508 0.563215 0.052 Uiso 1 1 calc R U . . .
C49 C 0.3560(4) 0.6658(7) 0.2722(3) 0.047(3) Uani 1 1 d . . . . .
H49A H 0.357303 0.733878 0.265791 0.056 Uiso 1 1 calc R U . . .
H49B H 0.337491 0.656026 0.301464 0.056 Uiso 1 1 calc R U . . .
C54 C 0.7366(8) 0.7156(13) 0.2586(7) 0.081(6) Uiso 0.699(19) 1 d D . P . .
H54A H 0.765726 0.669974 0.275224 0.097 Uiso 0.699(19) 1 calc R U P . .
H54B H 0.712288 0.683570 0.229386 0.097 Uiso 0.699(19) 1 calc R U P . .
C53 C 0.6993(10) 0.7408(17) 0.2950(9) 0.123(9) Uiso 0.699(19) 1 d D . P . .
H53A H 0.669550 0.787106 0.280345 0.148 Uiso 0.699(19) 1 calc R U P . .
H53B H 0.722345 0.765793 0.326929 0.148 Uiso 0.699(19) 1 calc R U P . .
C52 C 0.6729(14) 0.6475(19) 0.3030(12) 0.165(13) Uiso 0.699(19) 1 d D . P . .
H52A H 0.695641 0.597362 0.291905 0.247 Uiso 0.699(19) 1 calc R U P . .
H52B H 0.633331 0.645037 0.283395 0.247 Uiso 0.699(19) 1 calc R U P . .
H52C H 0.672472 0.639434 0.338972 0.247 Uiso 0.699(19) 1 calc R U P . .
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'
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
C17 N16 C11 116.9(7) . . ?
C51 N50 C45 118.0(8) . . ?
C34 N33 C28 115.9(8) . . ?
C42 N43 C44 118.1(8) . . ?
C25 N26 C27 118.0(8) . . ?
C8 N9 C10 116.3(7) . . ?
C5 C4 C8 123.0(8) . . ?
C3 C4 C5 119.4(8) . . ?
C3 C4 C8 117.5(8) . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(8) . . ?
C6 C5 H5 119.7 . . ?
N33 C34 H34 119.6 . . ?
N33 C34 C40 120.9(8) . . ?
C40 C34 H34 119.6 . . ?
C40 C39 H39 119.4 . . ?
C40 C39 C38 121.2(9) . . ?
C38 C39 H39 119.4 . . ?
N16 C17 H17 118.9 . . ?
N16 C17 C23 122.2(8) . . ?
C23 C17 H17 118.9 . . ?
N9 C8 C4 124.0(7) . . ?
N9 C8 H8 118.0 . . ?
C4 C8 H8 118.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(9) . . ?
C21 C20 H20 120.0 . . ?
C20 C19 Br18 119.7(7) . . ?
C20 C19 C24 121.8(9) . . ?
C24 C19 Br18 118.5(7) . . ?
C19 C24 H24 120.7 . . ?
C19 C24 C23 118.7(8) . . ?
C23 C24 H24 120.7 . . ?
C20 C21 C25 119.9(9) . . ?
C22 C21 C20 118.5(8) . . ?
C22 C21 C25 121.6(8) . . ?
N16 C11 H11 109.6 . . ?
N16 C11 C10 108.8(7) . . ?
N16 C11 C12 108.3(7) . . ?
C10 C11 H11 109.6 . . ?
C10 C11 C12 110.9(7) . . ?
C12 C11 H11 109.6 . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.6(8) . . ?
C2 C3 H3 120.2 . . ?
C39 C40 C34 121.0(8) . . ?
C39 C40 C41 120.3(8) . . ?
C41 C40 C34 118.6(8) . . ?
C40 C41 H41 120.8 . . ?
C40 C41 C36 118.3(8) . . ?
C36 C41 H41 120.8 . . ?
N50 C45 H45 109.4 . . ?
N50 C45 C44 108.4(8) . . ?
N50 C45 C46 109.9(8) . . ?
C44 C45 H45 109.4 . . ?
C46 C45 H45 109.4 . . ?
C46 C45 C44 110.3(8) . . ?
N33 C28 H28 110.0 . . ?
N33 C28 C27 108.4(7) . . ?
N33 C28 C29 109.0(7) . . ?
C27 C28 H28 110.0 . . ?
C27 C28 C29 109.5(7) . . ?
C29 C28 H28 110.0 . . ?
C5 C6 C51 121.0(8) . . ?
C5 C6 C7 119.4(8) . . ?
C7 C6 C51 119.6(8) . . ?
C3 C2 Br1 119.0(7) . . ?
C3 C2 C7 122.9(8) . . ?
C7 C2 Br1 118.0(7) . . ?
N50 C51 C6 121.7(8) . . ?
N50 C51 H51 119.1 . . ?
C6 C51 H51 119.1 . . ?
N43 C42 H42 119.2 . . ?
N43 C42 C38 121.6(9) . . ?
C38 C42 H42 119.2 . . ?
C24 C23 C17 121.6(8) . . ?
C22 C23 C17 118.8(8) . . ?
C22 C23 C24 119.6(9) . . ?
C6 C7 H7 121.0 . . ?
C2 C7 C6 118.1(8) . . ?
C2 C7 H7 121.0 . . ?
N9 C10 C11 110.2(7) . . ?
N9 C10 H10 108.7 . . ?
N9 C10 C15 109.6(7) . . ?
C11 C10 H10 108.7 . . ?
C11 C10 C15 110.9(7) . . ?
C15 C10 H10 108.7 . . ?
C21 C22 C23 121.4(8) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
H13A C13 H13B 108.0 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C14 C13 C12 111.5(8) . . ?
C10 C15 H15A 109.6 . . ?
C10 C15 H15B 109.6 . . ?
C10 C15 C14 110.4(7) . . ?
H15A C15 H15B 108.1 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C38 C37 H37 119.9 . . ?
C38 C37 C36 120.2(9) . . ?
C36 C37 H37 119.9 . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.8 . . ?
C32 C31 H31B 109.8 . . ?
C30 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
C30 C31 C32 109.5(8) . . ?
N26 C27 C28 108.8(7) . . ?
N26 C27 H27 109.0 . . ?
N26 C27 C32 110.9(7) . . ?
C28 C27 H27 109.0 . . ?
C32 C27 C28 110.2(8) . . ?
C32 C27 H27 109.0 . . ?
C11 C12 C13 109.9(7) . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N26 C25 C21 124.0(9) . . ?
N26 C25 H25 118.0 . . ?
C21 C25 H25 118.0 . . ?
C39 C38 C42 120.8(9) . . ?
C37 C38 C39 118.9(9) . . ?
C37 C38 C42 120.3(9) . . ?
N43 C44 C45 108.9(7) . . ?
N43 C44 H44 109.3 . . ?
N43 C44 C49 109.2(7) . . ?
C45 C44 H44 109.3 . . ?
C49 C44 C45 110.9(8) . . ?
C49 C44 H44 109.3 . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
C27 C32 C31 110.5(8) . . ?
C27 C32 H32A 109.6 . . ?
C27 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C41 C36 Br35 118.5(7) . . ?
C37 C36 Br35 120.4(7) . . ?
C37 C36 C41 121.1(9) . . ?
H48A C48 H48B 108.1 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C49 C48 C47 110.5(8) . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 C28 111.6(8) . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C31 C30 C29 110.6(8) . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C48 C47 H47A 109.7 . . ?
C48 C47 H47B 109.7 . . ?
H47A C47 H47B 108.2 . . ?
C46 C47 C48 110.0(9) . . ?
C46 C47 H47A 109.7 . . ?
C46 C47 H47B 109.7 . . ?
C45 C46 H46A 108.9 . . ?
C45 C46 H46B 108.9 . . ?
C47 C46 C45 113.3(8) . . ?
C47 C46 H46A 108.9 . . ?
C47 C46 H46B 108.9 . . ?
H46A C46 H46B 107.7 . . ?
C13 C14 C15 111.6(8) . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C44 C49 C48 110.0(8) . . ?
C44 C49 H49A 109.7 . . ?
C44 C49 H49B 109.7 . . ?
C48 C49 H49A 109.7 . . ?
C48 C49 H49B 109.7 . . ?
H49A C49 H49B 108.2 . . ?
C54 C54 H54A 108.2 7_665 . ?
C54 C54 H54B 108.2 7_665 . ?
C54 C54 C53 117(2) 7_665 . ?
H54A C54 H54B 107.3 . . ?
C53 C54 H54A 108.2 . . ?
C53 C54 H54B 108.2 . . ?
C54 C53 H53A 111.5 . . ?
C54 C53 H53B 111.5 . . ?
C54 C53 C52 101.4(19) . . ?
H53A C53 H53B 109.3 . . ?
C52 C53 H53A 111.5 . . ?
C52 C53 H53B 111.5 . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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 1.903(9) . ?
Br35 C36 1.906(9) . ?
Br1 C2 1.923(8) . ?
N16 C17 1.277(11) . ?
N16 C11 1.467(11) . ?
N50 C45 1.452(11) . ?
N50 C51 1.251(11) . ?
N33 C34 1.252(11) . ?
N33 C28 1.460(11) . ?
N43 C42 1.264(11) . ?
N43 C44 1.471(11) . ?
N26 C27 1.448(11) . ?
N26 C25 1.265(11) . ?
N9 C8 1.280(10) . ?
N9 C10 1.465(11) . ?
C4 C5 1.391(12) . ?
C4 C8 1.477(12) . ?
C4 C3 1.381(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(12) . ?
C34 H34 0.9500 . ?
C34 C40 1.510(12) . ?
C39 H39 0.9500 . ?
C39 C40 1.380(12) . ?
C39 C38 1.390(12) . ?
C17 H17 0.9500 . ?
C17 C23 1.486(13) . ?
C8 H8 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.370(13) . ?
C20 C21 1.396(12) . ?
C19 C24 1.380(13) . ?
C24 H24 0.9500 . ?
C24 C23 1.396(12) . ?
C21 C22 1.384(13) . ?
C21 C25 1.471(12) . ?
C11 H11 1.0000 . ?
C11 C10 1.520(12) . ?
C11 C12 1.545(12) . ?
C3 H3 0.9500 . ?
C3 C2 1.350(12) . ?
C40 C41 1.387(12) . ?
C41 H41 0.9500 . ?
C41 C36 1.397(12) . ?
C45 H45 1.0000 . ?
C45 C44 1.537(13) . ?
C45 C46 1.523(12) . ?
C28 H28 1.0000 . ?
C28 C27 1.523(13) . ?
C28 C29 1.540(13) . ?
C6 C51 1.472(12) . ?
C6 C7 1.399(12) . ?
C2 C7 1.382(13) . ?
C51 H51 0.9500 . ?
C42 H42 0.9500 . ?
C42 C38 1.465(13) . ?
C23 C22 1.384(13) . ?
C7 H7 0.9500 . ?
C10 H10 1.0000 . ?
C10 C15 1.525(12) . ?
C22 H22 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.546(13) . ?
C13 C14 1.508(13) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.540(13) . ?
C37 H37 0.9500 . ?
C37 C38 1.379(13) . ?
C37 C36 1.386(13) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.540(13) . ?
C31 C30 1.522(14) . ?
C27 H27 1.0000 . ?
C27 C32 1.514(12) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C25 H25 0.9500 . ?
C44 H44 1.0000 . ?
C44 C49 1.523(13) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C47 1.540(14) . ?
C48 C49 1.536(13) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.524(13) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C46 1.498(13) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C54 C54 1.31(3) 7_665 ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C53 1.492(10) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C52 1.509(10) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
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 177.9(6) . . . . ?
Br1 C2 C7 C6 -176.4(7) . . . . ?
N16 C17 C23 C24 5.8(13) . . . . ?
N16 C17 C23 C22 -173.8(8) . . . . ?
N16 C11 C10 N9 -61.5(9) . . . . ?
N16 C11 C10 C15 176.9(7) . . . . ?
N16 C11 C12 C13 -175.6(7) . . . . ?
N50 C45 C44 N43 -64.3(9) . . . . ?
N50 C45 C44 C49 175.5(7) . . . . ?
N50 C45 C46 C47 -174.4(8) . . . . ?
N33 C34 C40 C39 -170.6(8) . . . . ?
N33 C34 C40 C41 9.3(12) . . . . ?
N33 C28 C27 N26 -61.4(9) . . . . ?
N33 C28 C27 C32 176.8(7) . . . . ?
N33 C28 C29 C30 -174.8(7) . . . . ?
N43 C42 C38 C39 -1.7(14) . . . . ?
N43 C42 C38 C37 178.8(9) . . . . ?
N43 C44 C49 C48 -177.7(8) . . . . ?
N26 C27 C32 C31 179.3(8) . . . . ?
N9 C10 C15 C14 -178.9(8) . . . . ?
C4 C5 C6 C51 179.5(8) . . . . ?
C4 C5 C6 C7 -0.7(13) . . . . ?
C4 C3 C2 Br1 177.1(7) . . . . ?
C4 C3 C2 C7 -1.2(15) . . . . ?
C5 C4 C8 N9 5.0(14) . . . . ?
C5 C4 C3 C2 -0.5(14) . . . . ?
C5 C6 C51 N50 -179.0(9) . . . . ?
C5 C6 C7 C2 -0.9(13) . . . . ?
C34 N33 C28 C27 124.8(8) . . . . ?
C34 N33 C28 C29 -116.1(9) . . . . ?
C34 C40 C41 C36 -178.7(8) . . . . ?
C39 C40 C41 C36 1.2(13) . . . . ?
C17 N16 C11 C10 122.9(8) . . . . ?
C17 N16 C11 C12 -116.5(8) . . . . ?
C17 C23 C22 C21 178.9(8) . . . . ?
C8 N9 C10 C11 120.0(8) . . . . ?
C8 N9 C10 C15 -117.6(8) . . . . ?
C8 C4 C5 C6 -179.8(8) . . . . ?
C8 C4 C3 C2 -179.4(8) . . . . ?
C20 C19 C24 C23 0.9(14) . . . . ?
C20 C21 C22 C23 0.4(13) . . . . ?
C20 C21 C25 N26 -179.2(9) . . . . ?
C19 C20 C21 C22 0.6(13) . . . . ?
C19 C20 C21 C25 179.6(8) . . . . ?
C19 C24 C23 C17 -179.6(8) . . . . ?
C19 C24 C23 C22 0.0(13) . . . . ?
C24 C23 C22 C21 -0.7(13) . . . . ?
C21 C20 C19 Br18 -178.2(7) . . . . ?
C21 C20 C19 C24 -1.2(14) . . . . ?
C11 N16 C17 C23 179.8(8) . . . . ?
C11 C10 C15 C14 -56.9(10) . . . . ?
C3 C4 C5 C6 1.4(13) . . . . ?
C3 C4 C8 N9 -176.2(8) . . . . ?
C3 C2 C7 C6 1.9(14) . . . . ?
C40 C39 C38 C42 -179.2(8) . . . . ?
C40 C39 C38 C37 0.3(14) . . . . ?
C40 C41 C36 Br35 -179.6(6) . . . . ?
C40 C41 C36 C37 -0.8(13) . . . . ?
C45 N50 C51 C6 179.1(8) . . . . ?
C45 C44 C49 C48 -57.6(10) . . . . ?
C28 N33 C34 C40 -179.0(7) . . . . ?
C28 C27 C32 C31 -60.3(10) . . . . ?
C28 C29 C30 C31 56.5(11) . . . . ?
C51 N50 C45 C44 123.7(9) . . . . ?
C51 N50 C45 C46 -115.7(9) . . . . ?
C51 C6 C7 C2 178.9(8) . . . . ?
C42 N43 C44 C45 121.2(9) . . . . ?
C42 N43 C44 C49 -117.5(9) . . . . ?
C7 C6 C51 N50 1.1(14) . . . . ?
C10 N9 C8 C4 177.6(8) . . . . ?
C10 C11 C12 C13 -56.4(10) . . . . ?
C10 C15 C14 C13 56.0(11) . . . . ?
C22 C21 C25 N26 -0.2(14) . . . . ?
C27 N26 C25 C21 -178.0(8) . . . . ?
C27 C28 C29 C30 -56.5(10) . . . . ?
C12 C11 C10 N9 179.5(7) . . . . ?
C12 C11 C10 C15 57.9(9) . . . . ?
C12 C13 C14 C15 -55.6(11) . . . . ?
C25 N26 C27 C28 110.6(9) . . . . ?
C25 N26 C27 C32 -128.1(9) . . . . ?
C25 C21 C22 C23 -178.7(8) . . . . ?
C38 C39 C40 C34 178.9(8) . . . . ?
C38 C39 C40 C41 -0.9(13) . . . . ?
C38 C37 C36 Br35 179.0(7) . . . . ?
C38 C37 C36 C41 0.3(14) . . . . ?
C44 N43 C42 C38 179.8(8) . . . . ?
C44 C45 C46 C47 -54.9(11) . . . . ?
C32 C31 C30 C29 -56.8(11) . . . . ?
C36 C37 C38 C39 0.0(14) . . . . ?
C36 C37 C38 C42 179.5(9) . . . . ?
C48 C47 C46 C45 55.7(11) . . . . ?
C29 C28 C27 N26 179.8(7) . . . . ?
C29 C28 C27 C32 58.0(10) . . . . ?
C30 C31 C32 C27 59.2(11) . . . . ?
C47 C48 C49 C44 58.4(10) . . . . ?
C46 C45 C44 N43 175.4(7) . . . . ?
C46 C45 C44 C49 55.1(10) . . . . ?
C14 C13 C12 C11 55.4(10) . . . . ?
C49 C48 C47 C46 -56.8(10) . . . . ?
C54 C54 C53 C52 176(3) 7_665 . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7719 28116 17638 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.2281 28169 17638 nmt 0.9917 -0.0454 -0.0285 0.0316 0.9915 0.0605 0.0311
-0.2013 0.9983
