#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:08:44 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282316 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/62/7246257.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_7246257
loop_
_publ_author_name
'Stoesser, Julian'
'Engelage, Elric'
'Belmonte, Debora'
'Huber, Stefan M.'
_publ_section_title
;
 Just at the limit: binding studies with neutral brominated
 terphenyl-derived halogen bond donors
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1501
_journal_page_last               1506
_journal_paper_doi               10.1039/D2CE01629J
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C18 Br4 F10, C9 H18 N3, I'
_chemical_formula_sum            'C27 H18 Br4 F10 I N3'
_chemical_formula_weight         1020.98
_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_Hall           '-P 2c 2b'
_space_group_name_H-M_alt        'P b c m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-04 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.3907(4)
_cell_length_b                   7.68010(10)
_cell_length_c                   42.9380(10)
_cell_measurement_reflns_used    5995
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      66.5
_cell_measurement_theta_min      3.0
_cell_volume                     6724.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_molecular_graphics
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  26.00   0.50    1.30    --  -47.45   5.00 -34.00  114
  2  ω    -40.00   8.00   0.50    1.30    --  -47.45  38.00   0.00   96
  3  ω    -48.00 -23.00   0.50    7.50    --  -86.25  45.00 -90.00   50
  4  ω    -54.00 -14.00   0.50    7.50    --  -86.25  61.00-180.00   80
  5  ω    -86.00 -44.00   0.50    7.50    --  -86.25 125.00  60.00   84
  6  ω   -120.00 -25.00   0.50    1.30    --  -47.45  -5.00 149.00  190
  7  ω    -18.00   7.00   0.50    1.30    --   47.45  -5.00 149.00   50
  8  ω     44.00  70.00   0.50    7.50    --  106.49 -61.00  30.00   52
  9  ω     77.00 105.00   0.50    7.50    --  106.49 -94.00 -30.00   56
 10  ω     73.00  99.00   0.50    7.50    --  106.49-125.00  60.00   52
 11  ω     86.00 111.00   0.50    7.50    --  106.49-125.00 150.00   50
 12  ω     41.00  72.00   0.50    7.50    --  106.49-125.00 150.00   62
 13  ω     35.00  62.00   0.50    7.50    --  106.49 -61.00   0.00   54
 14  ω     45.00  70.00   0.50    7.50    --  106.49 -61.00 -60.00   50
 15  ω     34.00  59.00   0.50    7.50    --  106.49 -61.00-120.00   50
 16  ω     77.00 108.00   0.50    7.50    --  106.49 -77.00-150.00   62
 17  ω     60.00  86.00   0.50    1.30    --   47.45   5.00 -34.00   52
 18  ω     66.00 178.00   0.50    7.50    --  106.49   5.00 -34.00  224
 19  ω    140.00 177.00   0.50    7.50    --  106.49  15.00-150.00   74
 20  ω    128.00 153.00   0.50    7.50    --  106.49  45.00-180.00   50
 21  ω    110.00 136.00   0.50    7.50    --  106.49  15.00-150.00   52
 22  ω     39.00  64.00   0.50    7.50    --  106.49 -77.00-150.00   50
 23  ω     36.00  62.00   0.50    7.50    --  106.49 -61.00 -30.00   52
 24  ω     34.00  68.00   0.50    7.50    --  106.49 -94.00 -30.00   68
 25  ω   -132.00 -92.00   0.50    7.50    --  -86.25  -5.00 149.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0235784000
_diffrn_orient_matrix_UB_12      0.0058554000
_diffrn_orient_matrix_UB_13      0.0340557000
_diffrn_orient_matrix_UB_21      0.0716818000
_diffrn_orient_matrix_UB_22      0.0079351000
_diffrn_orient_matrix_UB_23      -0.0112294000
_diffrn_orient_matrix_UB_31      -0.0034626000
_diffrn_orient_matrix_UB_32      0.2002735000
_diffrn_orient_matrix_UB_33      -0.0005552000
_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  0.0505
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            39157
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.496
_diffrn_reflns_theta_max         66.496
_diffrn_reflns_theta_min         2.989
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    13.782
_exptl_absorpt_correction_T_max  0.682
_exptl_absorpt_correction_T_min  0.230
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent colourless'
_exptl_crystal_density_diffrn    2.017
_exptl_crystal_description       plate
_exptl_crystal_F_000             3872
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Slow evaporation of dichloromethane'
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.057
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         5995
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0442
_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)+(0.0315P)²+20.2053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5328
_reflns_number_total             5995
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01629j3.cif
_cod_data_source_block           js-pbr4i
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7246252--7246257.cif.
;
_cod_database_code               7246257
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.467
_oxdiff_exptl_absorpt_empirical_full_max 2.104
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y-1/2, 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
I2 I 0.14272(3) 0.250000 0.500000 0.04968(14) Uani 1 2 d S T P . .
N1 N 0.2738(4) 0.750000 0.500000 0.073(2) Uani 1 2 d S T P . .
N2 N 0.1173(2) 0.6735(6) 0.45959(11) 0.0531(11) Uani 1 1 d . . . . .
C19 C 0.3104(4) 0.6875(11) 0.4729(2) 0.099(3) Uani 1 1 d . . . . .
H19A H 0.328557 0.787078 0.461534 0.149 Uiso 1 1 calc R U . . .
H19B H 0.280939 0.621948 0.459214 0.149 Uiso 1 1 calc R U . . .
H19C H 0.346191 0.611721 0.479843 0.149 Uiso 1 1 calc R U . . .
C20 C 0.2080(4) 0.750000 0.500000 0.058(2) Uani 1 2 d S T P . .
C21 C 0.1496(3) 0.7193(7) 0.48532(15) 0.0492(13) Uani 1 1 d . . . . .
C22 C 0.0466(3) 0.6423(10) 0.46133(15) 0.0648(17) Uani 1 1 d . . . . .
H22A H 0.026450 0.668830 0.441155 0.097 Uiso 1 1 calc R U . . .
H22B H 0.027388 0.717302 0.477400 0.097 Uiso 1 1 calc R U . . .
H22C H 0.038528 0.520054 0.466612 0.097 Uiso 1 1 calc R U . . .
C23 C 0.1511(4) 0.6065(9) 0.43283(15) 0.0693(18) Uani 1 1 d . . . . .
H23A H 0.122512 0.614942 0.414532 0.104 Uiso 1 1 calc R U . . .
H23B H 0.162689 0.484327 0.436424 0.104 Uiso 1 1 calc R U . . .
H23C H 0.191035 0.674461 0.429259 0.104 Uiso 1 1 calc R U . . .
F4 F 0.26753(16) 0.0097(4) 0.38318(8) 0.0537(8) Uani 1 1 d . . . . .
F5 F 0.32705(17) 0.5964(4) 0.39160(9) 0.0676(10) Uani 1 1 d . . . . .
F6 F 0.21363(19) 0.6907(4) 0.36402(10) 0.0699(10) Uani 1 1 d . . . . .
F7 F 0.12652(18) 0.4473(4) 0.34651(9) 0.0628(9) Uani 1 1 d . . . . .
C7 C 0.3000(3) 0.2997(7) 0.38772(13) 0.0461(13) Uani 1 1 d . . . . .
C8 C 0.2851(3) 0.4730(7) 0.38287(15) 0.0535(15) Uani 1 1 d . . . . .
C9 C 0.2271(3) 0.5212(7) 0.36870(15) 0.0554(15) Uani 1 1 d . . . . .
C10 C 0.1827(3) 0.3964(7) 0.35973(13) 0.0483(13) Uani 1 1 d . . . . .
C11 C 0.1948(3) 0.2209(6) 0.36457(12) 0.0427(12) Uani 1 1 d . . . . .
C12 C 0.2539(3) 0.1802(7) 0.37842(13) 0.0455(13) Uani 1 1 d . . . . .
Br1A Br 0.40692(16) 0.2897(3) 0.33637(8) 0.0742(8) Uani 0.619(9) 1 d . . P A 1
Br2A Br 0.2881(3) 0.1927(10) 0.45617(18) 0.0514(8) Uani 0.619(9) 1 d . . P A 1
Br3A Br 0.2080(3) 0.1177(10) 0.29642(18) 0.0558(10) Uani 0.58(3) 1 d . . P B 1
Br4A Br 0.1072(4) 0.0890(10) 0.4166(2) 0.0413(8) Uani 0.58(3) 1 d . . P B 1
F1A F 0.5308(5) 0.201(2) 0.3731(3) 0.114(4) Uani 0.619(9) 1 d D . P A 1
F2A F 0.5422(6) 0.103(3) 0.4332(3) 0.105(4) Uani 0.619(9) 1 d D . P A 1
F3A F 0.4372(9) 0.101(3) 0.4705(3) 0.085(3) Uani 0.619(9) 1 d D . P A 1
F8A F 0.01471(19) -0.1710(5) 0.38828(9) 0.0757(11) Uani 0.58(3) 1 d . . P B 1
F9A F 0.010(2) -0.280(4) 0.3256(8) 0.073(6) Uani 0.58(3) 1 d . . P B 1
F10A F 0.0827(16) -0.132(4) 0.2853(3) 0.077(7) Uani 0.58(3) 1 d D . P B 1
C1A C 0.4169(10) 0.248(3) 0.3795(3) 0.056(4) Uani 0.619(9) 1 d . . P A 1
C2A C 0.4761(5) 0.1950(18) 0.3910(3) 0.064(2) Uani 0.619(9) 1 d D . P A 1
C3A C 0.4841(6) 0.155(2) 0.4226(4) 0.060(3) Uani 0.619(9) 1 d D . P A 1
C4A C 0.4303(7) 0.151(2) 0.4414(3) 0.064(2) Uani 0.619(9) 1 d D . P A 1
C5A C 0.3719(10) 0.194(3) 0.4299(6) 0.045(3) Uani 0.619(9) 1 d . . P A 1
C6A C 0.3636(3) 0.2471(8) 0.40174(18) 0.0587(16) Uani 0.619(9) 1 d . . P A 1
C13A C 0.1462(3) 0.0874(6) 0.35509(13) 0.0446(12) Uani 0.58(3) 1 d . . P B 1
C14A C 0.1037(3) 0.0172(7) 0.37686(13) 0.0474(11) Uani 0.58(3) 1 d . . P B 1
C15A C 0.0579(3) -0.1032(8) 0.36761(15) 0.0585(11) Uani 0.58(3) 1 d . . P B 1
C16A C 0.0529(3) -0.1527(8) 0.33703(16) 0.0625(17) Uani 0.58(3) 1 d D . P B 1
C17A C 0.0956(3) -0.0849(7) 0.31519(15) 0.0585(11) Uani 0.58(3) 1 d D . P B 1
C18A C 0.1455(7) 0.027(2) 0.3238(7) 0.0474(11) Uani 0.58(3) 1 d D . P B 1
Br1B Br 0.4299(4) 0.3118(7) 0.3488(2) 0.1039(16) Uani 0.381(9) 1 d . . P A 2
Br2B Br 0.2962(6) 0.1836(19) 0.4610(3) 0.064(2) Uani 0.381(9) 1 d . . P A 2
Br3B Br 0.1970(8) 0.1125(14) 0.2917(3) 0.073(2) Uani 0.42(3) 1 d . . P B 2
Br4B Br 0.1135(5) 0.0706(14) 0.4231(3) 0.0393(10) Uani 0.42(3) 1 d . . P B 2
F1B F 0.5401(8) 0.198(4) 0.3908(5) 0.114(4) Uani 0.381(9) 1 d D . P A 2
F2B F 0.5382(11) 0.104(5) 0.4494(5) 0.105(4) Uani 0.381(9) 1 d D . P A 2
F3B F 0.4225(17) 0.080(6) 0.4802(6) 0.085(3) Uani 0.381(9) 1 d D . P A 2
F8B F 0.01471(19) -0.1710(5) 0.38828(9) 0.0757(11) Uani 0.42(3) 1 d . . P B 2
F9B F 0.006(3) -0.253(6) 0.3323(12) 0.078(9) Uani 0.42(3) 1 d . . P B 2
F10B F 0.098(2) -0.150(5) 0.2861(4) 0.072(8) Uani 0.42(3) 1 d D . P B 2
C1B C 0.4269(18) 0.241(6) 0.3915(6) 0.056(4) Uani 0.381(9) 1 d . . P A 2
C2B C 0.4836(10) 0.194(4) 0.4072(7) 0.064(2) Uani 0.381(9) 1 d D . P A 2
C3B C 0.4788(11) 0.137(4) 0.4371(5) 0.060(3) Uani 0.381(9) 1 d D . P A 2
C4B C 0.4185(12) 0.134(4) 0.4508(6) 0.064(2) Uani 0.381(9) 1 d D . P A 2
C5B C 0.3574(19) 0.191(6) 0.4371(11) 0.045(3) Uani 0.381(9) 1 d . . P A 2
C6B C 0.3636(3) 0.2471(8) 0.40174(18) 0.0587(16) Uani 0.381(9) 1 d . . P A 2
C13B C 0.1462(3) 0.0874(6) 0.35509(13) 0.0446(12) Uani 0.42(3) 1 d . . P B 2
C14B C 0.1037(3) 0.0172(7) 0.37686(13) 0.0474(11) Uani 0.42(3) 1 d . . P B 2
C15B C 0.0579(3) -0.1032(8) 0.36761(15) 0.0585(11) Uani 0.42(3) 1 d . . P B 2
C16B C 0.0529(3) -0.1527(8) 0.33703(16) 0.0625(17) Uani 0.42(3) 1 d D . P B 2
C17B C 0.0956(3) -0.0849(7) 0.31519(15) 0.0585(11) Uani 0.42(3) 1 d D . P B 2
C18B C 0.1381(10) 0.042(3) 0.3244(9) 0.0474(11) Uani 0.42(3) 1 d D . P B 2
N3A N 0.2350(7) 0.6791(14) 0.250000 0.074(4) Uani 0.652(8) 2 d S T P C 1
N5A N 0.3803(4) 0.8356(11) 0.29206(18) 0.061(2) Uani 0.652(8) 1 d . . P C 1
C24A C 0.3496(3) 0.7978(8) 0.26601(14) 0.0562(15) Uani 0.652(8) 1 d . . P C 1
C25A C 0.2951(7) 0.7489(16) 0.250000 0.056(3) Uani 0.652(8) 2 d S T P C 1
C26A C 0.2090(6) 0.6083(15) 0.2795(3) 0.087(4) Uani 0.652(8) 1 d . . P C 1
H26A H 0.164453 0.564234 0.276098 0.130 Uiso 0.652(8) 1 calc R U P C 1
H26B H 0.208054 0.700503 0.295238 0.130 Uiso 0.652(8) 1 calc R U P C 1
H26C H 0.237227 0.513124 0.286642 0.130 Uiso 0.652(8) 1 calc R U P C 1
C27A C 0.3479(16) 0.800(4) 0.3197(5) 0.072(4) Uani 0.652(8) 1 d . . P C 1
H27A H 0.375412 0.834390 0.337326 0.087 Uiso 0.652(8) 1 calc R U P C 1
H27B H 0.338711 0.674610 0.320938 0.087 Uiso 0.652(8) 1 calc R U P C 1
H27C H 0.306514 0.864611 0.320315 0.087 Uiso 0.652(8) 1 calc R U P C 1
C28A C 0.4490(6) 0.892(2) 0.2915(3) 0.085(4) Uani 0.652(8) 1 d . . P C 1
H28A H 0.465291 0.903216 0.312850 0.127 Uiso 0.652(8) 1 calc R U P C 1
H28B H 0.452244 1.004763 0.280900 0.127 Uiso 0.652(8) 1 calc R U P C 1
H28C H 0.475398 0.805695 0.280265 0.127 Uiso 0.652(8) 1 calc R U P C 1
I1A I 0.3453(3) 0.2862(5) 0.250000 0.0621(7) Uani 0.725(17) 2 d S T P D 1
N3B N 0.4636(8) 0.919(3) 0.250000 0.049(5) Uani 0.348(8) 2 d S T P C 2
N5B N 0.3200(8) 0.747(2) 0.2929(4) 0.066(5) Uani 0.348(8) 1 d . . P C 2
C24B C 0.3496(3) 0.7978(8) 0.26601(14) 0.0562(15) Uani 0.348(8) 1 d . . P C 2
C25B C 0.4043(16) 0.842(3) 0.250000 0.063(8) Uani 0.348(8) 2 d S T P C 2
C26B C 0.4890(10) 0.989(3) 0.2789(4) 0.061(5) Uani 0.348(8) 1 d . . P C 2
H26D H 0.536897 0.998458 0.277605 0.092 Uiso 0.348(8) 1 calc R U P C 2
H26E H 0.477196 0.911634 0.296157 0.092 Uiso 0.348(8) 1 calc R U P C 2
H26F H 0.470230 1.104825 0.282588 0.092 Uiso 0.348(8) 1 calc R U P C 2
C27B C 0.357(3) 0.777(9) 0.3267(12) 0.072(4) Uani 0.348(8) 1 d . . P C 2
H27D H 0.324644 0.812146 0.342358 0.108 Uiso 0.348(8) 1 calc R U P C 2
H27E H 0.390173 0.868806 0.324525 0.108 Uiso 0.348(8) 1 calc R U P C 2
H27F H 0.378242 0.668709 0.333247 0.108 Uiso 0.348(8) 1 calc R U P C 2
C28B C 0.2573(12) 0.656(3) 0.2935(6) 0.082(7) Uani 0.348(8) 1 d . . P C 2
H28D H 0.264341 0.534030 0.299615 0.122 Uiso 0.348(8) 1 calc R U P C 2
H28E H 0.237449 0.659310 0.272709 0.122 Uiso 0.348(8) 1 calc R U P C 2
H28F H 0.227979 0.711894 0.308492 0.122 Uiso 0.348(8) 1 calc R U P C 2
I1B I 0.3633(4) 0.3072(10) 0.250000 0.0621(7) Uani 0.275(17) 2 d S T P D 2
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-33 0 -43 0.0349
20 12 0 0.0384
-20 -12 0 0.0243
33 0 43 0.0285
-20 12 0 0.0328
20 -12 0 0.0238
-2 2 -5 0.0205
0 0 0 0.0275
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
C20 N1 C19 120.7(4) . 4_566 ?
C20 N1 C19 120.7(4) . . ?
C19 N1 C19 118.7(9) 4_566 . ?
C21 N2 C23 121.4(5) . . ?
C21 N2 C22 119.2(5) . . ?
C23 N2 C22 117.1(6) . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C21 150.5(3) . . ?
N1 C20 C21 150.5(3) . 4_566 ?
C21 C20 C21 59.0(6) . 4_566 ?
N2 C21 C21 150.3(3) . 4_566 ?
N2 C21 C20 149.0(6) . . ?
C21 C21 C20 60.5(3) 4_566 . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C12 C7 C8 116.8(6) . . ?
C12 C7 C6B 122.2(5) . . ?
C8 C7 C6B 121.0(5) . . ?
C12 C7 C6A 122.2(5) . . ?
C8 C7 C6A 121.0(5) . . ?
F5 C8 C7 120.2(6) . . ?
F5 C8 C9 118.9(5) . . ?
C7 C8 C9 120.9(5) . . ?
F6 C9 C10 120.0(6) . . ?
F6 C9 C8 120.0(5) . . ?
C10 C9 C8 120.1(5) . . ?
F7 C10 C9 118.6(5) . . ?
F7 C10 C11 120.1(5) . . ?
C9 C10 C11 121.3(6) . . ?
C12 C11 C10 116.2(5) . . ?
C12 C11 C13B 123.1(5) . . ?
C10 C11 C13B 120.8(5) . . ?
C12 C11 C13A 123.1(5) . . ?
C10 C11 C13A 120.8(5) . . ?
F4 C12 C7 117.5(5) . . ?
F4 C12 C11 117.6(5) . . ?
C7 C12 C11 124.9(5) . . ?
C2A C1A C6A 115.2(10) . . ?
C2A C1A Br1A 120.0(13) . . ?
C6A C1A Br1A 124.4(11) . . ?
F1A C2A C1A 120.9(13) . . ?
F1A C2A C3A 117.4(11) . . ?
C1A C2A C3A 121.2(11) . . ?
F2A C3A C4A 120.4(14) . . ?
F2A C3A C2A 120.1(12) . . ?
C4A C3A C2A 119.1(11) . . ?
F3A C4A C5A 121.5(13) . . ?
F3A C4A C3A 119.0(12) . . ?
C5A C4A C3A 119.5(13) . . ?
C6A C5A C4A 123.1(9) . . ?
C6A C5A Br2A 114.3(16) . . ?
C4A C5A Br2A 122.6(16) . . ?
C5A C6A C1A 121.5(11) . . ?
C5A C6A C7 125.5(9) . . ?
C1A C6A C7 112.9(8) . . ?
C14A C13A C18A 120.3(8) . . ?
C14A C13A C11 120.2(5) . . ?
C18A C13A C11 119.5(8) . . ?
C15A C14A C13A 119.5(5) . . ?
C15A C14A Br4A 120.6(5) . . ?
C13A C14A Br4A 119.9(5) . . ?
F8A C15A C16A 118.2(6) . . ?
F8A C15A C14A 120.8(6) . . ?
C16A C15A C14A 120.9(6) . . ?
C15A C16A C17A 119.9(6) . . ?
C15A C16A F9A 125.1(15) . . ?
C17A C16A F9A 114.8(15) . . ?
F10A C17A C18A 124.1(18) . . ?
F10A C17A C16A 114.8(14) . . ?
C18A C17A C16A 121.0(13) . . ?
C17A C18A C13A 117.7(18) . . ?
C17A C18A Br3A 124.4(17) . . ?
C13A C18A Br3A 117.7(7) . . ?
C6B C1B C2B 130(2) . . ?
C6B C1B Br1B 109.3(16) . . ?
C2B C1B Br1B 121(3) . . ?
F1B C2B C3B 124(2) . . ?
F1B C2B C1B 117(3) . . ?
C3B C2B C1B 119(2) . . ?
F2B C3B C2B 112(2) . . ?
F2B C3B C4B 129(2) . . ?
C2B C3B C4B 119(2) . . ?
F3B C4B C3B 111(2) . . ?
F3B C4B C5B 122(2) . . ?
C3B C4B C5B 126(2) . . ?
C4B C5B C6B 113.9(18) . . ?
C4B C5B Br2B 113(3) . . ?
C6B C5B Br2B 133(3) . . ?
C1B C6B C7 134.7(12) . . ?
C1B C6B C5B 112.1(18) . . ?
C7 C6B C5B 113.1(16) . . ?
C18B C13B C14B 118.4(11) . . ?
C18B C13B C11 121.2(11) . . ?
C14B C13B C11 120.2(5) . . ?
C15B C14B C13B 119.5(5) . . ?
C15B C14B Br4B 119.0(5) . . ?
C13B C14B Br4B 121.2(5) . . ?
F8B C15B C16B 118.2(6) . . ?
F8B C15B C14B 120.8(6) . . ?
C16B C15B C14B 120.9(6) . . ?
F9B C16B C15B 112(2) . . ?
F9B C16B C17B 127(2) . . ?
C15B C16B C17B 119.9(6) . . ?
F10B C17B C18B 121(2) . . ?
F10B C17B C16B 121.0(15) . . ?
C18B C17B C16B 118.3(17) . . ?
C17B C18B C13B 122(3) . . ?
C17B C18B Br3B 113(2) . . ?
C13B C18B Br3B 123.7(10) . . ?
C25A N3A C26A 118.5(8) . . ?
C25A N3A C26A 118.5(8) . 6_556 ?
C26A N3A C26A 118.1(14) . 6_556 ?
C24A N5A C27A 117.1(14) . . ?
C24A N5A C28A 120.4(8) . . ?
C27A N5A C28A 122.0(13) . . ?
N5A C24A C25A 151.7(7) . . ?
N5A C24A C24A 148.3(5) . 6_556 ?
C25A C24A C24A 59.6(4) . 6_556 ?
N3A C25A C24A 149.3(4) . 6_556 ?
N3A C25A C24A 149.3(4) . . ?
C24A C25A C24A 60.8(8) 6_556 . ?
N3A C26A H26A 109.5 . . ?
N3A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
N3A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
N5A C27A H27A 109.5 . . ?
N5A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
N5A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
N5A C28A H28A 109.5 . . ?
N5A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
N5A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C25B N3B C26B 119.0(10) . . ?
C25B N3B C26B 119.0(10) . 6_556 ?
C26B N3B C26B 118(2) . 6_556 ?
C24B N5B C28B 122.7(16) . . ?
C24B N5B C27B 120(3) . . ?
C28B N5B C27B 117(3) . . ?
C25B C24B N5B 150.3(12) . . ?
N3B C25B C24B 148.2(10) . . ?
N3B C26B H26D 109.5 . . ?
N3B C26B H26E 109.5 . . ?
H26D C26B H26E 109.5 . . ?
N3B C26B H26F 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
N5B C27B H27D 109.5 . . ?
N5B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
N5B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
N5B C28B H28D 109.5 . . ?
N5B C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
N5B C28B H28F 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 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
N1 C20 1.343(11) . ?
N1 C19 1.463(9) 4_566 ?
N1 C19 1.463(9) . ?
N2 C21 1.333(8) . ?
N2 C23 1.435(8) . ?
N2 C22 1.464(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.367(9) . ?
C20 C21 1.367(9) 4_566 ?
C21 C21 1.347(12) 4_566 ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
F4 C12 1.354(6) . ?
F5 C8 1.330(6) . ?
F6 C9 1.345(6) . ?
F7 C10 1.337(7) . ?
C7 C12 1.373(8) . ?
C7 C8 1.381(8) . ?
C7 C6B 1.486(9) . ?
C7 C6A 1.486(9) . ?
C8 C9 1.382(9) . ?
C9 C10 1.374(8) . ?
C10 C11 1.386(7) . ?
C11 C12 1.379(8) . ?
C11 C13B 1.484(7) . ?
C11 C13A 1.484(7) . ?
Br1A C1A 1.893(12) . ?
Br2A C5A 2.047(14) . ?
Br3A C18A 1.87(3) . ?
Br4A C14A 1.796(10) . ?
F1A C2A 1.355(11) . ?
F2A C3A 1.330(12) . ?
F3A C4A 1.315(13) . ?
F8A C15A 1.355(7) . ?
F9A C16A 1.40(4) . ?
F10A C17A 1.359(12) . ?
C1A C2A 1.37(2) . ?
C1A C6A 1.45(2) . ?
C2A C3A 1.398(17) . ?
C3A C4A 1.364(17) . ?
C4A C5A 1.33(3) . ?
C5A C6A 1.29(3) . ?
C13A C14A 1.384(8) . ?
C13A C18A 1.42(3) . ?
C14A C15A 1.373(8) . ?
C15A C16A 1.371(9) . ?
C16A C17A 1.381(8) . ?
C17A C18A 1.381(11) . ?
Br1B C1B 1.91(3) . ?
Br2B C5B 1.62(3) . ?
Br3B C18B 1.92(4) . ?
Br4B C14B 2.036(13) . ?
F1B C2B 1.351(17) . ?
F2B C3B 1.347(16) . ?
F3B C4B 1.327(17) . ?
F8B C15B 1.355(7) . ?
F9B C16B 1.25(6) . ?
F10B C17B 1.347(15) . ?
C1B C6B 1.37(4) . ?
C1B C2B 1.39(4) . ?
C2B C3B 1.36(3) . ?
C3B C4B 1.37(3) . ?
C4B C5B 1.45(6) . ?
C5B C6B 1.58(5) . ?
C13B C18B 1.37(4) . ?
C13B C14B 1.384(8) . ?
C14B C15B 1.373(8) . ?
C15B C16B 1.371(9) . ?
C16B C17B 1.381(8) . ?
C17B C18B 1.363(14) . ?
N3A C25A 1.339(19) . ?
N3A C26A 1.476(14) . ?
N3A C26A 1.476(14) 6_556 ?
N5A C24A 1.315(10) . ?
N5A C27A 1.39(3) . ?
N5A C28A 1.466(16) . ?
C24A C25A 1.359(14) . ?
C24A C24A 1.375(12) 6_556 ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
N3B C25B 1.35(4) . ?
N3B C26B 1.45(2) . ?
N3B C26B 1.45(2) 6_556 ?
N5B C24B 1.362(16) . ?
N5B C28B 1.46(3) . ?
N5B C27B 1.65(5) . ?
C24B C25B 1.35(3) . ?
C26B H26D 0.9800 . ?
C26B H26E 0.9800 . ?
C26B H26F 0.9800 . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-33.0209 0.0189 -43.0536 -2.2447 -1.8834 0.1420
20.0230 11.9805 0.0650 0.5445 1.5296 2.3300
-20.0230 -11.9805 -0.0650 -0.5445 -1.5296 -2.3300
33.0209 -0.0189 43.0536 2.2447 1.8834 -0.1420
-20.0471 12.0043 -0.0500 -0.4041 -1.3412 2.4736
20.0471 -12.0043 0.0500 0.4041 1.3412 -2.4736
-1.9668 2.2325 -4.9811 -0.2029 -0.0673 0.4567
-0.0116 -0.2317 -0.0002 -0.0016 -0.0027 -0.0464
