#------------------------------------------------------------------------------
#$Date: 2024-04-19 06:10:20 +0200 (Fri 19 de Apr de 2024) $
#$Revision: 291286 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/14/1571462.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_1571462
loop_
_publ_author_name
'Pragya, Pragya'
'Rangan, Krishnan'
'Khungar, Bharti'
_publ_section_title
;
 Detection of TNP and Sulfite Ion in Aqueous Medium by Pyrazinium-based
 Chemosensor
;
_journal_name_full               'Sensors & Diagnostics'
_journal_paper_doi               10.1039/D3SD00345K
_journal_year                    2024
_chemical_formula_moiety         'Br, C23 H19 N2'
_chemical_formula_sum            'C23 H19 Br N2'
_chemical_formula_weight         403.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-30
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-07-10 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.4840(10)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   23.0173(3)
_cell_length_b                   10.11520(10)
_cell_length_c                   26.4430(3)
_cell_measurement_reflns_used    21664
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.4250
_cell_measurement_theta_min      4.6940
_cell_volume                     5646.64(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  20.00   0.50    1.68    --    0.00  77.00  30.00   54
  2  ω    -29.00  89.00   0.50    1.68    --    0.00  77.00-180.00  236
  3  ω    -16.00  10.00   0.50    1.68    --    0.00  77.00 -30.00   52
  4  ω    -39.00 -13.00   0.50    1.68    --    0.00 -37.00 -30.00   52
  5  ω     22.00  81.00   0.50    1.68    --    0.00  77.00  30.00  118
  6  ω     18.00  83.00   0.50    6.68    --  107.20 -30.00 -60.00  130
  7  ω     48.00 127.00   0.50    6.68    --  107.20 -30.00-180.00  158
  8  ω     33.00 135.00   0.50    6.68    --  107.20 -15.00 150.00  204
  9  ω     42.00 110.00   0.50    6.68    --  107.20 -61.00-150.00  136
 10  ω     84.00 114.00   0.50    6.68    --  107.20 -82.00 -90.00   60
 11  ω     21.00 140.00   0.50    6.68    --  107.20 -82.00 -30.00  238
 12  ω     18.00 127.00   0.50    6.68    --  107.20 -30.00  90.00  218
 13  ω     34.00 111.00   0.50    6.68    --  107.20 -61.00 -30.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0677205000
_diffrn_orient_matrix_UB_12      -0.0251781000
_diffrn_orient_matrix_UB_13      -0.0429530000
_diffrn_orient_matrix_UB_21      0.0236699000
_diffrn_orient_matrix_UB_22      0.0127544000
_diffrn_orient_matrix_UB_23      -0.0466755000
_diffrn_orient_matrix_UB_31      0.0134335000
_diffrn_orient_matrix_UB_32      -0.1496614000
_diffrn_orient_matrix_UB_33      0.0032342000
_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  0.0318
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            35513
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.756
_diffrn_reflns_theta_min         4.188
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.023
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       block
_exptl_crystal_F_000             2472
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         12044
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0536P)²+4.2607P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11186
_reflns_number_total             12044
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sd00345k2.cif
_cod_data_source_block           exp_844_bk-s1_autored
_cod_database_code               1571462
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H19 Br N2'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.864
_shelx_estimated_absorpt_t_min   0.695
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C217(H21A,H21B), C317(H31A,H31B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C206(H206), C203(H203), C12(H12), C16(H16), C10(H10),
 C202(H202), C302(H302), C8(H8), C7(H7), C219(H219), C6(H6), C9(H9), C223(H223),
  C303(H303), C208(H208), C216(H216), C23(H23), C306(H306), C13(H13),
 C222(H222), C221(H221), C15(H15), C220(H220), C207(H207), C212(H212),
 C210(H210), C307(H307), C215(H215), C323(H323), C316(H316), C214(H214),
 C313(H313), C209(H209), C312(H312), C14(H14), C22(H22), C308(H308), C213(H213),
  C19(H19), C314(H314), C315(H315), C310(H310), C309(H309), C319(H319),
 C322(H322), C20(H20), C21(H21), C320(H320), C321(H321)
;
_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 2.750
_oxdiff_exptl_absorpt_empirical_full_min 0.672
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.36382(2) 0.56050(2) 0.77014(2) 0.02918(7) Uani 1 1 d . . . . .
Br3 Br 0.25859(2) 0.89425(2) 0.85621(2) 0.02939(7) Uani 1 1 d . . . . .
Br1 Br 0.18974(2) 0.23288(2) 0.70034(2) 0.02990(7) Uani 1 1 d . . . . .
N1 N 0.07276(8) 0.49489(16) 0.83061(7) 0.0187(3) Uani 1 1 d . . . . .
N201 N 0.50860(8) 0.14019(17) 0.91927(7) 0.0203(3) Uani 1 1 d . . . . .
N202 N 0.38394(7) 0.20674(17) 0.86536(7) 0.0195(3) Uani 1 1 d . . . . .
N2 N 0.15703(7) 0.56604(16) 0.78601(7) 0.0186(3) Uani 1 1 d . . . . .
N302 N 0.27748(8) 0.89412(17) 0.67313(7) 0.0210(3) Uani 1 1 d . . . . .
N301 N 0.22026(8) 0.83407(17) 0.56312(7) 0.0216(3) Uani 1 1 d . . . . .
C4 C 0.09543(9) 0.61826(19) 0.83633(8) 0.0182(4) Uani 1 1 d . . . . .
C3 C 0.13839(9) 0.65635(19) 0.81377(8) 0.0204(4) Uani 1 1 d . . . . .
H3 H 0.154116 0.744286 0.817958 0.024 Uiso 1 1 calc R . . . .
C11 C 0.07434(9) 0.71077(19) 0.86878(8) 0.0195(4) Uani 1 1 d . . . . .
C5 C 0.06920(9) 0.26939(19) 0.80075(8) 0.0185(4) Uani 1 1 d . . . . .
C2 C 0.13575(9) 0.44102(19) 0.78054(8) 0.0196(4) Uani 1 1 d . . . . .
H2 H 0.149515 0.377636 0.761190 0.024 Uiso 1 1 calc R . . . .
C1 C 0.09309(9) 0.40569(19) 0.80373(8) 0.0185(4) Uani 1 1 d . . . . .
C201 C 0.46335(9) 0.05143(19) 0.91328(8) 0.0194(4) Uani 1 1 d . . . . .
C218 C 0.28892(9) 0.3198(2) 0.86865(8) 0.0214(4) Uani 1 1 d . . . . .
C204 C 0.49220(9) 0.26161(19) 0.89856(8) 0.0195(4) Uani 1 1 d . . . . .
C206 C 0.54769(10) -0.1085(2) 0.96691(9) 0.0242(4) Uani 1 1 d . . . . .
H206 H 0.577808 -0.039245 0.973972 0.029 Uiso 1 1 calc R . . . .
C203 C 0.42852(9) 0.2970(2) 0.87078(8) 0.0208(4) Uani 1 1 d . . . . .
H203 H 0.417171 0.383415 0.856069 0.025 Uiso 1 1 calc R . . . .
C304 C 0.21020(9) 0.9511(2) 0.58203(8) 0.0208(4) Uani 1 1 d . . . . .
C12 C 0.11514(10) 0.8079(2) 0.90158(9) 0.0243(4) Uani 1 1 d . . . . .
H12 H 0.156406 0.817616 0.902050 0.029 Uiso 1 1 calc R . . . .
C16 C 0.01314(10) 0.6991(2) 0.86755(9) 0.0237(4) Uani 1 1 d . . . . .
H16 H -0.014857 0.633558 0.845088 0.028 Uiso 1 1 calc R . . . .
C17 C 0.20226(9) 0.6057(2) 0.76048(9) 0.0228(4) Uani 1 1 d . . . . .
H17A H 0.225560 0.526871 0.756437 0.027 Uiso 1 1 calc R . . . .
H17B H 0.233504 0.669550 0.784825 0.027 Uiso 1 1 calc R . . . .
C10 C 0.09766(10) 0.1640(2) 0.78544(9) 0.0246(4) Uani 1 1 d . . . . .
H10 H 0.132011 0.179414 0.774912 0.029 Uiso 1 1 calc R . . . .
C205 C 0.48337(10) -0.0835(2) 0.93541(8) 0.0214(4) Uani 1 1 d . . . . .
C202 C 0.39907(9) 0.0845(2) 0.88601(8) 0.0206(4) Uani 1 1 d . . . . .
H202 H 0.366966 0.021573 0.882275 0.025 Uiso 1 1 calc R . . . .
C217 C 0.31572(9) 0.2430(2) 0.83371(8) 0.0227(4) Uani 1 1 d . . . . .
H21A H 0.290579 0.161424 0.820075 0.027 Uiso 1 1 calc R . . . .
H21B H 0.311939 0.296986 0.801312 0.027 Uiso 1 1 calc R . . . .
C301 C 0.25941(10) 0.7473(2) 0.59920(9) 0.0218(4) Uani 1 1 d . . . . .
C302 C 0.28913(10) 0.7770(2) 0.65536(9) 0.0224(4) Uani 1 1 d . . . . .
H302 H 0.317052 0.715328 0.680459 0.027 Uiso 1 1 calc R . . . .
C8 C 0.02563(10) 0.0124(2) 0.80091(9) 0.0256(4) Uani 1 1 d . . . . .
H8 H 0.011062 -0.075387 0.801229 0.031 Uiso 1 1 calc R . . . .
C7 C -0.00304(10) 0.1173(2) 0.81576(9) 0.0255(4) Uani 1 1 d . . . . .
H7 H -0.037394 0.101319 0.826227 0.031 Uiso 1 1 calc R . . . .
C219 C 0.24924(10) 0.2569(2) 0.88910(9) 0.0255(4) Uani 1 1 d . . . . .
H219 H 0.241304 0.164764 0.883267 0.031 Uiso 1 1 calc R . . . .
C311 C 0.16610(10) 1.0461(2) 0.54284(8) 0.0219(4) Uani 1 1 d . . . . .
C6 C 0.01813(9) 0.2449(2) 0.81541(9) 0.0227(4) Uani 1 1 d . . . . .
H6 H -0.002104 0.316382 0.825170 0.027 Uiso 1 1 calc R . . . .
C211 C 0.54312(9) 0.3563(2) 0.90400(8) 0.0215(4) Uani 1 1 d . . . . .
C18 C 0.16665(9) 0.6675(2) 0.70476(9) 0.0244(4) Uani 1 1 d . . . . .
C9 C 0.07564(11) 0.0363(2) 0.78561(10) 0.0280(4) Uani 1 1 d . . . . .
H9 H 0.095076 -0.035476 0.775123 0.034 Uiso 1 1 calc R . . . .
C223 C 0.30060(10) 0.4549(2) 0.87749(9) 0.0240(4) Uani 1 1 d . . . . .
H223 H 0.327554 0.498184 0.863315 0.029 Uiso 1 1 calc R . . . .
C303 C 0.23890(9) 0.9826(2) 0.63794(8) 0.0226(4) Uani 1 1 d . . . . .
H303 H 0.231224 1.065640 0.650905 0.027 Uiso 1 1 calc R . . . .
C208 C 0.52417(11) -0.3358(2) 0.97738(10) 0.0300(5) Uani 1 1 d . . . . .
H208 H 0.537951 -0.421796 0.991497 0.036 Uiso 1 1 calc R . . . .
C216 C 0.60370(10) 0.3341(2) 0.94455(9) 0.0246(4) Uani 1 1 d . . . . .
H216 H 0.611605 0.259256 0.968058 0.030 Uiso 1 1 calc R . . . .
C305 C 0.27154(10) 0.6193(2) 0.57850(9) 0.0238(4) Uani 1 1 d . . . . .
C23 C 0.15078(10) 0.8016(2) 0.70059(10) 0.0292(5) Uani 1 1 d . . . . .
H23 H 0.164363 0.855147 0.732755 0.035 Uiso 1 1 calc R . . . .
C306 C 0.26142(10) 0.6070(2) 0.52293(9) 0.0263(4) Uani 1 1 d . . . . .
H306 H 0.246042 0.680310 0.498772 0.032 Uiso 1 1 calc R . . . .
C13 C 0.09510(11) 0.8904(2) 0.93353(10) 0.0303(5) Uani 1 1 d . . . . .
H13 H 0.122987 0.955771 0.956208 0.036 Uiso 1 1 calc R . . . .
C222 C 0.27299(10) 0.5262(2) 0.90691(9) 0.0283(4) Uani 1 1 d . . . . .
H222 H 0.281401 0.617974 0.913335 0.034 Uiso 1 1 calc R . . . .
C221 C 0.23274(10) 0.4624(2) 0.92707(9) 0.0294(5) Uani 1 1 d . . . . .
H221 H 0.213413 0.511081 0.946925 0.035 Uiso 1 1 calc R . . . .
C15 C -0.00673(11) 0.7831(2) 0.89907(10) 0.0301(5) Uani 1 1 d . . . . .
H15 H -0.048449 0.775937 0.897783 0.036 Uiso 1 1 calc R . . . .
C318 C 0.36908(10) 0.9989(2) 0.74708(9) 0.0263(4) Uani 1 1 d . . . . .
C220 C 0.22103(10) 0.3289(2) 0.91820(9) 0.0299(5) Uani 1 1 d . . . . .
H220 H 0.193640 0.285862 0.931974 0.036 Uiso 1 1 calc R . . . .
C207 C 0.56742(10) -0.2340(2) 0.98777(9) 0.0272(4) Uani 1 1 d . . . . .
H207 H 0.610998 -0.250130 1.009379 0.033 Uiso 1 1 calc R . . . .
C212 C 0.53194(10) 0.4661(2) 0.86933(9) 0.0273(4) Uani 1 1 d . . . . .
H212 H 0.490937 0.481272 0.841488 0.033 Uiso 1 1 calc R . . . .
C210 C 0.43995(11) -0.1864(2) 0.92528(10) 0.0310(5) Uani 1 1 d . . . . .
H210 H 0.396221 -0.170938 0.904040 0.037 Uiso 1 1 calc R . . . .
C307 C 0.27378(11) 0.4882(2) 0.50302(10) 0.0306(5) Uani 1 1 d . . . . .
H307 H 0.266946 0.480117 0.465271 0.037 Uiso 1 1 calc R . . . .
C215 C 0.65228(10) 0.4220(2) 0.95031(10) 0.0281(4) Uani 1 1 d . . . . .
H215 H 0.693505 0.407185 0.977848 0.034 Uiso 1 1 calc R . . . .
C323 C 0.36900(11) 1.1349(2) 0.73785(9) 0.0300(5) Uani 1 1 d . . . . .
H323 H 0.329929 1.181153 0.722260 0.036 Uiso 1 1 calc R . . . .
C317 C 0.30743(10) 0.9265(2) 0.73346(8) 0.0247(4) Uani 1 1 d . . . . .
H31A H 0.315293 0.843824 0.755241 0.030 Uiso 1 1 calc R . . . .
H31B H 0.278224 0.982090 0.743454 0.030 Uiso 1 1 calc R . . . .
C316 C 0.11950(10) 1.0011(2) 0.49317(9) 0.0267(4) Uani 1 1 d . . . . .
H316 H 0.116730 0.909616 0.484356 0.032 Uiso 1 1 calc R . . . .
C214 C 0.64088(11) 0.5314(2) 0.91599(10) 0.0293(5) Uani 1 1 d . . . . .
H214 H 0.674255 0.591442 0.920215 0.035 Uiso 1 1 calc R . . . .
C313 C 0.12782(12) 1.2689(2) 0.51800(10) 0.0333(5) Uani 1 1 d . . . . .
H313 H 0.130740 1.360607 0.526392 0.040 Uiso 1 1 calc R . . . .
C209 C 0.46061(12) -0.3117(2) 0.94624(11) 0.0360(5) Uani 1 1 d . . . . .
H209 H 0.430820 -0.381578 0.939143 0.043 Uiso 1 1 calc R . . . .
C312 C 0.16991(11) 1.1810(2) 0.55506(9) 0.0277(4) Uani 1 1 d . . . . .
H312 H 0.201262 1.212613 0.588685 0.033 Uiso 1 1 calc R . . . .
C14 C 0.03465(12) 0.8777(2) 0.93251(10) 0.0316(5) Uani 1 1 d . . . . .
H14 H 0.021468 0.933863 0.954742 0.038 Uiso 1 1 calc R . . . .
C22 C 0.11511(11) 0.8566(3) 0.64933(12) 0.0378(6) Uani 1 1 d . . . . .
H22 H 0.103704 0.947416 0.646531 0.045 Uiso 1 1 calc R . . . .
C308 C 0.29613(12) 0.3812(2) 0.53827(10) 0.0325(5) Uani 1 1 d . . . . .
H308 H 0.304655 0.299877 0.524620 0.039 Uiso 1 1 calc R . . . .
C213 C 0.58126(11) 0.5532(2) 0.87582(10) 0.0309(5) Uani 1 1 d . . . . .
H213 H 0.573744 0.628135 0.852402 0.037 Uiso 1 1 calc R . . . .
C19 C 0.14863(11) 0.5904(2) 0.65711(10) 0.0297(5) Uani 1 1 d . . . . .
H19 H 0.160365 0.499825 0.659479 0.036 Uiso 1 1 calc R . . . .
C314 C 0.08187(12) 1.2242(2) 0.46918(10) 0.0336(5) Uani 1 1 d . . . . .
H314 H 0.053375 1.285080 0.444103 0.040 Uiso 1 1 calc R . . . .
C315 C 0.07720(12) 1.0900(2) 0.45663(10) 0.0318(5) Uani 1 1 d . . . . .
H315 H 0.045227 1.059029 0.423196 0.038 Uiso 1 1 calc R . . . .
C310 C 0.29411(12) 0.5111(2) 0.61367(10) 0.0312(5) Uani 1 1 d . . . . .
H310 H 0.301275 0.518613 0.651511 0.037 Uiso 1 1 calc R . . . .
C309 C 0.30606(13) 0.3925(2) 0.59318(11) 0.0362(5) Uani 1 1 d . . . . .
H309 H 0.321158 0.318701 0.617053 0.043 Uiso 1 1 calc R . . . .
C319 C 0.42632(12) 0.9310(3) 0.77006(10) 0.0360(5) Uani 1 1 d . . . . .
H319 H 0.426690 0.838689 0.776751 0.043 Uiso 1 1 calc R . . . .
C322 C 0.42555(13) 1.2028(3) 0.75127(11) 0.0398(6) Uani 1 1 d . . . . .
H322 H 0.425344 1.295393 0.745252 0.048 Uiso 1 1 calc R . . . .
C20 C 0.11333(12) 0.6474(3) 0.60614(11) 0.0393(6) Uani 1 1 d . . . . .
H20 H 0.100895 0.595335 0.573625 0.047 Uiso 1 1 calc R . . . .
C21 C 0.09622(12) 0.7790(3) 0.60241(12) 0.0422(6) Uani 1 1 d . . . . .
H21 H 0.071372 0.816389 0.567477 0.051 Uiso 1 1 calc R . . . .
C320 C 0.48313(12) 0.9993(3) 0.78321(12) 0.0472(7) Uani 1 1 d . . . . .
H320 H 0.522296 0.953364 0.798761 0.057 Uiso 1 1 calc R . . . .
C321 C 0.48257(13) 1.1342(3) 0.77362(12) 0.0468(7) Uani 1 1 d . . . . .
H321 H 0.521395 1.180054 0.782377 0.056 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C4 N1 C1 118.96(17) . . ?
C201 N201 C204 119.31(17) . . ?
C203 N202 C202 121.49(17) . . ?
C203 N202 C217 118.69(17) . . ?
C202 N202 C217 119.79(17) . . ?
C3 N2 C17 119.51(16) . . ?
C2 N2 C3 121.09(17) . . ?
C2 N2 C17 119.40(16) . . ?
C302 N302 C317 119.61(17) . . ?
C303 N302 C302 121.10(18) . . ?
C303 N302 C317 119.29(17) . . ?
C304 N301 C301 118.59(18) . . ?
N1 C4 C3 121.30(18) . . ?
N1 C4 C11 116.95(17) . . ?
C3 C4 C11 121.74(17) . . ?
N2 C3 C4 118.67(18) . . ?
C12 C11 C4 120.75(18) . . ?
C12 C11 C16 119.66(19) . . ?
C16 C11 C4 119.57(18) . . ?
C10 C5 C1 121.51(18) . . ?
C10 C5 C6 119.28(18) . . ?
C6 C5 C1 119.18(17) . . ?
N2 C2 C1 118.96(17) . . ?
N1 C1 C5 117.08(17) . . ?
N1 C1 C2 121.00(18) . . ?
C2 C1 C5 121.91(17) . . ?
N201 C201 C205 117.81(17) . . ?
N201 C201 C202 120.88(18) . . ?
C202 C201 C205 121.31(18) . . ?
C219 C218 C217 119.62(19) . . ?
C219 C218 C223 119.8(2) . . ?
C223 C218 C217 120.45(19) . . ?
N201 C204 C203 121.06(18) . . ?
N201 C204 C211 118.23(17) . . ?
C203 C204 C211 120.68(18) . . ?
C207 C206 C205 120.1(2) . . ?
N202 C203 C204 118.67(18) . . ?
N301 C304 C311 118.98(18) . . ?
N301 C304 C303 121.18(19) . . ?
C303 C304 C311 119.80(18) . . ?
C13 C12 C11 119.7(2) . . ?
C15 C16 C11 120.2(2) . . ?
N2 C17 C18 110.21(16) . . ?
C9 C10 C5 119.8(2) . . ?
C206 C205 C201 119.21(18) . . ?
C210 C205 C201 121.68(18) . . ?
C210 C205 C206 119.10(19) . . ?
N202 C202 C201 118.58(18) . . ?
N202 C217 C218 112.06(16) . . ?
N301 C301 C302 121.28(18) . . ?
N301 C301 C305 118.83(18) . . ?
C302 C301 C305 119.88(19) . . ?
N302 C302 C301 118.74(19) . . ?
C9 C8 C7 119.6(2) . . ?
C6 C7 C8 120.3(2) . . ?
C218 C219 C220 119.9(2) . . ?
C316 C311 C304 120.07(19) . . ?
C312 C311 C304 120.66(19) . . ?
C312 C311 C316 119.27(19) . . ?
C7 C6 C5 120.35(19) . . ?
C216 C211 C204 118.78(18) . . ?
C212 C211 C204 121.37(19) . . ?
C212 C211 C216 119.84(19) . . ?
C23 C18 C17 120.2(2) . . ?
C23 C18 C19 119.8(2) . . ?
C19 C18 C17 120.0(2) . . ?
C8 C9 C10 120.7(2) . . ?
C222 C223 C218 120.2(2) . . ?
N302 C303 C304 119.10(19) . . ?
C207 C208 C209 119.6(2) . . ?
C215 C216 C211 119.7(2) . . ?
C306 C305 C301 119.40(19) . . ?
C310 C305 C301 121.06(19) . . ?
C310 C305 C306 119.5(2) . . ?
C22 C23 C18 120.0(2) . . ?
C307 C306 C305 120.2(2) . . ?
C14 C13 C12 120.4(2) . . ?
C223 C222 C221 119.7(2) . . ?
C220 C221 C222 120.1(2) . . ?
C16 C15 C14 119.8(2) . . ?
C323 C318 C317 120.1(2) . . ?
C319 C318 C323 119.8(2) . . ?
C319 C318 C317 120.1(2) . . ?
C221 C220 C219 120.2(2) . . ?
C208 C207 C206 120.5(2) . . ?
C213 C212 C211 119.6(2) . . ?
C209 C210 C205 120.0(2) . . ?
C306 C307 C308 119.9(2) . . ?
C216 C215 C214 120.3(2) . . ?
C322 C323 C318 120.5(2) . . ?
N302 C317 C318 110.49(16) . . ?
C315 C316 C311 120.2(2) . . ?
C213 C214 C215 120.1(2) . . ?
C314 C313 C312 120.6(2) . . ?
C208 C209 C210 120.7(2) . . ?
C313 C312 C311 120.0(2) . . ?
C13 C14 C15 120.2(2) . . ?
C21 C22 C23 120.0(2) . . ?
C309 C308 C307 120.2(2) . . ?
C214 C213 C212 120.4(2) . . ?
C20 C19 C18 119.4(2) . . ?
C313 C314 C315 120.0(2) . . ?
C314 C315 C316 119.9(2) . . ?
C309 C310 C305 119.8(2) . . ?
C308 C309 C310 120.4(2) . . ?
C318 C319 C320 119.6(3) . . ?
C323 C322 C321 119.5(3) . . ?
C21 C20 C19 120.6(3) . . ?
C20 C21 C22 120.3(2) . . ?
C321 C320 C319 120.1(3) . . ?
C320 C321 C322 120.5(3) . . ?
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 C4 1.338(3) . ?
N1 C1 1.343(2) . ?
N201 C201 1.336(3) . ?
N201 C204 1.336(3) . ?
N202 C203 1.338(3) . ?
N202 C202 1.341(3) . ?
N202 C217 1.501(2) . ?
N2 C3 1.345(3) . ?
N2 C2 1.343(3) . ?
N2 C17 1.503(2) . ?
N302 C302 1.341(3) . ?
N302 C303 1.340(3) . ?
N302 C317 1.500(3) . ?
N301 C304 1.341(3) . ?
N301 C301 1.345(3) . ?
C4 C3 1.397(3) . ?
C4 C11 1.476(3) . ?
C11 C12 1.397(3) . ?
C11 C16 1.401(3) . ?
C5 C1 1.475(3) . ?
C5 C10 1.393(3) . ?
C5 C6 1.399(3) . ?
C2 C1 1.396(3) . ?
C201 C205 1.484(3) . ?
C201 C202 1.404(3) . ?
C218 C217 1.513(3) . ?
C218 C219 1.388(3) . ?
C218 C223 1.394(3) . ?
C204 C203 1.399(3) . ?
C204 C211 1.475(3) . ?
C206 C205 1.402(3) . ?
C206 C207 1.387(3) . ?
C304 C311 1.480(3) . ?
C304 C303 1.395(3) . ?
C12 C13 1.390(3) . ?
C16 C15 1.389(3) . ?
C17 C18 1.507(3) . ?
C10 C9 1.388(3) . ?
C205 C210 1.393(3) . ?
C301 C302 1.398(3) . ?
C301 C305 1.475(3) . ?
C8 C7 1.387(3) . ?
C8 C9 1.385(3) . ?
C7 C6 1.381(3) . ?
C219 C220 1.394(3) . ?
C311 C316 1.400(3) . ?
C311 C312 1.396(3) . ?
C211 C216 1.397(3) . ?
C211 C212 1.398(3) . ?
C18 C23 1.397(3) . ?
C18 C19 1.397(3) . ?
C223 C222 1.387(3) . ?
C208 C207 1.381(3) . ?
C208 C209 1.385(3) . ?
C216 C215 1.389(3) . ?
C305 C306 1.398(3) . ?
C305 C310 1.395(3) . ?
C23 C22 1.391(3) . ?
C306 C307 1.386(3) . ?
C13 C14 1.387(3) . ?
C222 C221 1.397(3) . ?
C221 C220 1.378(4) . ?
C15 C14 1.391(3) . ?
C318 C323 1.397(3) . ?
C318 C317 1.508(3) . ?
C318 C319 1.392(3) . ?
C212 C213 1.392(3) . ?
C210 C209 1.389(3) . ?
C307 C308 1.387(3) . ?
C215 C214 1.389(3) . ?
C323 C322 1.387(3) . ?
C316 C315 1.393(3) . ?
C214 C213 1.378(3) . ?
C313 C312 1.391(3) . ?
C313 C314 1.379(4) . ?
C22 C21 1.384(4) . ?
C308 C309 1.382(4) . ?
C19 C20 1.392(3) . ?
C314 C315 1.392(3) . ?
C310 C309 1.388(3) . ?
C319 C320 1.395(4) . ?
C322 C321 1.391(4) . ?
C20 C21 1.380(4) . ?
C320 C321 1.386(5) . ?
