# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_d21987
_database_code_depnum_ccdc_archive 'CCDC 2009642'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C62 H44 Br2 N4 O5'
_chemical_formula_sum            'C62 H44 Br2 N4 O5'
_chemical_formula_weight         1084.83

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.994(4)
_cell_length_b                   12.841(5)
_cell_length_c                   16.952(6)
_cell_angle_alpha                96.769(8)
_cell_angle_beta                 100.451(8)
_cell_angle_gamma                97.043(8)
_cell_volume                     2521.9(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8059
_cell_measurement_theta_min      2.333
_cell_measurement_theta_max      19.957

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1108
_exptl_absorpt_coefficient_mu    1.664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8381
_exptl_absorpt_correction_T_max  0.9675
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            81656
_diffrn_reflns_av_R_equivalents  0.2092
_diffrn_reflns_av_sigmaI/netI    0.1473
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         25.13
_reflns_number_total             8981
_reflns_number_gt                4395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0546P)²+11.6178P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8981
_refine_ls_number_parameters     660
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2037
_refine_ls_R_factor_gt           0.0877
_refine_ls_wR_factor_ref         0.2056
_refine_ls_wR_factor_gt          0.1633
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0825(6) 0.2513(6) 0.6151(5) 0.040(2) Uani 1 1 d . . .
C2 C 0.9903(7) 0.2037(6) 0.6422(5) 0.042(2) Uani 1 1 d . . .
H2 H 0.9989 0.1894 0.6965 0.051 Uiso 1 1 calc R . .
C3 C 0.8847(7) 0.1765(6) 0.5896(5) 0.044(2) Uani 1 1 d . . .
H3 H 0.8210 0.1453 0.6093 0.053 Uiso 1 1 calc R . .
C4 C 0.8696(7) 0.1932(6) 0.5104(5) 0.0359(19) Uani 1 1 d . . .
C5 C 0.9652(7) 0.2431(6) 0.4845(5) 0.040(2) Uani 1 1 d . . .
H5 H 0.9573 0.2573 0.4302 0.049 Uiso 1 1 calc R . .
C6 C 1.0708(7) 0.2717(6) 0.5370(5) 0.044(2) Uani 1 1 d . . .
H6 H 1.1345 0.3052 0.5186 0.053 Uiso 1 1 calc R . .
C7 C 0.7554(6) 0.1643(6) 0.4557(4) 0.0334(19) Uani 1 1 d . . .
C8 C 0.6476(6) 0.1533(5) 0.4823(4) 0.0301(18) Uani 1 1 d . . .
C9 C 0.5915(6) 0.1602(6) 0.5525(5) 0.039(2) Uani 1 1 d . . .
C10 C 0.4636(7) 0.1326(5) 0.5168(5) 0.0360(19) Uani 1 1 d . . .
C11 C 0.3741(7) 0.1223(6) 0.5567(5) 0.042(2) Uani 1 1 d . . .
H11 H 0.3866 0.1302 0.6142 0.051 Uiso 1 1 calc R . .
C12 C 0.2614(7) 0.0994(6) 0.5083(6) 0.050(2) Uani 1 1 d . . .
H12 H 0.1970 0.0915 0.5336 0.060 Uiso 1 1 calc R . .
C13 C 0.2452(7) 0.0886(6) 0.4262(6) 0.051(2) Uani 1 1 d . . .
H13 H 0.1691 0.0759 0.3955 0.061 Uiso 1 1 calc R . .
C14 C 0.3376(7) 0.0956(6) 0.3846(5) 0.049(2) Uani 1 1 d . . .
H14 H 0.3255 0.0852 0.3271 0.058 Uiso 1 1 calc R . .
C15 C 0.4459(6) 0.1184(6) 0.4322(5) 0.038(2) Uani 1 1 d . . .
C16 C 0.5626(6) 0.1312(6) 0.4145(5) 0.0343(19) Uani 1 1 d . . .
C17 C 0.5174(7) 0.0113(6) 0.2267(5) 0.039(2) Uani 1 1 d . . .
C18 C 0.4439(6) 0.0089(6) 0.1450(4) 0.0364(19) Uani 1 1 d . . .
C19 C 0.3814(8) 0.0863(7) 0.1230(5) 0.062(3) Uani 1 1 d . . .
H19 H 0.3848 0.1482 0.1606 0.075 Uiso 1 1 calc R . .
C20 C 0.3130(8) 0.0759(8) 0.0465(6) 0.074(3) Uani 1 1 d . . .
H20 H 0.2671 0.1291 0.0333 0.089 Uiso 1 1 calc R . .
C21 C 0.3106(9) -0.0098(8) -0.0101(6) 0.072(3) Uani 1 1 d . . .
H21 H 0.2655 -0.0153 -0.0631 0.086 Uiso 1 1 calc R . .
C22 C 0.3749(8) -0.0888(7) 0.0108(5) 0.061(3) Uani 1 1 d . . .
H22 H 0.3747 -0.1485 -0.0281 0.073 Uiso 1 1 calc R . .
C23 C 0.4389(7) -0.0808(6) 0.0876(5) 0.048(2) Uani 1 1 d . . .
H23 H 0.4802 -0.1365 0.1022 0.057 Uiso 1 1 calc R . .
C24 C 0.7301(6) 0.1460(6) 0.3721(4) 0.0349(19) Uani 1 1 d . . .
C25 C 0.8013(7) 0.1361(6) 0.3111(5) 0.042(2) Uani 1 1 d . . .
C26 C 0.7920(7) 0.1917(6) 0.2459(5) 0.046(2) Uani 1 1 d . . .
H26 H 0.7388 0.2407 0.2412 0.055 Uiso 1 1 calc R . .
C27 C 0.8581(8) 0.1783(7) 0.1866(5) 0.053(2) Uani 1 1 d . . .
H27 H 0.8510 0.2194 0.1434 0.063 Uiso 1 1 calc R . .
C28 C 0.9343(7) 0.1050(7) 0.1907(5) 0.049(2) Uani 1 1 d . . .
C29 C 1.0054(9) 0.0838(8) 0.1254(6) 0.082(3) Uani 1 1 d . . .
H29A H 1.0029 0.1402 0.0912 0.124 Uiso 1 1 calc R . .
H29B H 0.9738 0.0154 0.0919 0.124 Uiso 1 1 calc R . .
H29C H 1.0850 0.0822 0.1513 0.124 Uiso 1 1 calc R . .
C30 C 0.9470(7) 0.0510(6) 0.2569(5) 0.051(2) Uani 1 1 d . . .
H30 H 1.0013 0.0031 0.2622 0.062 Uiso 1 1 calc R . .
C31 C 0.8817(7) 0.0657(6) 0.3157(5) 0.047(2) Uani 1 1 d . . .
H31 H 0.8919 0.0271 0.3603 0.056 Uiso 1 1 calc R . .
C32 C -0.0304(6) 0.2168(6) -0.1098(5) 0.038(2) Uani 1 1 d . . .
C33 C -0.0345(7) 0.2650(7) -0.0346(5) 0.056(3) Uani 1 1 d . . .
H33 H -0.1065 0.2667 -0.0189 0.067 Uiso 1 1 calc R . .
C34 C 0.0658(7) 0.3118(7) 0.0195(5) 0.057(3) Uani 1 1 d . . .
H34 H 0.0605 0.3466 0.0710 0.068 Uiso 1 1 calc R . .
C35 C 0.1729(6) 0.3092(6) 0.0006(4) 0.0360(19) Uani 1 1 d . . .
C36 C 0.1755(7) 0.2573(7) -0.0752(5) 0.055(2) Uani 1 1 d . . .
H36 H 0.2476 0.2539 -0.0903 0.066 Uiso 1 1 calc R . .
C37 C 0.0763(8) 0.2097(8) -0.1301(5) 0.066(3) Uani 1 1 d . . .
H37 H 0.0813 0.1727 -0.1809 0.080 Uiso 1 1 calc R . .
C38 C 0.2812(6) 0.3547(6) 0.0555(5) 0.0359(19) Uani 1 1 d . . .
C39 C 0.3933(6) 0.3615(6) 0.0358(5) 0.038(2) Uani 1 1 d . . .
C40 C 0.4611(7) 0.3411(6) -0.0279(5) 0.042(2) Uani 1 1 d . . .
C41 C 0.5843(7) 0.3823(6) 0.0114(5) 0.045(2) Uani 1 1 d . . .
C42 C 0.6804(8) 0.3829(6) -0.0220(6) 0.055(2) Uani 1 1 d . . .
H42 H 0.6767 0.3526 -0.0765 0.066 Uiso 1 1 calc R . .
C43 C 0.7836(8) 0.4303(7) 0.0284(8) 0.066(3) Uani 1 1 d . . .
H43 H 0.8510 0.4355 0.0062 0.079 Uiso 1 1 calc R . .
C44 C 0.7926(8) 0.4693(7) 0.1077(7) 0.068(3) Uani 1 1 d . . .
H44 H 0.8656 0.4980 0.1400 0.082 Uiso 1 1 calc R . .
C45 C 0.6946(8) 0.4676(7) 0.1422(6) 0.059(3) Uani 1 1 d . . .
H45 H 0.6994 0.4947 0.1975 0.071 Uiso 1 1 calc R . .
C46 C 0.5914(7) 0.4249(6) 0.0923(5) 0.045(2) Uani 1 1 d . . .
C47 C 0.4713(7) 0.4105(6) 0.1034(5) 0.044(2) Uani 1 1 d . . .
C48 C 0.5192(7) 0.4187(7) 0.2906(5) 0.046(2) Uani 1 1 d . . .
C49 C 0.5770(6) 0.4686(6) 0.3753(5) 0.038(2) Uani 1 1 d . . .
C50 C 0.6552(7) 0.4130(7) 0.4186(5) 0.050(2) Uani 1 1 d . . .
H50 H 0.6716 0.3480 0.3936 0.060 Uiso 1 1 calc R . .
C51 C 0.7077(7) 0.4518(7) 0.4967(6) 0.057(3) Uani 1 1 d . . .
H51 H 0.7581 0.4120 0.5262 0.068 Uiso 1 1 calc R . .
C52 C 0.6892(7) 0.5461(7) 0.5327(5) 0.054(2) Uani 1 1 d . . .
H52 H 0.7289 0.5734 0.5863 0.064 Uiso 1 1 calc R . .
C53 C 0.6121(7) 0.6031(6) 0.4913(5) 0.049(2) Uani 1 1 d . . .
H53 H 0.5968 0.6678 0.5176 0.059 Uiso 1 1 calc R . .
C54 C 0.5576(7) 0.5661(6) 0.4122(5) 0.043(2) Uani 1 1 d . . .
H54 H 0.5074 0.6066 0.3832 0.051 Uiso 1 1 calc R . .
C55 C 0.2971(6) 0.4028(6) 0.1364(5) 0.040(2) Uani 1 1 d . . .
C56 C 0.2194(6) 0.4215(6) 0.1924(5) 0.037(2) Uani 1 1 d . . .
C57 C 0.1752(8) 0.3393(6) 0.2287(5) 0.052(2) Uani 1 1 d . . .
H57 H 0.1976 0.2713 0.2188 0.062 Uiso 1 1 calc R . .
C58 C 0.0975(8) 0.3553(7) 0.2800(5) 0.056(2) Uani 1 1 d . . .
H58 H 0.0670 0.2982 0.3043 0.067 Uiso 1 1 calc R . .
C59 C 0.0652(7) 0.4553(7) 0.2952(5) 0.047(2) Uani 1 1 d . . .
C60 C -0.0203(8) 0.4713(8) 0.3507(6) 0.072(3) Uani 1 1 d . . .
H60A H -0.0465 0.5401 0.3464 0.108 Uiso 1 1 calc R . .
H60B H 0.0169 0.4694 0.4069 0.108 Uiso 1 1 calc R . .
H60C H -0.0861 0.4147 0.3344 0.108 Uiso 1 1 calc R . .
C61 C 0.1117(8) 0.5360(7) 0.2612(6) 0.060(3) Uani 1 1 d . . .
H61 H 0.0907 0.6044 0.2721 0.072 Uiso 1 1 calc R . .
C62 C 0.1900(8) 0.5210(7) 0.2102(5) 0.056(2) Uani 1 1 d . . .
H62 H 0.2228 0.5793 0.1880 0.067 Uiso 1 1 calc R . .
Br1 Br 1.22574(7) 0.28716(8) 0.68854(6) 0.0640(3) Uani 1 1 d . . .
Br2 Br -0.16733(8) 0.15971(9) -0.18397(6) 0.0651(3) Uani 1 1 d . . .
N1 N 0.6098(5) 0.1259(5) 0.3483(4) 0.0378(16) Uani 1 1 d . . .
N2 N 0.5477(5) 0.1116(5) 0.2693(4) 0.0427(17) Uani 1 1 d . . .
H2A H 0.5279 0.1666 0.2467 0.051 Uiso 1 1 calc R . .
N3 N 0.4158(5) 0.4379(5) 0.1633(4) 0.0404(17) Uani 1 1 d . . .
N4 N 0.4686(5) 0.4824(5) 0.2430(4) 0.0426(17) Uani 1 1 d . . .
H4A H 0.4679 0.5576 0.2509 0.051 Uiso 1 1 d R . .
O1 O 0.6334(4) 0.1848(4) 0.6254(3) 0.0482(15) Uani 1 1 d . . .
O2 O 0.5511(5) -0.0657(4) 0.2528(3) 0.0554(16) Uani 1 1 d . . .
O3 O 0.4279(5) 0.3001(4) -0.0996(4) 0.0493(15) Uani 1 1 d . . .
O4 O 0.5185(5) 0.3243(4) 0.2664(3) 0.0609(18) Uani 1 1 d . . .
O5 O 0.4584(5) 0.6983(4) 0.2457(3) 0.0526(15) Uani 1 1 d . . .
H5A H 0.5108 0.7399 0.2216 0.063 Uiso 1 1 d R . .
H5B H 0.4493 0.7394 0.2944 0.063 Uiso 1 1 d 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
C1 C6 1.366(11) . ?
C1 C2 1.375(10) . ?
C1 Br1 1.900(7) . ?
C2 C3 1.389(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.368(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.410(10) . ?
C4 C7 1.485(10) . ?
C5 C6 1.390(10) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C24 1.380(10) . ?
C7 C8 1.442(10) . ?
C8 C16 1.368(10) . ?
C8 C9 1.468(10) . ?
C9 O1 1.235(9) . ?
C9 C10 1.525(10) . ?
C10 C11 1.370(10) . ?
C10 C15 1.398(10) . ?
C11 C12 1.425(11) . ?
C11 H11 0.9500 . ?
C12 C13 1.357(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.417(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.478(10) . ?
C16 N1 1.343(9) . ?
C17 O2 1.214(8) . ?
C17 N2 1.373(9) . ?
C17 C18 1.495(10) . ?
C18 C19 1.363(11) . ?
C18 C23 1.406(10) . ?
C19 C20 1.385(12) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(12) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(12) . ?
C21 H21 0.9500 . ?
C22 C23 1.371(11) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 N1 1.409(9) . ?
C24 C25 1.459(10) . ?
C25 C26 1.381(11) . ?
C25 C31 1.399(10) . ?
C26 C27 1.397(11) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(11) . ?
C27 H27 0.9500 . ?
C28 C30 1.382(11) . ?
C28 C29 1.536(11) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.384(11) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.362(10) . ?
C32 C37 1.394(11) . ?
C32 Br2 1.885(7) . ?
C33 C34 1.394(11) . ?
C33 H33 0.9500 . ?
C34 C35 1.381(10) . ?
C34 H34 0.9500 . ?
C35 C36 1.384(10) . ?
C35 C38 1.464(10) . ?
C36 C37 1.393(11) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C55 1.405(10) . ?
C38 C39 1.438(10) . ?
C39 C47 1.371(10) . ?
C39 C40 1.484(11) . ?
C40 O3 1.239(9) . ?
C40 C41 1.509(11) . ?
C41 C42 1.373(11) . ?
C41 C46 1.398(11) . ?
C42 C43 1.394(12) . ?
C42 H42 0.9500 . ?
C43 C44 1.358(13) . ?
C43 H43 0.9500 . ?
C44 C45 1.403(12) . ?
C44 H44 0.9500 . ?
C45 C46 1.376(11) . ?
C45 H45 0.9500 . ?
C46 C47 1.477(11) . ?
C47 N3 1.348(9) . ?
C48 O4 1.232(9) . ?
C48 N4 1.337(10) . ?
C48 C49 1.505(11) . ?
C49 C54 1.398(10) . ?
C49 C50 1.402(10) . ?
C50 C51 1.364(11) . ?
C50 H50 0.9500 . ?
C51 C52 1.353(11) . ?
C51 H51 0.9500 . ?
C52 C53 1.391(11) . ?
C52 H52 0.9500 . ?
C53 C54 1.381(11) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
C55 N3 1.413(9) . ?
C55 C56 1.466(10) . ?
C56 C62 1.381(10) . ?
C56 C57 1.382(11) . ?
C57 C58 1.401(11) . ?
C57 H57 0.9500 . ?
C58 C59 1.396(11) . ?
C58 H58 0.9500 . ?
C59 C61 1.354(11) . ?
C59 C60 1.527(11) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.402(11) . ?
C61 H61 0.9500 . ?
C62 H62 0.9500 . ?
N1 N2 1.389(8) . ?
N2 H2A 0.8800 . ?
N3 N4 1.404(8) . ?
N4 H4A 0.9608 . ?
O5 H5A 0.9547 . ?
O5 H5B 0.9555 . ?

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
C6 C1 C2 120.4(7) . . ?
C6 C1 Br1 121.1(6) . . ?
C2 C1 Br1 118.5(6) . . ?
C1 C2 C3 119.6(7) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 122.0(8) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 117.2(7) . . ?
C3 C4 C7 120.8(7) . . ?
C5 C4 C7 121.9(7) . . ?
C6 C5 C4 121.2(8) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C1 C6 C5 119.6(8) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C24 C7 C8 106.8(6) . . ?
C24 C7 C4 128.4(7) . . ?
C8 C7 C4 124.8(7) . . ?
C16 C8 C7 107.3(6) . . ?
C16 C8 C9 107.1(6) . . ?
C7 C8 C9 145.6(7) . . ?
O1 C9 C8 130.0(7) . . ?
O1 C9 C10 124.9(7) . . ?
C8 C9 C10 105.0(6) . . ?
C11 C10 C15 121.7(7) . . ?
C11 C10 C9 128.5(7) . . ?
C15 C10 C9 109.7(7) . . ?
C10 C11 C12 117.1(8) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C13 C12 C11 120.6(8) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 122.5(8) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C15 C14 C13 116.3(8) . . ?
C15 C14 H14 121.9 . . ?
C13 C14 H14 121.9 . . ?
C14 C15 C10 121.8(8) . . ?
C14 C15 C16 133.8(8) . . ?
C10 C15 C16 104.4(6) . . ?
N1 C16 C8 109.3(6) . . ?
N1 C16 C15 137.1(7) . . ?
C8 C16 C15 113.6(7) . . ?
O2 C17 N2 122.4(7) . . ?
O2 C17 C18 124.6(7) . . ?
N2 C17 C18 113.0(7) . . ?
C19 C18 C23 118.3(7) . . ?
C19 C18 C17 124.8(7) . . ?
C23 C18 C17 116.8(7) . . ?
C18 C19 C20 120.8(8) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 120.9(9) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 119.0(8) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C23 C22 C21 120.1(8) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C18 120.7(7) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
C7 C24 N1 107.1(6) . . ?
C7 C24 C25 132.8(7) . . ?
N1 C24 C25 119.9(6) . . ?
C26 C25 C31 116.6(8) . . ?
C26 C25 C24 123.2(7) . . ?
C31 C25 C24 120.3(8) . . ?
C25 C26 C27 122.3(8) . . ?
C25 C26 H26 118.9 . . ?
C27 C26 H26 118.9 . . ?
C28 C27 C26 120.2(8) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C30 C28 C27 118.2(8) . . ?
C30 C28 C29 119.5(8) . . ?
C27 C28 C29 122.3(9) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 C31 121.1(8) . . ?
C28 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C25 121.7(8) . . ?
C30 C31 H31 119.2 . . ?
C25 C31 H31 119.2 . . ?
C33 C32 C37 118.8(7) . . ?
C33 C32 Br2 120.0(6) . . ?
C37 C32 Br2 121.2(6) . . ?
C32 C33 C34 120.5(7) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C35 C34 C33 122.2(8) . . ?
C35 C34 H34 118.9 . . ?
C33 C34 H34 118.9 . . ?
C36 C35 C34 116.4(7) . . ?
C36 C35 C38 119.0(7) . . ?
C34 C35 C38 124.6(7) . . ?
C35 C36 C37 122.4(8) . . ?
C35 C36 H36 118.8 . . ?
C37 C36 H36 118.8 . . ?
C36 C37 C32 119.5(8) . . ?
C36 C37 H37 120.2 . . ?
C32 C37 H37 120.2 . . ?
C55 C38 C39 106.2(6) . . ?
C55 C38 C35 127.6(7) . . ?
C39 C38 C35 126.1(7) . . ?
C47 C39 C38 108.0(7) . . ?
C47 C39 C40 105.5(7) . . ?
C38 C39 C40 146.5(7) . . ?
O3 C40 C39 129.3(7) . . ?
O3 C40 C41 124.8(7) . . ?
C39 C40 C41 106.0(7) . . ?
C42 C41 C46 121.2(8) . . ?
C42 C41 C40 128.9(8) . . ?
C46 C41 C40 109.9(7) . . ?
C41 C42 C43 116.3(9) . . ?
C41 C42 H42 121.8 . . ?
C43 C42 H42 121.8 . . ?
C44 C43 C42 123.2(9) . . ?
C44 C43 H43 118.4 . . ?
C42 C43 H43 118.4 . . ?
C43 C44 C45 120.4(9) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C46 C45 C44 117.0(9) . . ?
C46 C45 H45 121.5 . . ?
C44 C45 H45 121.5 . . ?
C45 C46 C41 121.7(8) . . ?
C45 C46 C47 134.1(8) . . ?
C41 C46 C47 104.1(7) . . ?
N3 C47 C39 109.4(7) . . ?
N3 C47 C46 136.0(8) . . ?
C39 C47 C46 114.5(7) . . ?
O4 C48 N4 121.8(8) . . ?
O4 C48 C49 121.8(8) . . ?
N4 C48 C49 116.5(7) . . ?
C54 C49 C50 119.0(7) . . ?
C54 C49 C48 123.9(8) . . ?
C50 C49 C48 117.2(7) . . ?
C51 C50 C49 120.3(8) . . ?
C51 C50 H50 119.9 . . ?
C49 C50 H50 119.9 . . ?
C52 C51 C50 121.0(9) . . ?
C52 C51 H51 119.5 . . ?
C50 C51 H51 119.5 . . ?
C51 C52 C53 120.0(8) . . ?
C51 C52 H52 120.0 . . ?
C53 C52 H52 120.0 . . ?
C54 C53 C52 120.4(8) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C49 119.2(8) . . ?
C53 C54 H54 120.4 . . ?
C49 C54 H54 120.4 . . ?
C38 C55 N3 107.0(6) . . ?
C38 C55 C56 133.9(7) . . ?
N3 C55 C56 119.1(7) . . ?
C62 C56 C57 119.0(7) . . ?
C62 C56 C55 120.9(8) . . ?
C57 C56 C55 120.0(7) . . ?
C56 C57 C58 120.6(7) . . ?
C56 C57 H57 119.7 . . ?
C58 C57 H57 119.7 . . ?
C59 C58 C57 119.9(8) . . ?
C59 C58 H58 120.1 . . ?
C57 C58 H58 120.1 . . ?
C61 C59 C58 119.0(8) . . ?
C61 C59 C60 121.8(8) . . ?
C58 C59 C60 119.3(8) . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 C62 121.7(8) . . ?
C59 C61 H61 119.2 . . ?
C62 C61 H61 119.2 . . ?
C56 C62 C61 119.8(8) . . ?
C56 C62 H62 120.1 . . ?
C61 C62 H62 120.1 . . ?
C16 N1 N2 124.3(6) . . ?
C16 N1 C24 109.5(6) . . ?
N2 N1 C24 126.0(6) . . ?
C17 N2 N1 119.7(6) . . ?
C17 N2 H2A 120.2 . . ?
N1 N2 H2A 120.2 . . ?
C47 N3 N4 125.3(6) . . ?
C47 N3 C55 109.4(6) . . ?
N4 N3 C55 125.0(6) . . ?
C48 N4 N3 117.4(6) . . ?
C48 N4 H4A 131.6 . . ?
N3 N4 H4A 110.7 . . ?
H5A O5 H5B 108.3 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.13
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_d21988
_database_code_depnum_ccdc_archive 'CCDC 2009643'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H17 Br N2 O3'
_chemical_formula_sum            'C28 H17 Br N2 O3'
_chemical_formula_weight         509.35

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   9.9178(2)
_cell_length_b                   25.0870(5)
_cell_length_c                   18.0566(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.6680(10)
_cell_angle_gamma                90.00
_cell_volume                     4428.82(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9406
_cell_measurement_theta_min      2.346
_cell_measurement_theta_max      24.989

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2064
_exptl_absorpt_coefficient_mu    1.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5829
_exptl_absorpt_correction_T_max  0.9282
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            77253
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.03
_reflns_number_total             7805
_reflns_number_gt                6295
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0465P)²+2.0866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7805
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4549(2) 0.10126(8) 0.16740(13) 0.0338(5) Uani 1 1 d . . .
C2 C 0.4131(2) 0.14016(8) 0.11406(12) 0.0326(5) Uani 1 1 d . . .
H2 H 0.3961 0.1317 0.0621 0.039 Uiso 1 1 calc R . .
C3 C 0.3968(2) 0.19185(8) 0.13836(12) 0.0300(5) Uani 1 1 d . . .
H3 H 0.3673 0.2188 0.1024 0.036 Uiso 1 1 calc R . .
C4 C 0.4227(2) 0.20505(8) 0.21453(11) 0.0252(4) Uani 1 1 d . . .
C5 C 0.4632(2) 0.16456(8) 0.26639(12) 0.0301(5) Uani 1 1 d . . .
H5 H 0.4797 0.1726 0.3185 0.036 Uiso 1 1 calc R . .
C6 C 0.4799(2) 0.11286(8) 0.24317(13) 0.0339(5) Uani 1 1 d . . .
H6 H 0.5082 0.0856 0.2789 0.041 Uiso 1 1 calc R . .
C7 C 0.4059(2) 0.26040(8) 0.23929(11) 0.0252(4) Uani 1 1 d . . .
C8 C 0.4297(2) 0.30581(8) 0.19965(11) 0.0252(4) Uani 1 1 d . . .
C9 C 0.4864(2) 0.31131(8) 0.13103(11) 0.0264(5) Uani 1 1 d . . .
C10 C 0.6066(2) 0.29718(9) 0.11343(13) 0.0350(5) Uani 1 1 d . . .
H10 H 0.6821 0.2823 0.1463 0.042 Uiso 1 1 calc R . .
C11 C 0.5999(3) 0.30878(9) 0.03535(13) 0.0423(6) Uani 1 1 d . . .
H11 H 0.6700 0.3034 0.0062 0.051 Uiso 1 1 calc R . .
C12 C 0.4768(3) 0.32843(12) 0.01206(15) 0.0571(8) Uani 1 1 d . . .
H12 H 0.4436 0.3392 -0.0381 0.068 Uiso 1 1 calc R . .
C13 C 0.2867(2) 0.43124(8) 0.19583(11) 0.0244(4) Uani 1 1 d . . .
C14 C 0.3045(2) 0.48194(8) 0.15545(11) 0.0251(4) Uani 1 1 d . . .
C15 C 0.3601(3) 0.48126(9) 0.08999(13) 0.0383(6) Uani 1 1 d . . .
H15 H 0.3945 0.4490 0.0730 0.046 Uiso 1 1 calc R . .
C16 C 0.3654(3) 0.52793(10) 0.04937(15) 0.0493(7) Uani 1 1 d . . .
H16 H 0.3996 0.5274 0.0033 0.059 Uiso 1 1 calc R . .
C17 C 0.3208(3) 0.57512(10) 0.07623(16) 0.0492(7) Uani 1 1 d . . .
H17 H 0.3266 0.6072 0.0490 0.059 Uiso 1 1 calc R . .
C18 C 0.2685(3) 0.57623(9) 0.14164(15) 0.0466(6) Uani 1 1 d . . .
H18 H 0.2396 0.6090 0.1601 0.056 Uiso 1 1 calc R . .
C19 C 0.2577(3) 0.52932(8) 0.18088(14) 0.0380(6) Uani 1 1 d . . .
H19 H 0.2181 0.5298 0.2253 0.046 Uiso 1 1 calc R . .
C20 C 0.3501(2) 0.33357(8) 0.30238(11) 0.0258(4) Uani 1 1 d . . .
C21 C 0.2958(2) 0.35711(9) 0.36551(11) 0.0301(5) Uani 1 1 d . . .
C22 C 0.2736(2) 0.40825(9) 0.38790(13) 0.0356(5) Uani 1 1 d . . .
H22 H 0.2927 0.4380 0.3588 0.043 Uiso 1 1 calc R . .
C23 C 0.2221(3) 0.41530(10) 0.45491(14) 0.0475(6) Uani 1 1 d . . .
H23 H 0.2066 0.4503 0.4716 0.057 Uiso 1 1 calc R . .
C24 C 0.1937(3) 0.37231(11) 0.49683(14) 0.0557(8) Uani 1 1 d . . .
H24 H 0.1582 0.3781 0.5419 0.067 Uiso 1 1 calc R . .
C25 C 0.2160(3) 0.32042(10) 0.47435(14) 0.0542(8) Uani 1 1 d . . .
H25 H 0.1967 0.2909 0.5038 0.065 Uiso 1 1 calc R . .
C26 C 0.2666(3) 0.31278(9) 0.40848(12) 0.0362(5) Uani 1 1 d . . .
C27 C 0.3014(2) 0.26152(9) 0.37186(12) 0.0347(5) Uani 1 1 d . . .
C28 C 0.3562(2) 0.27897(8) 0.30462(11) 0.0270(5) Uani 1 1 d . . .
C29 C 0.9574(2) 0.10541(8) 0.18208(12) 0.0319(5) Uani 1 1 d . . .
C30 C 0.8313(2) 0.12150(8) 0.19605(13) 0.0346(5) Uani 1 1 d . . .
H30 H 0.7558 0.0977 0.1884 0.042 Uiso 1 1 calc R . .
C31 C 0.8161(2) 0.17281(8) 0.22138(12) 0.0325(5) Uani 1 1 d . . .
H31 H 0.7294 0.1840 0.2313 0.039 Uiso 1 1 calc R . .
C32 C 0.9254(2) 0.20828(8) 0.23260(11) 0.0243(4) Uani 1 1 d . . .
C33 C 1.0521(2) 0.18999(8) 0.21991(12) 0.0321(5) Uani 1 1 d . . .
H33 H 1.1289 0.2131 0.2291 0.039 Uiso 1 1 calc R . .
C34 C 1.0686(2) 0.13890(8) 0.19421(13) 0.0344(5) Uani 1 1 d . . .
H34 H 1.1553 0.1271 0.1851 0.041 Uiso 1 1 calc R . .
C35 C 0.9055(2) 0.26361(8) 0.25652(11) 0.0254(4) Uani 1 1 d . . .
C36 C 0.9399(2) 0.30964(8) 0.22098(11) 0.0241(4) Uani 1 1 d . . .
C37 C 0.9880(2) 0.31706(8) 0.15006(11) 0.0263(5) Uani 1 1 d . . .
C38 C 1.0872(2) 0.29572(9) 0.11785(13) 0.0371(5) Uani 1 1 d . . .
H38 H 1.1539 0.2707 0.1399 0.044 Uiso 1 1 calc R . .
C39 C 1.0739(3) 0.31765(9) 0.04390(13) 0.0402(6) Uani 1 1 d . . .
H39 H 1.1291 0.3097 0.0071 0.048 Uiso 1 1 calc R . .
C40 C 0.9699(3) 0.35103(10) 0.03697(13) 0.0424(6) Uani 1 1 d . . .
H40 H 0.9382 0.3715 -0.0068 0.051 Uiso 1 1 calc R . .
C41 C 0.7887(2) 0.43096(8) 0.20538(11) 0.0246(4) Uani 1 1 d . . .
C42 C 0.8054(2) 0.48186(8) 0.16497(11) 0.0257(4) Uani 1 1 d . . .
C43 C 0.9075(2) 0.48881(8) 0.12185(12) 0.0304(5) Uani 1 1 d . . .
H43 H 0.9745 0.4619 0.1206 0.036 Uiso 1 1 calc R . .
C44 C 0.9111(3) 0.53509(9) 0.08071(13) 0.0392(6) Uani 1 1 d . . .
H44 H 0.9793 0.5395 0.0500 0.047 Uiso 1 1 calc R . .
C45 C 0.8160(3) 0.57509(9) 0.08392(13) 0.0432(6) Uani 1 1 d . . .
H45 H 0.8193 0.6069 0.0558 0.052 Uiso 1 1 calc R . .
C46 C 0.7162(3) 0.56854(9) 0.12812(13) 0.0415(6) Uani 1 1 d . . .
H46 H 0.6522 0.5963 0.1313 0.050 Uiso 1 1 calc R . .
C47 C 0.7092(2) 0.52180(8) 0.16769(12) 0.0329(5) Uani 1 1 d . . .
H47 H 0.6387 0.5169 0.1968 0.039 Uiso 1 1 calc R . .
C48 C 0.8362(2) 0.33569(8) 0.31666(11) 0.0264(5) Uani 1 1 d . . .
C49 C 0.7634(2) 0.35783(8) 0.37420(11) 0.0282(5) Uani 1 1 d . . .
C50 C 0.7356(2) 0.40834(9) 0.39648(12) 0.0341(5) Uani 1 1 d . . .
H50 H 0.7692 0.4388 0.3741 0.041 Uiso 1 1 calc R . .
C51 C 0.6561(3) 0.41361(9) 0.45337(12) 0.0379(6) Uani 1 1 d . . .
H51 H 0.6366 0.4482 0.4701 0.045 Uiso 1 1 calc R . .
C52 C 0.6058(2) 0.36983(9) 0.48553(12) 0.0381(6) Uani 1 1 d . . .
H52 H 0.5509 0.3746 0.5234 0.046 Uiso 1 1 calc R . .
C53 C 0.6345(2) 0.31837(9) 0.46304(12) 0.0346(5) Uani 1 1 d . . .
H53 H 0.5996 0.2880 0.4850 0.041 Uiso 1 1 calc R . .
C54 C 0.7145(2) 0.31267(8) 0.40837(11) 0.0292(5) Uani 1 1 d . . .
C55 C 0.7595(2) 0.26207(8) 0.37329(11) 0.0291(5) Uani 1 1 d . . .
C56 C 0.8378(2) 0.28096(8) 0.31595(11) 0.0271(5) Uani 1 1 d . . .
Br1 Br 0.47776(3) 0.030068(10) 0.135296(17) 0.05547(10) Uani 1 1 d . . .
Br2 Br 0.97740(3) 0.035108(9) 0.145343(15) 0.04807(10) Uani 1 1 d . . .
N1 N 0.39502(17) 0.35019(6) 0.23955(9) 0.0251(4) Uani 1 1 d . . .
N2 N 0.40159(17) 0.40201(6) 0.21405(9) 0.0262(4) Uani 1 1 d . . .
H2A H 0.4813 0.4160 0.2097 0.031 Uiso 1 1 calc R . .
N3 N 0.89835(18) 0.35349(6) 0.26037(9) 0.0256(4) Uani 1 1 d . . .
N4 N 0.90630(18) 0.40625(6) 0.23810(9) 0.0248(4) Uani 1 1 d . . .
H4 H 0.9850 0.4233 0.2449 0.030 Uiso 1 1 calc R . .
O1 O 0.40347(19) 0.33126(8) 0.06927(10) 0.0563(5) Uani 1 1 d . . .
O2 O 0.17742(15) 0.41752(6) 0.21260(9) 0.0351(4) Uani 1 1 d . . .
O3 O 0.2858(2) 0.21650(6) 0.39429(9) 0.0470(5) Uani 1 1 d . . .
O4 O 0.91354(17) 0.35228(6) 0.10109(9) 0.0423(4) Uani 1 1 d . . .
O5 O 0.67681(15) 0.41291(6) 0.21113(9) 0.0349(4) Uani 1 1 d . . .
O6 O 0.73221(18) 0.21677(6) 0.39007(9) 0.0402(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
C1 C6 1.380(3) . ?
C1 C2 1.385(3) . ?
C1 Br1 1.903(2) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C4 C7 1.477(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.386(3) . ?
C7 C28 1.431(3) . ?
C8 N1 1.400(3) . ?
C8 C9 1.451(3) . ?
C9 C10 1.333(3) . ?
C9 O1 1.365(3) . ?
C10 C11 1.430(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.318(4) . ?
C11 H11 0.9500 . ?
C12 O1 1.361(3) . ?
C12 H12 0.9500 . ?
C13 O2 1.222(2) . ?
C13 N2 1.349(3) . ?
C13 C14 1.491(3) . ?
C14 C19 1.382(3) . ?
C14 C15 1.386(3) . ?
C15 C16 1.387(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.368(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 N1 1.352(2) . ?
C20 C28 1.371(3) . ?
C20 C21 1.465(3) . ?
C21 C22 1.374(3) . ?
C21 C26 1.413(3) . ?
C22 C23 1.401(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.374(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.512(3) . ?
C27 O3 1.219(3) . ?
C27 C28 1.477(3) . ?
C29 C34 1.375(3) . ?
C29 C30 1.377(3) . ?
C29 Br2 1.906(2) . ?
C30 C31 1.383(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.391(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.392(3) . ?
C32 C35 1.477(3) . ?
C33 C34 1.382(3) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C36 1.391(3) . ?
C35 C56 1.426(3) . ?
C36 N3 1.409(2) . ?
C36 C37 1.452(3) . ?
C37 C38 1.336(3) . ?
C37 O4 1.374(2) . ?
C38 C39 1.430(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.319(3) . ?
C39 H39 0.9500 . ?
C40 O4 1.368(3) . ?
C40 H40 0.9500 . ?
C41 O5 1.219(2) . ?
C41 N4 1.365(3) . ?
C41 C42 1.494(3) . ?
C42 C43 1.388(3) . ?
C42 C47 1.390(3) . ?
C43 C44 1.382(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.385(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.381(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.381(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 N3 1.350(2) . ?
C48 C56 1.373(3) . ?
C48 C49 1.470(3) . ?
C49 C50 1.371(3) . ?
C49 C54 1.414(3) . ?
C50 C51 1.402(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.375(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.397(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.374(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.519(3) . ?
C55 O6 1.218(3) . ?
C55 C56 1.473(3) . ?
N1 N2 1.384(2) . ?
N2 H2A 0.8800 . ?
N3 N4 1.389(2) . ?
N4 H4 0.8800 . ?

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
C6 C1 C2 121.6(2) . . ?
C6 C1 Br1 119.29(16) . . ?
C2 C1 Br1 119.12(17) . . ?
C3 C2 C1 118.4(2) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.43(19) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 118.26(19) . . ?
C3 C4 C7 120.65(18) . . ?
C5 C4 C7 121.08(18) . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C8 C7 C28 105.67(17) . . ?
C8 C7 C4 125.36(18) . . ?
C28 C7 C4 128.89(17) . . ?
C7 C8 N1 108.07(17) . . ?
C7 C8 C9 130.01(18) . . ?
N1 C8 C9 121.85(17) . . ?
C10 C9 O1 110.09(19) . . ?
C10 C9 C8 132.0(2) . . ?
O1 C9 C8 117.75(18) . . ?
C9 C10 C11 106.6(2) . . ?
C9 C10 H10 126.7 . . ?
C11 C10 H10 126.7 . . ?
C12 C11 C10 106.2(2) . . ?
C12 C11 H11 126.9 . . ?
C10 C11 H11 126.9 . . ?
C11 C12 O1 111.2(2) . . ?
C11 C12 H12 124.4 . . ?
O1 C12 H12 124.4 . . ?
O2 C13 N2 122.30(18) . . ?
O2 C13 C14 122.99(18) . . ?
N2 C13 C14 114.70(17) . . ?
C19 C14 C15 119.9(2) . . ?
C19 C14 C13 119.79(18) . . ?
C15 C14 C13 120.23(18) . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 119.7(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 119.8(2) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C14 C19 C18 120.1(2) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
N1 C20 C28 108.28(17) . . ?
N1 C20 C21 138.14(19) . . ?
C28 C20 C21 113.56(17) . . ?
C22 C21 C26 121.0(2) . . ?
C22 C21 C20 134.7(2) . . ?
C26 C21 C20 104.25(18) . . ?
C21 C22 C23 118.1(2) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 121.1(2) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 118.7(2) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C25 C26 C21 120.1(2) . . ?
C25 C26 C27 129.6(2) . . ?
C21 C26 C27 110.26(18) . . ?
O3 C27 C28 129.2(2) . . ?
O3 C27 C26 126.29(19) . . ?
C28 C27 C26 104.47(18) . . ?
C20 C28 C7 108.68(17) . . ?
C20 C28 C27 107.44(18) . . ?
C7 C28 C27 143.75(19) . . ?
C34 C29 C30 121.4(2) . . ?
C34 C29 Br2 119.55(17) . . ?
C30 C29 Br2 119.07(17) . . ?
C29 C30 C31 119.1(2) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 H30 120.4 . . ?
C30 C31 C32 121.2(2) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C33 C32 C31 117.92(19) . . ?
C33 C32 C35 121.76(18) . . ?
C31 C32 C35 120.31(19) . . ?
C34 C33 C32 121.4(2) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C29 C34 C33 118.9(2) . . ?
C29 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C36 C35 C56 106.07(17) . . ?
C36 C35 C32 126.17(17) . . ?
C56 C35 C32 127.57(17) . . ?
C35 C36 N3 107.45(16) . . ?
C35 C36 C37 130.99(18) . . ?
N3 C36 C37 120.83(17) . . ?
C38 C37 O4 109.44(18) . . ?
C38 C37 C36 135.0(2) . . ?
O4 C37 C36 115.44(17) . . ?
C37 C38 C39 107.1(2) . . ?
C37 C38 H38 126.5 . . ?
C39 C38 H38 126.5 . . ?
C40 C39 C38 106.3(2) . . ?
C40 C39 H39 126.8 . . ?
C38 C39 H39 126.8 . . ?
C39 C40 O4 111.0(2) . . ?
C39 C40 H40 124.5 . . ?
O4 C40 H40 124.5 . . ?
O5 C41 N4 121.24(18) . . ?
O5 C41 C42 122.45(19) . . ?
N4 C41 C42 116.28(17) . . ?
C43 C42 C47 119.92(19) . . ?
C43 C42 C41 122.19(18) . . ?
C47 C42 C41 117.77(19) . . ?
C44 C43 C42 119.6(2) . . ?
C44 C43 H43 120.2 . . ?
C42 C43 H43 120.2 . . ?
C43 C44 C45 120.4(2) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C46 C45 C44 119.8(2) . . ?
C46 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C47 C46 C45 120.2(2) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C46 C47 C42 120.0(2) . . ?
C46 C47 H47 120.0 . . ?
C42 C47 H47 120.0 . . ?
N3 C48 C56 108.43(17) . . ?
N3 C48 C49 138.38(18) . . ?
C56 C48 C49 113.10(17) . . ?
C50 C49 C54 120.80(19) . . ?
C50 C49 C48 134.67(19) . . ?
C54 C49 C48 104.51(18) . . ?
C49 C50 C51 117.9(2) . . ?
C49 C50 H50 121.1 . . ?
C51 C50 H50 121.1 . . ?
C52 C51 C50 121.5(2) . . ?
C52 C51 H51 119.2 . . ?
C50 C51 H51 119.2 . . ?
C51 C52 C53 120.6(2) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 118.4(2) . . ?
C54 C53 H53 120.8 . . ?
C52 C53 H53 120.8 . . ?
C53 C54 C49 120.8(2) . . ?
C53 C54 C55 129.22(19) . . ?
C49 C54 C55 109.96(17) . . ?
O6 C55 C56 129.8(2) . . ?
O6 C55 C54 125.65(18) . . ?
C56 C55 C54 104.53(17) . . ?
C48 C56 C35 108.66(17) . . ?
C48 C56 C55 107.86(17) . . ?
C35 C56 C55 143.25(19) . . ?
C20 N1 N2 127.52(16) . . ?
C20 N1 C8 109.29(16) . . ?
N2 N1 C8 123.12(16) . . ?
C13 N2 N1 120.44(16) . . ?
C13 N2 H2A 119.8 . . ?
N1 N2 H2A 119.8 . . ?
C48 N3 N4 126.04(16) . . ?
C48 N3 C36 109.34(16) . . ?
N4 N3 C36 124.20(15) . . ?
C41 N4 N3 118.16(16) . . ?
C41 N4 H4 120.9 . . ?
N3 N4 H4 120.9 . . ?
C12 O1 C9 106.0(2) . . ?
C40 O4 C37 106.16(17) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_d22440
_database_code_depnum_ccdc_archive 'CCDC 2009646'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 Br Cl N2 O2'
_chemical_formula_sum            'C28 H22 Br Cl N2 O2'
_chemical_formula_weight         533.84

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C c'

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   17.544(5)
_cell_length_b                   16.528(4)
_cell_length_c                   9.324(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.870(7)
_cell_angle_gamma                90.00
_cell_volume                     2472.5(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5241
_cell_measurement_theta_min      2.526
_cell_measurement_theta_max      23.886

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    1.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7742
_exptl_absorpt_correction_T_max  0.9480
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19037
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_sigmaI/netI    0.0876
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         25.43
_reflns_number_total             4472
_reflns_number_gt                3306
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0388P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(9)
_refine_ls_number_reflns         4472
_refine_ls_number_parameters     310
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7669(3) 0.5478(3) 0.6449(6) 0.0345(11) Uani 1 1 d . . .
C2 C 0.7189(3) 0.6095(3) 0.5558(5) 0.0327(11) Uani 1 1 d . . .
H2 H 0.7431 0.6493 0.5133 0.039 Uiso 1 1 calc R . .
C3 C 0.6350(3) 0.6141(3) 0.5275(5) 0.0313(10) Uani 1 1 d . . .
H3 H 0.6022 0.6578 0.4680 0.038 Uiso 1 1 calc R . .
C4 C 0.5982(3) 0.5548(2) 0.5861(5) 0.0267(10) Uani 1 1 d . . .
C5 C 0.6483(3) 0.4935(3) 0.6783(6) 0.0338(12) Uani 1 1 d . . .
H5 H 0.6249 0.4542 0.7229 0.041 Uiso 1 1 calc R . .
C6 C 0.7316(3) 0.4889(3) 0.7061(6) 0.0367(12) Uani 1 1 d . . .
H6 H 0.7648 0.4456 0.7667 0.044 Uiso 1 1 calc R . .
C7 C 0.5091(3) 0.5605(3) 0.5579(6) 0.0253(11) Uani 1 1 d . . .
C8 C 0.4602(3) 0.6324(2) 0.5341(5) 0.0255(10) Uani 1 1 d . . .
C9 C 0.4612(3) 0.7224(3) 0.5146(5) 0.0294(10) Uani 1 1 d . . .
C10 C 0.3758(3) 0.7493(3) 0.5016(5) 0.0312(11) Uani 1 1 d . . .
C11 C 0.3433(3) 0.8257(3) 0.4827(6) 0.0400(12) Uani 1 1 d . . .
H11 H 0.3748 0.8709 0.4746 0.048 Uiso 1 1 calc R . .
C12 C 0.2631(4) 0.8362(3) 0.4754(6) 0.0516(15) Uani 1 1 d . . .
H12 H 0.2392 0.8888 0.4609 0.062 Uiso 1 1 calc R . .
C13 C 0.2176(3) 0.7693(3) 0.4896(7) 0.0545(15) Uani 1 1 d . . .
H13 H 0.1635 0.7772 0.4873 0.065 Uiso 1 1 calc R . .
C14 C 0.2504(3) 0.6913(3) 0.5069(6) 0.0424(13) Uani 1 1 d . . .
H14 H 0.2191 0.6459 0.5152 0.051 Uiso 1 1 calc R . .
C15 C 0.3281(3) 0.6820(3) 0.5115(5) 0.0305(10) Uani 1 1 d . . .
C16 C 0.3836(3) 0.6123(2) 0.5285(5) 0.0256(10) Uani 1 1 d . . .
C17 C 0.2630(3) 0.4476(3) 0.4204(6) 0.0303(11) Uani 1 1 d . . .
C18 C 0.1916(3) 0.4001(3) 0.4377(5) 0.0368(12) Uani 1 1 d . . .
C19 C 0.1197(3) 0.4576(4) 0.4054(9) 0.078(2) Uani 1 1 d . . .
H19A H 0.1037 0.4816 0.3011 0.117 Uiso 1 1 calc R . .
H19B H 0.1365 0.5005 0.4847 0.117 Uiso 1 1 calc R . .
H19C H 0.0722 0.4280 0.4095 0.117 Uiso 1 1 calc R . .
C20 C 0.2172(3) 0.3623(4) 0.6007(6) 0.0550(15) Uani 1 1 d . . .
H20A H 0.1718 0.3283 0.6021 0.082 Uiso 1 1 calc R . .
H20B H 0.2291 0.4053 0.6791 0.082 Uiso 1 1 calc R . .
H20C H 0.2673 0.3292 0.6250 0.082 Uiso 1 1 calc R . .
C21 C 0.1677(4) 0.3314(4) 0.3175(7) 0.073(2) Uani 1 1 d . . .
H21A H 0.1486 0.3542 0.2117 0.110 Uiso 1 1 calc R . .
H21B H 0.1229 0.2992 0.3263 0.110 Uiso 1 1 calc R . .
H21C H 0.2163 0.2968 0.3376 0.110 Uiso 1 1 calc R . .
C22 C 0.4576(3) 0.4973(3) 0.5630(5) 0.0247(10) Uani 1 1 d . . .
C23 C 0.4658(3) 0.4087(2) 0.5457(5) 0.0256(10) Uani 1 1 d . . .
C24 C 0.4459(3) 0.3526(2) 0.6343(5) 0.0335(11) Uani 1 1 d . . .
H24 H 0.4308 0.3704 0.7162 0.040 Uiso 1 1 calc R . .
C25 C 0.4476(3) 0.2695(3) 0.6049(6) 0.0376(12) Uani 1 1 d . . .
H25 H 0.4322 0.2309 0.6640 0.045 Uiso 1 1 calc R . .
C26 C 0.4719(3) 0.2450(3) 0.4889(5) 0.0352(11) Uani 1 1 d . . .
C27 C 0.4946(3) 0.3001(3) 0.4013(6) 0.0318(11) Uani 1 1 d . . .
H27 H 0.5124 0.2821 0.3231 0.038 Uiso 1 1 calc R . .
C28 C 0.4909(3) 0.3822(3) 0.4299(5) 0.0293(10) Uani 1 1 d . . .
H28 H 0.5056 0.4206 0.3697 0.035 Uiso 1 1 calc R . .
N1 N 0.3816(2) 0.5313(2) 0.5482(4) 0.0277(8) Uani 1 1 d . . .
N2 N 0.3141(2) 0.4876(2) 0.5517(4) 0.0273(8) Uani 1 1 d . . .
H2A H 0.3049 0.4860 0.6376 0.033 Uiso 1 1 calc R . .
O1 O 0.5150(2) 0.76575(18) 0.5083(4) 0.0424(8) Uani 1 1 d . . .
O2 O 0.2733(2) 0.4508(2) 0.2994(4) 0.0387(9) Uani 1 1 d . . .
Br1 Br 0.88118(3) 0.54052(3) 0.68357(5) 0.05200(18) Uani 1 1 d . . .
Cl1 Cl 0.47208(11) 0.14308(7) 0.44242(18) 0.0617(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
C1 C2 1.369(6) . ?
C1 C6 1.394(7) . ?
C1 Br1 1.892(5) . ?
C2 C3 1.390(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(6) . ?
C4 C7 1.478(6) . ?
C5 C6 1.379(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C22 1.395(6) . ?
C7 C8 1.429(6) . ?
C8 C16 1.366(6) . ?
C8 C9 1.500(6) . ?
C9 O1 1.205(5) . ?
C9 C10 1.520(6) . ?
C10 C11 1.368(6) . ?
C10 C15 1.417(6) . ?
C11 C12 1.392(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.401(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.356(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.474(6) . ?
C16 N1 1.353(5) . ?
C17 O2 1.213(6) . ?
C17 N2 1.362(6) . ?
C17 C18 1.541(6) . ?
C18 C19 1.510(7) . ?
C18 C21 1.529(7) . ?
C18 C20 1.532(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N1 1.401(6) . ?
C22 C23 1.487(6) . ?
C23 C24 1.378(6) . ?
C23 C28 1.391(6) . ?
C24 C25 1.403(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.375(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(6) . ?
C26 Cl1 1.740(4) . ?
C27 C28 1.389(6) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
N1 N2 1.398(5) . ?
N2 H2A 0.8800 . ?

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
C2 C1 C6 120.2(4) . . ?
C2 C1 Br1 120.4(3) . . ?
C6 C1 Br1 119.3(4) . . ?
C1 C2 C3 120.0(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.6(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.4(4) . . ?
C5 C4 C7 121.0(4) . . ?
C3 C4 C7 120.4(4) . . ?
C6 C5 C4 121.0(4) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 119.8(4) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C22 C7 C8 105.7(4) . . ?
C22 C7 C4 126.8(4) . . ?
C8 C7 C4 127.2(4) . . ?
C16 C8 C7 108.9(4) . . ?
C16 C8 C9 107.2(4) . . ?
C7 C8 C9 143.9(4) . . ?
O1 C9 C8 130.0(4) . . ?
O1 C9 C10 126.0(4) . . ?
C8 C9 C10 103.9(4) . . ?
C11 C10 C15 120.4(4) . . ?
C11 C10 C9 128.8(4) . . ?
C15 C10 C9 110.8(4) . . ?
C10 C11 C12 118.8(5) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C11 C12 C13 120.0(5) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C15 C14 C13 118.0(5) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 121.5(4) . . ?
C14 C15 C16 134.7(4) . . ?
C10 C15 C16 103.8(4) . . ?
N1 C16 C8 108.3(4) . . ?
N1 C16 C15 137.3(4) . . ?
C8 C16 C15 114.3(4) . . ?
O2 C17 N2 121.6(4) . . ?
O2 C17 C18 123.5(4) . . ?
N2 C17 C18 114.9(4) . . ?
C19 C18 C21 111.2(5) . . ?
C19 C18 C20 109.9(5) . . ?
C21 C18 C20 107.9(4) . . ?
C19 C18 C17 107.9(4) . . ?
C21 C18 C17 107.2(4) . . ?
C20 C18 C17 112.8(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C22 N1 107.5(4) . . ?
C7 C22 C23 129.8(4) . . ?
N1 C22 C23 121.0(4) . . ?
C24 C23 C28 119.3(4) . . ?
C24 C23 C22 122.6(4) . . ?
C28 C23 C22 118.0(4) . . ?
C23 C24 C25 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 118.7(4) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C25 C26 C27 121.7(4) . . ?
C25 C26 Cl1 120.9(4) . . ?
C27 C26 Cl1 117.4(4) . . ?
C26 C27 C28 118.8(4) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C27 C28 C23 120.7(4) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C16 N1 N2 125.6(4) . . ?
C16 N1 C22 109.6(4) . . ?
N2 N1 C22 124.8(3) . . ?
C17 N2 N1 119.1(4) . . ?
C17 N2 H2A 120.5 . . ?
N1 N2 H2A 120.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.43
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.063
####################################################################### 
# 
# 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_d22372
_database_code_depnum_ccdc_archive 'CCDC 2009644'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H20 Br Cl N2 O3'
_chemical_formula_sum            'C30 H20 Br Cl N2 O3'
_chemical_formula_weight         571.84

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   30.7223(10)
_cell_length_b                   6.9755(2)
_cell_length_c                   27.9045(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.5280(10)
_cell_angle_gamma                90.00
_cell_volume                     5396.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6773
_cell_measurement_theta_min      2.612
_cell_measurement_theta_max      24.053

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7775
_exptl_absorpt_correction_T_max  0.9676
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36745
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         25.04
_reflns_number_total             4758
_reflns_number_gt                3584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0994P)²+38.1717P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4758
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.1973
_refine_ls_wR_factor_gt          0.1844
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6027(2) 0.6845(9) 0.7795(2) 0.0479(15) Uani 1 1 d . . .
C2 C 0.5747(2) 0.8084(9) 0.7409(2) 0.0543(16) Uani 1 1 d . . .
H2 H 0.5560 0.9021 0.7484 0.065 Uiso 1 1 calc R . .
C3 C 0.5732(2) 0.7982(9) 0.6906(2) 0.0449(14) Uani 1 1 d . . .
H3 H 0.5531 0.8839 0.6637 0.054 Uiso 1 1 calc R . .
C4 C 0.60063(15) 0.6649(7) 0.67913(17) 0.0265(10) Uani 1 1 d . . .
C5 C 0.62817(17) 0.5375(8) 0.71914(18) 0.0338(11) Uani 1 1 d . . .
H5 H 0.6464 0.4415 0.7118 0.041 Uiso 1 1 calc R . .
C6 C 0.6297(2) 0.5472(9) 0.7691(2) 0.0464(14) Uani 1 1 d . . .
H6 H 0.6491 0.4604 0.7961 0.056 Uiso 1 1 calc R . .
C7 C 0.59942(15) 0.6575(6) 0.62554(17) 0.0235(9) Uani 1 1 d . . .
C8 C 0.55882(16) 0.7007(6) 0.57648(17) 0.0227(9) Uani 1 1 d . . .
C9 C 0.50817(16) 0.7583(6) 0.55251(18) 0.0224(9) Uani 1 1 d . . .
C10 C 0.49335(16) 0.7592(6) 0.49297(18) 0.0241(10) Uani 1 1 d . . .
C11 C 0.44975(17) 0.8050(6) 0.45236(19) 0.0287(10) Uani 1 1 d . . .
H11 H 0.4234 0.8451 0.4592 0.034 Uiso 1 1 calc R . .
C12 C 0.44526(17) 0.7905(7) 0.4001(2) 0.0338(11) Uani 1 1 d . . .
H12 H 0.4154 0.8213 0.3711 0.041 Uiso 1 1 calc R . .
C13 C 0.48343(19) 0.7324(7) 0.39046(19) 0.0360(12) Uani 1 1 d . . .
H13 H 0.4793 0.7215 0.3548 0.043 Uiso 1 1 calc R . .
C14 C 0.52850(18) 0.6888(7) 0.43226(18) 0.0298(10) Uani 1 1 d . . .
H14 H 0.5551 0.6517 0.4255 0.036 Uiso 1 1 calc R . .
C15 C 0.53281(16) 0.7015(6) 0.48323(17) 0.0228(9) Uani 1 1 d . . .
C16 C 0.57200(15) 0.6672(6) 0.53627(16) 0.0207(9) Uani 1 1 d . . .
C17 C 0.65667(16) 0.7339(7) 0.50811(17) 0.0248(10) Uani 1 1 d . . .
C18 C 0.67932(16) 0.6952(7) 0.47178(18) 0.0278(10) Uani 1 1 d . . .
C19 C 0.6732(2) 0.8278(8) 0.4321(2) 0.0406(13) Uani 1 1 d . . .
H19 H 0.6543 0.9394 0.4283 0.049 Uiso 1 1 calc R . .
C20 C 0.6946(2) 0.7972(9) 0.3988(2) 0.0487(15) Uani 1 1 d . . .
H20 H 0.6897 0.8869 0.3713 0.058 Uiso 1 1 calc R . .
C21 C 0.7231(2) 0.6380(10) 0.4043(2) 0.0491(15) Uani 1 1 d . . .
H21 H 0.7382 0.6192 0.3813 0.059 Uiso 1 1 calc R . .
C22 C 0.72927(19) 0.5075(9) 0.4435(2) 0.0456(14) Uani 1 1 d . . .
H22 H 0.7489 0.3977 0.4476 0.055 Uiso 1 1 calc R . .
C23 C 0.70749(17) 0.5335(7) 0.4769(2) 0.0333(11) Uani 1 1 d . . .
H23 H 0.7117 0.4409 0.5035 0.040 Uiso 1 1 calc R . .
C24 C 0.63629(15) 0.6018(6) 0.61265(16) 0.0202(9) Uani 1 1 d . . .
C25 C 0.68794(16) 0.5682(7) 0.64679(17) 0.0265(10) Uani 1 1 d . . .
C26 C 0.71393(17) 0.7143(8) 0.68175(19) 0.0363(12) Uani 1 1 d . . .
H26 H 0.6983 0.8310 0.6825 0.044 Uiso 1 1 calc R . .
C27 C 0.76285(19) 0.6892(10) 0.7156(2) 0.0479(16) Uani 1 1 d . . .
H27 H 0.7802 0.7879 0.7397 0.058 Uiso 1 1 calc R . .
C28 C 0.78585(19) 0.5233(10) 0.7140(2) 0.0464(15) Uani 1 1 d . . .
H28 H 0.8192 0.5085 0.7367 0.056 Uiso 1 1 calc R . .
C29 C 0.76145(18) 0.3796(9) 0.6804(2) 0.0416(13) Uani 1 1 d . . .
H29 H 0.7778 0.2650 0.6795 0.050 Uiso 1 1 calc R . .
C30 C 0.71243(17) 0.3999(7) 0.64736(19) 0.0301(11) Uani 1 1 d . . .
Br1 Br 0.60517(3) 0.70115(13) 0.84888(3) 0.0736(3) Uani 1 1 d . . .
Cl1 Cl 0.68209(5) 0.20651(18) 0.60780(5) 0.0404(3) Uani 1 1 d . . .
N1 N 0.61793(12) 0.6046(5) 0.55695(14) 0.0198(7) Uani 1 1 d . . .
N2 N 0.64494(13) 0.5744(5) 0.52831(14) 0.0220(8) Uani 1 1 d . . .
H1 H 0.6369 0.4482 0.5093 0.026 Uiso 1 1 d R . .
O1 O 0.48163(11) 0.7973(5) 0.57376(13) 0.0314(8) Uani 1 1 d . . .
O2 O 0.64873(12) 0.8958(4) 0.51964(13) 0.0330(8) Uani 1 1 d . . .
O3 O 0.61816(12) 0.2447(4) 0.46882(13) 0.0300(7) Uani 1 1 d . . .
H3D H 0.6319 0.1511 0.4865 0.036 Uiso 1 1 d R . .
H3C H 0.5905 0.2242 0.4557 0.036 Uiso 1 1 d 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
C1 C2 1.360(9) . ?
C1 C6 1.377(8) . ?
C1 Br1 1.908(5) . ?
C2 C3 1.386(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(7) . ?
C4 C7 1.481(6) . ?
C5 C6 1.377(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C24 1.384(6) . ?
C7 C8 1.431(6) . ?
C8 C16 1.367(6) . ?
C8 C9 1.461(6) . ?
C9 O1 1.228(5) . ?
C9 C10 1.522(6) . ?
C10 C11 1.368(6) . ?
C10 C15 1.411(6) . ?
C11 C12 1.408(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.373(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.407(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.470(6) . ?
C16 N1 1.346(5) . ?
C17 O2 1.227(6) . ?
C17 N2 1.364(6) . ?
C17 C18 1.481(6) . ?
C18 C19 1.392(7) . ?
C18 C23 1.391(7) . ?
C19 C20 1.366(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.371(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.374(7) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 N1 1.407(5) . ?
C24 C25 1.476(6) . ?
C25 C30 1.391(7) . ?
C25 C26 1.398(7) . ?
C26 C27 1.399(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.366(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.356(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.394(7) . ?
C29 H29 0.9500 . ?
C30 Cl1 1.738(5) . ?
N1 N2 1.394(5) . ?
N2 H1 1.0017 . ?
O3 H3D 0.8187 . ?
O3 H3C 0.7794 . ?

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
C2 C1 C6 120.6(5) . . ?
C2 C1 Br1 120.0(4) . . ?
C6 C1 Br1 119.5(4) . . ?
C1 C2 C3 120.2(5) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 120.8(5) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 117.7(4) . . ?
C3 C4 C7 120.3(4) . . ?
C5 C4 C7 122.0(4) . . ?
C6 C5 C4 121.6(5) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C1 C6 C5 119.1(5) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C24 C7 C8 106.5(4) . . ?
C24 C7 C4 127.2(4) . . ?
C8 C7 C4 126.2(4) . . ?
C16 C8 C7 107.7(4) . . ?
C16 C8 C9 107.8(4) . . ?
C7 C8 C9 144.4(4) . . ?
O1 C9 C8 129.6(4) . . ?
O1 C9 C10 125.3(4) . . ?
C8 C9 C10 105.1(4) . . ?
C11 C10 C15 121.5(4) . . ?
C11 C10 C9 129.1(4) . . ?
C15 C10 C9 109.4(4) . . ?
C10 C11 C12 117.7(5) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C13 C12 C11 120.9(4) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 121.3(5) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 117.8(4) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C14 C15 C10 120.7(4) . . ?
C14 C15 C16 134.7(4) . . ?
C10 C15 C16 104.6(4) . . ?
N1 C16 C8 109.3(4) . . ?
N1 C16 C15 137.4(4) . . ?
C8 C16 C15 113.2(4) . . ?
O2 C17 N2 121.7(4) . . ?
O2 C17 C18 123.5(4) . . ?
N2 C17 C18 114.8(4) . . ?
C19 C18 C23 119.0(5) . . ?
C19 C18 C17 118.8(4) . . ?
C23 C18 C17 122.2(4) . . ?
C20 C19 C18 119.9(5) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 121.1(5) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 119.0(5) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C23 C22 C21 120.9(6) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C18 120.1(5) . . ?
C22 C23 H23 120.0 . . ?
C18 C23 H23 120.0 . . ?
C7 C24 N1 107.4(4) . . ?
C7 C24 C25 130.5(4) . . ?
N1 C24 C25 121.6(4) . . ?
C30 C25 C26 117.6(4) . . ?
C30 C25 C24 124.6(4) . . ?
C26 C25 C24 117.8(4) . . ?
C25 C26 C27 120.3(5) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C28 C27 C26 120.3(5) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 120.6(5) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C30 120.0(5) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C25 121.2(5) . . ?
C29 C30 Cl1 118.2(4) . . ?
C25 C30 Cl1 120.6(4) . . ?
C16 N1 N2 125.2(3) . . ?
C16 N1 C24 109.0(3) . . ?
N2 N1 C24 125.2(3) . . ?
C17 N2 N1 116.2(3) . . ?
C17 N2 H1 123.2 . . ?
N1 N2 H1 111.3 . . ?
H3D O3 H3C 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         2.155
_refine_diff_density_min         -1.374
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_d22219
_database_code_depnum_ccdc_archive 'CCDC 2009645'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 Br N2 O2'
_chemical_formula_sum            'C28 H23 Br N2 O2'
_chemical_formula_weight         499.39

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C c'

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   17.2881(7)
_cell_length_b                   16.3136(7)
_cell_length_c                   9.3609(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.2390(10)
_cell_angle_gamma                90.00
_cell_volume                     2425.87(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4103
_cell_measurement_theta_min      2.497
_cell_measurement_theta_max      22.455

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    1.722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6929
_exptl_absorpt_correction_T_max  0.9664
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16214
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_sigmaI/netI    0.0692
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         25.07
_reflns_number_total             4042
_reflns_number_gt                3080
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0352P)²+1.1628P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.001(10)
_refine_ls_number_reflns         4042
_refine_ls_number_parameters     299
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.0949
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7367(3) 0.4624(3) 0.6435(6) 0.0471(12) Uani 1 1 d . . .
C2 C 0.6907(3) 0.3963(3) 0.5622(5) 0.0449(11) Uani 1 1 d . . .
H2 H 0.7162 0.3552 0.5234 0.054 Uiso 1 1 calc R . .
C3 C 0.6053(3) 0.3908(3) 0.5378(5) 0.0384(10) Uani 1 1 d . . .
H3 H 0.5732 0.3450 0.4838 0.046 Uiso 1 1 calc R . .
C4 C 0.5669(3) 0.4522(3) 0.5922(4) 0.0348(10) Uani 1 1 d . . .
C5 C 0.6170(3) 0.5166(3) 0.6753(5) 0.0400(11) Uani 1 1 d . . .
H5 H 0.5927 0.5577 0.7165 0.048 Uiso 1 1 calc R . .
C6 C 0.7006(3) 0.5228(3) 0.6998(5) 0.0469(12) Uani 1 1 d . . .
H6 H 0.7331 0.5683 0.7550 0.056 Uiso 1 1 calc R . .
C7 C 0.4781(3) 0.4439(3) 0.5673(5) 0.0328(10) Uani 1 1 d . . .
C8 C 0.4305(3) 0.3701(2) 0.5448(4) 0.0327(9) Uani 1 1 d . . .
C9 C 0.4322(3) 0.2797(3) 0.5287(5) 0.0377(10) Uani 1 1 d . . .
C10 C 0.3449(3) 0.2516(3) 0.5016(5) 0.0392(11) Uani 1 1 d . . .
C11 C 0.3119(3) 0.1735(3) 0.4727(5) 0.0485(12) Uani 1 1 d . . .
H11 H 0.3456 0.1282 0.4691 0.058 Uiso 1 1 calc R . .
C12 C 0.2270(3) 0.1627(3) 0.4487(6) 0.0552(13) Uani 1 1 d . . .
H12 H 0.2024 0.1096 0.4276 0.066 Uiso 1 1 calc R . .
C13 C 0.1791(3) 0.2291(3) 0.4559(6) 0.0607(14) Uani 1 1 d . . .
H13 H 0.1219 0.2209 0.4402 0.073 Uiso 1 1 calc R . .
C14 C 0.2129(3) 0.3083(3) 0.4859(6) 0.0471(11) Uani 1 1 d . . .
H14 H 0.1795 0.3536 0.4910 0.057 Uiso 1 1 calc R . .
C15 C 0.2953(3) 0.3185(2) 0.5075(5) 0.0346(10) Uani 1 1 d . . .
C16 C 0.3506(3) 0.3891(2) 0.5332(4) 0.0314(9) Uani 1 1 d . . .
C17 C 0.2260(3) 0.5528(3) 0.4112(5) 0.0367(10) Uani 1 1 d . A .
C18 C 0.1541(3) 0.6028(3) 0.4239(6) 0.0522(13) Uani 1 1 d . . .
C19 C 0.1759(4) 0.6391(4) 0.5845(6) 0.0803(19) Uani 1 1 d . A .
H19A H 0.2292 0.6691 0.6165 0.120 Uiso 1 1 calc R . .
H19B H 0.1815 0.5949 0.6589 0.120 Uiso 1 1 calc R . .
H19C H 0.1312 0.6766 0.5818 0.120 Uiso 1 1 calc R . .
C20 C 0.0842(8) 0.5342(8) 0.4279(18) 0.060(4) Uiso 0.431(18) 1 d P A 1
H20A H 0.1107 0.4970 0.5161 0.090 Uiso 0.431(18) 1 calc PR A 1
H20B H 0.0636 0.5027 0.3309 0.090 Uiso 0.431(18) 1 calc PR A 1
H20C H 0.0368 0.5624 0.4392 0.090 Uiso 0.431(18) 1 calc PR A 1
C21 C 0.1136(12) 0.6549(11) 0.2935(17) 0.072(5) Uiso 0.431(18) 1 d P A 1
H21A H 0.0681 0.6851 0.3076 0.108 Uiso 0.431(18) 1 calc PR A 1
H21B H 0.0902 0.6217 0.1987 0.108 Uiso 0.431(18) 1 calc PR A 1
H21C H 0.1546 0.6938 0.2844 0.108 Uiso 0.431(18) 1 calc PR A 1
C20' C 0.0762(9) 0.5649(10) 0.345(2) 0.103(5) Uiso 0.569(18) 1 d P A 2
H20D H 0.0316 0.5984 0.3554 0.154 Uiso 0.569(18) 1 calc PR A 2
H20E H 0.0764 0.5105 0.3896 0.154 Uiso 0.569(18) 1 calc PR A 2
H20F H 0.0659 0.5594 0.2347 0.154 Uiso 0.569(18) 1 calc PR A 2
C21' C 0.1510(8) 0.6885(7) 0.3271(12) 0.062(3) Uiso 0.569(18) 1 d P A 2
H21D H 0.2043 0.7180 0.3769 0.092 Uiso 0.569(18) 1 calc PR A 2
H21E H 0.1046 0.7229 0.3276 0.092 Uiso 0.569(18) 1 calc PR A 2
H21F H 0.1421 0.6752 0.2196 0.092 Uiso 0.569(18) 1 calc PR A 2
C22 C 0.4229(3) 0.5069(2) 0.5660(4) 0.0301(9) Uani 1 1 d . . .
C23 C 0.4286(2) 0.5973(3) 0.5569(4) 0.0310(9) Uani 1 1 d . . .
C24 C 0.4078(3) 0.6489(3) 0.6529(5) 0.0382(10) Uani 1 1 d . . .
H24 H 0.3951 0.6266 0.7348 0.046 Uiso 1 1 calc R . .
C25 C 0.4053(3) 0.7333(3) 0.6313(5) 0.0489(12) Uani 1 1 d . . .
H25 H 0.3903 0.7681 0.6975 0.059 Uiso 1 1 calc R . .
C26 C 0.4246(3) 0.7664(3) 0.5145(5) 0.0481(12) Uani 1 1 d . . .
H26 H 0.4220 0.8240 0.4985 0.058 Uiso 1 1 calc R . .
C27 C 0.4478(3) 0.7156(3) 0.4206(5) 0.0458(12) Uani 1 1 d . . .
H27 H 0.4633 0.7387 0.3425 0.055 Uiso 1 1 calc R . .
C28 C 0.4488(3) 0.6320(3) 0.4384(5) 0.0357(10) Uani 1 1 d . . .
H28 H 0.4632 0.5976 0.3707 0.043 Uiso 1 1 calc R . .
Br1 Br 0.85246(4) 0.46946(3) 0.67890(5) 0.06587(19) Uani 1 1 d . . .
N1 N 0.3465(2) 0.4707(2) 0.5484(4) 0.0325(8) Uani 1 1 d . A .
N2 N 0.2759(2) 0.5137(2) 0.5436(4) 0.0351(8) Uani 1 1 d . . .
H2A H 0.2636 0.5155 0.6262 0.042 Uiso 1 1 calc R A .
O1 O 0.4897(2) 0.23480(19) 0.5315(4) 0.0534(8) Uani 1 1 d . . .
O2 O 0.2404(2) 0.5477(2) 0.2939(4) 0.0444(9) 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
C1 C6 1.379(6) . ?
C1 C2 1.377(6) . ?
C1 Br1 1.898(4) . ?
C2 C3 1.405(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(6) . ?
C4 C7 1.466(6) . ?
C5 C6 1.374(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C22 1.399(6) . ?
C7 C8 1.426(7) . ?
C8 C16 1.378(5) . ?
C8 C9 1.484(6) . ?
C9 O1 1.227(5) . ?
C9 C10 1.500(6) . ?
C10 C11 1.379(6) . ?
C10 C15 1.402(6) . ?
C11 C12 1.406(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.399(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.368(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.455(6) . ?
C16 N1 1.344(5) . ?
C17 O2 1.221(5) . ?
C17 N2 1.358(5) . ?
C17 C18 1.529(6) . ?
C18 C20' 1.399(15) . ?
C18 C21 1.424(14) . ?
C18 C19 1.519(7) . ?
C18 C21' 1.655(12) . ?
C18 C20 1.659(14) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20' H20D 0.9800 . ?
C20' H20E 0.9800 . ?
C20' H20F 0.9800 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?
C22 N1 1.396(5) . ?
C22 C23 1.482(6) . ?
C23 C24 1.378(5) . ?
C23 C28 1.407(6) . ?
C24 C25 1.389(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.374(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.377(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.374(6) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
N1 N2 1.393(4) . ?
N2 H2A 0.8800 . ?

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
C6 C1 C2 121.4(4) . . ?
C6 C1 Br1 119.7(4) . . ?
C2 C1 Br1 118.9(4) . . ?
C1 C2 C3 118.7(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 117.6(4) . . ?
C5 C4 C7 122.7(4) . . ?
C3 C4 C7 119.6(4) . . ?
C6 C5 C4 122.1(4) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C1 119.3(5) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C22 C7 C8 105.5(4) . . ?
C22 C7 C4 127.1(5) . . ?
C8 C7 C4 127.4(4) . . ?
C16 C8 C7 108.8(3) . . ?
C16 C8 C9 105.9(4) . . ?
C7 C8 C9 145.2(4) . . ?
O1 C9 C8 129.7(4) . . ?
O1 C9 C10 125.0(4) . . ?
C8 C9 C10 105.2(3) . . ?
C11 C10 C15 121.0(4) . . ?
C11 C10 C9 128.8(4) . . ?
C15 C10 C9 110.2(4) . . ?
C10 C11 C12 118.1(4) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C13 C12 C11 120.2(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.5(5) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C15 C14 C13 118.0(4) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 121.1(4) . . ?
C14 C15 C16 134.4(4) . . ?
C10 C15 C16 104.5(4) . . ?
N1 C16 C8 108.0(3) . . ?
N1 C16 C15 138.0(4) . . ?
C8 C16 C15 114.1(3) . . ?
O2 C17 N2 120.4(4) . . ?
O2 C17 C18 124.5(4) . . ?
N2 C17 C18 115.0(4) . . ?
C20' C18 C21 76.4(9) . . ?
C20' C18 C19 120.4(8) . . ?
C21 C18 C19 117.5(8) . . ?
C20' C18 C17 111.5(7) . . ?
C21 C18 C17 113.1(7) . . ?
C19 C18 C17 113.1(4) . . ?
C20' C18 C21' 105.5(8) . . ?
C21 C18 C21' 29.3(7) . . ?
C19 C18 C21' 98.9(6) . . ?
C17 C18 C21' 105.1(5) . . ?
C20' C18 C20 32.4(7) . . ?
C21 C18 C20 107.8(9) . . ?
C19 C18 C20 98.0(7) . . ?
C17 C18 C20 105.3(6) . . ?
C21' C18 C20 135.7(7) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C20' H20D 109.5 . . ?
C18 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C18 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C18 C21' H21D 109.5 . . ?
C18 C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C18 C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
N1 C22 C7 107.5(4) . . ?
N1 C22 C23 119.6(3) . . ?
C7 C22 C23 132.1(4) . . ?
C24 C23 C28 118.5(4) . . ?
C24 C23 C22 122.0(4) . . ?
C28 C23 C22 119.2(3) . . ?
C23 C24 C25 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 120.1(4) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.6(4) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C28 C27 C26 120.9(4) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C23 120.0(4) . . ?
C27 C28 H28 120.0 . . ?
C23 C28 H28 120.0 . . ?
C16 N1 N2 125.3(3) . . ?
C16 N1 C22 110.1(3) . . ?
N2 N1 C22 124.6(3) . . ?
C17 N2 N1 119.9(3) . . ?
C17 N2 H2A 120.0 . . ?
N1 N2 H2A 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.07
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_d21932
_database_code_depnum_ccdc_archive 'CCDC 2009650'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-14 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H19 Br N2 O3'
_chemical_formula_sum            'C30 H19 Br N2 O3'
_chemical_formula_weight         535.38

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3291(7)
_cell_length_b                   9.2178(7)
_cell_length_c                   16.6899(15)
_cell_angle_alpha                79.558(2)
_cell_angle_beta                 87.777(3)
_cell_angle_gamma                74.713(2)
_cell_volume                     1215.52(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      2.435
_cell_measurement_theta_max      24.987

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3499
_exptl_absorpt_correction_T_max  0.7579
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35541
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         25.09
_reflns_number_total             4276
_reflns_number_gt                3778
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0551P)²+0.6463P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4276
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0978
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2606(3) 0.5305(3) 0.09542(15) 0.0395(5) Uani 1 1 d . . .
C2 C 0.3908(3) 0.4464(3) 0.14800(16) 0.0419(6) Uani 1 1 d . . .
H2 H 0.4743 0.3653 0.1316 0.050 Uiso 1 1 calc R . .
C3 C 0.3971(3) 0.4825(3) 0.22444(15) 0.0383(5) Uani 1 1 d . . .
H3 H 0.4864 0.4260 0.2604 0.046 Uiso 1 1 calc R . .
C4 C 0.2748(3) 0.6001(2) 0.24973(14) 0.0312(5) Uani 1 1 d . . .
C5 C 0.1423(3) 0.6777(3) 0.19609(15) 0.0366(5) Uani 1 1 d . . .
H5 H 0.0548 0.7550 0.2131 0.044 Uiso 1 1 calc R . .
C6 C 0.1358(3) 0.6445(3) 0.11912(15) 0.0406(6) Uani 1 1 d . . .
H6 H 0.0462 0.6998 0.0830 0.049 Uiso 1 1 calc R . .
C7 C 0.2759(3) 0.6476(2) 0.32866(14) 0.0313(5) Uani 1 1 d . . .
H7 H 0.1687 0.6771 0.3517 0.038 Uiso 1 1 calc R . .
C8 C 0.3991(2) 0.6572(2) 0.37440(13) 0.0283(4) Uani 1 1 d . . .
C9 C 0.3604(3) 0.7276(2) 0.44926(13) 0.0309(5) Uani 1 1 d . . .
C10 C 0.5190(3) 0.7346(2) 0.48259(14) 0.0328(5) Uani 1 1 d . . .
C11 C 0.5487(3) 0.7916(3) 0.55086(15) 0.0439(6) Uani 1 1 d . . .
H11 H 0.4598 0.8329 0.5844 0.053 Uiso 1 1 calc R . .
C12 C 0.7098(4) 0.7864(4) 0.56827(18) 0.0573(7) Uani 1 1 d . . .
H12 H 0.7331 0.8245 0.6145 0.069 Uiso 1 1 calc R . .
C13 C 0.8399(4) 0.7259(4) 0.51894(19) 0.0631(8) Uani 1 1 d . . .
H13 H 0.9507 0.7223 0.5326 0.076 Uiso 1 1 calc R . .
C14 C 0.8110(3) 0.6709(3) 0.45064(17) 0.0505(7) Uani 1 1 d . . .
H14 H 0.9001 0.6305 0.4170 0.061 Uiso 1 1 calc R . .
C15 C 0.6478(3) 0.6764(3) 0.43259(14) 0.0339(5) Uani 1 1 d . . .
C16 C 0.5857(3) 0.6274(2) 0.36085(13) 0.0292(4) Uani 1 1 d . . .
C17 C 0.5969(3) 0.8562(2) 0.25555(14) 0.0313(5) Uani 1 1 d . . .
C18 C 0.6578(3) 0.9130(2) 0.17356(14) 0.0322(5) Uani 1 1 d . . .
C19 C 0.7250(3) 1.0374(3) 0.16462(18) 0.0497(6) Uani 1 1 d . . .
H19 H 0.7337 1.0837 0.2102 0.060 Uiso 1 1 calc R . .
C20 C 0.7793(4) 1.0940(3) 0.0887(2) 0.0652(9) Uani 1 1 d . . .
H20 H 0.8285 1.1772 0.0828 0.078 Uiso 1 1 calc R . .
C21 C 0.7630(4) 1.0317(3) 0.0221(2) 0.0600(8) Uani 1 1 d . . .
H21 H 0.8002 1.0721 -0.0296 0.072 Uiso 1 1 calc R . .
C22 C 0.6932(4) 0.9112(3) 0.02983(18) 0.0563(7) Uani 1 1 d . . .
H22 H 0.6799 0.8690 -0.0166 0.068 Uiso 1 1 calc R . .
C23 C 0.6417(3) 0.8504(3) 0.10599(15) 0.0428(6) Uani 1 1 d . . .
H23 H 0.5953 0.7654 0.1115 0.051 Uiso 1 1 calc R . .
C24 C 0.7717(2) 0.4691(2) 0.29158(13) 0.0282(4) Uani 1 1 d . . .
C25 C 0.8862(2) 0.3236(2) 0.28037(13) 0.0282(4) Uani 1 1 d . . .
C26 C 0.9900(3) 0.3198(3) 0.21301(15) 0.0389(5) Uani 1 1 d . . .
H26 H 0.9819 0.4095 0.1733 0.047 Uiso 1 1 calc R . .
C27 C 1.1044(3) 0.1855(3) 0.20394(17) 0.0456(6) Uani 1 1 d . . .
H27 H 1.1760 0.1832 0.1582 0.055 Uiso 1 1 calc R . .
C28 C 1.1156(3) 0.0541(3) 0.26102(17) 0.0419(6) Uani 1 1 d . . .
H28 H 1.1952 -0.0380 0.2546 0.050 Uiso 1 1 calc R . .
C29 C 1.0113(3) 0.0570(3) 0.32730(15) 0.0397(5) Uani 1 1 d . . .
H29 H 1.0182 -0.0338 0.3660 0.048 Uiso 1 1 calc R . .
C30 C 0.8965(3) 0.1912(2) 0.33780(13) 0.0317(5) Uani 1 1 d . . .
H30 H 0.8254 0.1930 0.3837 0.038 Uiso 1 1 calc R . .
Br1 Br 0.25283(4) 0.48105(3) -0.009369(17) 0.06101(14) Uani 1 1 d . . .
N1 N 0.6326(2) 0.70069(19) 0.28028(11) 0.0300(4) Uani 1 1 d . . .
N2 N 0.7567(2) 0.59740(19) 0.24472(11) 0.0315(4) Uani 1 1 d . . .
O1 O 0.22154(19) 0.7736(2) 0.47532(10) 0.0415(4) Uani 1 1 d . . .
O2 O 0.5154(2) 0.94088(18) 0.29925(11) 0.0433(4) Uani 1 1 d . . .
O3 O 0.66956(17) 0.46861(16) 0.35829(9) 0.0305(3) 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
C1 C6 1.373(4) . ?
C1 C2 1.390(3) . ?
C1 Br1 1.893(2) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(3) . ?
C4 C7 1.462(3) . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.333(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.497(3) . ?
C8 C16 1.520(3) . ?
C9 O1 1.214(3) . ?
C9 C10 1.475(3) . ?
C10 C15 1.387(3) . ?
C10 C11 1.394(3) . ?
C11 C12 1.371(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.508(3) . ?
C16 O3 1.453(2) . ?
C16 N1 1.479(3) . ?
C17 O2 1.221(3) . ?
C17 N1 1.373(3) . ?
C17 C18 1.493(3) . ?
C18 C23 1.382(3) . ?
C18 C19 1.386(3) . ?
C19 C20 1.387(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.366(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.368(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.393(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 N2 1.273(3) . ?
C24 O3 1.375(3) . ?
C24 C25 1.465(3) . ?
C25 C30 1.394(3) . ?
C25 C26 1.391(3) . ?
C26 C27 1.378(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.383(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.380(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
N1 N2 1.402(2) . ?

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
C6 C1 C2 121.2(2) . . ?
C6 C1 Br1 119.84(18) . . ?
C2 C1 Br1 118.90(19) . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 117.8(2) . . ?
C3 C4 C7 124.3(2) . . ?
C5 C4 C7 117.9(2) . . ?
C6 C5 C4 121.5(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C1 C6 C5 119.1(2) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C4 132.1(2) . . ?
C8 C7 H7 114.0 . . ?
C4 C7 H7 114.0 . . ?
C7 C8 C9 120.02(19) . . ?
C7 C8 C16 132.0(2) . . ?
C9 C8 C16 107.50(18) . . ?
O1 C9 C10 127.3(2) . . ?
O1 C9 C8 125.0(2) . . ?
C10 C9 C8 107.62(18) . . ?
C15 C10 C11 121.3(2) . . ?
C15 C10 C9 109.0(2) . . ?
C11 C10 C9 129.6(2) . . ?
C12 C11 C10 118.1(2) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 121.4(2) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 118.1(3) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C10 C15 C14 120.4(2) . . ?
C10 C15 C16 112.02(19) . . ?
C14 C15 C16 127.6(2) . . ?
O3 C16 N1 99.93(15) . . ?
O3 C16 C15 110.22(16) . . ?
N1 C16 C15 114.82(17) . . ?
O3 C16 C8 114.05(17) . . ?
N1 C16 C8 114.41(17) . . ?
C15 C16 C8 103.78(17) . . ?
O2 C17 N1 119.9(2) . . ?
O2 C17 C18 123.17(19) . . ?
N1 C17 C18 116.91(18) . . ?
C23 C18 C19 119.3(2) . . ?
C23 C18 C17 122.2(2) . . ?
C19 C18 C17 118.5(2) . . ?
C20 C19 C18 119.5(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 121.0(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.0(3) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 119.8(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C18 C23 C22 120.4(2) . . ?
C18 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
N2 C24 O3 116.30(18) . . ?
N2 C24 C25 125.94(19) . . ?
O3 C24 C25 117.77(17) . . ?
C30 C25 C26 119.95(19) . . ?
C30 C25 C24 120.77(19) . . ?
C26 C25 C24 119.24(19) . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 120.4(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C29 C28 C27 119.9(2) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C30 120.5(2) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C29 C30 C25 119.4(2) . . ?
C29 C30 H30 120.3 . . ?
C25 C30 H30 120.3 . . ?
C17 N1 N2 123.22(17) . . ?
C17 N1 C16 123.21(18) . . ?
N2 N1 C16 110.94(15) . . ?
C24 N2 N1 104.86(17) . . ?
C24 O3 C16 106.64(15) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_d21133
_database_code_depnum_ccdc_archive 'CCDC 2009731'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-06-15 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H42 Br N2 O2 P'
_chemical_formula_sum            'C35 H42 Br N2 O2 P'
_chemical_formula_weight         633.59

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   10.0157(3)
_cell_length_b                   12.5956(4)
_cell_length_c                   26.5786(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.1220(10)
_cell_angle_gamma                90.00
_cell_volume                     3352.35(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.229
_cell_measurement_theta_max      24.39

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    1.306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7621
_exptl_absorpt_correction_T_max  0.9142
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            44500
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.06
_reflns_number_total             5913
_reflns_number_gt                4321
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0604P)²+1.0236P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5913
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1292
_refine_ls_wR_factor_gt          0.1198
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6435(3) 0.9090(3) 0.65437(12) 0.0483(8) Uani 1 1 d . . .
C2 C 0.7062(3) 0.8296(3) 0.62868(13) 0.0527(8) Uani 1 1 d . . .
H2 H 0.7890 0.8427 0.6130 0.063 Uiso 1 1 calc R . .
C3 C 0.6483(3) 0.7304(3) 0.62572(12) 0.0478(8) Uani 1 1 d . . .
H3 H 0.6916 0.6756 0.6077 0.057 Uiso 1 1 calc R . .
C4 C 0.5272(3) 0.7090(2) 0.64873(10) 0.0396(7) Uani 1 1 d . . .
C5 C 0.4656(3) 0.7911(3) 0.67418(11) 0.0446(7) Uani 1 1 d . . .
H5 H 0.3824 0.7786 0.6897 0.054 Uiso 1 1 calc R . .
C6 C 0.5226(3) 0.8908(3) 0.67751(11) 0.0498(8) Uani 1 1 d . . .
H6 H 0.4797 0.9461 0.6954 0.060 Uiso 1 1 calc R . .
C7 C 0.4651(3) 0.5991(2) 0.64663(10) 0.0379(7) Uani 1 1 d . . .
H7 H 0.4091 0.5940 0.6773 0.045 Uiso 1 1 calc R . .
C8 C 0.5632(3) 0.5079(2) 0.65077(10) 0.0363(6) Uani 1 1 d . . .
C9 C 0.6462(3) 0.4712(2) 0.61149(11) 0.0387(7) Uani 1 1 d . . .
C10 C 0.7378(3) 0.3896(2) 0.63392(11) 0.0388(7) Uani 1 1 d . . .
C11 C 0.8449(3) 0.3361(3) 0.61355(12) 0.0490(8) Uani 1 1 d . . .
H11 H 0.8670 0.3446 0.5792 0.059 Uiso 1 1 calc R . .
C12 C 0.9192(3) 0.2691(3) 0.64521(13) 0.0536(8) Uani 1 1 d . . .
H12 H 0.9938 0.2322 0.6323 0.064 Uiso 1 1 calc R . .
C13 C 0.8863(3) 0.2555(3) 0.69479(13) 0.0500(8) Uani 1 1 d . . .
H13 H 0.9378 0.2088 0.7155 0.060 Uiso 1 1 calc R . .
C14 C 0.7779(3) 0.3098(2) 0.71514(12) 0.0436(7) Uani 1 1 d . . .
H14 H 0.7552 0.3006 0.7494 0.052 Uiso 1 1 calc R . .
C15 C 0.7055(3) 0.3763(2) 0.68438(10) 0.0346(6) Uani 1 1 d . . .
C16 C 0.5940(3) 0.4503(2) 0.69460(10) 0.0346(6) Uani 1 1 d . . .
C17 C 0.3971(3) 0.4973(3) 0.79854(11) 0.0432(7) Uani 1 1 d . . .
C18 C 0.2945(3) 0.5726(3) 0.81824(11) 0.0422(7) Uani 1 1 d . . .
C19 C 0.2304(4) 0.5483(3) 0.86259(13) 0.0606(9) Uani 1 1 d . . .
H19 H 0.2535 0.4859 0.8808 0.073 Uiso 1 1 calc R . .
C20 C 0.1313(4) 0.6165(4) 0.88025(15) 0.0759(12) Uani 1 1 d . . .
H20 H 0.0863 0.5992 0.9103 0.091 Uiso 1 1 calc R . .
C21 C 0.0985(4) 0.7068(3) 0.85519(16) 0.0695(11) Uani 1 1 d . . .
H21 H 0.0307 0.7520 0.8676 0.083 Uiso 1 1 calc R . .
C22 C 0.1631(3) 0.7329(3) 0.81203(14) 0.0631(10) Uani 1 1 d . . .
H22 H 0.1415 0.7968 0.7947 0.076 Uiso 1 1 calc R . .
C23 C 0.2609(3) 0.6651(3) 0.79365(12) 0.0522(8) Uani 1 1 d . . .
H23 H 0.3051 0.6832 0.7635 0.063 Uiso 1 1 calc R . .
C24 C 0.3199(3) 0.4525(2) 0.57725(11) 0.0449(7) Uani 1 1 d . . .
H24A H 0.4017 0.4240 0.5619 0.054 Uiso 1 1 calc R . .
H24B H 0.3049 0.4122 0.6086 0.054 Uiso 1 1 calc R . .
C25 C 0.2015(3) 0.4334(3) 0.54108(12) 0.0534(8) Uani 1 1 d . . .
H25A H 0.1180 0.4546 0.5577 0.064 Uiso 1 1 calc R . .
H25B H 0.2117 0.4786 0.5109 0.064 Uiso 1 1 calc R . .
C26 C 0.1912(4) 0.3187(3) 0.52509(15) 0.0734(11) Uani 1 1 d . . .
H26A H 0.2767 0.2963 0.5103 0.088 Uiso 1 1 calc R . .
H26B H 0.1759 0.2740 0.5551 0.088 Uiso 1 1 calc R . .
C27 C 0.0798(4) 0.3009(4) 0.48730(15) 0.0831(9) Uani 1 1 d . . .
H27A H 0.0965 0.3426 0.4569 0.125 Uiso 1 1 calc R . .
H27B H -0.0050 0.3231 0.5018 0.125 Uiso 1 1 calc R . .
H27C H 0.0752 0.2254 0.4786 0.125 Uiso 1 1 calc R . .
C28 C 0.1914(3) 0.6460(3) 0.61332(11) 0.0463(7) Uani 1 1 d . . .
H28A H 0.2079 0.7205 0.6235 0.056 Uiso 1 1 calc R . .
H28B H 0.1282 0.6472 0.5842 0.056 Uiso 1 1 calc R . .
C29 C 0.1253(3) 0.5889(3) 0.65641(12) 0.0487(8) Uani 1 1 d . . .
H29A H 0.1823 0.5950 0.6871 0.058 Uiso 1 1 calc R . .
H29B H 0.1159 0.5126 0.6481 0.058 Uiso 1 1 calc R . .
C30 C -0.0122(3) 0.6357(3) 0.66659(14) 0.0617(9) Uani 1 1 d . . .
H30A H -0.0036 0.7135 0.6706 0.074 Uiso 1 1 calc R . .
H30B H -0.0717 0.6222 0.6371 0.074 Uiso 1 1 calc R . .
C31 C -0.0752(4) 0.5903(4) 0.71278(16) 0.0831(9) Uani 1 1 d . . .
H31A H -0.1687 0.6129 0.7140 0.125 Uiso 1 1 calc R . .
H31B H -0.0270 0.6158 0.7429 0.125 Uiso 1 1 calc R . .
H31C H -0.0710 0.5126 0.7115 0.125 Uiso 1 1 calc R . .
C32 C 0.3996(3) 0.6607(3) 0.53804(11) 0.0485(8) Uani 1 1 d . . .
H32A H 0.4984 0.6605 0.5375 0.058 Uiso 1 1 calc R . .
H32B H 0.3670 0.6221 0.5078 0.058 Uiso 1 1 calc R . .
C33 C 0.3510(4) 0.7761(3) 0.53458(13) 0.0636(10) Uani 1 1 d . . .
H33A H 0.2524 0.7771 0.5362 0.076 Uiso 1 1 calc R . .
H33B H 0.3868 0.8161 0.5639 0.076 Uiso 1 1 calc R . .
C34 C 0.3930(4) 0.8305(3) 0.48725(14) 0.0749(11) Uani 1 1 d . . .
H34A H 0.3629 0.7882 0.4577 0.090 Uiso 1 1 calc R . .
H34B H 0.4916 0.8351 0.4868 0.090 Uiso 1 1 calc R . .
C35 C 0.3334(5) 0.9420(4) 0.48373(17) 0.0965(16) Uani 1 1 d . . .
H35A H 0.3617 0.9759 0.4525 0.145 Uiso 1 1 calc R . .
H35B H 0.3646 0.9843 0.5126 0.145 Uiso 1 1 calc R . .
H35C H 0.2358 0.9374 0.4838 0.145 Uiso 1 1 calc R . .
Br1 Br 0.72496(4) 1.04419(3) 0.660323(15) 0.06475(16) Uani 1 1 d . . .
N1 N 0.5407(2) 0.45252(18) 0.73954(9) 0.0377(5) Uani 1 1 d . . .
N2 N 0.4413(2) 0.52249(19) 0.75305(9) 0.0391(6) Uani 1 1 d . . .
O1 O 0.6444(2) 0.49963(19) 0.56658(7) 0.0503(5) Uani 1 1 d . . .
O2 O 0.4357(2) 0.41836(19) 0.82369(9) 0.0623(6) Uani 1 1 d . . .
P1 P 0.34720(7) 0.58947(7) 0.59304(3) 0.0404(2) Uani 1 1 d . . .
H1' H 0.5734 0.4008 0.7664 0.048 Uiso 1 1 d 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
C1 C2 1.370(5) . ?
C1 C6 1.388(4) . ?
C1 Br1 1.893(3) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(4) . ?
C4 C7 1.517(4) . ?
C5 C6 1.381(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.514(4) . ?
C7 P1 1.837(3) . ?
C7 H7 1.0000 . ?
C8 C16 1.401(4) . ?
C8 C9 1.424(4) . ?
C9 O1 1.246(3) . ?
C9 C10 1.494(4) . ?
C10 C11 1.386(4) . ?
C10 C15 1.396(4) . ?
C11 C12 1.396(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.375(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.401(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.369(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.484(4) . ?
C16 N1 1.318(3) . ?
C17 O2 1.254(4) . ?
C17 N2 1.334(4) . ?
C17 C18 1.500(4) . ?
C18 C23 1.375(5) . ?
C18 C19 1.387(4) . ?
C19 C20 1.401(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.355(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.368(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.395(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.530(4) . ?
C24 P1 1.796(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.510(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.504(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.516(4) . ?
C28 P1 1.807(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.526(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.504(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.534(5) . ?
C32 P1 1.802(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.500(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.528(6) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
N1 N2 1.382(3) . ?
N1 H1' 1.0157 . ?

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
C2 C1 C6 120.8(3) . . ?
C2 C1 Br1 119.9(2) . . ?
C6 C1 Br1 119.3(3) . . ?
C1 C2 C3 119.6(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 121.2(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 C7 120.8(2) . . ?
C3 C4 C7 121.3(3) . . ?
C6 C5 C4 121.5(3) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C1 C6 H6 120.5 . . ?
C8 C7 C4 115.2(2) . . ?
C8 C7 P1 114.3(2) . . ?
C4 C7 P1 110.22(19) . . ?
C8 C7 H7 105.4 . . ?
C4 C7 H7 105.4 . . ?
P1 C7 H7 105.4 . . ?
C16 C8 C9 108.6(2) . . ?
C16 C8 C7 125.8(2) . . ?
C9 C8 C7 125.4(2) . . ?
O1 C9 C8 127.7(3) . . ?
O1 C9 C10 125.2(2) . . ?
C8 C9 C10 107.1(2) . . ?
C11 C10 C15 120.8(3) . . ?
C11 C10 C9 130.8(3) . . ?
C15 C10 C9 108.3(2) . . ?
C10 C11 C12 117.8(3) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.7(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 118.3(3) . . ?
C15 C14 H14 120.9 . . ?
C13 C14 H14 120.9 . . ?
C14 C15 C10 121.2(3) . . ?
C14 C15 C16 131.9(3) . . ?
C10 C15 C16 106.8(2) . . ?
N1 C16 C8 131.0(3) . . ?
N1 C16 C15 119.9(2) . . ?
C8 C16 C15 109.1(2) . . ?
O2 C17 N2 124.6(3) . . ?
O2 C17 C18 121.4(3) . . ?
N2 C17 C18 114.1(3) . . ?
C23 C18 C19 118.5(3) . . ?
C23 C18 C17 122.2(3) . . ?
C19 C18 C17 119.3(3) . . ?
C18 C19 C20 119.5(4) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.0(3) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 119.5(4) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C18 C23 C22 121.3(3) . . ?
C18 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C25 C24 P1 114.2(2) . . ?
C25 C24 H24A 108.7 . . ?
P1 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
P1 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 112.0(3) . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25B 109.2 . . ?
C24 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C27 C26 C25 112.1(4) . . ?
C27 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
C27 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 P1 115.5(2) . . ?
C29 C28 H28A 108.4 . . ?
P1 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
P1 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 111.1(3) . . ?
C28 C29 H29A 109.4 . . ?
C30 C29 H29A 109.4 . . ?
C28 C29 H29B 109.4 . . ?
C30 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C29 113.1(3) . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30A 109.0 . . ?
C31 C30 H30B 109.0 . . ?
C29 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 P1 115.0(2) . . ?
C33 C32 H32A 108.5 . . ?
P1 C32 H32A 108.5 . . ?
C33 C32 H32B 108.5 . . ?
P1 C32 H32B 108.5 . . ?
H32A C32 H32B 107.5 . . ?
C34 C33 C32 112.9(3) . . ?
C34 C33 H33A 109.0 . . ?
C32 C33 H33A 109.0 . . ?
C34 C33 H33B 109.0 . . ?
C32 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
C33 C34 C35 110.9(3) . . ?
C33 C34 H34A 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C35 C34 H34B 109.5 . . ?
H34A C34 H34B 108.1 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C16 N1 N2 123.7(2) . . ?
C16 N1 H1' 119.5 . . ?
N2 N1 H1' 116.8 . . ?
C17 N2 N1 109.7(2) . . ?
C24 P1 C32 109.54(15) . . ?
C24 P1 C28 108.66(15) . . ?
C32 P1 C28 108.21(14) . . ?
C24 P1 C7 109.74(14) . . ?
C32 P1 C7 113.76(14) . . ?
C28 P1 C7 106.77(14) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_d22570
_database_code_depnum_ccdc_archive 'CCDC 2019535'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 Br N2 O3'
_chemical_formula_sum            'C28 H23 Br N2 O3'
_chemical_formula_weight         515.39

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7575(13)
_cell_length_b                   10.9781(14)
_cell_length_c                   12.4931(14)
_cell_angle_alpha                70.686(3)
_cell_angle_beta                 73.323(3)
_cell_angle_gamma                72.669(3)
_cell_volume                     1178.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      2.236
_cell_measurement_theta_max      25.123

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    1.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5086
_exptl_absorpt_correction_T_max  0.7289
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33847
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.20
_reflns_number_total             4196
_reflns_number_gt                3679
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0430P)²+0.7408P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4196
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9172(2) 0.6835(2) 0.9403(2) 0.0342(5) Uani 1 1 d . . .
C2 C 0.8093(3) 0.6270(2) 1.0231(2) 0.0381(5) Uani 1 1 d . . .
H2 H 0.7834 0.6387 1.0989 0.046 Uiso 1 1 calc R . .
C3 C 0.7390(2) 0.5531(2) 0.99472(18) 0.0351(5) Uani 1 1 d . . .
H3 H 0.6681 0.5104 1.0526 0.042 Uiso 1 1 calc R . .
C4 C 0.7711(2) 0.5405(2) 0.88209(17) 0.0291(4) Uani 1 1 d . . .
C5 C 0.8831(2) 0.5961(2) 0.80065(19) 0.0337(5) Uani 1 1 d . . .
H5 H 0.9083 0.5860 0.7242 0.040 Uiso 1 1 calc R . .
C6 C 0.9578(2) 0.6657(2) 0.8300(2) 0.0369(5) Uani 1 1 d . . .
H6 H 1.0361 0.7008 0.7750 0.044 Uiso 1 1 calc R . .
C7 C 0.6883(2) 0.46627(19) 0.85570(17) 0.0283(4) Uani 1 1 d . . .
H7 H 0.6811 0.3819 0.9081 0.034 Uiso 1 1 calc R . .
C8 C 0.6219(2) 0.50352(18) 0.76649(16) 0.0254(4) Uani 1 1 d . . .
C9 C 0.5337(2) 0.4211(2) 0.75217(17) 0.0292(4) Uani 1 1 d . . .
C10 C 0.4410(2) 0.50932(19) 0.66864(17) 0.0276(4) Uani 1 1 d . . .
C11 C 0.3350(2) 0.4831(2) 0.63098(19) 0.0350(5) Uani 1 1 d . . .
H11 H 0.3143 0.3975 0.6575 0.042 Uiso 1 1 calc R . .
C12 C 0.2600(3) 0.5849(2) 0.5537(2) 0.0403(5) Uani 1 1 d . . .
H12 H 0.1876 0.5687 0.5263 0.048 Uiso 1 1 calc R . .
C13 C 0.2896(3) 0.7103(2) 0.5159(2) 0.0401(5) Uani 1 1 d . . .
H13 H 0.2364 0.7790 0.4634 0.048 Uiso 1 1 calc R . .
C14 C 0.3959(2) 0.7370(2) 0.55387(19) 0.0345(5) Uani 1 1 d . . .
H14 H 0.4155 0.8229 0.5286 0.041 Uiso 1 1 calc R . .
C15 C 0.4721(2) 0.63424(19) 0.62960(16) 0.0266(4) Uani 1 1 d . . .
C16 C 0.5989(2) 0.63567(19) 0.67588(16) 0.0248(4) Uani 1 1 d . . .
C17 C 0.7537(2) 0.76732(18) 0.55836(16) 0.0248(4) Uani 1 1 d . . .
C18 C 0.8687(2) 0.80737(19) 0.45867(16) 0.0251(4) Uani 1 1 d . . .
C19 C 0.9399(2) 0.7266(2) 0.38433(18) 0.0333(5) Uani 1 1 d . . .
H19 H 0.9174 0.6431 0.4000 0.040 Uiso 1 1 calc R . .
C20 C 1.0442(3) 0.7692(3) 0.2871(2) 0.0431(6) Uani 1 1 d . . .
H20 H 1.0924 0.7146 0.2359 0.052 Uiso 1 1 calc R . .
C21 C 1.0787(3) 0.8890(3) 0.2638(2) 0.0448(6) Uani 1 1 d . . .
H21 H 1.1506 0.9169 0.1971 0.054 Uiso 1 1 calc R . .
C22 C 1.0081(3) 0.9691(2) 0.3380(2) 0.0409(5) Uani 1 1 d . . .
H22 H 1.0317 1.0522 0.3220 0.049 Uiso 1 1 calc R . .
C23 C 0.9040(2) 0.9292(2) 0.43481(18) 0.0317(5) Uani 1 1 d . . .
H23 H 0.8563 0.9846 0.4854 0.038 Uiso 1 1 calc R . .
C24 C 0.4745(2) 0.79255(19) 0.79943(16) 0.0245(4) Uani 1 1 d . . .
C25 C 0.4543(2) 0.92713(19) 0.82084(16) 0.0248(4) Uani 1 1 d . . .
C26 C 0.3972(3) 1.0368(2) 0.7206(2) 0.0493(6) Uani 1 1 d . . .
H26A H 0.4688 1.0322 0.6479 0.074 Uiso 1 1 calc R . .
H26B H 0.3825 1.1232 0.7342 0.074 Uiso 1 1 calc R . .
H26C H 0.3037 1.0255 0.7152 0.074 Uiso 1 1 calc R . .
C27 C 0.5968(3) 0.9455(3) 0.8356(3) 0.0471(6) Uani 1 1 d . . .
H27A H 0.6705 0.9465 0.7632 0.071 Uiso 1 1 calc R . .
H27B H 0.6333 0.8722 0.8983 0.071 Uiso 1 1 calc R . .
H27C H 0.5777 1.0295 0.8548 0.071 Uiso 1 1 calc R . .
C28 C 0.3389(3) 0.9329(2) 0.9325(2) 0.0456(6) Uani 1 1 d . . .
H28A H 0.3207 1.0196 0.9466 0.068 Uiso 1 1 calc R . .
H28B H 0.3745 0.8632 0.9976 0.068 Uiso 1 1 calc R . .
H28C H 0.2475 0.9197 0.9249 0.068 Uiso 1 1 calc R . .
Br1 Br 1.01134(3) 0.78673(3) 0.97830(3) 0.05192(11) Uani 1 1 d . . .
N1 N 0.67357(18) 0.83700(16) 0.62793(14) 0.0260(4) Uani 1 1 d . . .
N2 N 0.58195(18) 0.75725(15) 0.70938(14) 0.0254(4) Uani 1 1 d . . .
O1 O 0.53613(19) 0.30517(14) 0.80156(14) 0.0412(4) Uani 1 1 d . . .
O2 O 0.72820(15) 0.64468(13) 0.58129(11) 0.0281(3) Uani 1 1 d . . .
O3 O 0.39818(16) 0.71347(14) 0.85825(12) 0.0340(3) 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
C1 C2 1.379(3) . ?
C1 C6 1.382(3) . ?
C1 Br1 1.893(2) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(3) . ?
C4 C7 1.466(3) . ?
C5 C6 1.387(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.336(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.500(3) . ?
C8 C16 1.517(3) . ?
C9 O1 1.213(2) . ?
C9 C10 1.482(3) . ?
C10 C11 1.386(3) . ?
C10 C15 1.389(3) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.515(3) . ?
C16 O2 1.462(2) . ?
C16 N2 1.477(2) . ?
C17 N1 1.283(3) . ?
C17 O2 1.364(2) . ?
C17 C18 1.460(3) . ?
C18 C19 1.393(3) . ?
C18 C23 1.396(3) . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.372(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 O3 1.223(2) . ?
C24 N2 1.373(3) . ?
C24 C25 1.533(3) . ?
C25 C26 1.527(3) . ?
C25 C28 1.527(3) . ?
C25 C27 1.531(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
N1 N2 1.399(2) . ?

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
C2 C1 C6 121.1(2) . . ?
C2 C1 Br1 119.48(17) . . ?
C6 C1 Br1 119.45(17) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 120.8(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.55(19) . . ?
C3 C4 C7 118.39(18) . . ?
C5 C4 C7 123.04(19) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C1 C6 C5 119.2(2) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C4 127.50(18) . . ?
C8 C7 H7 116.2 . . ?
C4 C7 H7 116.2 . . ?
C7 C8 C9 122.43(17) . . ?
C7 C8 C16 129.42(18) . . ?
C9 C8 C16 107.52(16) . . ?
O1 C9 C10 126.85(19) . . ?
O1 C9 C8 126.3(2) . . ?
C10 C9 C8 106.82(16) . . ?
C11 C10 C15 120.96(19) . . ?
C11 C10 C9 129.53(19) . . ?
C15 C10 C9 109.50(17) . . ?
C12 C11 C10 118.3(2) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C13 120.8(2) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 117.9(2) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 121.01(19) . . ?
C14 C15 C16 127.79(18) . . ?
C10 C15 C16 111.12(17) . . ?
O2 C16 N2 100.01(14) . . ?
O2 C16 C15 109.09(15) . . ?
N2 C16 C15 114.49(16) . . ?
O2 C16 C8 111.11(15) . . ?
N2 C16 C8 118.43(16) . . ?
C15 C16 C8 103.66(15) . . ?
N1 C17 O2 116.11(16) . . ?
N1 C17 C18 125.95(17) . . ?
O2 C17 C18 117.94(16) . . ?
C19 C18 C23 119.55(19) . . ?
C19 C18 C17 120.23(18) . . ?
C23 C18 C17 120.18(18) . . ?
C20 C19 C18 119.3(2) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 119.6(2) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C18 120.0(2) . . ?
C22 C23 H23 120.0 . . ?
C18 C23 H23 120.0 . . ?
O3 C24 N2 117.13(17) . . ?
O3 C24 C25 123.41(17) . . ?
N2 C24 C25 119.46(16) . . ?
C26 C25 C28 108.68(19) . . ?
C26 C25 C27 111.0(2) . . ?
C28 C25 C27 108.51(18) . . ?
C26 C25 C24 108.94(17) . . ?
C28 C25 C24 107.68(16) . . ?
C27 C25 C24 111.96(17) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C17 N1 N2 105.14(15) . . ?
C24 N2 N1 125.80(15) . . ?
C24 N2 C16 122.74(15) . . ?
N1 N2 C16 110.82(14) . . ?
C17 O2 C16 106.76(14) . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_d22445
_database_code_depnum_ccdc_archive 'CCDC 2016707'
loop_
_audit_author_name
_audit_author_address
'Sandip Vagh'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H21 Br N2 O3'
_chemical_formula_sum            'C30 H21 Br N2 O3'
_chemical_formula_weight         537.40

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.0854(2)
_cell_length_b                   18.2878(6)
_cell_length_c                   19.8064(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9890(10)
_cell_angle_gamma                90.00
_cell_volume                     2534.92(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9761
_cell_measurement_theta_min      2.227
_cell_measurement_theta_max      24.934

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.74
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3737
_exptl_absorpt_correction_T_max  0.9836
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33421
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         25.09
_reflns_number_total             4498
_reflns_number_gt                3584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0280P)²+1.5342P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4498
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0786
_refine_ls_wR_factor_gt          0.0703
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5979(3) 0.86478(13) 0.44996(12) 0.0278(5) Uani 1 1 d . . .
C2 C 0.5124(3) 0.85445(13) 0.50726(13) 0.0330(6) Uani 1 1 d . . .
H2 H 0.4341 0.8916 0.5218 0.040 Uiso 1 1 calc R . .
C3 C 0.5418(3) 0.78954(13) 0.54330(13) 0.0308(6) Uani 1 1 d . . .
H3 H 0.4832 0.7826 0.5828 0.037 Uiso 1 1 calc R . .
C4 C 0.6558(3) 0.73409(12) 0.52284(12) 0.0248(5) Uani 1 1 d . . .
C5 C 0.7394(3) 0.74612(13) 0.46459(12) 0.0286(5) Uani 1 1 d . . .
H5 H 0.8163 0.7089 0.4493 0.034 Uiso 1 1 calc R . .
C6 C 0.7125(3) 0.81139(13) 0.42854(12) 0.0308(6) Uani 1 1 d . . .
H6 H 0.7725 0.8192 0.3895 0.037 Uiso 1 1 calc R . .
C7 C 0.6820(3) 0.66340(12) 0.55879(11) 0.0238(5) Uani 1 1 d . . .
C8 C 0.6699(3) 0.64975(12) 0.62699(12) 0.0258(5) Uani 1 1 d . . .
C9 C 0.6383(3) 0.69831(13) 0.68371(12) 0.0296(5) Uani 1 1 d . . .
C10 C 0.7630(4) 0.75615(15) 0.70300(15) 0.0471(7) Uani 1 1 d . . .
H10 H 0.8709 0.7634 0.6807 0.056 Uiso 1 1 calc R . .
C11 C 0.7292(5) 0.80303(17) 0.75476(16) 0.0576(9) Uani 1 1 d . . .
H11 H 0.8143 0.8425 0.7678 0.069 Uiso 1 1 calc R . .
C12 C 0.5740(5) 0.79303(16) 0.78736(15) 0.0526(8) Uani 1 1 d . . .
H12 H 0.5519 0.8255 0.8227 0.063 Uiso 1 1 calc R . .
C13 C 0.4509(4) 0.73621(16) 0.76893(14) 0.0479(7) Uani 1 1 d . . .
H13 H 0.3437 0.7293 0.7917 0.058 Uiso 1 1 calc R . .
C14 C 0.4820(4) 0.68852(14) 0.71707(13) 0.0370(6) Uani 1 1 d . . .
H14 H 0.3961 0.6492 0.7045 0.044 Uiso 1 1 calc R . .
C15 C 0.8911(3) 0.53487(13) 0.73789(12) 0.0258(5) Uani 1 1 d . . .
C16 C 0.9083(3) 0.48609(13) 0.79876(12) 0.0283(5) Uani 1 1 d . . .
C17 C 1.0448(4) 0.50328(17) 0.85466(14) 0.0440(7) Uani 1 1 d . . .
H17 H 1.1210 0.5459 0.8539 0.053 Uiso 1 1 calc R . .
C18 C 1.0699(4) 0.45798(19) 0.91176(15) 0.0567(9) Uani 1 1 d . . .
H18 H 1.1615 0.4702 0.9504 0.068 Uiso 1 1 calc R . .
C19 C 0.9623(4) 0.39554(18) 0.91223(15) 0.0533(8) Uani 1 1 d . . .
H19 H 0.9812 0.3643 0.9510 0.064 Uiso 1 1 calc R . .
C20 C 0.8275(4) 0.37797(16) 0.85687(15) 0.0448(7) Uani 1 1 d . . .
H20 H 0.7543 0.3345 0.8574 0.054 Uiso 1 1 calc R . .
C21 C 0.7983(4) 0.42349(14) 0.80021(13) 0.0339(6) Uani 1 1 d . . .
H21 H 0.7030 0.4118 0.7624 0.041 Uiso 1 1 calc R . .
C22 C 0.7216(3) 0.54180(12) 0.57940(11) 0.0239(5) Uani 1 1 d . . .
C23 C 0.7512(3) 0.46739(12) 0.55533(12) 0.0250(5) Uani 1 1 d . . .
C24 C 0.7651(3) 0.39924(13) 0.58510(13) 0.0316(6) Uani 1 1 d . . .
H24 H 0.7547 0.3932 0.6320 0.038 Uiso 1 1 calc R . .
C25 C 0.7948(3) 0.33922(14) 0.54454(14) 0.0359(6) Uani 1 1 d . . .
H25 H 0.8030 0.2917 0.5641 0.043 Uiso 1 1 calc R . .
C26 C 0.8126(3) 0.34767(14) 0.47666(14) 0.0351(6) Uani 1 1 d . . .
H26 H 0.8345 0.3060 0.4503 0.042 Uiso 1 1 calc R . .
C27 C 0.7987(3) 0.41687(13) 0.44625(13) 0.0296(5) Uani 1 1 d . . .
H27 H 0.8114 0.4228 0.3995 0.036 Uiso 1 1 calc R . .
C28 C 0.7662(3) 0.47591(12) 0.48548(12) 0.0248(5) Uani 1 1 d . . .
C29 C 0.7410(3) 0.55597(12) 0.46601(12) 0.0254(5) Uani 1 1 d . . .
C30 C 0.7160(3) 0.59382(12) 0.52928(11) 0.0243(5) Uani 1 1 d . . .
Br1 Br 0.55739(4) 0.952966(14) 0.399656(15) 0.04226(10) Uani 1 1 d . . .
N1 N 0.6918(3) 0.57431(10) 0.63797(9) 0.0253(4) Uani 1 1 d . . .
N2 N 0.7133(3) 0.53913(10) 0.70087(9) 0.0271(4) Uani 1 1 d . . .
H1 H 0.6064 0.5204 0.7127 0.032 Uiso 1 1 d R . .
O1 O 1.0275(2) 0.56742(9) 0.72082(9) 0.0353(4) Uani 1 1 d . . .
O2 O 0.7422(2) 0.58058(9) 0.40857(8) 0.0330(4) Uani 1 1 d . . .
O3 O 0.3624(2) 0.48798(10) 0.71825(8) 0.0347(4) Uani 1 1 d . . .
H3A H 0.3067 0.4643 0.6760 0.042 Uiso 1 1 d R . .
H3B H 0.2607 0.5186 0.7305 0.042 Uiso 1 1 d 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
C1 C6 1.378(3) . ?
C1 C2 1.380(3) . ?
C1 Br1 1.894(2) . ?
C2 C3 1.384(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C4 C7 1.474(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.389(3) . ?
C7 C30 1.436(3) . ?
C8 N1 1.401(3) . ?
C8 C9 1.476(3) . ?
C9 C14 1.387(3) . ?
C9 C10 1.393(4) . ?
C10 C11 1.386(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.369(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 O1 1.227(3) . ?
C15 N2 1.357(3) . ?
C15 C16 1.489(3) . ?
C16 C21 1.388(3) . ?
C16 C17 1.388(4) . ?
C17 C18 1.391(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.374(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.375(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N1 1.349(3) . ?
C22 C30 1.371(3) . ?
C22 C23 1.468(3) . ?
C23 C24 1.376(3) . ?
C23 C28 1.413(3) . ?
C24 C25 1.396(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.398(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.371(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.517(3) . ?
C29 O2 1.225(3) . ?
C29 C30 1.466(3) . ?
N1 N2 1.389(2) . ?
N2 H1 0.8957 . ?
O3 H3A 0.9694 . ?
O3 H3B 0.9729 . ?

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
C6 C1 C2 120.8(2) . . ?
C6 C1 Br1 119.30(18) . . ?
C2 C1 Br1 119.94(18) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 C7 120.0(2) . . ?
C3 C4 C7 122.2(2) . . ?
C6 C5 C4 121.3(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C1 C6 C5 119.4(2) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C8 C7 C30 106.03(19) . . ?
C8 C7 C4 127.2(2) . . ?
C30 C7 C4 126.7(2) . . ?
C7 C8 N1 107.8(2) . . ?
C7 C8 C9 132.2(2) . . ?
N1 C8 C9 120.0(2) . . ?
C14 C9 C10 119.1(2) . . ?
C14 C9 C8 120.8(2) . . ?
C10 C9 C8 120.0(2) . . ?
C11 C10 C9 119.8(3) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C9 C14 C13 120.1(3) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
O1 C15 N2 121.9(2) . . ?
O1 C15 C16 123.1(2) . . ?
N2 C15 C16 115.0(2) . . ?
C21 C16 C17 119.6(2) . . ?
C21 C16 C15 122.4(2) . . ?
C17 C16 C15 118.0(2) . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 119.9(2) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
N1 C22 C30 109.0(2) . . ?
N1 C22 C23 137.5(2) . . ?
C30 C22 C23 113.4(2) . . ?
C24 C23 C28 120.6(2) . . ?
C24 C23 C22 134.8(2) . . ?
C28 C23 C22 104.61(19) . . ?
C23 C24 C25 118.2(2) . . ?
C23 C24 H24 120.9 . . ?
C25 C24 H24 120.9 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C27 120.7(2) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C28 C27 C26 118.4(2) . . ?
C28 C27 H27 120.8 . . ?
C26 C27 H27 120.8 . . ?
C27 C28 C23 120.9(2) . . ?
C27 C28 C29 129.8(2) . . ?
C23 C28 C29 109.36(19) . . ?
O2 C29 C30 129.8(2) . . ?
O2 C29 C28 125.0(2) . . ?
C30 C29 C28 105.27(19) . . ?
C22 C30 C7 107.9(2) . . ?
C22 C30 C29 107.3(2) . . ?
C7 C30 C29 144.7(2) . . ?
C22 N1 N2 123.85(19) . . ?
C22 N1 C8 109.19(19) . . ?
N2 N1 C8 126.09(19) . . ?
C15 N2 N1 118.26(18) . . ?
C15 N2 H1 126.0 . . ?
N1 N2 H1 115.7 . . ?
H3A O3 H3B 104.8 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.054
