# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8-100k
_database_code_depnum_ccdc_archive 'CCDC 1533611'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        AC8-100K
_chemical_formula_moiety         'Br4 Sb, Br, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Sb Br'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.7852(7)
_cell_length_b                   15.1260(7)
_cell_length_c                   13.5099(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.220(6)
_cell_angle_gamma                90
_cell_volume                     2169.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4556
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      28.2800
_cell_measurement_theta_min      3.3470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.485
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27405
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1158
_diffrn_reflns_av_unetI/netI     0.1210
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12449
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.502
_diffrn_reflns_theta_min         3.308
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00 126.00   1.00    5.04    --   21.49  77.00   0.00  151
  2  ω    -25.00 126.00   1.00    5.04    --   21.49  77.00 -60.00  151
  3  ω    -69.00  11.00   1.00    5.04    --  -22.66  77.00  90.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0534292000
_diffrn_orient_matrix_UB_12      -0.0030754000
_diffrn_orient_matrix_UB_13      0.0387767000
_diffrn_orient_matrix_UB_21      -0.0360320000
_diffrn_orient_matrix_UB_22      -0.0240833000
_diffrn_orient_matrix_UB_23      0.0299918000
_diffrn_orient_matrix_UB_31      0.0173468000
_diffrn_orient_matrix_UB_32      -0.0401729000
_diffrn_orient_matrix_UB_33      -0.0210507000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3545
_reflns_number_total             5005
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.839
_refine_diff_density_min         -3.499
_refine_diff_density_rms         0.382
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5005
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      0.999
_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)+(0.0920P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1561
_refine_ls_wR_factor_ref         0.1853
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H16A,H16B,H16C} of C16, All N(H) groups
 At 1.5 times of:
  {H1A,H1B,H1C} of C1, {H2A,H2B,H2C} of C2
2. Uiso/Uaniso restraints and constraints
Uanis(C12) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 N1(H1), C9(H9), C10(H10)
3.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C12(H12), C8(H8), C4(H4), C14(H14), C13(H13), C7(H7), C5(H5)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Sb1 Sb 0.31909(6) 0.54519(3) 0.52766(4) 0.01705(19) Uani 1 1 d . . . . .
Br1 Br 0.09422(10) 0.55133(5) 0.42012(6) 0.0180(2) Uani 1 1 d . . . . .
Br2 Br 0.25778(10) 0.61089(6) 0.70025(7) 0.0246(3) Uani 1 1 d . . . . .
Br5 Br 0.31917(10) 0.73665(5) 0.45321(7) 0.0219(3) Uani 1 1 d . . . . .
Br4 Br 0.40627(10) 0.47004(6) 0.35208(7) 0.0207(2) Uani 1 1 d . . . . .
Br3 Br 0.27725(10) 0.38264(5) 0.58868(7) 0.0241(3) Uani 1 1 d . . . . .
N2 N 0.4612(8) 0.7819(4) 0.1832(5) 0.0203(18) Uani 1 1 d . . . . .
N1 N 0.9990(8) 0.3314(5) -0.1347(5) 0.0189(16) Uani 1 1 d . . . . .
H1 H 1.0452 0.2942 -0.0811 0.023 Uiso 1 1 calc R . . . .
C9 C 0.5987(9) 0.4854(5) 0.0359(7) 0.0168(19) Uani 1 1 d . . . . .
H9 H 0.6226 0.4895 0.1092 0.020 Uiso 1 1 calc R . . . .
C15 C 0.5049(9) 0.6304(6) 0.1646(7) 0.020(2) Uani 1 1 d . . . . .
H15 H 0.5160 0.5739 0.1919 0.024 Uiso 1 1 calc R . . . .
C12 C 0.5092(9) 0.7313(5) 0.0284(6) 0.0162(18) Uani 1 1 d . U . . .
H12 H 0.5212 0.7436 -0.0367 0.019 Uiso 1 1 calc R . . . .
C3 C 0.9014(10) 0.3757(5) -0.0910(6) 0.018(2) Uani 1 1 d . . . . .
C6 C 0.7084(10) 0.4542(5) -0.0093(7) 0.020(2) Uani 1 1 d . . . . .
C11 C 0.5195(10) 0.6453(5) 0.0646(7) 0.020(2) Uani 1 1 d . . . . .
C8 C 0.8633(10) 0.3375(6) -0.0080(7) 0.021(2) Uani 1 1 d . . . . .
H8 H 0.9026 0.2866 0.0208 0.025 Uiso 1 1 calc R . . . .
C16 C 0.4302(10) 0.8541(6) 0.2448(7) 0.023(2) Uani 1 1 d . . . . .
H16A H 0.3546 0.8826 0.2116 0.028 Uiso 1 1 calc GR . . . .
H16B H 0.4981 0.8961 0.2550 0.028 Uiso 1 1 calc GR . . . .
H16C H 0.4174 0.8316 0.3086 0.028 Uiso 1 1 calc GR . . . .
C4 C 0.8479(11) 0.4526(6) -0.1309(7) 0.026(2) Uani 1 1 d . . . . .
H4 H 0.8747 0.4784 -0.1860 0.032 Uiso 1 1 calc R . . . .
C14 C 0.4749(10) 0.6982(5) 0.2211(7) 0.023(2) Uani 1 1 d . . . . .
H14 H 0.4634 0.6876 0.2867 0.028 Uiso 1 1 calc R . . . .
C2 C 0.9429(10) 0.2697(6) -0.2162(7) 0.026(2) Uani 1 1 d . . . . .
H2A H 0.8813 0.2331 -0.1930 0.039 Uiso 1 1 calc GR . . . .
H2B H 1.0080 0.2331 -0.2346 0.039 Uiso 1 1 calc GR . . . .
H2C H 0.9034 0.3030 -0.2737 0.039 Uiso 1 1 calc GR . . . .
C1 C 1.0953(10) 0.3902(6) -0.1678(8) 0.025(2) Uani 1 1 d . . . . .
H1A H 1.0557 0.4264 -0.2228 0.037 Uiso 1 1 calc GR . . . .
H1B H 1.1596 0.3547 -0.1890 0.037 Uiso 1 1 calc GR . . . .
H1C H 1.1324 0.4273 -0.1128 0.037 Uiso 1 1 calc GR . . . .
C10 C 0.5276(9) 0.5701(5) -0.0065(7) 0.0186(19) Uani 1 1 d . . . . .
H10 H 0.5577 0.5907 -0.0668 0.022 Uiso 1 1 calc R . . . .
C13 C 0.4808(10) 0.7986(5) 0.0904(7) 0.020(2) Uani 1 1 d . . . . .
H13 H 0.4753 0.8565 0.0667 0.024 Uiso 1 1 calc R . . . .
C7 C 0.7662(10) 0.3757(6) 0.0316(7) 0.024(2) Uani 1 1 d . . . . .
H7 H 0.7388 0.3491 0.0859 0.029 Uiso 1 1 calc R . . . .
C5 C 0.7525(10) 0.4921(6) -0.0885(8) 0.025(2) Uani 1 1 d . . . . .
H5 H 0.7182 0.5454 -0.1146 0.030 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sb1 Br1 2.5983(12) . ?
Sb1 Br2 2.7220(11) . ?
Sb1 Br4 2.9316(11) . ?
Sb1 Br3 2.6572(10) . ?
N2 C16 1.448(11) . ?
N2 C14 1.364(10) . ?
N2 C13 1.332(11) . ?
N1 C3 1.459(12) . ?
N1 C2 1.488(11) . ?
N1 C1 1.494(12) . ?
C9 C6 1.501(13) . ?
C9 C10 1.549(12) . ?
C9 C10 1.589(13) 3_665 ?
C15 C11 1.405(12) . ?
C15 C14 1.352(12) . ?
C12 C11 1.388(11) . ?
C12 C13 1.387(12) . ?
C3 C8 1.387(13) . ?
C3 C4 1.365(12) . ?
C6 C7 1.408(12) . ?
C6 C5 1.372(13) . ?
C11 C10 1.501(12) . ?
C8 C7 1.383(14) . ?
C4 C5 1.398(15) . ?
C10 C9 1.589(13) 3_665 ?

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
Br1 Sb1 Br2 96.97(4) . . ?
Br1 Sb1 Br4 87.88(3) . . ?
Br1 Sb1 Br3 90.77(3) . . ?
Br2 Sb1 Br4 175.03(4) . . ?
Br3 Sb1 Br2 89.52(3) . . ?
Br3 Sb1 Br4 89.35(3) . . ?
C14 N2 C16 120.3(7) . . ?
C13 N2 C16 119.3(7) . . ?
C13 N2 C14 120.3(8) . . ?
C3 N1 C2 111.1(8) . . ?
C3 N1 C1 115.9(7) . . ?
C2 N1 C1 111.4(7) . . ?
C6 C9 C10 115.8(7) . 3_665 ?
C6 C9 C10 119.0(7) . . ?
C10 C9 C10 89.9(7) . 3_665 ?
C14 C15 C11 120.0(8) . . ?
C11 C12 C13 119.2(8) . . ?
C8 C3 N1 118.3(8) . . ?
C4 C3 N1 121.0(8) . . ?
C4 C3 C8 120.6(9) . . ?
C7 C6 C9 115.7(8) . . ?
C5 C6 C9 126.4(8) . . ?
C5 C6 C7 117.9(9) . . ?
C15 C11 C10 121.5(8) . . ?
C12 C11 C15 118.2(8) . . ?
C12 C11 C10 119.7(8) . . ?
C7 C8 C3 119.5(8) . . ?
C3 C4 C5 119.5(9) . . ?
C15 C14 N2 120.8(9) . . ?
C9 C10 C9 90.1(7) . 3_665 ?
C11 C10 C9 118.1(7) . . ?
C11 C10 C9 114.5(8) . 3_665 ?
N2 C13 C12 121.2(8) . . ?
C8 C7 C6 120.9(9) . . ?
C6 C5 C4 121.6(8) . . ?


_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 4.538
_oxdiff_exptl_absorpt_empirical_full_min 0.171
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_zwc-8r
_database_code_depnum_ccdc_archive 'CCDC 1533615'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        AC-8-450K
_chemical_formula_moiety         'Br4 Sb, Br, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Bi Br'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9137(5)
_cell_length_b                   15.1660(6)
_cell_length_c                   13.6160(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.598(4)
_cell_angle_gamma                90
_cell_volume                     2222.15(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6017
_cell_measurement_temperature    295.00(10)
_cell_measurement_theta_max      28.5960
_cell_measurement_theta_min      3.7480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.234
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14983
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.567
_diffrn_reflns_theta_min         3.485
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -64.00   35.00   1.0000   31.7200
omega____ theta____ kappa____ phi______ frames
    -       10.3329  -38.0000   60.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -64.00   35.00   1.0000   31.7200
omega____ theta____ kappa____ phi______ frames
    -       10.3329  -38.0000  -60.0000 99

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   22.00   1.0000   31.7200
omega____ theta____ kappa____ phi______ frames
    -       10.3329   19.0000   90.0000 53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0538605000
_diffrn_orient_matrix_UB_12      0.0045737000
_diffrn_orient_matrix_UB_13      -0.0223686000
_diffrn_orient_matrix_UB_21      0.0215538000
_diffrn_orient_matrix_UB_22      0.0343161000
_diffrn_orient_matrix_UB_23      0.0339212000
_diffrn_orient_matrix_UB_31      0.0312848000
_diffrn_orient_matrix_UB_32      -0.0314581000
_diffrn_orient_matrix_UB_33      0.0337659000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3913
_reflns_number_total             5345
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.256
_refine_diff_density_min         -0.824
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.017
_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)+(0.0199P)²+1.7458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0553
_refine_ls_wR_factor_ref         0.0622
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), C9(H9), C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C4(H4), C15(H15), C12(H12), C13(H13), C8(H8), C5(H5), C7(H7)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
Sb1 Sb 0.18024(2) 0.54475(2) 0.47173(2) 0.02991(8) Uani 1 1 d . . . . .
Br1 Br 0.40192(4) 0.55173(3) 0.57773(3) 0.03319(10) Uani 1 1 d . . . . .
Br5 Br 0.17663(4) 0.73656(3) 0.54535(3) 0.04718(13) Uani 1 1 d . . . . .
Br4 Br 0.09161(4) 0.47051(3) 0.64576(3) 0.04866(13) Uani 1 1 d . . . . .
Br2 Br 0.24248(5) 0.60966(4) 0.30128(3) 0.05780(15) Uani 1 1 d . . . . .
Br3 Br 0.22259(5) 0.38369(3) 0.41208(4) 0.05934(15) Uani 1 1 d . . . . .
N2 N 0.5370(3) 0.7192(2) 0.3167(2) 0.0309(7) Uani 1 1 d . . . . .
C16 C 0.5702(5) 0.6457(3) 0.2552(3) 0.0482(12) Uani 1 1 d . . . . .
H16A H 0.5009 0.6062 0.2400 0.072 Uiso 1 1 calc GR . . . .
H16B H 0.6401 0.6144 0.2912 0.072 Uiso 1 1 calc GR . . . .
H16C H 0.5914 0.6685 0.1945 0.072 Uiso 1 1 calc GR . . . .
C3 C 0.9000(4) 0.8763(2) 0.4100(3) 0.0310(9) Uani 1 1 d . . . . .
N1 N 0.9969(3) 0.8314(2) 0.3660(2) 0.0370(8) Uani 1 1 d . . . . .
H1 H 1.0430 0.7950 0.4191 0.044 Uiso 1 1 calc R . . . .
C2 C 0.9421(5) 0.7690(3) 0.2854(4) 0.0565(13) Uani 1 1 d . . . . .
H2A H 0.8865 0.7292 0.3108 0.085 Uiso 1 1 calc GR . . . .
H2B H 1.0075 0.7361 0.2632 0.085 Uiso 1 1 calc GR . . . .
H2C H 0.8973 0.8017 0.2306 0.085 Uiso 1 1 calc GR . . . .
C14 C 0.5211(4) 0.8008(3) 0.2791(3) 0.0383(10) Uani 1 1 d . . . . .
H14 H 0.5295 0.8110 0.2132 0.046 Uiso 1 1 calc R . . . .
C4 C 0.8427(4) 0.9507(3) 0.3684(3) 0.0491(12) Uani 1 1 d . . . . .
H4 H 0.8678 0.9757 0.3126 0.059 Uiso 1 1 calc R . . . .
C11 C 0.4810(3) 0.8560(2) 0.4352(3) 0.0283(9) Uani 1 1 d . . . . .
C1 C 1.0900(4) 0.8901(3) 0.3314(4) 0.0525(12) Uani 1 1 d . . . . .
H1A H 1.0516 0.9219 0.2733 0.079 Uiso 1 1 calc GR . . . .
H1B H 1.1574 0.8553 0.3152 0.079 Uiso 1 1 calc GR . . . .
H1C H 1.1213 0.9312 0.3832 0.079 Uiso 1 1 calc GR . . . .
C15 C 0.4928(4) 0.8691(3) 0.3366(3) 0.0391(10) Uani 1 1 d . . . . .
H15 H 0.4813 0.9253 0.3092 0.047 Uiso 1 1 calc R . . . .
C12 C 0.4928(4) 0.7698(3) 0.4698(3) 0.0349(10) Uani 1 1 d . . . . .
H12 H 0.4813 0.7574 0.5346 0.042 Uiso 1 1 calc R . . . .
C13 C 0.5207(4) 0.7033(3) 0.4106(3) 0.0350(10) Uani 1 1 d . . . . .
H13 H 0.5287 0.6461 0.4354 0.042 Uiso 1 1 calc R . . . .
C9 C 0.5970(4) 0.9852(2) 0.5348(3) 0.0304(9) Uani 1 1 d . . . . .
H9 H 0.6190 0.9888 0.6074 0.036 Uiso 1 1 calc R . . . .
C8 C 0.8628(4) 0.8392(3) 0.4921(3) 0.0407(11) Uani 1 1 d . . . . .
H8 H 0.9011 0.7882 0.5202 0.049 Uiso 1 1 calc R . . . .
C6 C 0.7074(4) 0.9526(2) 0.4913(3) 0.0304(9) Uani 1 1 d . . . . .
C10 C 0.4717(4) 0.9297(2) 0.5057(3) 0.0304(9) Uani 1 1 d . . . . .
H10 H 0.4415 0.9086 0.5654 0.036 Uiso 1 1 calc R . . . .
C5 C 0.7473(4) 0.9891(3) 0.4091(3) 0.0475(12) Uani 1 1 d . . . . .
H5 H 0.7096 1.0401 0.3807 0.057 Uiso 1 1 calc R . . . .
C7 C 0.7684(4) 0.8777(3) 0.5326(3) 0.0390(10) Uani 1 1 d . . . . .
H7 H 0.7448 0.8529 0.5890 0.047 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sb1 Br1 2.6045(5) . ?
Sb1 Br4 2.9297(5) . ?
Sb1 Br2 2.7097(5) . ?
Sb1 Br3 2.6391(5) . ?
N2 C16 1.475(5) . ?
N2 C14 1.340(5) . ?
N2 C13 1.341(5) . ?
C3 N1 1.467(5) . ?
C3 C4 1.366(5) . ?
C3 C8 1.372(5) . ?
N1 C2 1.496(6) . ?
N1 C1 1.486(5) . ?
C14 C15 1.365(5) . ?
C4 C5 1.387(6) . ?
C11 C15 1.385(5) . ?
C11 C12 1.388(5) . ?
C11 C10 1.487(5) . ?
C12 C13 1.358(5) . ?
C9 C6 1.512(5) . ?
C9 C10 1.547(5) 3_676 ?
C9 C10 1.598(5) . ?
C8 C7 1.378(5) . ?
C6 C5 1.382(5) . ?
C6 C7 1.387(5) . ?
C10 C9 1.547(5) 3_676 ?

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
Br1 Sb1 Br4 88.213(15) . . ?
Br1 Sb1 Br2 96.752(16) . . ?
Br1 Sb1 Br3 90.801(16) . . ?
Br2 Sb1 Br4 174.948(18) . . ?
Br3 Sb1 Br4 89.517(18) . . ?
Br3 Sb1 Br2 89.481(19) . . ?
C14 N2 C16 120.6(3) . . ?
C14 N2 C13 120.1(3) . . ?
C13 N2 C16 119.3(3) . . ?
C4 C3 N1 121.7(3) . . ?
C4 C3 C8 120.0(4) . . ?
C8 C3 N1 118.2(3) . . ?
C3 N1 C2 111.5(3) . . ?
C3 N1 C1 115.4(3) . . ?
C1 N1 C2 110.9(3) . . ?
N2 C14 C15 120.6(4) . . ?
C3 C4 C5 120.2(4) . . ?
C15 C11 C12 116.5(3) . . ?
C15 C11 C10 123.1(3) . . ?
C12 C11 C10 120.1(3) . . ?
C14 C15 C11 121.0(4) . . ?
C13 C12 C11 121.0(4) . . ?
N2 C13 C12 120.8(4) . . ?
C6 C9 C10 120.2(3) . 3_676 ?
C6 C9 C10 115.9(3) . . ?
C10 C9 C10 90.4(3) 3_676 . ?
C3 C8 C7 119.6(4) . . ?
C5 C6 C9 124.4(3) . . ?
C5 C6 C7 117.5(4) . . ?
C7 C6 C9 117.9(3) . . ?
C11 C10 C9 118.6(3) . 3_676 ?
C11 C10 C9 114.0(3) . . ?
C9 C10 C9 89.6(3) 3_676 . ?
C6 C5 C4 121.0(4) . . ?
C8 C7 C6 121.7(4) . . ?


_olex2_submission_original_sample_id AC-8-450
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8y
_database_code_depnum_ccdc_archive 'CCDC 1533612'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        AC-8-295k
_chemical_formula_moiety         'Br4 Sb, Br, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Sb Br'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_symmetry_space_group_name_H-M_alt 'P 1 21/c 1'
_cell_length_a                   10.8969(6)
_cell_length_b                   15.1389(8)
_cell_length_c                   13.6149(8)
_cell_angle_alpha                90.0
_cell_angle_beta                 99.865(6)
_cell_angle_gamma                90.0
_cell_volume                     2212.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6724
_cell_measurement_temperature    295.00(10)
_cell_measurement_theta_max      28.8050
_cell_measurement_theta_min      3.7580
_cell_oxdiff_angle_alpha         90.019(4)
_cell_oxdiff_angle_beta          100.059(5)
_cell_oxdiff_angle_gamma         89.996(5)
_cell_oxdiff_length_a            10.8995(7)
_cell_oxdiff_length_b            15.1566(7)
_cell_oxdiff_length_c            13.6037(8)
_cell_oxdiff_measurement_reflns_used 6724
_cell_oxdiff_volume              2212.8(2)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.278
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14667
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.553
_diffrn_reflns_theta_min         3.488
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      295.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -18.00   85.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879   57.0000  -30.0000 103

#__ type_ start__ end____ width___ exp.time_
  2 omega   35.00  101.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879  178.0000 -150.0000 66

#__ type_ start__ end____ width___ exp.time_
  3 omega  -22.00   12.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879   77.0000  120.0000 34

#__ type_ start__ end____ width___ exp.time_
  4 omega   34.00  100.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879 -178.0000    0.0000 66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0188051000
_diffrn_orient_matrix_UB_12      0.0236906000
_diffrn_orient_matrix_UB_13      0.0398248000
_diffrn_orient_matrix_UB_21      0.0138672000
_diffrn_orient_matrix_UB_22      0.0403166000
_diffrn_orient_matrix_UB_23      -0.0221523000
_diffrn_orient_matrix_UB_31      -0.0618246000
_diffrn_orient_matrix_UB_32      0.0018379000
_diffrn_orient_matrix_UB_33      -0.0269703000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4112
_reflns_number_total             5290
_reflns_odcompleteness_completeness 99.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.209
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.018
_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)+(0.0373P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0905
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C10(H10), N22(H22)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C8(H8), C7(H7), C15(H15), C14(H14), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sb1 Sb 1.18040(3) 0.04455(2) 0.47217(2) 0.02635(10) Uani 1 1 d . . . . .
Br1 Br 1.40311(4) 0.05151(3) 0.57836(3) 0.02863(12) Uani 1 1 d . . . . .
Br2 Br 1.24251(5) 0.10970(4) 0.30035(4) 0.04662(16) Uani 1 1 d . . . . .
Br4 Br 1.09238(5) -0.02946(4) 0.64620(4) 0.04137(15) Uani 1 1 d . . . . .
Br3 Br 1.22214(5) -0.11652(3) 0.41272(5) 0.05084(17) Uani 1 1 d . . . . .
Br5 Br 1.17770(5) 0.23642(3) 0.54565(4) 0.04048(15) Uani 1 1 d . . . . .
C6 C 0.7087(4) 0.4531(3) 0.4913(3) 0.0265(10) Uani 1 1 d . . . . .
C5 C 0.7485(5) 0.4893(3) 0.4101(4) 0.0424(13) Uani 1 1 d . . . . .
H5 H 0.7107 0.5406 0.3822 0.051 Uiso 1 1 calc R . . . .
C4 C 0.8433(5) 0.4518(3) 0.3683(4) 0.0411(13) Uani 1 1 d . . . . .
H4 H 0.8678 0.4774 0.3127 0.049 Uiso 1 1 calc R . . . .
C3 C 0.9009(4) 0.3763(3) 0.4096(4) 0.0296(10) Uani 1 1 d . . . . .
C8 C 0.8631(4) 0.3382(3) 0.4909(4) 0.0369(12) Uani 1 1 d . . . . .
H8 H 0.9015 0.2869 0.5185 0.044 Uiso 1 1 calc R . . . .
C7 C 0.7680(5) 0.3762(3) 0.5318(4) 0.0356(12) Uani 1 1 d . . . . .
H7 H 0.7431 0.3502 0.5870 0.043 Uiso 1 1 calc R . . . .
C9 C 0.5986(4) 0.4853(3) 0.5346(3) 0.0274(10) Uani 1 1 d . . . . .
H9 H 0.6213 0.4890 0.6073 0.033 Uiso 1 1 calc R . . . .
C10 C 0.4714(4) 0.4294(3) 0.5058(4) 0.0280(10) Uani 1 1 d . . . . .
H10 H 0.4422 0.4082 0.5657 0.034 Uiso 1 1 calc R . . . .
C11 C 0.4804(4) 0.3554(3) 0.4352(3) 0.0266(10) Uani 1 1 d . . . . .
C15 C 0.4930(5) 0.3694(3) 0.3366(4) 0.0332(11) Uani 1 1 d . . . . .
H15 H 0.4817 0.4259 0.3096 0.040 Uiso 1 1 calc R . . . .
C14 C 0.5216(4) 0.3013(3) 0.2786(4) 0.0317(11) Uani 1 1 d . . . . .
H14 H 0.5301 0.3116 0.2127 0.038 Uiso 1 1 calc R . . . .
N18 N 0.5375(3) 0.2192(2) 0.3171(3) 0.0274(8) Uani 1 1 d . . . . .
C13 C 0.5206(4) 0.2024(3) 0.4102(4) 0.0300(11) Uani 1 1 d . . . . .
H13 H 0.5283 0.1449 0.4345 0.036 Uiso 1 1 calc R . . . .
C12 C 0.4920(4) 0.2694(3) 0.4699(4) 0.0301(10) Uani 1 1 d . . . . .
H12 H 0.4803 0.2570 0.5346 0.036 Uiso 1 1 calc R . . . .
C16 C 0.5706(5) 0.1452(3) 0.2562(4) 0.0411(13) Uani 1 1 d . . . . .
H16A H 0.6391 0.1129 0.2934 0.062 Uiso 1 1 calc GR . . . .
H16B H 0.5942 0.1678 0.1962 0.062 Uiso 1 1 calc GR . . . .
H16C H 0.5003 0.1066 0.2394 0.062 Uiso 1 1 calc GR . . . .
N22 N 0.9977(4) 0.3311(3) 0.3660(3) 0.0334(9) Uani 1 1 d . . . . .
H22 H 1.0438 0.2944 0.4191 0.040 Uiso 1 1 calc R . . . .
C2 C 0.9420(6) 0.2688(4) 0.2845(4) 0.0516(15) Uani 1 1 d . . . . .
H2A H 0.8870 0.2284 0.3097 0.077 Uiso 1 1 calc GR . . . .
H2B H 1.0074 0.2363 0.2617 0.077 Uiso 1 1 calc GR . . . .
H2C H 0.8962 0.3018 0.2301 0.077 Uiso 1 1 calc GR . . . .
C1 C 1.0913(5) 0.3903(4) 0.3318(4) 0.0464(14) Uani 1 1 d . . . . .
H1A H 1.0529 0.4221 0.2736 0.070 Uiso 1 1 calc GR . . . .
H1B H 1.1590 0.3555 0.3161 0.070 Uiso 1 1 calc GR . . . .
H1C H 1.1224 0.4315 0.3838 0.070 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sb1 Br1 2.6055(6) . ?
Sb1 Br2 2.7287(6) . ?
Sb1 Br4 2.9270(6) . ?
Sb1 Br3 2.6333(6) . ?
C6 C5 1.370(7) . ?
C6 C7 1.397(6) . ?
C6 C9 1.506(6) . ?
C5 C4 1.383(7) . ?
C4 C3 1.377(6) . ?
C3 C8 1.373(7) . ?
C3 N22 1.465(6) . ?
C8 C7 1.383(7) . ?
C9 C10 1.552(6) 3_666 ?
C9 C10 1.614(6) . ?
C10 C9 1.552(6) 3_666 ?
C10 C11 1.490(6) . ?
C11 C15 1.389(6) . ?
C11 C12 1.384(6) . ?
C15 C14 1.367(6) . ?
C14 N18 1.349(6) . ?
N18 C13 1.336(6) . ?
N18 C16 1.476(6) . ?
C13 C12 1.370(6) . ?
N22 C2 1.503(7) . ?
N22 C1 1.491(6) . ?

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
Br1 Sb1 Br2 96.711(19) . . ?
Br1 Sb1 Br4 88.254(18) . . ?
Br1 Sb1 Br3 90.828(18) . . ?
Br2 Sb1 Br4 174.943(19) . . ?
Br3 Sb1 Br2 89.42(2) . . ?
Br3 Sb1 Br4 89.55(2) . . ?
C5 C6 C7 117.5(4) . . ?
C5 C6 C9 124.8(4) . . ?
C7 C6 C9 117.5(4) . . ?
C6 C5 C4 122.0(5) . . ?
C3 C4 C5 119.6(5) . . ?
C4 C3 N22 122.1(4) . . ?
C8 C3 C4 119.9(5) . . ?
C8 C3 N22 117.8(4) . . ?
C3 C8 C7 119.9(5) . . ?
C8 C7 C6 121.1(5) . . ?
C6 C9 C10 120.5(4) . 3_666 ?
C6 C9 C10 116.3(4) . . ?
C10 C9 C10 90.0(3) 3_666 . ?
C9 C10 C9 90.0(3) 3_666 . ?
C11 C10 C9 113.7(4) . . ?
C11 C10 C9 118.7(4) . 3_666 ?
C15 C11 C10 122.5(4) . . ?
C12 C11 C10 119.9(4) . . ?
C12 C11 C15 117.1(4) . . ?
C14 C15 C11 120.9(4) . . ?
N18 C14 C15 119.8(4) . . ?
C14 N18 C16 120.6(4) . . ?
C13 N18 C14 121.1(4) . . ?
C13 N18 C16 118.3(4) . . ?
N18 C13 C12 120.2(4) . . ?
C13 C12 C11 120.7(4) . . ?
C3 N22 C2 111.4(4) . . ?
C3 N22 C1 115.1(4) . . ?
C1 N22 C2 111.0(4) . . ?


_olex2_submission_original_sample_id AC-8-295k
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8-300k
_database_code_depnum_ccdc_archive 'CCDC 1533613'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        AC-8-300K
_chemical_formula_moiety         'Br4 Sb, Br, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H Sb Br'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9541(3)
_cell_length_b                   15.1744(4)
_cell_length_c                   13.6577(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.732(3)
_cell_angle_gamma                90
_cell_volume                     2237.54(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5415
_cell_measurement_temperature    300.01(10)
_cell_measurement_theta_max      28.1520
_cell_measurement_theta_min      3.9840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15126
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.458
_diffrn_reflns_theta_min         3.478
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 101.00   1.00   13.57    --   11.39 178.00 -60.00   66
  2  ω    -87.00  17.00   1.00   13.57    --  -12.64 -57.00  60.00  104
  3  ω    -46.00  50.00   1.00   13.57    --  -12.64  77.00  30.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0582497000
_diffrn_orient_matrix_UB_12      -0.0144430000
_diffrn_orient_matrix_UB_13      0.0099425000
_diffrn_orient_matrix_UB_21      -0.0165299000
_diffrn_orient_matrix_UB_22      -0.0141956000
_diffrn_orient_matrix_UB_23      -0.0499967000
_diffrn_orient_matrix_UB_31      0.0255142000
_diffrn_orient_matrix_UB_32      -0.0421054000
_diffrn_orient_matrix_UB_33      0.0134601000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3952
_reflns_number_total             5425
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.026
_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)+(0.0348P)²+2.6837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0895
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), C9(H9), C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C12(H12), C5(H5), C14(H14), C13(H13), C4(H4), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
Sb1 Sb 0.18028(3) 0.54533(2) 0.47170(2) 0.03531(10) Uani 1 1 d . . . . .
Br1 Br 0.40181(5) 0.55231(3) 0.57739(4) 0.03862(13) Uani 1 1 d . . . . .
Br5 Br 0.17546(6) 0.73685(4) 0.54558(4) 0.05246(16) Uani 1 1 d . . . . .
Br4 Br 0.09210(5) 0.46991(4) 0.64604(4) 0.05173(16) Uani 1 1 d . . . . .
Br2 Br 0.24134(6) 0.61175(5) 0.30065(4) 0.06176(19) Uani 1 1 d . . . . .
Br3 Br 0.22352(6) 0.38345(4) 0.41046(5) 0.06313(19) Uani 1 1 d . . . . .
N1 N 0.9957(4) 0.8320(3) 0.3674(3) 0.0430(10) Uani 1 1 d . . . . .
H1 H 1.0418 0.7954 0.4203 0.052 Uiso 1 1 calc R . . . .
N2 N 0.5370(4) 0.7189(2) 0.3177(3) 0.0354(9) Uani 1 1 d . . . . .
C3 C 0.8994(5) 0.8774(3) 0.4104(3) 0.0359(11) Uani 1 1 d . . . . .
C2 C 0.9410(6) 0.7707(4) 0.2859(5) 0.0676(18) Uani 1 1 d . . . . .
H2A H 0.8877 0.7292 0.3110 0.101 Uiso 1 1 calc GR . . . .
H2B H 1.0063 0.7396 0.2619 0.101 Uiso 1 1 calc GR . . . .
H2C H 0.8940 0.8039 0.2327 0.101 Uiso 1 1 calc GR . . . .
C9 C 0.5978(4) 0.9855(3) 0.5349(3) 0.0346(11) Uani 1 1 d . . . . .
H9 H 0.6200 0.9891 0.6074 0.041 Uiso 1 1 calc R . . . .
C15 C 0.4937(5) 0.8693(3) 0.3370(4) 0.0442(13) Uani 1 1 d . . . . .
H15 H 0.4828 0.9255 0.3099 0.053 Uiso 1 1 calc R . . . .
C1 C 1.0882(5) 0.8913(4) 0.3318(5) 0.0583(16) Uani 1 1 d . . . . .
H1A H 1.0492 0.9224 0.2736 0.087 Uiso 1 1 calc GR . . . .
H1B H 1.1556 0.8567 0.3159 0.087 Uiso 1 1 calc GR . . . .
H1C H 1.1192 0.9328 0.3830 0.087 Uiso 1 1 calc GR . . . .
C11 C 0.4818(4) 0.8558(3) 0.4354(3) 0.0322(10) Uani 1 1 d . . . . .
C6 C 0.7069(4) 0.9530(3) 0.4915(3) 0.0347(11) Uani 1 1 d . . . . .
C12 C 0.4927(5) 0.7696(3) 0.4699(4) 0.0394(12) Uani 1 1 d . . . . .
H12 H 0.4811 0.7572 0.5344 0.047 Uiso 1 1 calc R . . . .
C5 C 0.7461(5) 0.9891(4) 0.4096(4) 0.0527(15) Uani 1 1 d . . . . .
H5 H 0.7075 1.0396 0.3809 0.063 Uiso 1 1 calc R . . . .
C16 C 0.5699(6) 0.6457(3) 0.2575(4) 0.0515(15) Uani 1 1 d . . . . .
H16A H 0.4979 0.6101 0.2359 0.077 Uiso 1 1 calc GR . . . .
H16B H 0.6329 0.6105 0.2965 0.077 Uiso 1 1 calc GR . . . .
H16C H 0.6003 0.6685 0.2007 0.077 Uiso 1 1 calc GR . . . .
C14 C 0.5212(5) 0.8010(3) 0.2798(4) 0.0437(13) Uani 1 1 d . . . . .
H14 H 0.5291 0.8111 0.2140 0.052 Uiso 1 1 calc R . . . .
C10 C 0.4717(5) 0.9301(3) 0.5054(4) 0.0369(11) Uani 1 1 d . . . . .
H10 H 0.4420 0.9090 0.5650 0.044 Uiso 1 1 calc R . . . .
C13 C 0.5204(5) 0.7028(3) 0.4102(4) 0.0407(12) Uani 1 1 d . . . . .
H13 H 0.5277 0.6455 0.4346 0.049 Uiso 1 1 calc R . . . .
C4 C 0.8422(6) 0.9516(3) 0.3687(4) 0.0544(16) Uani 1 1 d . . . . .
H4 H 0.8672 0.9770 0.3133 0.065 Uiso 1 1 calc R . . . .
C7 C 0.7680(5) 0.8779(4) 0.5320(4) 0.0472(13) Uani 1 1 d . . . . .
H7 H 0.7446 0.8527 0.5880 0.057 Uiso 1 1 calc R . . . .
C8 C 0.8626(5) 0.8396(4) 0.4915(4) 0.0473(13) Uani 1 1 d . . . . .
H8 H 0.9009 0.7886 0.5191 0.057 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sb1 Br1 2.6076(6) . ?
Sb1 Br4 2.9478(6) . ?
Sb1 Br2 2.7293(6) . ?
Sb1 Br3 2.6632(6) . ?
N1 C3 1.463(6) . ?
N1 C2 1.496(7) . ?
N1 C1 1.497(7) . ?
N2 C16 1.462(6) . ?
N2 C14 1.350(6) . ?
N2 C13 1.329(6) . ?
C3 C4 1.366(7) . ?
C3 C8 1.367(7) . ?
C9 C6 1.504(6) . ?
C9 C10 1.543(6) 3_676 ?
C9 C10 1.609(7) . ?
C15 C11 1.387(6) . ?
C15 C14 1.362(7) . ?
C11 C12 1.388(6) . ?
C11 C10 1.494(6) . ?
C6 C5 1.377(7) . ?
C6 C7 1.388(7) . ?
C12 C13 1.367(7) . ?
C5 C4 1.393(7) . ?
C10 C9 1.543(6) 3_676 ?
C7 C8 1.383(7) . ?

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
Br1 Sb1 Br4 88.278(18) . . ?
Br1 Sb1 Br2 96.84(2) . . ?
Br1 Sb1 Br3 90.75(2) . . ?
Br2 Sb1 Br4 174.82(2) . . ?
Br3 Sb1 Br4 89.74(2) . . ?
Br3 Sb1 Br2 89.39(2) . . ?
C3 N1 C2 111.5(4) . . ?
C3 N1 C1 114.9(4) . . ?
C2 N1 C1 109.9(4) . . ?
C14 N2 C16 120.9(4) . . ?
C13 N2 C16 118.8(4) . . ?
C13 N2 C14 120.3(4) . . ?
C4 C3 N1 122.1(4) . . ?
C4 C3 C8 120.5(5) . . ?
C8 C3 N1 117.3(4) . . ?
C6 C9 C10 115.9(4) . . ?
C6 C9 C10 120.6(4) . 3_676 ?
C10 C9 C10 89.6(4) 3_676 . ?
C14 C15 C11 120.7(4) . . ?
C15 C11 C12 116.8(4) . . ?
C15 C11 C10 122.5(4) . . ?
C12 C11 C10 120.4(4) . . ?
C5 C6 C9 124.6(4) . . ?
C5 C6 C7 117.0(4) . . ?
C7 C6 C9 118.2(4) . . ?
C13 C12 C11 120.7(4) . . ?
C6 C5 C4 121.6(5) . . ?
N2 C14 C15 120.6(4) . . ?
C9 C10 C9 90.4(4) 3_676 . ?
C11 C10 C9 113.7(4) . . ?
C11 C10 C9 118.9(4) . 3_676 ?
N2 C13 C12 120.8(4) . . ?
C3 C4 C5 119.5(5) . . ?
C8 C7 C6 121.9(5) . . ?
C3 C8 C7 119.4(5) . . ?


_olex2_submission_original_sample_id AC-8-300K
_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 2.201
_oxdiff_exptl_absorpt_empirical_full_min 0.701
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8
_database_code_depnum_ccdc_archive 'CCDC 1533614'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_audit_creation_date             2017-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        AC-8-400K
_chemical_formula_moiety         'Br5 Sb, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Sb Br'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_symmetry_space_group_name_H-M_alt 'P 1 21/c 1'
_cell_length_a                   11.0102(6)
_cell_length_b                   15.1858(8)
_cell_length_c                   13.6416(9)
_cell_angle_alpha                90.0
_cell_angle_beta                 99.313(6)
_cell_angle_gamma                90.0
_cell_volume                     2250.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4077
_cell_measurement_temperature    400.01(10)
_cell_measurement_theta_max      29.1900
_cell_measurement_theta_min      3.7290
_cell_oxdiff_angle_alpha         90.057(5)
_cell_oxdiff_angle_beta          99.347(4)
_cell_oxdiff_angle_gamma         90.041(4)
_cell_oxdiff_length_a            11.0137(5)
_cell_oxdiff_length_b            15.1859(9)
_cell_oxdiff_length_c            13.6385(8)
_cell_oxdiff_measurement_reflns_used 4077
_cell_oxdiff_volume              2250.8(2)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0869
_diffrn_reflns_av_unetI/netI     0.1268
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15239
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.726
_diffrn_reflns_theta_min         3.477
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      400.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -92.00   29.00   1.0000   30.6250
omega____ theta____ kappa____ phi______ frames
    -      -11.7391  -19.0000 -120.0000 121

#__ type_ start__ end____ width___ exp.time_
  2 omega  -36.00   63.00   1.0000   30.6250
omega____ theta____ kappa____ phi______ frames
    -      -11.7391   38.0000 -150.0000 99

#__ type_ start__ end____ width___ exp.time_
  3 omega  -64.00  -25.00   1.0000   30.6250
omega____ theta____ kappa____ phi______ frames
    -       10.4891  -38.0000    0.0000 39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0259850000
_diffrn_orient_matrix_UB_12      0.0251127000
_diffrn_orient_matrix_UB_13      -0.0420213000
_diffrn_orient_matrix_UB_21      0.0213673000
_diffrn_orient_matrix_UB_22      -0.0314339000
_diffrn_orient_matrix_UB_23      -0.0317111000
_diffrn_orient_matrix_UB_31      -0.0559298000
_diffrn_orient_matrix_UB_32      -0.0237252000
_diffrn_orient_matrix_UB_33      -0.0025817000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2904
_reflns_number_total             5576
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.563
_refine_diff_density_min         -2.094
_refine_diff_density_rms         0.216
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         5576
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1620
_refine_ls_R_factor_gt           0.0887
_refine_ls_restrained_S_all      1.028
_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)+(0.0978P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2256
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 1*[Sof(Br2)]+1*[Sof(Br2A)]+1*[Sof(Br3)]+1*[Sof(Br3A)]+1*[Sof(Br4)]+1*
 [Sof(Br4A)]=3 with esd of 0.0005
3.a Ternary CH refined with riding coordinates:
 N1(H1), C10(H10), C9(H9)
3.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C8(H8), C15(H15), C14(H14), C13(H13), C5(H5), C7(H7), C4(H4)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sb1 Sb 0.67961(6) 0.04496(4) 0.47101(6) 0.0462(3) Uani 1 1 d . . . . .
Br1 Br 0.89922(9) 0.05222(7) 0.57616(9) 0.0524(3) Uani 1 1 d . . . . .
Br2 Br 0.7158(14) 0.1065(17) 0.3005(16) 0.059(3) Uani 0.233(13) 1 d . . P A 1
Br5 Br 0.67283(11) 0.23655(9) 0.54470(11) 0.0717(4) Uani 1 1 d . . . . .
Br4 Br 0.583(2) -0.0428(19) 0.6328(18) 0.070(5) Uani 0.258(13) 1 d . . P A 5
Br3 Br 0.7267(13) -0.1149(10) 0.3994(18) 0.076(3) Uani 0.359(14) 1 d . . P A 3
N1 N 0.4941(8) 0.3320(6) 0.3681(8) 0.058(2) Uani 1 1 d . . . . .
H1 H 0.5384 0.2955 0.4214 0.070 Uiso 1 1 calc R . . . .
N2 N -0.0354(7) 0.7803(5) 0.6822(6) 0.0426(19) Uani 1 1 d . . . . .
C3 C 0.3962(9) 0.3769(6) 0.4078(9) 0.047(2) Uani 1 1 d . . . . .
C12 C 0.0054(10) 0.7291(6) 0.5292(9) 0.053(3) Uani 1 1 d . . . . .
H12 H 0.0151 0.7413 0.4641 0.063 Uiso 1 1 calc R . . . .
C10 C 0.0280(9) 0.5694(7) 0.4950(9) 0.050(3) Uani 1 1 d . . . . .
H10 H 0.0597 0.5902 0.4361 0.060 Uiso 1 1 calc R . . . .
C1 C 0.5865(10) 0.3909(8) 0.3320(12) 0.073(4) Uani 1 1 d . . . . .
H1A H 0.5499 0.4184 0.2710 0.110 Uiso 1 1 calc GR . . . .
H1B H 0.6563 0.3567 0.3209 0.110 Uiso 1 1 calc GR . . . .
H1C H 0.6125 0.4353 0.3810 0.110 Uiso 1 1 calc GR . . . .
C9 C 0.0967(9) 0.4854(6) 0.5366(8) 0.047(2) Uani 1 1 d . . . . .
H9 H 0.1187 0.4884 0.6091 0.056 Uiso 1 1 calc R . . . .
C11 C 0.0189(8) 0.6442(6) 0.5654(9) 0.045(2) Uani 1 1 d . . . . .
C6 C 0.2058(9) 0.4535(6) 0.4891(8) 0.048(3) Uani 1 1 d . . . . .
C8 C 0.3629(10) 0.3414(8) 0.4932(9) 0.062(3) Uani 1 1 d . . . . .
H8 H 0.4038 0.2923 0.5232 0.074 Uiso 1 1 calc R . . . .
C16 C -0.0723(11) 0.8541(8) 0.7419(10) 0.070(4) Uani 1 1 d . . . . .
H16A H -0.0260 0.8515 0.8078 0.105 Uiso 1 1 calc GR . . . .
H16B H -0.1586 0.8496 0.7451 0.105 Uiso 1 1 calc GR . . . .
H16C H -0.0564 0.9090 0.7115 0.105 Uiso 1 1 calc GR . . . .
C15 C 0.0088(11) 0.6317(7) 0.6619(9) 0.059(3) Uani 1 1 d . . . . .
H15 H 0.0209 0.5758 0.6896 0.071 Uiso 1 1 calc R . . . .
C14 C -0.0189(10) 0.7003(7) 0.7191(9) 0.057(3) Uani 1 1 d . . . . .
H14 H -0.0262 0.6903 0.7852 0.068 Uiso 1 1 calc R . . . .
C13 C -0.0224(11) 0.7953(7) 0.5900(10) 0.064(3) Uani 1 1 d . . . . .
H13 H -0.0323 0.8523 0.5651 0.076 Uiso 1 1 calc R . . . .
C5 C 0.2442(11) 0.4885(7) 0.4082(10) 0.067(4) Uani 1 1 d . . . . .
H5 H 0.2066 0.5390 0.3792 0.081 Uiso 1 1 calc R . . . .
C7 C 0.2675(10) 0.3801(8) 0.5331(10) 0.061(3) Uani 1 1 d . . . . .
H7 H 0.2445 0.3564 0.5903 0.073 Uiso 1 1 calc R . . . .
C4 C 0.3399(12) 0.4494(8) 0.3680(11) 0.077(4) Uani 1 1 d . . . . .
H4 H 0.3649 0.4744 0.3123 0.092 Uiso 1 1 calc R . . . .
C2 C 0.4388(14) 0.2706(9) 0.2849(14) 0.097(5) Uani 1 1 d . . . . .
H2A H 0.3894 0.2269 0.3107 0.145 Uiso 1 1 calc GR . . . .
H2B H 0.5037 0.2422 0.2576 0.145 Uiso 1 1 calc GR . . . .
H2C H 0.3884 0.3038 0.2340 0.145 Uiso 1 1 calc GR . . . .
Br2A Br 0.7495(6) 0.1123(6) 0.3016(6) 0.0822(15) Uani 0.758(13) 1 d . . P A 2
Br4A Br 0.5937(6) -0.0260(7) 0.6485(6) 0.0638(15) Uani 0.739(13) 1 d . . P A 6
Br3A Br 0.7203(9) -0.1165(5) 0.4184(11) 0.090(3) Uani 0.652(14) 1 d . . P A 4


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sb1 Br1 2.6065(13) . ?
Sb1 Br2 2.60(2) . ?
Sb1 Br5 3.0830(14) . ?
Sb1 Br4 2.92(3) . ?
Sb1 Br4 3.01(2) 3_656 ?
Sb1 Br3 2.698(16) . ?
Sb1 Br2A 2.749(7) . ?
Sb1 Br4A 2.943(8) . ?
Sb1 Br3A 2.614(7) . ?
Br4 Sb1 3.01(2) 3_656 ?
N1 C3 1.452(12) . ?
N1 C1 1.496(13) . ?
N1 C2 1.517(18) . ?
N2 C16 1.480(13) . ?
N2 C14 1.317(13) . ?
N2 C13 1.309(15) . ?
C3 C8 1.385(15) . ?
C3 C4 1.336(15) . ?
C12 C11 1.381(13) . ?
C12 C13 1.368(15) . ?
C10 C9 1.544(13) . ?
C10 C9 1.603(14) 3_566 ?
C10 C11 1.501(15) . ?
C9 C10 1.603(14) 3_566 ?
C9 C6 1.533(13) . ?
C11 C15 1.352(16) . ?
C6 C5 1.352(15) . ?
C6 C7 1.391(14) . ?
C8 C7 1.390(14) . ?
C15 C14 1.366(15) . ?
C5 C4 1.396(15) . ?

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
Br1 Sb1 Br5 81.37(4) . . ?
Br1 Sb1 Br4 174.5(4) . 3_656 ?
Br1 Sb1 Br4 91.3(4) . . ?
Br1 Sb1 Br3 91.3(3) . . ?
Br1 Sb1 Br2A 94.94(15) . . ?
Br1 Sb1 Br4A 87.46(15) . . ?
Br1 Sb1 Br3A 90.3(2) . . ?
Br2 Sb1 Br1 102.4(4) . . ?
Br2 Sb1 Br5 88.2(5) . . ?
Br4 Sb1 Br5 95.3(5) 3_656 . ?
Br4 Sb1 Br5 98.8(5) . . ?
Br4 Sb1 Br4 84.9(7) . 3_656 ?
Br3 Sb1 Br5 169.5(4) . . ?
Br2A Sb1 Br5 87.0(2) . . ?
Br4A Sb1 Br5 92.84(19) . . ?
Br3A Sb1 Br5 171.5(2) . . ?
Sb1 Br4 Sb1 95.1(7) . 3_656 ?
C3 N1 C1 115.3(8) . . ?
C3 N1 C2 109.6(9) . . ?
C1 N1 C2 109.5(10) . . ?
C14 N2 C16 121.4(10) . . ?
C13 N2 C16 118.7(9) . . ?
C13 N2 C14 119.8(9) . . ?
C8 C3 N1 116.4(9) . . ?
C4 C3 N1 124.0(10) . . ?
C4 C3 C8 119.7(10) . . ?
C13 C12 C11 119.4(11) . . ?
C9 C10 C9 91.0(7) . 3_566 ?
C11 C10 C9 115.0(8) . 3_566 ?
C11 C10 C9 118.0(9) . . ?
C10 C9 C10 89.0(7) . 3_566 ?
C6 C9 C10 114.7(8) . 3_566 ?
C6 C9 C10 118.5(9) . . ?
C12 C11 C10 119.5(10) . . ?
C15 C11 C12 117.3(10) . . ?
C15 C11 C10 122.7(9) . . ?
C5 C6 C9 126.2(9) . . ?
C5 C6 C7 118.1(10) . . ?
C7 C6 C9 115.6(10) . . ?
C3 C8 C7 119.0(10) . . ?
C11 C15 C14 120.7(10) . . ?
N2 C14 C15 121.0(11) . . ?
N2 C13 C12 121.7(10) . . ?
C6 C5 C4 120.6(10) . . ?
C8 C7 C6 121.2(11) . . ?
C3 C4 C5 121.3(11) . . ?


_olex2_submission_original_sample_id AC-8-400K
_olex2_submission_special_instructions 'No special instructions were received'
