# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_PHEN_12DHB
_database_code_depnum_ccdc_archive 'CCDC 1946193'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2019-08-08 deposited with the CCDC.	2019-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H22 N4 O2'
_chemical_formula_weight         470.51

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.403(3)
_cell_length_b                   17.584(6)
_cell_length_c                   18.374(6)
_cell_angle_alpha                76.445(11)
_cell_angle_beta                 79.816(12)
_cell_angle_gamma                79.751(12)
_cell_volume                     2265.1(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3385
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      18.96

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            80665
_diffrn_reflns_av_unetI/netI     0.0852
_diffrn_reflns_av_R_equivalents  0.1069
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.152
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_full        25.047
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7999
_reflns_number_gt                4744
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.7900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7999
_refine_ls_number_parameters     653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2413
_refine_ls_wR_factor_gt          0.2037
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.2264(3) 0.18940(14) 0.31250(14) 0.0562(7) Uani 1 1 d . . . . .
H1 H -0.2099 0.1533 0.3491 0.084 Uiso 1 1 calc R U . . .
O2 O -0.2362(3) 0.31894(14) 0.20263(14) 0.0550(7) Uani 1 1 d . . . . .
H2 H -0.2249 0.3605 0.1718 0.083 Uiso 1 1 calc R U . . .
O4 O 0.3760(3) 0.19222(14) 0.80999(14) 0.0558(7) Uani 1 1 d . . . . .
H4 H 0.3595 0.1565 0.8472 0.084 Uiso 1 1 calc R U . . .
O3 O 0.3819(3) 0.30350(14) 0.68226(14) 0.0550(7) Uani 1 1 d . . . . .
H3 H 0.3692 0.3348 0.6420 0.083 Uiso 1 1 calc R U . . .
N8 N 0.6841(4) 0.55895(16) -0.05316(16) 0.0473(7) Uani 1 1 d . . . . .
N4 N 0.8014(4) 0.06662(16) 0.44305(15) 0.0454(7) Uani 1 1 d . . . . .
N7 N 0.7837(4) 0.44991(16) 0.07822(15) 0.0453(7) Uani 1 1 d . . . . .
N2 N 0.2019(4) 0.55929(16) 0.43829(17) 0.0498(7) Uani 1 1 d . . . . .
N6 N 0.3125(4) 1.05790(16) 0.92839(16) 0.0473(7) Uani 1 1 d . . . . .
N1 N 0.3209(4) 0.42940(16) 0.55139(16) 0.0458(7) Uani 1 1 d . . . . .
N3 N 0.6729(4) -0.04136(16) 0.57424(16) 0.0474(7) Uani 1 1 d . . . . .
N5 N 0.2128(4) 0.92497(17) 1.03951(16) 0.0518(8) Uani 1 1 d . . . . .
C8 C 0.2132(5) 0.22033(19) 0.78192(19) 0.0439(8) Uani 1 1 d . . . . .
C7 C 0.2158(5) 0.27837(18) 0.71442(18) 0.0423(8) Uani 1 1 d . . . . .
C49 C 0.8282(5) 0.43125(19) 0.00969(19) 0.0429(8) Uani 1 1 d . . . . .
C1 C -0.0634(5) 0.21781(19) 0.28269(18) 0.0440(8) Uani 1 1 d . . . . .
C2 C -0.0684(5) 0.28588(19) 0.22508(18) 0.0425(8) Uani 1 1 d . . . . .
C25 C 0.7206(4) -0.06203(19) 0.50674(19) 0.0434(8) Uani 1 1 d . . . . .
C13 C 0.3566(4) 0.42596(19) 0.47772(19) 0.0435(8) Uani 1 1 d . . . . .
C36 C 0.6920(4) 0.0323(2) 0.57704(19) 0.0447(8) Uani 1 1 d . . . . .
C19 C 0.1640(4) 0.56209(19) 0.5118(2) 0.0450(8) Uani 1 1 d . . . . .
C60 C 0.6953(5) 0.5233(2) 0.08193(19) 0.0451(8) Uani 1 1 d . . . . .
C30 C 0.7879(4) -0.0082(2) 0.44057(19) 0.0444(8) Uani 1 1 d . . . . .
C55 C 0.6454(5) 0.57790(19) 0.01516(19) 0.0447(8) Uani 1 1 d . . . . .
C43 C 0.2730(4) 1.06042(19) 1.0017(2) 0.0442(8) Uani 1 1 d . . . . .
C12 C 0.0538(5) 0.30815(19) 0.68471(19) 0.0476(9) Uani 1 1 d . . . . .
H12 H 0.0553 0.3472 0.6407 0.057 Uiso 1 1 calc R U . . .
C31 C 0.7563(4) 0.08724(19) 0.51060(19) 0.0431(8) Uani 1 1 d . . . . .
C54 C 0.7773(5) 0.4863(2) -0.05665(19) 0.0451(8) Uani 1 1 d . . . . .
C24 C 0.2240(5) 0.4966(2) 0.56927(19) 0.0452(8) Uani 1 1 d . . . . .
C3 C 0.0931(5) 0.3165(2) 0.19415(19) 0.0502(9) Uani 1 1 d . . . . .
H3A H 0.0900 0.3614 0.1554 0.060 Uiso 1 1 calc R U . . .
C37 C 0.2523(5) 0.92218(19) 0.9660(2) 0.0462(8) Uani 1 1 d . . . . .
C9 C 0.0481(5) 0.1936(2) 0.8152(2) 0.0496(9) Uani 1 1 d . . . . .
H9 H 0.0461 0.1546 0.8592 0.060 Uiso 1 1 calc R U . . .
C10 C -0.1142(5) 0.2231(2) 0.7851(2) 0.0536(9) Uani 1 1 d . . . . .
H10 H -0.2243 0.2043 0.8087 0.064 Uiso 1 1 calc R U . . .
C11 C -0.1118(5) 0.2812(2) 0.7190(2) 0.0525(9) Uani 1 1 d . . . . .
H11 H -0.2203 0.3018 0.6980 0.063 Uiso 1 1 calc R U . . .
C48 C 0.2210(5) 0.9931(2) 1.0582(2) 0.0477(9) Uani 1 1 d . . . . .
C42 C 0.3022(5) 0.9893(2) 0.90944(19) 0.0451(8) Uani 1 1 d . . . . .
C18 C 0.2974(5) 0.4916(2) 0.42075(19) 0.0452(8) Uani 1 1 d . . . . .
C59 C 0.6498(5) 0.5476(2) 0.1520(2) 0.0538(9) Uani 1 1 d . . . . .
H59 H 0.6792 0.5125 0.1961 0.065 Uiso 1 1 calc R U . . .
C53 C 0.8277(5) 0.4637(2) -0.1274(2) 0.0553(10) Uani 1 1 d . . . . .
H53 H 0.7955 0.4990 -0.1709 0.066 Uiso 1 1 calc R U . . .
C35 C 0.6474(5) 0.0570(2) 0.6471(2) 0.0531(9) Uani 1 1 d . . . . .
H35 H 0.6079 0.0215 0.6907 0.064 Uiso 1 1 calc R U . . .
C6 C 0.1024(5) 0.1837(2) 0.3076(2) 0.0532(9) Uani 1 1 d . . . . .
H6 H 0.1057 0.1387 0.3461 0.064 Uiso 1 1 calc R U . . .
C29 C 0.8392(5) -0.0340(2) 0.3715(2) 0.0538(9) Uani 1 1 d . . . . .
H29 H 0.8830 0.0007 0.3281 0.065 Uiso 1 1 calc R U . . .
C56 C 0.5532(5) 0.6545(2) 0.0216(2) 0.0557(10) Uani 1 1 d . . . . .
H56 H 0.5196 0.6906 -0.0213 0.067 Uiso 1 1 calc R U . . .
C50 C 0.9266(5) 0.3563(2) 0.0022(2) 0.0543(9) Uani 1 1 d . . . . .
H50 H 0.9601 0.3197 0.0448 0.065 Uiso 1 1 calc R U . . .
C20 C 0.0597(5) 0.6314(2) 0.5339(2) 0.0551(10) Uani 1 1 d . . . . .
H20 H 0.0196 0.6745 0.4975 0.066 Uiso 1 1 calc R U . . .
C4 C 0.2594(6) 0.2822(2) 0.2192(2) 0.0585(10) Uani 1 1 d . . . . .
H4A H 0.3672 0.3040 0.1980 0.070 Uiso 1 1 calc R U . . .
C17 C 0.3386(5) 0.4848(2) 0.3439(2) 0.0576(10) Uani 1 1 d . . . . .
H17 H 0.3016 0.5273 0.3061 0.069 Uiso 1 1 calc R U . . .
C5 C 0.2642(5) 0.2147(2) 0.2766(2) 0.0586(10) Uani 1 1 d . . . . .
H5 H 0.3755 0.1907 0.2940 0.070 Uiso 1 1 calc R U . . .
C32 C 0.7697(5) 0.1647(2) 0.5171(2) 0.0547(9) Uani 1 1 d . . . . .
H32 H 0.8102 0.2012 0.4745 0.066 Uiso 1 1 calc R U . . .
C14 C 0.4542(5) 0.3564(2) 0.4557(2) 0.0554(10) Uani 1 1 d . . . . .
H14 H 0.4950 0.3134 0.4922 0.067 Uiso 1 1 calc R U . . .
C26 C 0.7065(5) -0.1402(2) 0.5010(2) 0.0545(10) Uani 1 1 d . . . . .
H26 H 0.6625 -0.1760 0.5435 0.065 Uiso 1 1 calc R U . . .
C44 C 0.2791(5) 1.1315(2) 1.0251(2) 0.0568(10) Uani 1 1 d . . . . .
H44 H 0.3117 1.1758 0.9895 0.068 Uiso 1 1 calc R U . . .
C41 C 0.3396(5) 0.9835(2) 0.8324(2) 0.0576(10) Uani 1 1 d . . . . .
H41 H 0.3692 1.0272 0.7953 0.069 Uiso 1 1 calc R U . . .
C52 C 0.9222(5) 0.3914(2) -0.1325(2) 0.0607(10) Uani 1 1 d . . . . .
H52 H 0.9539 0.3772 -0.1793 0.073 Uiso 1 1 calc R U . . .
C51 C 0.9726(5) 0.3375(2) -0.0667(2) 0.0600(10) Uani 1 1 d . . . . .
H51 H 1.0386 0.2882 -0.0708 0.072 Uiso 1 1 calc R U . . .
C27 C 0.7568(5) -0.1622(2) 0.4339(2) 0.0616(11) Uani 1 1 d . . . . .
H27 H 0.7467 -0.2133 0.4306 0.074 Uiso 1 1 calc R U . . .
C21 C 0.0188(5) 0.6344(2) 0.6083(2) 0.0621(11) Uani 1 1 d . . . . .
H21 H -0.0507 0.6794 0.6225 0.074 Uiso 1 1 calc R U . . .
C34 C 0.6616(5) 0.1314(2) 0.6512(2) 0.0612(10) Uani 1 1 d . . . . .
H34 H 0.6306 0.1468 0.6974 0.073 Uiso 1 1 calc R U . . .
C38 C 0.2468(5) 0.8510(2) 0.9425(2) 0.0602(10) Uani 1 1 d . . . . .
H38 H 0.2159 0.8066 0.9784 0.072 Uiso 1 1 calc R U . . .
C23 C 0.1796(5) 0.5031(2) 0.6459(2) 0.0581(10) Uani 1 1 d . . . . .
H23 H 0.2189 0.4611 0.6836 0.070 Uiso 1 1 calc R U . . .
C33 C 0.7235(5) 0.1860(2) 0.5856(2) 0.0598(10) Uani 1 1 d . . . . .
H33 H 0.7328 0.2370 0.5892 0.072 Uiso 1 1 calc R U . . .
C28 C 0.8249(5) -0.1089(2) 0.3682(2) 0.0623(11) Uani 1 1 d . . . . .
H28 H 0.8600 -0.1254 0.3225 0.075 Uiso 1 1 calc R U . . .
C58 C 0.5636(5) 0.6218(2) 0.1553(2) 0.0631(11) Uani 1 1 d . . . . .
H58 H 0.5371 0.6375 0.2014 0.076 Uiso 1 1 calc R U . . .
C47 C 0.1797(5) 1.0005(2) 1.1344(2) 0.0608(10) Uani 1 1 d . . . . .
H47 H 0.1473 0.9572 1.1715 0.073 Uiso 1 1 calc R U . . .
C57 C 0.5138(5) 0.6754(2) 0.0892(2) 0.0642(11) Uani 1 1 d . . . . .
H57 H 0.4531 0.7258 0.0924 0.077 Uiso 1 1 calc R U . . .
C16 C 0.4310(6) 0.4171(3) 0.3253(2) 0.0655(11) Uani 1 1 d . . . . .
H16 H 0.4568 0.4133 0.2748 0.079 Uiso 1 1 calc R U . . .
C22 C 0.0807(6) 0.5697(2) 0.6646(2) 0.0652(11) Uani 1 1 d . . . . .
H22 H 0.0527 0.5731 0.7152 0.078 Uiso 1 1 calc R U . . .
C15 C 0.4889(5) 0.3520(2) 0.3815(2) 0.0631(11) Uani 1 1 d . . . . .
H15 H 0.5514 0.3056 0.3677 0.076 Uiso 1 1 calc R U . . .
C45 C 0.2372(6) 1.1346(3) 1.0996(3) 0.0690(12) Uani 1 1 d . . . . .
H45 H 0.2424 1.1810 1.1146 0.083 Uiso 1 1 calc R U . . .
C39 C 0.2865(6) 0.8475(3) 0.8682(3) 0.0689(12) Uani 1 1 d . . . . .
H39 H 0.2834 0.8006 0.8536 0.083 Uiso 1 1 calc R U . . .
C46 C 0.1858(6) 1.0677(3) 1.1545(2) 0.0709(12) Uani 1 1 d . . . . .
H46 H 0.1561 1.0710 1.2051 0.085 Uiso 1 1 calc R U . . .
C40 C 0.3326(6) 0.9144(3) 0.8126(2) 0.0672(11) Uani 1 1 d . . . . .
H40 H 0.3584 0.9112 0.7620 0.081 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.363(4) . ?
O1 H1 0.8200 . ?
O2 C2 1.364(4) . ?
O2 H2 0.8200 . ?
O4 C8 1.360(4) . ?
O4 H4 0.8200 . ?
O3 C7 1.368(4) . ?
O3 H3 0.8200 . ?
N8 C55 1.343(4) . ?
N8 C54 1.350(4) . ?
N4 C31 1.343(4) . ?
N4 C30 1.349(4) . ?
N7 C49 1.345(4) . ?
N7 C60 1.350(4) . ?
N2 C19 1.340(4) . ?
N2 C18 1.349(4) . ?
N6 C43 1.336(4) . ?
N6 C42 1.350(4) . ?
N1 C13 1.346(4) . ?
N1 C24 1.348(4) . ?
N3 C36 1.342(4) . ?
N3 C25 1.344(4) . ?
N5 C48 1.335(4) . ?
N5 C37 1.342(4) . ?
C8 C9 1.376(5) . ?
C8 C7 1.409(5) . ?
C7 C12 1.372(5) . ?
C49 C50 1.412(5) . ?
C49 C54 1.430(5) . ?
C1 C6 1.372(5) . ?
C1 C2 1.400(5) . ?
C2 C3 1.374(5) . ?
C25 C26 1.427(5) . ?
C25 C30 1.427(4) . ?
C13 C14 1.412(5) . ?
C13 C18 1.427(5) . ?
C36 C35 1.419(5) . ?
C36 C31 1.433(4) . ?
C19 C20 1.426(5) . ?
C19 C24 1.433(5) . ?
C60 C59 1.417(5) . ?
C60 C55 1.430(5) . ?
C30 C29 1.413(5) . ?
C55 C56 1.419(5) . ?
C43 C44 1.424(5) . ?
C43 C48 1.440(5) . ?
C12 C11 1.385(5) . ?
C12 H12 0.9300 . ?
C31 C32 1.417(5) . ?
C54 C53 1.415(5) . ?
C24 C23 1.414(5) . ?
C3 C4 1.377(5) . ?
C3 H3A 0.9300 . ?
C37 C38 1.425(5) . ?
C37 C42 1.432(5) . ?
C9 C10 1.378(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C48 C47 1.410(5) . ?
C42 C41 1.417(5) . ?
C18 C17 1.420(5) . ?
C59 C58 1.356(5) . ?
C59 H59 0.9300 . ?
C53 C52 1.352(5) . ?
C53 H53 0.9300 . ?
C35 C34 1.351(5) . ?
C35 H35 0.9300 . ?
C6 C5 1.379(5) . ?
C6 H6 0.9300 . ?
C29 C28 1.356(5) . ?
C29 H29 0.9300 . ?
C56 C57 1.346(5) . ?
C56 H56 0.9300 . ?
C50 C51 1.352(5) . ?
C50 H50 0.9300 . ?
C20 C21 1.357(5) . ?
C20 H20 0.9300 . ?
C4 C5 1.391(6) . ?
C4 H4A 0.9300 . ?
C17 C16 1.349(5) . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
C32 C33 1.365(5) . ?
C32 H32 0.9300 . ?
C14 C15 1.360(5) . ?
C14 H14 0.9300 . ?
C26 C27 1.349(5) . ?
C26 H26 0.9300 . ?
C44 C45 1.360(5) . ?
C44 H44 0.9300 . ?
C41 C40 1.359(5) . ?
C41 H41 0.9300 . ?
C52 C51 1.413(5) . ?
C52 H52 0.9300 . ?
C51 H51 0.9300 . ?
C27 C28 1.419(5) . ?
C27 H27 0.9300 . ?
C21 C22 1.415(5) . ?
C21 H21 0.9300 . ?
C34 C33 1.415(5) . ?
C34 H34 0.9300 . ?
C38 C39 1.359(5) . ?
C38 H38 0.9300 . ?
C23 C22 1.349(5) . ?
C23 H23 0.9300 . ?
C33 H33 0.9300 . ?
C28 H28 0.9300 . ?
C58 C57 1.413(5) . ?
C58 H58 0.9300 . ?
C47 C46 1.330(5) . ?
C47 H47 0.9300 . ?
C57 H57 0.9300 . ?
C16 C15 1.410(5) . ?
C16 H16 0.9300 . ?
C22 H22 0.9300 . ?
C15 H15 0.9300 . ?
C45 C46 1.418(6) . ?
C45 H45 0.9300 . ?
C39 C40 1.414(6) . ?
C39 H39 0.9300 . ?
C46 H46 0.9300 . ?
C40 H40 0.9300 . ?

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
C1 O1 H1 109.5 . . ?
C2 O2 H2 109.5 . . ?
C8 O4 H4 109.5 . . ?
C7 O3 H3 109.5 . . ?
C55 N8 C54 117.0(3) . . ?
C31 N4 C30 117.4(3) . . ?
C49 N7 C60 117.8(3) . . ?
C19 N2 C18 117.0(3) . . ?
C43 N6 C42 117.1(3) . . ?
C13 N1 C24 117.4(3) . . ?
C36 N3 C25 117.1(3) . . ?
C48 N5 C37 117.3(3) . . ?
O4 C8 C9 123.3(3) . . ?
O4 C8 C7 118.0(3) . . ?
C9 C8 C7 118.7(3) . . ?
O3 C7 C12 123.0(3) . . ?
O3 C7 C8 117.5(3) . . ?
C12 C7 C8 119.5(3) . . ?
N7 C49 C50 120.2(3) . . ?
N7 C49 C54 121.1(3) . . ?
C50 C49 C54 118.7(3) . . ?
O1 C1 C6 123.0(3) . . ?
O1 C1 C2 117.7(3) . . ?
C6 C1 C2 119.2(3) . . ?
O2 C2 C3 123.1(3) . . ?
O2 C2 C1 117.6(3) . . ?
C3 C2 C1 119.2(3) . . ?
N3 C25 C26 119.3(3) . . ?
N3 C25 C30 121.8(3) . . ?
C26 C25 C30 118.9(3) . . ?
N1 C13 C14 119.9(3) . . ?
N1 C13 C18 121.2(3) . . ?
C14 C13 C18 118.9(3) . . ?
N3 C36 C35 119.6(3) . . ?
N3 C36 C31 121.5(3) . . ?
C35 C36 C31 118.9(3) . . ?
N2 C19 C20 119.6(3) . . ?
N2 C19 C24 121.7(3) . . ?
C20 C19 C24 118.7(3) . . ?
N7 C60 C59 120.7(3) . . ?
N7 C60 C55 120.6(3) . . ?
C59 C60 C55 118.7(3) . . ?
N4 C30 C29 119.9(3) . . ?
N4 C30 C25 121.0(3) . . ?
C29 C30 C25 119.1(3) . . ?
N8 C55 C56 119.2(3) . . ?
N8 C55 C60 122.0(3) . . ?
C56 C55 C60 118.8(3) . . ?
N6 C43 C44 119.8(3) . . ?
N6 C43 C48 121.7(3) . . ?
C44 C43 C48 118.6(3) . . ?
C7 C12 C11 121.3(3) . . ?
C7 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
N4 C31 C32 120.1(3) . . ?
N4 C31 C36 121.2(3) . . ?
C32 C31 C36 118.7(3) . . ?
N8 C54 C53 119.7(3) . . ?
N8 C54 C49 121.5(3) . . ?
C53 C54 C49 118.8(3) . . ?
N1 C24 C23 119.9(3) . . ?
N1 C24 C19 121.1(3) . . ?
C23 C24 C19 119.1(3) . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
N5 C37 C38 120.0(3) . . ?
N5 C37 C42 121.6(3) . . ?
C38 C37 C42 118.4(3) . . ?
C8 C9 C10 121.8(3) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
N5 C48 C47 120.4(3) . . ?
N5 C48 C43 121.2(3) . . ?
C47 C48 C43 118.4(3) . . ?
N6 C42 C41 119.6(3) . . ?
N6 C42 C37 121.0(3) . . ?
C41 C42 C37 119.4(3) . . ?
N2 C18 C17 119.5(3) . . ?
N2 C18 C13 121.6(3) . . ?
C17 C18 C13 118.9(3) . . ?
C58 C59 C60 120.5(4) . . ?
C58 C59 H59 119.8 . . ?
C60 C59 H59 119.8 . . ?
C52 C53 C54 120.9(4) . . ?
C52 C53 H53 119.6 . . ?
C54 C53 H53 119.6 . . ?
C34 C35 C36 120.8(3) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C1 C6 C5 121.4(4) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C28 C29 C30 120.5(4) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C57 C56 C55 120.6(4) . . ?
C57 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?
C51 C50 C49 120.4(4) . . ?
C51 C50 H50 119.8 . . ?
C49 C50 H50 119.8 . . ?
C21 C20 C19 120.0(4) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C45 C44 C43 120.0(4) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C40 C41 C42 120.2(4) . . ?
C40 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C53 C52 C51 120.0(4) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C50 C51 C52 121.3(4) . . ?
C50 C51 H51 119.4 . . ?
C52 C51 H51 119.4 . . ?
C26 C27 C28 121.1(4) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C20 C21 C22 120.8(4) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C35 C34 C33 120.5(4) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C39 C38 C37 120.5(4) . . ?
C39 C38 H38 119.8 . . ?
C37 C38 H38 119.8 . . ?
C22 C23 C24 120.5(4) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C32 C33 C34 120.8(4) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C29 C28 C27 120.4(4) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C59 C58 C57 120.6(4) . . ?
C59 C58 H58 119.7 . . ?
C57 C58 H58 119.7 . . ?
C46 C47 C48 121.6(4) . . ?
C46 C47 H47 119.2 . . ?
C48 C47 H47 119.2 . . ?
C56 C57 C58 120.9(4) . . ?
C56 C57 H57 119.6 . . ?
C58 C57 H57 119.6 . . ?
C17 C16 C15 120.9(4) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C23 C22 C21 121.0(4) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C14 C15 C16 120.6(4) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C44 C45 C46 120.7(4) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C38 C39 C40 120.7(4) . . ?
C38 C39 H39 119.6 . . ?
C40 C39 H39 119.6 . . ?
C47 C46 C45 120.7(4) . . ?
C47 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?
C41 C40 C39 120.8(4) . . ?
C41 C40 H40 119.6 . . ?
C39 C40 H40 119.6 . . ?

_refine_diff_density_max         0.473
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_PHEN27DIOL
_database_code_depnum_ccdc_archive 'CCDC 1946195'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2019-08-08 deposited with the CCDC.	2019-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C80 H56 N10 O4'
_chemical_formula_weight         1221.34

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.382(6)
_cell_length_b                   18.747(12)
_cell_length_c                   17.729(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.799(7)
_cell_angle_gamma                90
_cell_volume                     3089(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1115
_cell_measurement_theta_min      3.93
_cell_measurement_theta_max      18.64

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             1276
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29851
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_av_R_equivalents  0.0997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.929
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_full        25.048
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5457
_reflns_number_gt                2434
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.1785P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5457
_refine_ls_number_parameters     426
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1491
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1662
_refine_ls_wR_factor_gt          0.1247
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.1764(2) 0.83307(10) 0.33921(13) 0.0692(7) Uani 1 1 d . . . . .
H2 H 0.2484 0.8234 0.3690 0.104 Uiso 1 1 calc R U . . .
O1 O 0.1111(3) 0.44620(10) 0.29715(13) 0.0726(7) Uani 1 1 d . . . . .
H1 H 0.1762 0.4458 0.3330 0.109 Uiso 1 1 calc R U . . .
N2 N 0.4126(3) 0.80985(12) 0.45056(14) 0.0493(6) Uani 1 1 d . . . . .
N1 N 0.3963(3) 1.01423(13) 0.43544(15) 0.0611(7) Uani 1 1 d . . . . .
N3 N 0.6460(3) 0.78589(13) 0.56716(15) 0.0577(7) Uani 1 1 d . . . . .
N4 N 0.3381(3) 0.42020(12) 0.41061(15) 0.0583(7) Uani 1 1 d . . . . .
N5 N 0.5641(3) 0.39442(13) 0.53092(15) 0.0589(7) Uani 1 1 d . . . . .
C37 C 0.1631(3) 0.70449(14) 0.32979(15) 0.0468(8) Uani 1 1 d . . . . .
H37 H 0.2412 0.6991 0.3677 0.056 Uiso 1 1 calc R U . . .
C31 C 0.1398(3) 0.57331(15) 0.31591(16) 0.0466(7) Uani 1 1 d . . . . .
H31 H 0.2164 0.5665 0.3544 0.056 Uiso 1 1 calc R U . . .
C36 C 0.0943(3) 0.64340(15) 0.29453(15) 0.0433(7) Uani 1 1 d . . . . .
C35 C -0.0252(3) 0.65222(16) 0.23639(15) 0.0463(7) Uani 1 1 d . . . . .
C13 C 0.5493(3) 0.82517(14) 0.43995(17) 0.0462(8) Uani 1 1 d . . . . .
C38 C 0.1153(3) 0.77133(16) 0.30832(16) 0.0498(8) Uani 1 1 d . . . . .
C12 C 0.3915(3) 0.78262(14) 0.51853(18) 0.0487(8) Uani 1 1 d . . . . .
C32 C 0.0712(3) 0.51549(16) 0.27998(17) 0.0514(8) Uani 1 1 d . . . . .
C18 C 0.6670(3) 0.81288(15) 0.49898(18) 0.0486(8) Uani 1 1 d . . . . .
C5 C 0.3589(3) 0.98518(15) 0.4994(2) 0.0532(8) Uani 1 1 d . . . . .
C34 C -0.0941(3) 0.59107(17) 0.20180(17) 0.0558(9) Uani 1 1 d . . . . .
H34 H -0.1724 0.5968 0.1641 0.067 Uiso 1 1 calc R U . . .
C7 C 0.5099(4) 0.77089(15) 0.57750(18) 0.0524(8) Uani 1 1 d . . . . .
C6 C 0.5363(4) 1.02931(15) 0.43554(19) 0.0541(8) Uani 1 1 d . . . . .
C40 C -0.0709(3) 0.72256(17) 0.21639(17) 0.0553(8) Uani 1 1 d . . . . .
H40 H -0.1486 0.7292 0.1785 0.066 Uiso 1 1 calc R U . . .
C25 C 0.4758(4) 0.43389(14) 0.40246(18) 0.0520(8) Uani 1 1 d . . . . .
C39 C -0.0040(3) 0.78074(16) 0.25119(17) 0.0559(9) Uani 1 1 d . . . . .
H39 H -0.0367 0.8264 0.2375 0.067 Uiso 1 1 calc R U . . .
C30 C 0.5897(3) 0.42138(15) 0.46325(19) 0.0524(8) Uani 1 1 d . . . . .
C33 C -0.0484(3) 0.52415(17) 0.22252(17) 0.0561(8) Uani 1 1 d . . . . .
H33 H -0.0951 0.4845 0.1993 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3110(4) 0.39265(15) 0.4776(2) 0.0557(9) Uani 1 1 d . . . . .
C11 C 0.2498(4) 0.76535(16) 0.5322(2) 0.0610(9) Uani 1 1 d . . . . .
H11 H 0.1725 0.7725 0.4942 0.073 Uiso 1 1 calc R U . . .
C19 C 0.4253(4) 0.38020(15) 0.53818(18) 0.0558(9) Uani 1 1 d . . . . .
C14 C 0.5783(4) 0.85381(15) 0.36949(18) 0.0602(9) Uani 1 1 d . . . . .
H14 H 0.5031 0.8628 0.3308 0.072 Uiso 1 1 calc R U . . .
C17 C 0.8091(4) 0.82948(17) 0.4846(2) 0.0660(10) Uani 1 1 d . . . . .
H17 H 0.8865 0.8221 0.5224 0.079 Uiso 1 1 calc R U . . .
C26 C 0.5100(4) 0.46124(16) 0.33231(19) 0.0670(9) Uani 1 1 d . . . . .
H26 H 0.4369 0.4703 0.2926 0.080 Uiso 1 1 calc R U . . .
C29 C 0.7337(4) 0.43703(17) 0.4513(2) 0.0691(10) Uani 1 1 d . . . . .
H29 H 0.8091 0.4297 0.4903 0.083 Uiso 1 1 calc R U . . .
C10 C 0.2274(4) 0.73844(18) 0.6005(2) 0.0756(11) Uani 1 1 d . . . . .
H10 H 0.1345 0.7271 0.6091 0.091 Uiso 1 1 calc R U . . .
C15 C 0.7158(4) 0.86803(17) 0.3587(2) 0.0716(10) Uani 1 1 d . . . . .
H15 H 0.7340 0.8863 0.3122 0.086 Uiso 1 1 calc R U . . .
C2 C 0.2726(5) 0.92562(18) 0.6296(3) 0.0813(12) Uani 1 1 d . . . . .
H2A H 0.2411 0.9063 0.6728 0.098 Uiso 1 1 calc R U . . .
C23 C 0.1674(4) 0.37658(17) 0.4885(2) 0.0771(11) Uani 1 1 d . . . . .
H23 H 0.0923 0.3848 0.4495 0.093 Uiso 1 1 calc R U . . .
C16 C 0.8324(4) 0.85567(17) 0.4169(2) 0.0736(10) Uani 1 1 d . . . . .
H16 H 0.9258 0.8658 0.4081 0.088 Uiso 1 1 calc R U . . .
C1 C 0.4169(5) 0.94001(16) 0.63023(19) 0.0709(10) Uani 1 1 d . . . . .
H1A H 0.4826 0.9298 0.6730 0.085 Uiso 1 1 calc R U . . .
C4 C 0.2122(4) 0.96785(18) 0.5028(2) 0.0753(11) Uani 1 1 d . . . . .
H4 H 0.1435 0.9765 0.4608 0.090 Uiso 1 1 calc R U . . .
C8 C 0.4806(5) 0.74242(17) 0.64853(19) 0.0734(10) Uani 1 1 d . . . . .
H8 H 0.5555 0.7342 0.6876 0.088 Uiso 1 1 calc R U . . .
C27 C 0.6480(5) 0.47408(18) 0.3232(2) 0.0793(11) Uani 1 1 d . . . . .
H27 H 0.6694 0.4908 0.2766 0.095 Uiso 1 1 calc R U . . .
C20 C 0.3918(5) 0.35086(16) 0.6077(2) 0.0768(11) Uani 1 1 d . . . . .
H20 H 0.4646 0.3417 0.6476 0.092 Uiso 1 1 calc R U . . .
C9 C 0.3433(5) 0.72746(18) 0.6588(2) 0.0802(11) Uani 1 1 d . . . . .
H9 H 0.3251 0.7095 0.7055 0.096 Uiso 1 1 calc R U . . .
C3 C 0.1727(5) 0.9395(2) 0.5652(3) 0.0887(13) Uani 1 1 d . . . . .
H3 H 0.0763 0.9286 0.5663 0.106 Uiso 1 1 calc R U . . .
C28 C 0.7608(4) 0.46250(18) 0.3833(3) 0.0795(11) Uani 1 1 d . . . . .
H28 H 0.8550 0.4726 0.3760 0.095 Uiso 1 1 calc R U . . .
C22 C 0.1398(5) 0.3494(2) 0.5555(3) 0.0910(13) Uani 1 1 d . . . . .
H22 H 0.0455 0.3391 0.5625 0.109 Uiso 1 1 calc R U . . .
C21 C 0.2525(6) 0.33628(18) 0.6152(3) 0.0902(13) Uani 1 1 d . . . . .
H21 H 0.2309 0.3173 0.6608 0.108 Uiso 1 1 calc R U . . .


_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
O2 C38 1.372(3) . ?
O2 H2 0.8200 . ?
O1 C32 1.375(3) . ?
O1 H1 0.8200 . ?
N2 C12 1.348(4) . ?
N2 C13 1.352(4) . ?
N1 C6 1.343(4) . ?
N1 C5 1.347(4) . ?
N3 C7 1.345(4) . ?
N3 C18 1.349(4) . ?
N4 C25 1.345(4) . ?
N4 C24 1.351(4) . ?
N5 C19 1.353(4) . ?
N5 C30 1.353(4) . ?
C37 C38 1.368(4) . ?
C37 C36 1.418(4) . ?
C37 H37 0.9300 . ?
C31 C32 1.373(4) . ?
C31 C36 1.417(4) . ?
C31 H31 0.9300 . ?
C36 C35 1.426(4) . ?
C35 C34 1.414(4) . ?
C35 C40 1.417(4) . ?
C13 C14 1.419(4) . ?
C13 C18 1.433(4) . ?
C38 C39 1.415(4) . ?
C12 C11 1.421(4) . ?
C12 C7 1.435(4) . ?
C32 C33 1.419(4) . ?
C18 C17 1.426(4) . ?
C5 C4 1.423(4) . ?
C5 C6 1.436(4) 3_676 ?
C34 C33 1.360(4) . ?
C34 H34 0.9300 . ?
C7 C8 1.428(4) . ?
C6 C1 1.422(4) 3_676 ?
C6 C5 1.436(4) 3_676 ?
C40 C39 1.363(4) . ?
C40 H40 0.9300 . ?
C25 C26 1.421(4) . ?
C25 C30 1.430(4) . ?
C39 H39 0.9300 . ?
C30 C29 1.427(4) . ?
C33 H33 0.9300 . ?
C24 C23 1.419(4) . ?
C24 C19 1.430(4) . ?
C11 C10 1.355(4) . ?
C11 H11 0.9300 . ?
C19 C20 1.423(4) . ?
C14 C15 1.357(4) . ?
C14 H14 0.9300 . ?
C17 C16 1.341(4) . ?
C17 H17 0.9300 . ?
C26 C27 1.349(4) . ?
C26 H26 0.9300 . ?
C29 C28 1.352(4) . ?
C29 H29 0.9300 . ?
C10 C9 1.410(5) . ?
C10 H10 0.9300 . ?
C15 C16 1.417(5) . ?
C15 H15 0.9300 . ?
C2 C1 1.379(5) . ?
C2 C3 1.400(5) . ?
C2 H2A 0.9300 . ?
C23 C22 1.350(5) . ?
C23 H23 0.9300 . ?
C16 H16 0.9300 . ?
C1 C6 1.422(4) 3_676 ?
C1 H1A 0.9300 . ?
C4 C3 1.326(5) . ?
C4 H4 0.9300 . ?
C8 C9 1.354(5) . ?
C8 H8 0.9300 . ?
C27 C28 1.413(5) . ?
C27 H27 0.9300 . ?
C20 C21 1.360(5) . ?
C20 H20 0.9300 . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C28 H28 0.9300 . ?
C22 C21 1.412(5) . ?
C22 H22 0.9300 . ?
C21 H21 0.9300 . ?

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
C38 O2 H2 109.5 . . ?
C32 O1 H1 109.5 . . ?
C12 N2 C13 117.5(3) . . ?
C6 N1 C5 116.7(3) . . ?
C7 N3 C18 117.2(3) . . ?
C25 N4 C24 117.8(3) . . ?
C19 N5 C30 116.6(3) . . ?
C38 C37 C36 120.3(3) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C32 C31 C36 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C36 C31 H31 119.9 . . ?
C31 C36 C37 121.9(3) . . ?
C31 C36 C35 118.7(3) . . ?
C37 C36 C35 119.5(3) . . ?
C34 C35 C40 122.7(3) . . ?
C34 C35 C36 119.2(3) . . ?
C40 C35 C36 118.1(3) . . ?
N2 C13 C14 120.1(3) . . ?
N2 C13 C18 121.1(3) . . ?
C14 C13 C18 118.9(3) . . ?
C37 C38 O2 124.0(3) . . ?
C37 C38 C39 120.7(3) . . ?
O2 C38 C39 115.3(3) . . ?
N2 C12 C11 119.5(3) . . ?
N2 C12 C7 121.1(3) . . ?
C11 C12 C7 119.4(3) . . ?
C31 C32 O1 123.1(3) . . ?
C31 C32 C33 121.2(3) . . ?
O1 C32 C33 115.6(3) . . ?
N3 C18 C17 119.8(3) . . ?
N3 C18 C13 121.5(3) . . ?
C17 C18 C13 118.7(3) . . ?
N1 C5 C4 119.4(3) . . ?
N1 C5 C6 121.7(3) . 3_676 ?
C4 C5 C6 118.9(3) . 3_676 ?
C33 C34 C35 121.4(3) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 H34 119.3 . . ?
N3 C7 C8 119.9(3) . . ?
N3 C7 C12 121.6(3) . . ?
C8 C7 C12 118.5(3) . . ?
N1 C6 C1 119.7(3) . 3_676 ?
N1 C6 C5 121.6(3) . 3_676 ?
C1 C6 C5 118.7(3) 3_676 3_676 ?
C39 C40 C35 121.7(3) . . ?
C39 C40 H40 119.1 . . ?
C35 C40 H40 119.1 . . ?
N4 C25 C26 119.8(3) . . ?
N4 C25 C30 121.2(3) . . ?
C26 C25 C30 119.0(3) . . ?
C40 C39 C38 119.7(3) . . ?
C40 C39 H39 120.2 . . ?
C38 C39 H39 120.2 . . ?
N5 C30 C29 119.6(3) . . ?
N5 C30 C25 121.7(3) . . ?
C29 C30 C25 118.7(3) . . ?
C34 C33 C32 119.3(3) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
N4 C24 C23 119.8(3) . . ?
N4 C24 C19 120.7(3) . . ?
C23 C24 C19 119.5(3) . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
N5 C19 C20 119.2(3) . . ?
N5 C19 C24 122.0(3) . . ?
C20 C19 C24 118.8(3) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C29 C30 120.1(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C14 C15 C16 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C1 C2 C3 121.2(4) . . ?
C1 C2 H2A 119.4 . . ?
C3 C2 H2A 119.4 . . ?
C22 C23 C24 119.9(4) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C2 C1 C6 119.0(4) . 3_676 ?
C2 C1 H1A 120.5 . . ?
C6 C1 H1A 120.5 3_676 . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C9 C8 C7 119.8(4) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C26 C27 C28 121.0(3) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C21 C20 C19 119.4(4) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C8 C9 C10 121.6(4) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C4 C3 C2 121.6(4) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C29 C28 C27 121.0(3) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C23 C22 C21 120.8(4) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C20 C21 C22 121.6(4) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?

_refine_diff_density_max         0.170
_refine_diff_density_min         -0.188
_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_PHEN_123THB
_database_code_depnum_ccdc_archive 'CCDC 1946196'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2019-08-08 deposited with the CCDC.	2019-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H60 N10 O10'
_chemical_formula_weight         1225.30

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7943(10)
_cell_length_b                   12.0978(12)
_cell_length_c                   13.8839(14)
_cell_angle_alpha                89.390(3)
_cell_angle_beta                 78.850(3)
_cell_angle_gamma                72.021(3)
_cell_volume                     1533.1(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6562
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      23.10

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             642
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50185
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.497
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_full        25.048
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5429
_reflns_number_gt                3512
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1250P)²+0.5612P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5429
_refine_ls_number_parameters     429
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.2352
_refine_ls_wR_factor_gt          0.1966
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.4720(2) 0.83234(16) 0.33838(15) 0.0616(6) Uani 1 1 d . . . . .
H2 H 0.4155 0.8984 0.3383 0.092 Uiso 1 1 calc R U . . .
O1 O 0.2790(2) 0.92244(18) 0.22413(17) 0.0713(6) Uani 1 1 d . . . . .
H1 H 0.2206 0.9399 0.1871 0.107 Uiso 1 1 calc R U . . .
O3 O 0.6676(2) 0.62298(18) 0.29911(17) 0.0738(7) Uani 1 1 d . . . . .
H3 H 0.7207 0.5563 0.2829 0.111 Uiso 1 1 calc R U . . .
N5 N 1.0637(2) 0.03107(19) 0.11855(16) 0.0499(6) Uani 1 1 d . . . . .
N1 N 0.8823(2) 0.5939(2) 0.48225(16) 0.0537(6) Uani 1 1 d . . . . .
N2 N 0.8744(2) 0.40552(19) 0.27537(16) 0.0519(6) Uani 1 1 d . . . . .
N4 N 0.8196(3) 0.2073(2) 0.07615(17) 0.0552(6) Uani 1 1 d . . . . .
N3 N 1.0918(3) 0.2082(2) 0.31632(18) 0.0598(6) Uani 1 1 d . . . . .
C2 C 0.4740(3) 0.7697(2) 0.2575(2) 0.0480(6) Uani 1 1 d . . . . .
C1 C 0.3740(3) 0.8141(2) 0.1973(2) 0.0506(7) Uani 1 1 d . . . . .
C31 C 1.0780(3) 0.1290(2) 0.07748(18) 0.0482(6) Uani 1 1 d . . . . .
C9 C 0.8611(3) 0.4956(3) 0.51724(19) 0.0495(7) Uani 1 1 d . . . . .
C19 C 1.1255(3) 0.3011(2) 0.27920(19) 0.0494(7) Uani 1 1 d . . . . .
C24 C 1.0148(3) 0.4021(2) 0.25907(19) 0.0461(6) Uani 1 1 d . . . . .
C10 C 1.0203(3) 0.6000(2) 0.46430(19) 0.0498(7) Uani 1 1 d . . . . .
C30 C 0.9285(3) 0.0200(2) 0.13885(18) 0.0485(6) Uani 1 1 d . . . . .
C18 C 0.9506(4) 0.2118(2) 0.33270(19) 0.0554(7) Uani 1 1 d . . . . .
C36 C 0.9546(3) 0.2178(2) 0.05573(19) 0.0489(6) Uani 1 1 d . . . . .
O4 O 0.6521(3) 0.8048(3) 0.4657(3) 0.1084(10) Uani 1 1 d D . . . .
C25 C 0.8063(3) 0.1095(2) 0.1167(2) 0.0514(7) Uani 1 1 d . . . . .
C3 C 0.5748(3) 0.6590(2) 0.2355(2) 0.0529(7) Uani 1 1 d . . . . .
C4 C 0.5741(3) 0.5939(3) 0.1552(2) 0.0592(8) Uani 1 1 d . . . . .
H4 H 0.6409 0.5197 0.1408 0.071 Uiso 1 1 calc R U . . .
C13 C 0.8409(3) 0.3122(2) 0.3111(2) 0.0517(7) Uani 1 1 d . . . . .
C5 C 0.4743(4) 0.6387(3) 0.0962(2) 0.0630(8) Uani 1 1 d . . . . .
H5 H 0.4743 0.5942 0.0420 0.076 Uiso 1 1 calc R U . . .
C6 C 0.3746(3) 0.7483(3) 0.1162(2) 0.0587(7) Uani 1 1 d . . . . .
H6 H 0.3081 0.7779 0.0755 0.070 Uiso 1 1 calc R U . . .
C8 C 0.7180(3) 0.4844(3) 0.5366(2) 0.0642(8) Uani 1 1 d . . . . .
H8 H 0.6392 0.5456 0.5247 0.077 Uiso 1 1 calc R U . . .
C32 C 1.2182(3) 0.1453(3) 0.0541(2) 0.0619(8) Uani 1 1 d . . . . .
H32 H 1.2996 0.0885 0.0681 0.074 Uiso 1 1 calc R U . . .
C35 C 0.9769(4) 0.3189(3) 0.0114(2) 0.0637(8) Uani 1 1 d . . . . .
H35 H 0.8978 0.3778 -0.0031 0.076 Uiso 1 1 calc R U . . .
C11 C 1.0487(4) 0.7014(3) 0.4274(2) 0.0651(8) Uani 1 1 d . . . . .
H11 H 0.9721 0.7642 0.4149 0.078 Uiso 1 1 calc R U . . .
C29 C 0.9067(4) -0.0815(3) 0.1832(2) 0.0636(8) Uani 1 1 d . . . . .
H29 H 0.9858 -0.1406 0.1975 0.076 Uiso 1 1 calc R U . . .
C23 C 1.0565(4) 0.4993(3) 0.2227(2) 0.0659(8) Uani 1 1 d . . . . .
H23 H 0.9859 0.5662 0.2099 0.079 Uiso 1 1 calc R U . . .
O5 O 0.3074(5) 0.0471(2) 0.4084(3) 0.1410(15) Uani 1 1 d G . . . .
H5A H 0.2419 0.0806 0.3762 0.212 Uiso 1 1 d G U . . .
H5B H 0.3371 0.0976 0.4325 0.212 Uiso 1 1 d G U . . .
C26 C 0.6651(3) 0.0938(3) 0.1400(2) 0.0683(8) Uani 1 1 d . . . . .
H26 H 0.5841 0.1508 0.1256 0.082 Uiso 1 1 calc R U . . .
C7 C 0.6956(4) 0.3858(3) 0.5719(2) 0.0708(9) Uani 1 1 d . . . . .
H7 H 0.6014 0.3798 0.5844 0.085 Uiso 1 1 calc R U . . .
C20 C 1.2731(3) 0.3015(3) 0.2604(2) 0.0719(9) Uani 1 1 d . . . . .
H20 H 1.3464 0.2362 0.2730 0.086 Uiso 1 1 calc R U . . .
C12 C 1.1870(4) 0.7079(3) 0.4099(2) 0.0721(9) Uani 1 1 d . . . . .
H12 H 1.2043 0.7753 0.3855 0.087 Uiso 1 1 calc R U . . .
C34 C 1.1118(4) 0.3299(3) -0.0098(2) 0.0715(9) Uani 1 1 d . . . . .
H34 H 1.1248 0.3963 -0.0391 0.086 Uiso 1 1 calc R U . . .
C14 C 0.6926(4) 0.3129(4) 0.3305(2) 0.0769(10) Uani 1 1 d . . . . .
H14 H 0.6198 0.3774 0.3163 0.092 Uiso 1 1 calc R U . . .
C33 C 1.2333(4) 0.2429(3) 0.0116(2) 0.0711(9) Uani 1 1 d . . . . .
H33 H 1.3255 0.2526 -0.0036 0.085 Uiso 1 1 calc R U . . .
C22 C 1.1994(4) 0.4949(4) 0.2064(2) 0.0798(11) Uani 1 1 d . . . . .
H22 H 1.2258 0.5592 0.1829 0.096 Uiso 1 1 calc R U . . .
C21 C 1.3077(4) 0.3942(4) 0.2248(3) 0.0829(11) Uani 1 1 d . . . . .
H21 H 1.4053 0.3923 0.2120 0.099 Uiso 1 1 calc R U . . .
C28 C 0.7703(4) -0.0915(3) 0.2045(3) 0.0753(10) Uani 1 1 d . . . . .
H28 H 0.7563 -0.1576 0.2340 0.090 Uiso 1 1 calc R U . . .
C17 C 0.9087(5) 0.1161(3) 0.3732(2) 0.0835(11) Uani 1 1 d . . . . .
H17 H 0.9790 0.0500 0.3876 0.100 Uiso 1 1 calc R U . . .
C27 C 0.6490(4) -0.0031(3) 0.1826(3) 0.0802(10) Uani 1 1 d . . . . .
H27 H 0.5563 -0.0120 0.1980 0.096 Uiso 1 1 calc R U . . .
C16 C 0.7649(7) 0.1219(5) 0.3907(3) 0.1030(16) Uani 1 1 d . . . . .
H16 H 0.7373 0.0594 0.4174 0.124 Uiso 1 1 calc R U . . .
C15 C 0.6575(5) 0.2216(5) 0.3689(3) 0.1017(15) Uani 1 1 d . . . . .
H15 H 0.5600 0.2236 0.3816 0.122 Uiso 1 1 calc R U . . .
H4B H 0.600(6) 0.820(6) 0.419(3) 0.18(3) Uiso 1 1 d D . . . .
H4A H 0.717(4) 0.741(2) 0.464(3) 0.111(15) Uiso 1 1 d 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
O2 C2 1.355(3) . ?
O2 H2 0.8200 . ?
O1 C1 1.359(3) . ?
O1 H1 0.8200 . ?
O3 C3 1.362(3) . ?
O3 H3 0.8200 . ?
N5 C31 1.344(3) . ?
N5 C30 1.347(3) . ?
N1 C9 1.340(4) . ?
N1 C10 1.351(4) . ?
N2 C13 1.335(4) . ?
N2 C24 1.338(3) . ?
N4 C25 1.336(4) . ?
N4 C36 1.342(4) . ?
N3 C19 1.337(4) . ?
N3 C18 1.344(4) . ?
C2 C1 1.388(4) . ?
C2 C3 1.392(4) . ?
C1 C6 1.385(4) . ?
C31 C32 1.422(4) . ?
C31 C36 1.428(4) . ?
C9 C8 1.423(4) . ?
C9 C10 1.426(4) 2_766 ?
C19 C20 1.420(4) . ?
C19 C24 1.427(4) . ?
C24 C23 1.417(4) . ?
C10 C11 1.410(4) . ?
C10 C9 1.426(4) 2_766 ?
C30 C29 1.424(4) . ?
C30 C25 1.427(4) . ?
C18 C17 1.419(4) . ?
C18 C13 1.425(4) . ?
C36 C35 1.422(4) . ?
O4 H4B 0.88(2) . ?
O4 H4A 0.829(19) . ?
C25 C26 1.428(4) . ?
C3 C4 1.374(4) . ?
C4 C5 1.375(5) . ?
C4 H4 0.9300 . ?
C13 C14 1.422(4) . ?
C5 C6 1.376(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C7 1.349(5) . ?
C8 H8 0.9300 . ?
C32 C33 1.351(4) . ?
C32 H32 0.9300 . ?
C35 C34 1.344(5) . ?
C35 H35 0.9300 . ?
C11 C12 1.356(5) . ?
C11 H11 0.9300 . ?
C29 C28 1.354(5) . ?
C29 H29 0.9300 . ?
C23 C22 1.358(5) . ?
C23 H23 0.9300 . ?
O5 H5A 0.8500 . ?
O5 H5B 0.8501 . ?
C26 C27 1.347(5) . ?
C26 H26 0.9300 . ?
C7 C12 1.405(5) 2_766 ?
C7 H7 0.9300 . ?
C20 C21 1.333(5) . ?
C20 H20 0.9300 . ?
C12 C7 1.405(5) 2_766 ?
C12 H12 0.9300 . ?
C34 C33 1.403(5) . ?
C34 H34 0.9300 . ?
C14 C15 1.332(6) . ?
C14 H14 0.9300 . ?
C33 H33 0.9300 . ?
C22 C21 1.406(6) . ?
C22 H22 0.9300 . ?
C21 H21 0.9300 . ?
C28 C27 1.413(5) . ?
C28 H28 0.9300 . ?
C17 C16 1.362(6) . ?
C17 H17 0.9300 . ?
C27 H27 0.9300 . ?
C16 C15 1.408(7) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?

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 O2 H2 109.5 . . ?
C1 O1 H1 109.5 . . ?
C3 O3 H3 109.5 . . ?
C31 N5 C30 117.6(2) . . ?
C9 N1 C10 118.0(2) . . ?
C13 N2 C24 118.2(2) . . ?
C25 N4 C36 117.0(2) . . ?
C19 N3 C18 118.1(2) . . ?
O2 C2 C1 120.5(2) . . ?
O2 C2 C3 119.9(2) . . ?
C1 C2 C3 119.6(3) . . ?
O1 C1 C6 124.0(2) . . ?
O1 C1 C2 115.9(2) . . ?
C6 C1 C2 120.0(3) . . ?
N5 C31 C32 120.0(3) . . ?
N5 C31 C36 121.2(2) . . ?
C32 C31 C36 118.8(3) . . ?
N1 C9 C8 120.2(3) . . ?
N1 C9 C10 121.4(2) . 2_766 ?
C8 C9 C10 118.4(3) . 2_766 ?
N3 C19 C20 120.2(3) . . ?
N3 C19 C24 121.2(2) . . ?
C20 C19 C24 118.7(3) . . ?
N2 C24 C23 120.7(3) . . ?
N2 C24 C19 120.7(2) . . ?
C23 C24 C19 118.6(3) . . ?
N1 C10 C11 120.3(3) . . ?
N1 C10 C9 120.6(2) . 2_766 ?
C11 C10 C9 119.1(3) . 2_766 ?
N5 C30 C29 120.0(3) . . ?
N5 C30 C25 120.5(2) . . ?
C29 C30 C25 119.5(3) . . ?
N3 C18 C17 120.3(3) . . ?
N3 C18 C13 120.5(3) . . ?
C17 C18 C13 119.2(3) . . ?
N4 C36 C35 120.0(3) . . ?
N4 C36 C31 121.4(2) . . ?
C35 C36 C31 118.6(3) . . ?
H4B O4 H4A 120(5) . . ?
N4 C25 C30 122.2(2) . . ?
N4 C25 C26 119.4(3) . . ?
C30 C25 C26 118.4(3) . . ?
O3 C3 C4 124.8(3) . . ?
O3 C3 C2 115.2(3) . . ?
C4 C3 C2 120.0(3) . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N2 C13 C14 119.9(3) . . ?
N2 C13 C18 121.4(3) . . ?
C14 C13 C18 118.7(3) . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C7 C8 C9 120.6(3) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C35 C36 120.4(3) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C28 C29 C30 119.7(3) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
H5A O5 H5B 109.5 . . ?
C27 C26 C25 120.2(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C8 C7 C12 120.7(3) . 2_766 ?
C8 C7 H7 119.7 . . ?
C12 C7 H7 119.7 2_766 . ?
C21 C20 C19 120.7(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C11 C12 C7 120.8(3) . 2_766 ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 2_766 . ?
C35 C34 C33 121.2(3) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C32 C33 C34 120.8(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C23 C22 C21 120.7(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C20 C21 C22 121.1(3) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C29 C28 C27 121.0(3) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C16 C17 C18 119.5(4) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C26 C27 C28 121.1(3) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C17 C16 C15 120.8(4) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C14 C15 C16 121.4(4) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.252
_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_PHEN_13DHB
_database_code_depnum_ccdc_archive 'CCDC 1946194'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2019-08-08 deposited with the CCDC.	2019-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H11 N2 O'
_chemical_formula_weight         235.26

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.2921(9)
_cell_length_b                   11.4224(7)
_cell_length_c                   14.4820(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.490(6)
_cell_angle_gamma                90
_cell_volume                     2308.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1178
_cell_measurement_theta_min      2.5320
_cell_measurement_theta_max      26.2600

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4071
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.304
_diffrn_reflns_theta_max         25.042
_diffrn_reflns_theta_full        25.042
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2036
_reflns_number_gt                1417
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²+0.8484P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2036
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1380
_refine_ls_wR_factor_gt          0.1201
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.51300(11) 0.16213(12) 0.41830(10) 0.0551(4) Uani 1 1 d . . . . .
H1 H 0.5148 0.2330 0.4100 0.083 Uiso 1 1 calc R U . . .
N2 N 0.52355(11) 0.40758(13) 0.39082(11) 0.0439(4) Uani 1 1 d . . . . .
N1 N 0.53397(13) 0.65425(15) 0.37797(12) 0.0515(5) Uani 1 1 d . . . . .
C4 C 0.5000 0.1661(2) 0.2500 0.0395(6) Uani 1 2 d S T P . .
H4 H 0.5000 0.2475 0.2500 0.047 Uiso 1 2 calc R U P . .
C3 C 0.50643(12) 0.10550(17) 0.33390(15) 0.0408(5) Uani 1 1 d . . . . .
C11 C 0.60831(13) 0.46305(17) 0.40634(13) 0.0406(5) Uani 1 1 d . . . . .
C7 C 0.44385(14) 0.47347(18) 0.36686(13) 0.0433(5) Uani 1 1 d . . . . .
C12 C 0.61315(14) 0.58773(17) 0.39963(14) 0.0440(5) Uani 1 1 d . . . . .
C2 C 0.50629(13) -0.01644(17) 0.33471(16) 0.0481(6) Uani 1 1 d . . . . .
H2 H 0.5103 -0.0576 0.3908 0.058 Uiso 1 1 calc R U . . .
C1 C 0.5000 -0.0745(2) 0.2500 0.0505(8) Uani 1 2 d S T P . .
H1A H 0.5000 -0.1559 0.2500 0.061 Uiso 1 2 calc R U P . .
C8 C 0.44941(14) 0.59815(18) 0.36156(14) 0.0459(5) Uani 1 1 d . . . . .
C13 C 0.70461(16) 0.6417(2) 0.41593(16) 0.0635(7) Uani 1 1 d . . . . .
H13 H 0.7091 0.7226 0.4106 0.076 Uiso 1 1 calc R U . . .
C16 C 0.69484(15) 0.3987(2) 0.43016(16) 0.0572(6) Uani 1 1 d . . . . .
H16 H 0.6930 0.3175 0.4349 0.069 Uiso 1 1 calc R U . . .
C6 C 0.35271(16) 0.4193(2) 0.34704(17) 0.0634(7) Uani 1 1 d . . . . .
H6 H 0.3478 0.3382 0.3504 0.076 Uiso 1 1 calc R U . . .
C9 C 0.36338(18) 0.6635(2) 0.33733(18) 0.0697(7) Uani 1 1 d . . . . .
H9 H 0.3658 0.7447 0.3342 0.084 Uiso 1 1 calc R U . . .
C15 C 0.77996(17) 0.4547(2) 0.44594(18) 0.0701(7) Uani 1 1 d . . . . .
H15 H 0.8363 0.4115 0.4617 0.084 Uiso 1 1 calc R U . . .
C14 C 0.78508(17) 0.5770(3) 0.43905(18) 0.0718(8) Uani 1 1 d . . . . .
H14 H 0.8446 0.6136 0.4506 0.086 Uiso 1 1 calc R U . . .
C10 C 0.27812(18) 0.6084(3) 0.31876(19) 0.0811(9) Uani 1 1 d . . . . .
H10 H 0.2221 0.6521 0.3028 0.097 Uiso 1 1 calc R U . . .
C5 C 0.27243(17) 0.4859(3) 0.32308(19) 0.0792(9) Uani 1 1 d . . . . .
H5 H 0.2127 0.4498 0.3093 0.095 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.368(2) . ?
N2 C11 1.342(2) . ?
N2 C7 1.347(2) . ?
N1 C12 1.343(2) . ?
N1 C8 1.343(2) . ?
C4 C3 1.384(2) . ?
C4 C3 1.384(2) 2_655 ?
C3 C2 1.393(3) . ?
C11 C16 1.416(3) . ?
C11 C12 1.430(3) . ?
C7 C6 1.414(3) . ?
C7 C8 1.429(3) . ?
C12 C13 1.418(3) . ?
C2 C1 1.380(2) . ?
C1 C2 1.380(2) 2_655 ?
C8 C9 1.416(3) . ?
C13 C14 1.347(3) . ?
C16 C15 1.350(3) . ?
C6 C5 1.358(3) . ?
C9 C10 1.346(4) . ?
C15 C14 1.403(3) . ?
C10 C5 1.403(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N2 C7 117.51(16) . . ?
C12 N1 C8 116.88(17) . . ?
C3 C4 C3 120.0(2) . 2_655 ?
O1 C3 C4 121.78(18) . . ?
O1 C3 C2 117.72(19) . . ?
C4 C3 C2 120.5(2) . . ?
N2 C11 C16 120.31(18) . . ?
N2 C11 C12 120.91(17) . . ?
C16 C11 C12 118.77(18) . . ?
N2 C7 C6 119.88(19) . . ?
N2 C7 C8 121.13(17) . . ?
C6 C7 C8 119.00(19) . . ?
N1 C12 C13 119.52(19) . . ?
N1 C12 C11 121.92(17) . . ?
C13 C12 C11 118.56(19) . . ?
C1 C2 C3 118.2(2) . . ?
C2 C1 C2 122.6(3) . 2_655 ?
N1 C8 C9 119.5(2) . . ?
N1 C8 C7 121.62(17) . . ?
C9 C8 C7 118.9(2) . . ?
C14 C13 C12 120.6(2) . . ?
C15 C16 C11 120.2(2) . . ?
C5 C6 C7 119.8(2) . . ?
C10 C9 C8 120.2(3) . . ?
C16 C15 C14 121.3(2) . . ?
C13 C14 C15 120.6(2) . . ?
C9 C10 C5 121.1(2) . . ?
C6 C5 C10 121.1(2) . . ?

_refine_diff_density_max         0.164
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.052

