# Electronic Supplementary Material (ESI) for Sensors & Diagnostics.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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data_exp_844_bk-s1_autored
_database_code_depnum_ccdc_archive 'CCDC 2189176'
loop_
_audit_author_name
_audit_author_address
'Krishnan Rangan'
;Birla Institute of Technology and Science Pilani Hyderabad Campus
India
;
_audit_update_record             
;
2022-07-10 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_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)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br, C23 H19 N2'
_chemical_formula_sum            'C23 H19 Br N2'
_chemical_formula_weight         403.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H19 Br N2'
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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   23.0173(3)
_cell_length_b                   10.11520(10)
_cell_length_c                   26.4430(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.4840(10)
_cell_angle_gamma                90
_cell_volume                     5646.64(12)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    21664
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.4250
_cell_measurement_theta_min      4.6940
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.695
_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_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_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
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_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_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11186
_reflns_number_total             12044
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.41.105a (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)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_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_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.076
_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
_refine_special_details          ?
_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)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
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 . . . .


_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
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) . ?

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) . . ?

_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
####################################################################### 
# 
# 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_exp_967-bk-8836_autored
_database_code_depnum_ccdc_archive 'CCDC 2189177'
loop_
_audit_author_name
_audit_author_address
'Krishnan Rangan'
;Birla Institute of Technology and Science Pilani Hyderabad Campus
India
;
_audit_update_record             
;
2022-07-10 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_audit_creation_date             2022-01-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H2 N3 O7, C23 H19 N2'
_chemical_formula_sum            'C29 H21 N5 O7'
_chemical_formula_weight         551.51
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H21 N5 O7'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.3755(2)
_cell_length_b                   19.6061(2)
_cell_length_c                   15.0107(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.3710(10)
_cell_angle_gamma                90
_cell_volume                     4975.02(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9445
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.4350
_cell_measurement_theta_min      4.9570
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2288
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15324
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.939
_diffrn_reflns_theta_min         3.452
_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 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  27.00   0.50    5.00    --    0.00  37.00 -90.00   62
  2  ω    -33.00  19.00   0.50    5.00    --    0.00 -37.00  30.00  104
  3  ω    -22.00  42.00   0.50    5.00    --    0.00  57.00-120.00  128
  4  ω     33.00  73.00   0.50    5.00    --    0.00  37.00 -60.00   80
  5  ω     42.00  70.00   0.50    5.00    --    0.00  37.00 -90.00   56
  6  ω     63.00 118.00   0.50   20.00    --  107.20 -61.00  60.00  110
  7  ω     47.00 125.00   0.50   20.00    --  107.20 -30.00  90.00  156
  8  ω     19.00 135.00   0.50   20.00    --  107.20 -15.00 120.00  232
  9  ω    117.00 194.00   0.50   20.00    --  107.20  30.00  90.00  154
 10  ω     65.00 128.00   0.50   20.00    --  107.20 -77.00  90.00  126
 11  ω     92.00 140.00   0.50   20.00    --  107.20 -82.00 120.00   96
 12  ω     18.00  51.00   0.50   20.00    --  107.20 -77.00  90.00   66
 13  ω     21.00 126.00   0.50   20.00    --  107.20 -30.00 -60.00  210
 14  ω     30.00  60.00   0.50   20.00    --  107.20 -82.00 120.00   60
 15  ω     70.00 111.00   0.50   20.00    --  107.20 -61.00-180.00   82
;
_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      -0.0209584000
_diffrn_orient_matrix_UB_12      -0.0762910000
_diffrn_orient_matrix_UB_13      -0.0117952000
_diffrn_orient_matrix_UB_21      -0.0178788000
_diffrn_orient_matrix_UB_22      0.0083609000
_diffrn_orient_matrix_UB_23      -0.1048322000
_diffrn_orient_matrix_UB_31      0.0868786000
_diffrn_orient_matrix_UB_32      -0.0167531000
_diffrn_orient_matrix_UB_33      0.0011381000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4806
_reflns_number_total             5281
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.00015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.058
_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)+(0.0522P)²+8.8677P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1389
_refine_ls_wR_factor_ref         0.1412
_refine_special_details          ?
_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)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
  C26(H26), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O1 O 0.83730(8) 0.45300(7) 0.64178(10) 0.0355(3) Uani 1 1 d . . . . .
O2 O 0.87124(15) 0.32103(11) 0.6739(3) 0.1482(17) Uani 1 1 d . . . . .
O3 O 0.96321(15) 0.28036(10) 0.62232(19) 0.0890(8) Uani 1 1 d . . . . .
O4 O 1.18382(10) 0.41574(12) 0.59831(16) 0.0779(7) Uani 1 1 d . . . . .
O5 O 1.16495(10) 0.52372(13) 0.56884(12) 0.0660(6) Uani 1 1 d . . . . .
O6 O 0.92485(11) 0.63274(8) 0.60039(14) 0.0586(5) Uani 1 1 d . . . . .
O7 O 0.86962(9) 0.58561(8) 0.70019(11) 0.0442(4) Uani 1 1 d . . . . .
N1 N 0.53968(9) 0.50294(8) 0.40905(10) 0.0268(3) Uani 1 1 d . . . . .
N2 N 0.64559(9) 0.40346(8) 0.47937(10) 0.0284(3) Uani 1 1 d . . . . .
N3 N 0.92868(11) 0.32835(9) 0.64500(15) 0.0480(5) Uani 1 1 d . . . . .
N4 N 1.14290(11) 0.46762(13) 0.59120(13) 0.0519(5) Uani 1 1 d . . . . .
N5 N 0.91176(9) 0.58318(8) 0.64541(12) 0.0343(4) Uani 1 1 d . . . . .
C1 C 0.52209(10) 0.43738(9) 0.38823(12) 0.0266(4) Uani 1 1 d . . . . .
C2 C 0.57576(11) 0.38597(9) 0.42462(13) 0.0290(4) Uani 1 1 d . . . . .
H2 H 0.563120 0.339424 0.410896 0.035 Uiso 1 1 calc R U . . .
C3 C 0.66489(11) 0.46865(9) 0.49962(13) 0.0287(4) Uani 1 1 d . . . . .
H3 H 0.714845 0.480232 0.537718 0.034 Uiso 1 1 calc R U . . .
C4 C 0.60981(10) 0.51942(9) 0.46340(12) 0.0262(4) Uani 1 1 d . . . . .
C5 C 0.44401(10) 0.42211(9) 0.32758(12) 0.0282(4) Uani 1 1 d . . . . .
C6 C 0.39234(11) 0.47577(10) 0.29465(13) 0.0332(4) Uani 1 1 d . . . . .
H6 H 0.408334 0.521472 0.309756 0.040 Uiso 1 1 calc R U . . .
C7 C 0.31796(12) 0.46270(11) 0.24015(14) 0.0389(5) Uani 1 1 d . . . . .
H7 H 0.283038 0.499428 0.218235 0.047 Uiso 1 1 calc R U . . .
C8 C 0.29425(12) 0.39606(11) 0.21742(14) 0.0386(5) Uani 1 1 d . . . . .
H8 H 0.242810 0.387173 0.180954 0.046 Uiso 1 1 calc R U . . .
C9 C 0.34558(12) 0.34259(11) 0.24789(14) 0.0364(4) Uani 1 1 d . . . . .
H9 H 0.329750 0.297072 0.231298 0.044 Uiso 1 1 calc R U . . .
C10 C 0.42014(11) 0.35539(10) 0.30265(13) 0.0318(4) Uani 1 1 d . . . . .
H10 H 0.455207 0.318531 0.323346 0.038 Uiso 1 1 calc R U . . .
C11 C 0.62618(10) 0.59233(9) 0.48446(12) 0.0276(4) Uani 1 1 d . . . . .
C12 C 0.69818(11) 0.61356(10) 0.53981(13) 0.0317(4) Uani 1 1 d . . . . .
H12 H 0.738194 0.580908 0.562996 0.038 Uiso 1 1 calc R U . . .
C13 C 0.71170(12) 0.68187(10) 0.56118(15) 0.0374(4) Uani 1 1 d . . . . .
H13 H 0.760945 0.695851 0.598782 0.045 Uiso 1 1 calc R U . . .
C14 C 0.65361(12) 0.72999(10) 0.52790(15) 0.0391(5) Uani 1 1 d . . . . .
H14 H 0.662917 0.776824 0.542782 0.047 Uiso 1 1 calc R U . . .
C15 C 0.58192(12) 0.70940(10) 0.47285(15) 0.0384(5) Uani 1 1 d . . . . .
H15 H 0.542049 0.742288 0.450179 0.046 Uiso 1 1 calc R U . . .
C16 C 0.56797(11) 0.64126(10) 0.45064(14) 0.0327(4) Uani 1 1 d . . . . .
H16 H 0.518852 0.627655 0.412394 0.039 Uiso 1 1 calc R U . . .
C17 C 0.70252(11) 0.34820(10) 0.52098(14) 0.0339(4) Uani 1 1 d . . . . .
H17A H 0.756454 0.367478 0.540636 0.041 Uiso 1 1 calc R U . . .
H17B H 0.703479 0.312430 0.474705 0.041 Uiso 1 1 calc R U . . .
C18 C 0.67825(11) 0.31726(9) 0.60215(14) 0.0322(4) Uani 1 1 d . . . . .
C19 C 0.63643(14) 0.25674(11) 0.59370(16) 0.0448(5) Uani 1 1 d . . . . .
H19 H 0.624502 0.233252 0.536807 0.054 Uiso 1 1 calc R U . . .
C20 C 0.61175(15) 0.23011(12) 0.66854(17) 0.0515(6) Uani 1 1 d . . . . .
H20 H 0.583012 0.188492 0.662354 0.062 Uiso 1 1 calc R U . . .
C21 C 0.62857(14) 0.26345(12) 0.75093(17) 0.0458(5) Uani 1 1 d . . . . .
H21 H 0.610656 0.245499 0.801343 0.055 Uiso 1 1 calc R U . . .
C22 C 0.67180(14) 0.32342(12) 0.76049(16) 0.0439(5) Uani 1 1 d . . . . .
H22 H 0.684142 0.346335 0.817794 0.053 Uiso 1 1 calc R U . . .
C23 C 0.69713(12) 0.35011(10) 0.68656(15) 0.0380(4) Uani 1 1 d . . . . .
H23 H 0.727429 0.390915 0.693596 0.046 Uiso 1 1 calc R U . . .
C24 C 0.90793(10) 0.45568(9) 0.63896(12) 0.0283(4) Uani 1 1 d . . . . .
C25 C 0.95841(11) 0.39656(10) 0.63465(14) 0.0336(4) Uani 1 1 d . . . . .
C26 C 1.03344(12) 0.40064(11) 0.62012(14) 0.0377(5) Uani 1 1 d . . . . .
H26 H 1.063202 0.360346 0.617508 0.045 Uiso 1 1 calc R U . . .
C27 C 1.06524(11) 0.46367(12) 0.60937(13) 0.0368(5) Uani 1 1 d . . . . .
C28 C 1.02368(11) 0.52344(11) 0.61584(12) 0.0329(4) Uani 1 1 d . . . . .
H28 H 1.046125 0.566603 0.608132 0.039 Uiso 1 1 calc R U . . .
C29 C 0.95020(10) 0.51913(9) 0.63344(12) 0.0274(4) Uani 1 1 d . . . . .


_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
O1 C24 1.239(2) . ?
O2 N3 1.185(3) . ?
O3 N3 1.206(3) . ?
O4 N4 1.231(3) . ?
O5 N4 1.237(3) . ?
O6 N5 1.234(2) . ?
O7 N5 1.222(2) . ?
N1 C1 1.341(2) . ?
N1 C4 1.340(2) . ?
N2 C2 1.343(2) . ?
N2 C3 1.338(2) . ?
N2 C17 1.502(2) . ?
N3 C25 1.455(3) . ?
N4 C27 1.439(3) . ?
N5 C29 1.453(2) . ?
C1 C2 1.396(2) . ?
C1 C5 1.479(2) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.401(2) . ?
C4 C11 1.477(2) . ?
C5 C6 1.397(3) . ?
C5 C10 1.397(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.396(3) . ?
C11 C16 1.401(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.506(3) . ?
C18 C19 1.382(3) . ?
C18 C23 1.391(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.369(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.387(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.464(2) . ?
C24 C29 1.457(2) . ?
C25 C26 1.373(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(3) . ?
C27 C28 1.392(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.365(3) . ?

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 119.95(15) . . ?
C2 N2 C17 119.01(15) . . ?
C3 N2 C2 121.75(15) . . ?
C3 N2 C17 119.21(16) . . ?
O2 N3 O3 121.6(2) . . ?
O2 N3 C25 120.0(2) . . ?
O3 N3 C25 118.3(2) . . ?
O4 N4 O5 123.3(2) . . ?
O4 N4 C27 119.1(2) . . ?
O5 N4 C27 117.5(2) . . ?
O6 N5 C29 117.68(17) . . ?
O7 N5 O6 123.56(18) . . ?
O7 N5 C29 118.75(16) . . ?
N1 C1 C2 120.34(17) . . ?
N1 C1 C5 117.69(15) . . ?
C2 C1 C5 121.96(16) . . ?
N2 C2 C1 118.83(16) . . ?
N2 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
N2 C3 H3 120.7 . . ?
N2 C3 C4 118.54(17) . . ?
C4 C3 H3 120.7 . . ?
N1 C4 C3 120.57(16) . . ?
N1 C4 C11 117.81(15) . . ?
C3 C4 C11 121.62(16) . . ?
C6 C5 C1 119.23(17) . . ?
C10 C5 C1 121.85(16) . . ?
C10 C5 C6 118.92(17) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.37(18) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.18(19) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 119.97(19) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.07(19) . . ?
C10 C9 H9 120.0 . . ?
C5 C10 H10 119.8 . . ?
C9 C10 C5 120.46(18) . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C4 121.17(16) . . ?
C12 C11 C16 118.95(17) . . ?
C16 C11 C4 119.86(17) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.47(18) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.26(19) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.68(19) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.51(19) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.12(19) . . ?
C15 C16 H16 119.9 . . ?
N2 C17 H17A 109.6 . . ?
N2 C17 H17B 109.6 . . ?
N2 C17 C18 110.26(15) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
C19 C18 C17 120.76(19) . . ?
C19 C18 C23 119.30(19) . . ?
C23 C18 C17 119.94(18) . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.1(2) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.8(2) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.1(2) . . ?
C23 C22 H22 119.9 . . ?
C18 C23 H23 119.9 . . ?
C22 C23 C18 120.1(2) . . ?
C22 C23 H23 119.9 . . ?
O1 C24 C25 125.18(17) . . ?
O1 C24 C29 123.70(16) . . ?
C29 C24 C25 111.00(15) . . ?
N3 C25 C24 119.47(17) . . ?
C26 C25 N3 116.37(18) . . ?
C26 C25 C24 124.16(18) . . ?
C25 C26 H26 120.3 . . ?
C25 C26 C27 119.47(18) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 N4 119.3(2) . . ?
C26 C27 C28 121.22(18) . . ?
C28 C27 N4 119.5(2) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 119.01(18) . . ?
C29 C28 H28 120.5 . . ?
N5 C29 C24 118.61(15) . . ?
C28 C29 N5 116.60(16) . . ?
C28 C29 C24 124.78(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C24 C25 N3 -7.7(3) . . . . ?
O1 C24 C25 C26 171.52(19) . . . . ?
O1 C24 C29 N5 9.5(3) . . . . ?
O1 C24 C29 C28 -169.15(18) . . . . ?
O2 N3 C25 C24 -14.4(4) . . . . ?
O2 N3 C25 C26 166.3(3) . . . . ?
O3 N3 C25 C24 164.5(2) . . . . ?
O3 N3 C25 C26 -14.7(3) . . . . ?
O4 N4 C27 C26 -10.1(3) . . . . ?
O4 N4 C27 C28 169.83(19) . . . . ?
O5 N4 C27 C26 169.74(19) . . . . ?
O5 N4 C27 C28 -10.3(3) . . . . ?
O6 N5 C29 C24 -145.43(18) . . . . ?
O6 N5 C29 C28 33.3(3) . . . . ?
O7 N5 C29 C24 35.9(2) . . . . ?
O7 N5 C29 C28 -145.41(18) . . . . ?
N1 C1 C2 N2 -1.1(3) . . . . ?
N1 C1 C5 C6 0.1(2) . . . . ?
N1 C1 C5 C10 -179.49(16) . . . . ?
N1 C4 C11 C12 -179.37(16) . . . . ?
N1 C4 C11 C16 2.4(2) . . . . ?
N2 C3 C4 N1 -0.6(3) . . . . ?
N2 C3 C4 C11 178.56(16) . . . . ?
N2 C17 C18 C19 98.7(2) . . . . ?
N2 C17 C18 C23 -80.5(2) . . . . ?
N3 C25 C26 C27 179.76(18) . . . . ?
N4 C27 C28 C29 -179.76(17) . . . . ?
C1 N1 C4 C3 -0.7(2) . . . . ?
C1 N1 C4 C11 -179.82(15) . . . . ?
C1 C5 C6 C7 -177.95(18) . . . . ?
C1 C5 C10 C9 178.04(17) . . . . ?
C2 N2 C3 C4 0.9(3) . . . . ?
C2 N2 C17 C18 -78.9(2) . . . . ?
C2 C1 C5 C6 178.87(17) . . . . ?
C2 C1 C5 C10 -0.7(3) . . . . ?
C3 N2 C2 C1 -0.1(3) . . . . ?
C3 N2 C17 C18 99.4(2) . . . . ?
C3 C4 C11 C12 1.5(3) . . . . ?
C3 C4 C11 C16 -176.77(17) . . . . ?
C4 N1 C1 C2 1.5(2) . . . . ?
C4 N1 C1 C5 -179.69(15) . . . . ?
C4 C11 C12 C13 -178.03(17) . . . . ?
C4 C11 C16 C15 177.68(17) . . . . ?
C5 C1 C2 N2 -179.88(16) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C6 C5 C10 C9 -1.5(3) . . . . ?
C6 C7 C8 C9 -1.2(3) . . . . ?
C7 C8 C9 C10 1.3(3) . . . . ?
C8 C9 C10 C5 0.1(3) . . . . ?
C10 C5 C6 C7 1.6(3) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C11 C16 C15 -0.6(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 C11 0.6(3) . . . . ?
C16 C11 C12 C13 0.2(3) . . . . ?
C17 N2 C2 C1 178.15(16) . . . . ?
C17 N2 C3 C4 -177.33(16) . . . . ?
C17 C18 C19 C20 -177.5(2) . . . . ?
C17 C18 C23 C22 177.07(18) . . . . ?
C18 C19 C20 C21 0.0(4) . . . . ?
C19 C18 C23 C22 -2.2(3) . . . . ?
C19 C20 C21 C22 -1.3(4) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C22 C23 C18 0.9(3) . . . . ?
C23 C18 C19 C20 1.7(3) . . . . ?
C24 C25 C26 C27 0.5(3) . . . . ?
C25 C24 C29 N5 -174.23(16) . . . . ?
C25 C24 C29 C28 7.1(3) . . . . ?
C25 C26 C27 N4 -177.99(18) . . . . ?
C25 C26 C27 C28 2.1(3) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C28 C29 N5 176.09(16) . . . . ?
C27 C28 C29 C24 -5.3(3) . . . . ?
C29 C24 C25 N3 176.09(17) . . . . ?
C29 C24 C25 C26 -4.7(3) . . . . ?

_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 2.699
_oxdiff_exptl_absorpt_empirical_full_min 0.663
