# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

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

data_exp_1067_amr_17-meno2
_audit_block_doi                 10.5517/ccdc.csd.cc2bpy33
_database_code_depnum_ccdc_archive 'CCDC 2166035'
loop_
_audit_author_name
_audit_author_address
Mukherjee.A
;Birla Institute of Technology and Science Pilani, Hyderabad
India
;
_audit_update_record             
;
2022-06-28 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 N2, C10 H8 O2, C8 H12 N2'
_chemical_formula_sum            'C30 H28 N4 O2'
_chemical_formula_weight         476.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.0924(2)
_cell_length_b                   12.3143(2)
_cell_length_c                   14.7809(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.8660(10)
_cell_angle_gamma                90
_cell_volume                     2374.44(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7999
_cell_measurement_temperature    123.00
_cell_measurement_theta_max      78.7480
_cell_measurement_theta_min      4.9320
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.877
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12575
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.746
_diffrn_reflns_theta_min         4.939
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  85.00   0.50    0.71    --    0.00  82.00 150.00   96
  2  ω    -15.00  22.00   0.50    0.71    --    0.00  37.00  30.00   74
  3  ω    -23.00   3.00   0.50    0.71    --    0.00  57.00  90.00   52
  4  ω    -28.00  26.00   0.50    0.71    --    0.00  82.00 150.00  108
  5  ω     26.00  88.00   0.50    0.71    --    0.00  57.00  90.00  124
  6  ω     29.00  89.00   0.50    0.71    --    0.00  37.00  30.00  120
  7  ω     25.00  52.00   0.50    2.85    --  107.20 -61.00 120.00   54
  8  ω     18.00  92.00   0.50    2.85    --  107.20 -30.00 -60.00  148
  9  ω     19.00 140.00   0.50    2.85    --  107.20 -82.00 120.00  242
 10  ω     66.00 101.00   0.50    2.85    --  107.20 -30.00-180.00   70
 11  ω     89.00 116.00   0.50    2.85    --  107.20 -82.00 -30.00   54
 12  ω     20.00 137.00   0.50    2.85    --  107.20 -77.00 -90.00  234
 13  ω     28.00 133.00   0.50    2.85    --  107.20 -82.00  30.00  210
 14  ω     29.00 134.00   0.50    2.85    --  107.20 -15.00 120.00  210
 15  ω     86.00 121.00   0.50    2.85    --  107.20 -30.00  30.00   70
 16  ω    147.00 193.00   0.50    2.85    --  107.20  61.00  90.00   92
 17  ω     53.00  80.00   0.50    2.85    --  107.20 -30.00  30.00   54
 18  ω     73.00 135.00   0.50    2.85    --  107.20 -82.00-150.00  124
 19  ω     85.00 144.00   0.50    2.85    --  107.20  61.00  90.00  118
 20  ω     36.00  97.00   0.50    2.85    --  107.20 -61.00  30.00  122
 21  ω     60.00 131.00   0.50    2.85    --  107.20 -61.00 120.00  142
 22  ω    108.00 135.00   0.50    2.85    --  107.20 -82.00-180.00   54
 23  ω     85.00 110.00   0.50    2.85    --  107.20 -82.00 -60.00   50
 24  ω     18.00 197.00   0.50    2.85    --  107.20   0.00-180.00  358
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1157608000
_diffrn_orient_matrix_UB_12      -0.0011878000
_diffrn_orient_matrix_UB_13      -0.0290020000
_diffrn_orient_matrix_UB_21      -0.0218287000
_diffrn_orient_matrix_UB_22      -0.0335469000
_diffrn_orient_matrix_UB_23      0.0968943000
_diffrn_orient_matrix_UB_31      -0.0072725000
_diffrn_orient_matrix_UB_32      0.1205631000
_diffrn_orient_matrix_UB_33      0.0267771000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2393
_reflns_number_total             2557
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.00061(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0489P)²+1.6906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1054
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.40538(7) 0.82727(7) 0.47572(5) 0.0272(2) Uani 1 1 d . . . . .
N2 N 0.46526(8) 0.60840(8) 0.49379(6) 0.0231(2) Uani 1 1 d . . . . .
N3 N 0.500000 0.67830(11) 0.750000 0.0256(3) Uani 1 2 d S T P . .
N4 N 0.500000 0.45358(11) 0.750000 0.0246(3) Uani 1 2 d S T P . .
C5 C 0.43694(8) 0.87572(9) 0.39965(7) 0.0220(2) Uani 1 1 d . . . . .
C6 C 0.43463(9) 0.99066(9) 0.39866(7) 0.0229(3) Uani 1 1 d . . . . .
C7 C 0.46581(9) 1.04626(9) 0.32584(7) 0.0230(3) Uani 1 1 d . . . . .
C8 C 0.500000 0.99057(12) 0.250000 0.0204(3) Uani 1 2 d S T P . .
C9 C 0.500000 0.87470(12) 0.250000 0.0203(3) Uani 1 2 d S T P . .
C10 C 0.46857(9) 0.81879(9) 0.32711(7) 0.0225(3) Uani 1 1 d . . . . .
C11 C 0.72957(11) 0.64599(12) 0.58410(8) 0.0349(3) Uani 1 1 d . . . . .
C12 C 0.63120(10) 0.67005(10) 0.55303(8) 0.0299(3) Uani 1 1 d . . . . .
C13 C 0.56193(9) 0.58473(9) 0.52543(7) 0.0220(2) Uani 1 1 d . . . . .
C14 C 0.40262(9) 0.52554(9) 0.46834(7) 0.0220(2) Uani 1 1 d . . . . .
C15 C 0.29898(10) 0.54676(11) 0.43580(8) 0.0294(3) Uani 1 1 d . . . . .
C16 C 0.23508(10) 0.46282(13) 0.41068(8) 0.0345(3) Uani 1 1 d . . . . .
C17 C 0.32276(11) 0.44379(12) 0.68877(9) 0.0338(3) Uani 1 1 d . . . . .
C18 C 0.41583(9) 0.50905(9) 0.72010(7) 0.0227(3) Uani 1 1 d . . . . .
C19 C 0.41633(9) 0.62286(9) 0.71887(7) 0.0235(3) Uani 1 1 d . . . . .
C20 C 0.32483(11) 0.68775(13) 0.68308(10) 0.0357(3) Uani 1 1 d . . . . .
H7 H 0.4658(10) 1.1257(13) 0.3246(9) 0.025(3) Uiso 1 1 d . . . . .
H10 H 0.4691(10) 0.7392(12) 0.3255(9) 0.024(3) Uiso 1 1 d . . . . .
H6 H 0.4126(11) 1.0276(12) 0.4512(10) 0.027(3) Uiso 1 1 d . . . . .
H12 H 0.6063(12) 0.7472(14) 0.5485(11) 0.037(4) Uiso 1 1 d . . . . .
H15 H 0.2773(13) 0.6221(14) 0.4336(11) 0.040(4) Uiso 1 1 d . . . . .
H11 H 0.7790(13) 0.7064(14) 0.6025(12) 0.044(4) Uiso 1 1 d . . . . .
H16 H 0.1620(13) 0.4800(14) 0.3887(11) 0.043(4) Uiso 1 1 d . . . . .
H20A H 0.2640(16) 0.6715(17) 0.7171(13) 0.061(6) Uiso 1 1 d . . . . .
H20B H 0.3031(14) 0.6681(16) 0.6202(13) 0.054(5) Uiso 1 1 d . . . . .
H17A H 0.3011(14) 0.4568(15) 0.6248(13) 0.050(5) Uiso 1 1 d . . . . .
H17B H 0.2634(16) 0.4663(17) 0.7219(14) 0.061(6) Uiso 1 1 d . . . . .
H1 H 0.4228(14) 0.7532(16) 0.4776(12) 0.050(5) Uiso 1 1 d . . . . .
H17C H 0.3360(17) 0.363(2) 0.6983(15) 0.079(7) Uiso 1 1 d . . . . .
H20C H 0.3398(17) 0.766(2) 0.6869(15) 0.077(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.3675(13) . ?
O1 H1 0.94(2) . ?
N2 C13 1.3435(15) . ?
N2 C14 1.3427(15) . ?
N3 C19 1.3387(13) . ?
N3 C19 1.3387(13) 2_656 ?
N4 C18 1.3392(13) 2_656 ?
N4 C18 1.3392(13) . ?
C5 C6 1.4157(16) . ?
C5 C10 1.3740(16) . ?
C6 C7 1.3671(16) . ?
C6 H6 0.966(15) . ?
C7 C8 1.4185(13) . ?
C7 H7 0.978(15) . ?
C8 C9 1.427(2) . ?
C9 C10 1.4219(13) . ?
C9 C10 1.4220(13) 2_655 ?
C10 H10 0.981(15) . ?
C11 C12 1.363(2) . ?
C11 C16 1.418(2) 5_666 ?
C11 H11 1.008(18) . ?
C12 C13 1.4248(17) . ?
C12 H12 1.004(17) . ?
C13 C14 1.4355(16) 5_666 ?
C14 C15 1.4248(16) . ?
C15 C16 1.361(2) . ?
C15 H15 0.970(18) . ?
C16 H16 1.007(17) . ?
C17 C18 1.4998(16) . ?
C17 H17A 0.977(19) . ?
C17 H17B 0.99(2) . ?
C17 H17C 1.01(3) . ?
C18 C19 1.4017(17) . ?
C19 C20 1.4987(16) . ?
C20 H20A 1.00(2) . ?
C20 H20B 0.979(19) . ?
C20 H20C 0.98(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 H1 111.0(11) . . ?
C14 N2 C13 117.88(10) . . ?
C19 N3 C19 118.69(14) 2_656 . ?
C18 N4 C18 118.67(14) 2_656 . ?
O1 C5 C6 115.91(10) . . ?
O1 C5 C10 123.45(10) . . ?
C10 C5 C6 120.64(10) . . ?
C5 C6 H6 118.1(9) . . ?
C7 C6 C5 120.09(10) . . ?
C7 C6 H6 121.8(9) . . ?
C6 C7 C8 121.02(11) . . ?
C6 C7 H7 121.1(8) . . ?
C8 C7 H7 117.9(8) . . ?
C7 C8 C7 122.18(14) 2_655 . ?
C7 C8 C9 118.91(7) 2_655 . ?
C7 C8 C9 118.91(7) . . ?
C10 C9 C8 118.96(7) 2_655 . ?
C10 C9 C8 118.96(7) . . ?
C10 C9 C10 122.08(14) . 2_655 ?
C5 C10 C9 120.35(11) . . ?
C5 C10 H10 122.2(8) . . ?
C9 C10 H10 117.5(8) . . ?
C12 C11 C16 121.25(12) . 5_666 ?
C12 C11 H11 119.8(10) . . ?
C16 C11 H11 118.9(10) 5_666 . ?
C11 C12 C13 119.77(12) . . ?
C11 C12 H12 121.3(9) . . ?
C13 C12 H12 118.9(9) . . ?
N2 C13 C12 119.84(11) . . ?
N2 C13 C14 121.16(11) . 5_666 ?
C12 C13 C14 119.00(11) . 5_666 ?
N2 C14 C13 120.96(11) . 5_666 ?
N2 C14 C15 119.78(11) . . ?
C15 C14 C13 119.25(11) . 5_666 ?
C14 C15 H15 117.0(10) . . ?
C16 C15 C14 119.89(12) . . ?
C16 C15 H15 123.1(10) . . ?
C11 C16 H16 120.9(10) 5_666 . ?
C15 C16 C11 120.83(12) . 5_666 ?
C15 C16 H16 118.3(10) . . ?
C18 C17 H17A 111.9(11) . . ?
C18 C17 H17B 110.4(12) . . ?
C18 C17 H17C 110.8(13) . . ?
H17A C17 H17B 104.8(16) . . ?
H17A C17 H17C 109.1(17) . . ?
H17B C17 H17C 109.6(18) . . ?
N4 C18 C17 116.93(11) . . ?
N4 C18 C19 120.64(11) . . ?
C19 C18 C17 122.43(11) . . ?
N3 C19 C18 120.66(11) . . ?
N3 C19 C20 117.11(11) . . ?
C18 C19 C20 122.22(11) . . ?
C19 C20 H20A 111.3(12) . . ?
C19 C20 H20B 111.3(11) . . ?
C19 C20 H20C 110.6(13) . . ?
H20A C20 H20B 104.4(16) . . ?
H20A C20 H20C 109.4(17) . . ?
H20B C20 H20C 109.7(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N2 0.94(2) 1.88(2) 2.8133(13) 173.8(17) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C7 179.32(10) . . . . ?
O1 C5 C10 C9 179.75(9) . . . . ?
N2 C14 C15 C16 -179.44(10) . . . . ?
N4 C18 C19 N3 -1.95(15) . . . . ?
N4 C18 C19 C20 177.94(10) . . . . ?
C5 C6 C7 C8 0.55(16) . . . . ?
C6 C5 C10 C9 0.32(16) . . . . ?
C6 C7 C8 C7 -179.05(12) . . . 2_655 ?
C6 C7 C8 C9 0.95(12) . . . . ?
C7 C8 C9 C10 178.20(7) . . . 2_655 ?
C7 C8 C9 C10 178.20(7) 2_655 . . . ?
C7 C8 C9 C10 -1.81(7) . . . . ?
C7 C8 C9 C10 -1.80(7) 2_655 . . 2_655 ?
C8 C9 C10 C5 1.19(12) . . . . ?
C10 C5 C6 C7 -1.21(17) . . . . ?
C10 C9 C10 C5 -178.82(12) 2_655 . . . ?
C11 C12 C13 N2 -179.23(10) . . . . ?
C11 C12 C13 C14 0.47(17) . . . 5_666 ?
C13 N2 C14 C13 -0.17(16) . . . 5_666 ?
C13 N2 C14 C15 178.96(9) . . . . ?
C13 C14 C15 C16 -0.30(16) 5_666 . . . ?
C14 N2 C13 C12 179.85(10) . . . . ?
C14 N2 C13 C14 0.17(17) . . . 5_666 ?
C14 C15 C16 C11 -0.39(18) . . . 5_666 ?
C16 C11 C12 C13 0.23(18) 5_666 . . . ?
C17 C18 C19 N3 177.94(9) . . . . ?
C17 C18 C19 C20 -2.16(17) . . . . ?
C18 N4 C18 C17 -178.96(11) 2_656 . . . ?
C18 N4 C18 C19 0.95(7) 2_656 . . . ?
C19 N3 C19 C18 0.95(7) 2_656 . . . ?
C19 N3 C19 C20 -178.96(11) 2_656 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.709
_oxdiff_exptl_absorpt_empirical_full_min 0.617
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1066-18-c-lsam-2a
_database_code_depnum_ccdc_archive 'CCDC 2166045'
loop_
_audit_author_name
_audit_author_address
Mukherjee.A
;Birla Institute of Technology and Science Pilani, Hyderabad
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H9 N, 2(C10 H8 O2), 2(C8 H12 N2)'
_chemical_formula_sum            'C49 H49 N5 O4'
_chemical_formula_weight         771.93
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.6173(4)
_cell_length_b                   9.16000(10)
_cell_length_c                   22.6182(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.863(2)
_cell_angle_gamma                90
_cell_volume                     4030.14(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19322
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      79.1630
_cell_measurement_theta_min      4.5270
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.882
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0870
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            49639
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.008
_diffrn_reflns_theta_min         3.927
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  88.00   0.50    3.60    --    0.00  37.00 120.00  146
  2  ω    -32.00  88.00   0.50    3.60    --    0.00  82.00 -60.00  240
  3  ω    -84.00 -35.00   0.50    3.60    --    0.00 -82.00 -60.00   98
  4  ω    -12.00  63.00   0.50    3.60    --    0.00  37.00  60.00  150
  5  ω    -21.00  14.00   0.50    3.60    --    0.00 -57.00-180.00   70
  6  ω    -32.00  29.00   0.50    3.60    --    0.00 -82.00 -60.00  122
  7  ω     84.00 145.00   0.50   14.42    --  107.20  61.00-120.00  122
  8  ω     87.00 127.00   0.50   14.42    --  107.20  45.00   0.00   80
  9  ω     25.00 135.00   0.50   14.42    --  107.20 -82.00  90.00  220
 10  ω     19.00 134.00   0.50   14.42    --  107.20 -15.00 -90.00  230
 11  ω     95.00 124.00   0.50   14.42    --  107.20 -82.00-180.00   58
 12  ω     18.00  69.00   0.50   14.42    --  107.20 -30.00-180.00  102
 13  ω     90.00 127.00   0.50   14.42    --  107.20 -30.00-180.00   74
 14  ω     44.00 136.00   0.50   14.42    --  107.20 -82.00 -60.00  184
 15  ω     23.00 127.00   0.50   14.42    --  107.20 -30.00 -60.00  208
 16  ω     70.00 111.00   0.50   14.42    --  107.20 -82.00   0.00   82
 17  ω     18.00 121.00   0.50   14.42    --  107.20 -61.00 150.00  206
 18  ω     22.00 108.00   0.50   14.42    --  107.20 -61.00  90.00  172
 19  ω     89.00 197.00   0.50   14.42    --  107.20  30.00 -60.00  216
 20  ω     50.00  75.00   0.50   14.42    --  107.20 -82.00  30.00   50
 21  ω     88.00 113.00   0.50   14.42    --  107.20 -82.00  30.00   50
 22  ω     84.00 137.00   0.50   14.42    --  107.20 -82.00 150.00  106
 23  ω    169.00 195.00   0.50   14.42    --  107.20  61.00-120.00   52
 24  ω     83.00 128.00   0.50   14.42    --  107.20 -45.00  90.00   90
 25  ω    165.00 193.00   0.50   14.42    --  107.20  45.00   0.00   56
 26  ω     68.00 139.00   0.50   14.42    --  107.20 -82.00-120.00  142
 27  ω     78.00 127.00   0.50   14.42    --  107.20  82.00  60.00   98
 28  ω     48.00  73.00   0.50   14.42    --  107.20 -82.00 -30.00   50
 29  ω     85.00 110.00   0.50   14.42    --  107.20 -82.00 -30.00   50
 30  ω    146.00 183.00   0.50   14.42    --  107.20  15.00-180.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0033748000
_diffrn_orient_matrix_UB_12      -0.1570303000
_diffrn_orient_matrix_UB_13      0.0227381000
_diffrn_orient_matrix_UB_21      -0.0013996000
_diffrn_orient_matrix_UB_22      0.0598452000
_diffrn_orient_matrix_UB_23      0.0630930000
_diffrn_orient_matrix_UB_31      -0.0791052000
_diffrn_orient_matrix_UB_32      0.0057085000
_diffrn_orient_matrix_UB_33      -0.0351344000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7647
_reflns_number_total             8618
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.00024(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     687
_refine_ls_number_reflns         8618
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0602
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0735P)²+2.2274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1599
_refine_ls_wR_factor_ref         0.1645
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C34(H34A,H34B,H34C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.33706(7) 0.85397(15) 0.34499(7) 0.0396(3) Uani 1 1 d . . . . .
O2 O 0.68523(7) 0.90512(15) 0.37017(7) 0.0363(3) Uani 1 1 d . . . . .
O3 O 0.74610(7) 1.07344(15) 0.30842(7) 0.0388(3) Uani 1 1 d . . . . .
O4 O 1.08229(7) 0.76061(15) 0.38205(7) 0.0371(3) Uani 1 1 d . . . . .
N5 N 0.38311(8) 0.63172(17) 0.43574(8) 0.0342(3) Uani 1 1 d . . . . .
N6 N 0.43295(8) 0.41198(17) 0.52776(8) 0.0353(4) Uani 1 1 d . . . . .
N7 N 0.73049(8) 0.71910(16) 0.47429(7) 0.0313(3) Uani 1 1 d . . . . .
N8 N 1.06945(8) 0.55097(16) 0.46508(7) 0.0317(3) Uani 1 1 d . . . . .
N9 N 1.11476(9) 0.32718(17) 0.55552(7) 0.0341(3) Uani 1 1 d . . . . .
C10 C 0.38692(9) 0.9138(2) 0.33139(9) 0.0321(4) Uani 1 1 d . . . . .
C11 C 0.36680(10) 1.0356(2) 0.28838(9) 0.0351(4) Uani 1 1 d . . . . .
C12 C 0.41347(10) 1.1025(2) 0.27174(9) 0.0349(4) Uani 1 1 d . . . . .
C13 C 0.48201(9) 1.05129(19) 0.29603(8) 0.0312(4) Uani 1 1 d . . . . .
C14 C 0.53101(10) 1.1165(2) 0.27824(9) 0.0341(4) Uani 1 1 d . . . . .
C15 C 0.59702(10) 1.0664(2) 0.30242(9) 0.0335(4) Uani 1 1 d . . . . .
C16 C 0.61770(9) 0.94763(19) 0.34716(8) 0.0302(4) Uani 1 1 d . . . . .
C17 C 0.57190(10) 0.88068(18) 0.36530(8) 0.0302(4) Uani 1 1 d . . . . .
C18 C 0.50290(9) 0.93064(18) 0.34010(8) 0.0284(4) Uani 1 1 d . . . . .
C19 C 0.45351(10) 0.86286(19) 0.35694(9) 0.0309(4) Uani 1 1 d . . . . .
C20 C 0.80491(9) 1.05928(19) 0.30065(8) 0.0306(4) Uani 1 1 d . . . . .
C21 C 0.81336(10) 1.16233(19) 0.25805(9) 0.0327(4) Uani 1 1 d . . . . .
C22 C 0.87210(10) 1.16109(19) 0.24947(8) 0.0318(4) Uani 1 1 d . . . . .
C23 C 0.92524(9) 1.05849(18) 0.28271(8) 0.0290(4) Uani 1 1 d . . . . .
C24 C 0.98757(10) 1.05874(19) 0.27669(8) 0.0313(4) Uani 1 1 d . . . . .
C25 C 1.03834(10) 0.95980(19) 0.30974(9) 0.0321(4) Uani 1 1 d . . . . .
C26 C 1.02878(9) 0.85424(19) 0.35082(8) 0.0301(4) Uani 1 1 d . . . . .
C27 C 0.96898(10) 0.85009(19) 0.35778(8) 0.0303(4) Uani 1 1 d . . . . .
C28 C 0.91574(9) 0.95338(18) 0.32442(8) 0.0279(4) Uani 1 1 d . . . . .
C29 C 0.85411(10) 0.95554(19) 0.33229(8) 0.0309(4) Uani 1 1 d . . . . .
C30 C 0.40877(11) 0.8194(2) 0.51934(11) 0.0444(5) Uani 1 1 d . . . . .
H30A H 0.456177 0.855287 0.541098 0.067 Uiso 1 1 calc R U . . .
H30B H 0.387379 0.827310 0.549524 0.067 Uiso 1 1 calc R U . . .
H30C H 0.382707 0.878033 0.479989 0.067 Uiso 1 1 calc R U . . .
C31 C 0.40883(10) 0.6626(2) 0.50006(9) 0.0344(4) Uani 1 1 d . . . . .
C32 C 0.43420(10) 0.5510(2) 0.54654(9) 0.0345(4) Uani 1 1 d . . . . .
C33 C 0.46368(13) 0.5799(3) 0.61906(11) 0.0474(5) Uani 1 1 d . . . . .
C34 C 0.40570(12) 0.2242(2) 0.44437(11) 0.0421(5) Uani 1 1 d . . . . .
H34A H 0.358013 0.193143 0.418405 0.063 Uiso 1 1 calc R U . . .
H34B H 0.426810 0.164029 0.484053 0.063 Uiso 1 1 calc R U . . .
H34C H 0.431466 0.212796 0.418171 0.063 Uiso 1 1 calc R U . . .
C35 C 0.40694(10) 0.3814(2) 0.46349(9) 0.0338(4) Uani 1 1 d . . . . .
C36 C 0.38173(10) 0.4926(2) 0.41665(9) 0.0343(4) Uani 1 1 d . . . . .
C37 C 0.35162(11) 0.4638(2) 0.34410(10) 0.0431(5) Uani 1 1 d . . . . .
H37A H 0.382867 0.401217 0.334476 0.065 Uiso 1 1 calc R U . . .
H37B H 0.345210 0.556490 0.320529 0.065 Uiso 1 1 calc R U . . .
H37C H 0.307117 0.414798 0.329948 0.065 Uiso 1 1 calc R U . . .
C38 C 0.75237(9) 0.7670(2) 0.53667(9) 0.0311(4) Uani 1 1 d . . . . .
C39 C 0.74878(10) 0.9195(2) 0.54761(10) 0.0358(4) Uani 1 1 d . . . . .
C40 C 0.76930(11) 0.9718(2) 0.60966(10) 0.0407(4) Uani 1 1 d . . . . .
C41 C 0.79543(11) 0.8761(3) 0.66455(10) 0.0439(5) Uani 1 1 d . . . . .
C42 C 0.80033(11) 0.7299(2) 0.65620(10) 0.0416(5) Uani 1 1 d . . . . .
C43 C 0.77857(10) 0.6708(2) 0.59187(9) 0.0340(4) Uani 1 1 d . . . . .
C44 C 0.78121(10) 0.5217(2) 0.57977(10) 0.0367(4) Uani 1 1 d . . . . .
C45 C 0.75855(9) 0.4710(2) 0.51581(9) 0.0332(4) Uani 1 1 d . . . . .
C46 C 0.75962(11) 0.3199(2) 0.50001(11) 0.0396(4) Uani 1 1 d . . . . .
C47 C 0.73605(11) 0.2765(2) 0.43657(11) 0.0422(5) Uani 1 1 d . . . . .
C48 C 0.71116(11) 0.3801(2) 0.38465(11) 0.0423(5) Uani 1 1 d . . . . .
C49 C 0.71005(11) 0.5252(2) 0.39772(10) 0.0387(4) Uani 1 1 d . . . . .
C50 C 0.73336(9) 0.57495(19) 0.46360(9) 0.0310(4) Uani 1 1 d . . . . .
C51 C 1.09439(12) 0.7356(2) 0.54968(11) 0.0410(5) Uani 1 1 d . . . . .
C52 C 1.09346(9) 0.57932(19) 0.52958(9) 0.0308(4) Uani 1 1 d . . . . .
C53 C 1.11665(10) 0.4659(2) 0.57495(9) 0.0326(4) Uani 1 1 d . . . . .
C54 C 1.14510(14) 0.4908(3) 0.64788(10) 0.0453(5) Uani 1 1 d . . . . .
C55 C 1.08726(13) 0.1422(2) 0.47117(11) 0.0420(5) Uani 1 1 d . . . . .
C56 C 1.08964(10) 0.29884(19) 0.49118(9) 0.0318(4) Uani 1 1 d . . . . .
C57 C 1.06699(9) 0.41186(19) 0.44532(8) 0.0306(4) Uani 1 1 d . . . . .
C58 C 1.03897(13) 0.3851(3) 0.37294(10) 0.0427(5) Uani 1 1 d . . . . .
H25 H 1.0824(11) 0.961(2) 0.3068(10) 0.030(5) Uiso 1 1 d . . . . .
H12 H 0.3988(12) 1.193(2) 0.2391(11) 0.039(6) Uiso 1 1 d . . . . .
H19 H 0.4683(10) 0.780(2) 0.3886(10) 0.026(5) Uiso 1 1 d . . . . .
H46 H 0.7800(14) 0.250(3) 0.5392(14) 0.060(7) Uiso 1 1 d . . . . .
H29 H 0.8483(10) 0.885(2) 0.3627(10) 0.031(5) Uiso 1 1 d . . . . .
H17 H 0.5873(11) 0.799(2) 0.3995(10) 0.033(5) Uiso 1 1 d . . . . .
H21 H 0.7750(11) 1.237(2) 0.2357(11) 0.036(5) Uiso 1 1 d . . . . .
H14 H 0.5163(11) 1.203(2) 0.2466(11) 0.035(5) Uiso 1 1 d . . . . .
H22 H 0.8797(11) 1.235(2) 0.2191(11) 0.039(6) Uiso 1 1 d . . . . .
H58A H 0.9983(12) 0.324(3) 0.3570(11) 0.042(6) Uiso 1 1 d . . . . .
H49 H 0.6911(12) 0.604(3) 0.3594(11) 0.040(6) Uiso 1 1 d . . . . .
H39 H 0.7309(11) 0.986(3) 0.5092(11) 0.038(6) Uiso 1 1 d . . . . .
H33A H 0.4963(15) 0.662(3) 0.6318(14) 0.061(8) Uiso 1 1 d . . . . .
H44 H 0.7993(13) 0.449(3) 0.6160(13) 0.055(7) Uiso 1 1 d . . . . .
H24 H 0.9960(13) 1.135(3) 0.2492(12) 0.049(7) Uiso 1 1 d . . . . .
H51A H 1.1434(15) 0.771(3) 0.5764(14) 0.063(8) Uiso 1 1 d . . . . .
H15 H 0.6306(12) 1.113(3) 0.2886(11) 0.039(6) Uiso 1 1 d . . . . .
H27 H 0.9614(12) 0.775(3) 0.3868(11) 0.043(6) Uiso 1 1 d . . . . .
H42 H 0.8186(12) 0.663(3) 0.6933(12) 0.046(6) Uiso 1 1 d . . . . .
H55A H 1.0396(16) 0.112(3) 0.4427(14) 0.068(8) Uiso 1 1 d . . . . .
H51B H 1.0715(14) 0.751(3) 0.5789(14) 0.058(7) Uiso 1 1 d . . . . .
H54A H 1.1805(17) 0.561(4) 0.6629(16) 0.080(10) Uiso 1 1 d . . . . .
H3 H 0.7407(16) 1.005(4) 0.3346(16) 0.080(10) Uiso 1 1 d . . . . .
H47 H 0.7380(14) 0.170(3) 0.4273(14) 0.062(8) Uiso 1 1 d . . . . .
H48 H 0.6975(14) 0.344(3) 0.3385(14) 0.064(8) Uiso 1 1 d . . . . .
H11 H 0.3178(12) 1.072(3) 0.2715(11) 0.043(6) Uiso 1 1 d . . . . .
H54B H 1.1109(17) 0.528(3) 0.6592(15) 0.074(9) Uiso 1 1 d . . . . .
H51C H 1.0731(16) 0.798(4) 0.5126(16) 0.078(9) Uiso 1 1 d . . . . .
H40 H 0.7657(13) 1.079(3) 0.6165(13) 0.055(7) Uiso 1 1 d . . . . .
H58B H 1.0732(14) 0.336(3) 0.3620(13) 0.059(8) Uiso 1 1 d . . . . .
H41 H 0.8091(13) 0.922(3) 0.7098(13) 0.055(7) Uiso 1 1 d . . . . .
H1 H 0.3564(17) 0.768(4) 0.3771(17) 0.090(11) Uiso 1 1 d . . . . .
H55B H 1.1140(16) 0.122(3) 0.4482(15) 0.070(9) Uiso 1 1 d . . . . .
H33B H 0.4287(17) 0.617(3) 0.6315(15) 0.074(9) Uiso 1 1 d . . . . .
H33C H 0.4853(15) 0.483(4) 0.6440(15) 0.073(9) Uiso 1 1 d . . . . .
H55C H 1.107(2) 0.073(5) 0.508(2) 0.112(13) Uiso 1 1 d . . . . .
H2 H 0.7003(15) 0.839(3) 0.4084(15) 0.068(8) Uiso 1 1 d . . . . .
H58C H 1.0231(16) 0.482(4) 0.3490(15) 0.074(9) Uiso 1 1 d . . . . .
H54C H 1.1637(17) 0.393(4) 0.6729(16) 0.082(10) Uiso 1 1 d . . . . .
H4 H 1.0700(14) 0.704(3) 0.4087(14) 0.062(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.359(2) . ?
O1 H1 1.03(4) . ?
O2 C16 1.375(2) . ?
O2 H2 0.99(3) . ?
O3 C20 1.363(2) . ?
O3 H3 0.91(3) . ?
O4 C26 1.364(2) . ?
O4 H4 0.92(3) . ?
N5 C31 1.341(2) . ?
N5 C36 1.342(2) . ?
N6 C32 1.339(2) . ?
N6 C35 1.339(2) . ?
N7 C38 1.351(2) . ?
N7 C50 1.349(2) . ?
N8 C52 1.343(2) . ?
N8 C57 1.344(2) . ?
N9 C53 1.340(2) . ?
N9 C56 1.338(2) . ?
C10 C11 1.419(3) . ?
C10 C19 1.378(3) . ?
C11 C12 1.366(3) . ?
C11 H11 1.01(2) . ?
C12 C13 1.417(3) . ?
C12 H12 1.06(2) . ?
C13 C14 1.419(3) . ?
C13 C18 1.423(2) . ?
C14 C15 1.366(3) . ?
C14 H14 1.02(2) . ?
C15 C16 1.418(2) . ?
C15 H15 1.00(2) . ?
C16 C17 1.371(3) . ?
C17 C18 1.420(3) . ?
C17 H17 1.03(2) . ?
C18 C19 1.423(3) . ?
C19 H19 1.00(2) . ?
C20 C21 1.416(2) . ?
C20 C29 1.372(3) . ?
C21 C22 1.366(3) . ?
C21 H21 1.02(2) . ?
C22 C23 1.419(2) . ?
C22 H22 1.03(2) . ?
C23 C24 1.412(3) . ?
C23 C28 1.424(2) . ?
C24 C25 1.367(3) . ?
C24 H24 1.00(3) . ?
C25 C26 1.417(2) . ?
C25 H25 0.98(2) . ?
C26 C27 1.369(3) . ?
C27 C28 1.425(2) . ?
C27 H27 1.01(2) . ?
C28 C29 1.419(3) . ?
C29 H29 0.99(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C30 C31 1.502(3) . ?
C31 C32 1.396(3) . ?
C32 C33 1.502(3) . ?
C33 H33A 0.98(3) . ?
C33 H33B 0.97(3) . ?
C33 H33C 1.05(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C34 C35 1.501(3) . ?
C35 C36 1.397(3) . ?
C36 C37 1.501(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.426(3) . ?
C38 C43 1.428(2) . ?
C39 C40 1.361(3) . ?
C39 H39 0.99(2) . ?
C40 C41 1.420(3) . ?
C40 H40 1.00(3) . ?
C41 C42 1.363(3) . ?
C41 H41 1.02(3) . ?
C42 C43 1.427(3) . ?
C42 H42 0.97(2) . ?
C43 C44 1.399(3) . ?
C44 C45 1.389(3) . ?
C44 H44 0.99(3) . ?
C45 C46 1.432(3) . ?
C45 C50 1.427(2) . ?
C46 C47 1.356(3) . ?
C46 H46 1.02(3) . ?
C47 C48 1.420(3) . ?
C47 H47 1.00(3) . ?
C48 C49 1.364(3) . ?
C48 H48 1.01(3) . ?
C49 C50 1.424(3) . ?
C49 H49 1.06(2) . ?
C51 C52 1.500(3) . ?
C51 H51A 1.02(3) . ?
C51 H51B 0.99(3) . ?
C51 H51C 0.95(3) . ?
C52 C53 1.391(3) . ?
C53 C54 1.505(3) . ?
C54 H54A 0.95(3) . ?
C54 H54B 0.95(3) . ?
C54 H54C 1.05(3) . ?
C55 C56 1.499(3) . ?
C55 H55A 0.99(3) . ?
C55 H55B 0.95(3) . ?
C55 H55C 0.99(4) . ?
C56 C57 1.394(3) . ?
C57 C58 1.497(2) . ?
C58 H58A 0.97(2) . ?
C58 H58B 0.98(3) . ?
C58 H58C 1.02(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O1 H1 110.6(19) . . ?
C16 O2 H2 113.3(17) . . ?
C20 O3 H3 114(2) . . ?
C26 O4 H4 105.7(18) . . ?
C31 N5 C36 119.30(16) . . ?
C32 N6 C35 118.93(16) . . ?
C50 N7 C38 118.88(15) . . ?
C52 N8 C57 119.02(15) . . ?
C56 N9 C53 118.73(16) . . ?
O1 C10 C11 115.87(17) . . ?
O1 C10 C19 123.75(17) . . ?
C19 C10 C11 120.38(18) . . ?
C10 C11 H11 118.3(13) . . ?
C12 C11 C10 119.96(18) . . ?
C12 C11 H11 121.7(13) . . ?
C11 C12 C13 121.20(17) . . ?
C11 C12 H12 120.6(12) . . ?
C13 C12 H12 118.2(12) . . ?
C12 C13 C14 122.32(16) . . ?
C12 C13 C18 119.16(17) . . ?
C14 C13 C18 118.52(17) . . ?
C13 C14 H14 118.9(12) . . ?
C15 C14 C13 121.58(17) . . ?
C15 C14 H14 119.5(12) . . ?
C14 C15 C16 119.52(18) . . ?
C14 C15 H15 120.2(13) . . ?
C16 C15 H15 120.3(13) . . ?
O2 C16 C15 116.07(16) . . ?
C17 C16 O2 123.10(16) . . ?
C17 C16 C15 120.83(17) . . ?
C16 C17 C18 120.32(16) . . ?
C16 C17 H17 121.0(12) . . ?
C18 C17 H17 118.6(12) . . ?
C17 C18 C13 119.22(17) . . ?
C17 C18 C19 122.08(16) . . ?
C19 C18 C13 118.70(16) . . ?
C10 C19 C18 120.58(16) . . ?
C10 C19 H19 120.6(11) . . ?
C18 C19 H19 118.8(11) . . ?
O3 C20 C21 115.36(16) . . ?
O3 C20 C29 123.57(16) . . ?
C29 C20 C21 121.05(17) . . ?
C20 C21 H21 117.8(12) . . ?
C22 C21 C20 119.66(17) . . ?
C22 C21 H21 122.6(12) . . ?
C21 C22 C23 121.21(16) . . ?
C21 C22 H22 121.4(13) . . ?
C23 C22 H22 117.4(13) . . ?
C22 C23 C28 118.76(17) . . ?
C24 C23 C22 122.26(16) . . ?
C24 C23 C28 118.98(16) . . ?
C23 C24 H24 120.0(14) . . ?
C25 C24 C23 121.22(17) . . ?
C25 C24 H24 118.7(14) . . ?
C24 C25 C26 119.94(18) . . ?
C24 C25 H25 121.8(12) . . ?
C26 C25 H25 118.3(12) . . ?
O4 C26 C25 115.81(17) . . ?
O4 C26 C27 123.57(16) . . ?
C27 C26 C25 120.61(17) . . ?
C26 C27 C28 120.38(16) . . ?
C26 C27 H27 121.4(13) . . ?
C28 C27 H27 118.2(13) . . ?
C23 C28 C27 118.87(17) . . ?
C29 C28 C23 119.23(16) . . ?
C29 C28 C27 121.90(16) . . ?
C20 C29 C28 120.06(16) . . ?
C20 C29 H29 120.7(12) . . ?
C28 C29 H29 119.1(12) . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
N5 C31 C30 117.64(17) . . ?
N5 C31 C32 120.23(17) . . ?
C32 C31 C30 122.12(18) . . ?
N6 C32 C31 120.70(18) . . ?
N6 C32 C33 117.06(18) . . ?
C31 C32 C33 122.24(18) . . ?
C32 C33 H33A 111.3(17) . . ?
C32 C33 H33B 111.3(19) . . ?
C32 C33 H33C 108.4(17) . . ?
H33A C33 H33B 101(2) . . ?
H33A C33 H33C 113(2) . . ?
H33B C33 H33C 111(2) . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
N6 C35 C34 117.35(17) . . ?
N6 C35 C36 120.73(17) . . ?
C36 C35 C34 121.92(18) . . ?
N5 C36 C35 120.10(17) . . ?
N5 C36 C37 117.18(17) . . ?
C35 C36 C37 122.72(18) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N7 C38 C39 118.60(16) . . ?
N7 C38 C43 122.48(17) . . ?
C39 C38 C43 118.92(17) . . ?
C38 C39 H39 118.7(13) . . ?
C40 C39 C38 120.35(18) . . ?
C40 C39 H39 120.9(13) . . ?
C39 C40 C41 120.7(2) . . ?
C39 C40 H40 119.4(15) . . ?
C41 C40 H40 119.9(15) . . ?
C40 C41 H41 116.7(15) . . ?
C42 C41 C40 120.7(2) . . ?
C42 C41 H41 122.6(15) . . ?
C41 C42 C43 120.24(19) . . ?
C41 C42 H42 121.7(14) . . ?
C43 C42 H42 118.1(15) . . ?
C42 C43 C38 119.05(18) . . ?
C44 C43 C38 117.78(17) . . ?
C44 C43 C42 123.17(18) . . ?
C43 C44 H44 121.6(15) . . ?
C45 C44 C43 120.27(17) . . ?
C45 C44 H44 118.1(15) . . ?
C44 C45 C46 123.10(17) . . ?
C44 C45 C50 118.19(17) . . ?
C50 C45 C46 118.70(18) . . ?
C45 C46 H46 115.8(15) . . ?
C47 C46 C45 120.52(18) . . ?
C47 C46 H46 123.7(15) . . ?
C46 C47 C48 120.76(19) . . ?
C46 C47 H47 118.5(16) . . ?
C48 C47 H47 120.8(16) . . ?
C47 C48 H48 118.0(16) . . ?
C49 C48 C47 120.5(2) . . ?
C49 C48 H48 121.3(16) . . ?
C48 C49 C50 120.46(19) . . ?
C48 C49 H49 121.5(12) . . ?
C50 C49 H49 118.0(12) . . ?
N7 C50 C45 122.40(17) . . ?
N7 C50 C49 118.56(16) . . ?
C49 C50 C45 119.04(17) . . ?
C52 C51 H51A 111.0(16) . . ?
C52 C51 H51B 113.2(16) . . ?
C52 C51 H51C 112(2) . . ?
H51A C51 H51B 104(2) . . ?
H51A C51 H51C 108(2) . . ?
H51B C51 H51C 108(2) . . ?
N8 C52 C51 117.49(17) . . ?
N8 C52 C53 120.07(16) . . ?
C53 C52 C51 122.44(17) . . ?
N9 C53 C52 121.12(16) . . ?
N9 C53 C54 116.27(17) . . ?
C52 C53 C54 122.62(17) . . ?
C53 C54 H54A 112(2) . . ?
C53 C54 H54B 111.0(19) . . ?
C53 C54 H54C 109.9(18) . . ?
H54A C54 H54B 105(3) . . ?
H54A C54 H54C 110(3) . . ?
H54B C54 H54C 109(3) . . ?
C56 C55 H55A 110.9(17) . . ?
C56 C55 H55B 113.5(19) . . ?
C56 C55 H55C 114(2) . . ?
H55A C55 H55B 108(2) . . ?
H55A C55 H55C 108(3) . . ?
H55B C55 H55C 102(3) . . ?
N9 C56 C55 117.28(17) . . ?
N9 C56 C57 120.61(16) . . ?
C57 C56 C55 122.11(17) . . ?
N8 C57 C56 120.43(16) . . ?
N8 C57 C58 117.20(16) . . ?
C56 C57 C58 122.36(17) . . ?
C57 C58 H58A 111.7(14) . . ?
C57 C58 H58B 111.0(16) . . ?
C57 C58 H58C 108.7(17) . . ?
H58A C58 H58B 108(2) . . ?
H58A C58 H58C 106(2) . . ?
H58B C58 H58C 112(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H3 O2 0.91(3) 1.94(3) 2.768(2) 151(3) . yes
O1 H1 N5 1.03(4) 1.72(4) 2.751(2) 173(3) . yes
O2 H2 N7 0.99(3) 1.73(3) 2.7197(19) 177(3) . yes
O4 H4 N8 0.92(3) 1.90(3) 2.783(2) 161(3) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C10 C11 C12 -179.75(17) . . . . ?
O1 C10 C19 C18 179.59(16) . . . . ?
O2 C16 C17 C18 179.53(16) . . . . ?
O3 C20 C21 C22 177.06(16) . . . . ?
O3 C20 C29 C28 -176.39(16) . . . . ?
O4 C26 C27 C28 178.86(15) . . . . ?
N5 C31 C32 N6 -0.3(3) . . . . ?
N5 C31 C32 C33 179.82(19) . . . . ?
N6 C35 C36 N5 -0.3(3) . . . . ?
N6 C35 C36 C37 -179.53(18) . . . . ?
N7 C38 C39 C40 178.95(18) . . . . ?
N7 C38 C43 C42 -179.68(18) . . . . ?
N7 C38 C43 C44 0.0(3) . . . . ?
N8 C52 C53 N9 -0.9(3) . . . . ?
N8 C52 C53 C54 179.08(19) . . . . ?
N9 C56 C57 N8 -0.6(3) . . . . ?
N9 C56 C57 C58 179.60(19) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C10 C19 C18 -0.6(3) . . . . ?
C11 C12 C13 C14 178.44(17) . . . . ?
C11 C12 C13 C18 -1.9(3) . . . . ?
C12 C13 C14 C15 179.60(18) . . . . ?
C12 C13 C18 C17 -179.01(16) . . . . ?
C12 C13 C18 C19 1.7(2) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C13 C18 C19 C10 -0.4(3) . . . . ?
C14 C13 C18 C17 0.7(2) . . . . ?
C14 C13 C18 C19 -178.64(16) . . . . ?
C14 C15 C16 O2 -178.90(16) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C16 C17 C18 C13 -0.2(2) . . . . ?
C16 C17 C18 C19 179.06(16) . . . . ?
C17 C18 C19 C10 -179.75(16) . . . . ?
C18 C13 C14 C15 -0.1(3) . . . . ?
C19 C10 C11 C12 0.4(3) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C21 C20 C29 C28 2.2(3) . . . . ?
C21 C22 C23 C24 -177.42(16) . . . . ?
C21 C22 C23 C28 1.5(2) . . . . ?
C22 C23 C24 C25 179.29(16) . . . . ?
C22 C23 C28 C27 179.90(15) . . . . ?
C22 C23 C28 C29 -0.9(2) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C23 C28 C29 C20 -0.9(2) . . . . ?
C24 C23 C28 C27 -1.2(2) . . . . ?
C24 C23 C28 C29 178.03(15) . . . . ?
C24 C25 C26 O4 -179.68(15) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
C25 C26 C27 C28 -0.9(3) . . . . ?
C26 C27 C28 C23 1.4(2) . . . . ?
C26 C27 C28 C29 -177.76(16) . . . . ?
C27 C28 C29 C20 178.25(16) . . . . ?
C28 C23 C24 C25 0.4(2) . . . . ?
C29 C20 C21 C22 -1.7(3) . . . . ?
C30 C31 C32 N6 179.37(18) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C31 N5 C36 C35 0.0(3) . . . . ?
C31 N5 C36 C37 179.25(17) . . . . ?
C32 N6 C35 C34 -179.32(18) . . . . ?
C32 N6 C35 C36 0.3(3) . . . . ?
C34 C35 C36 N5 179.31(18) . . . . ?
C34 C35 C36 C37 0.0(3) . . . . ?
C35 N6 C32 C31 0.0(3) . . . . ?
C35 N6 C32 C33 179.87(19) . . . . ?
C36 N5 C31 C30 -179.38(18) . . . . ?
C36 N5 C31 C32 0.3(3) . . . . ?
C38 N7 C50 C45 0.1(3) . . . . ?
C38 N7 C50 C49 179.85(17) . . . . ?
C38 C39 C40 C41 0.8(3) . . . . ?
C38 C43 C44 C45 -0.3(3) . . . . ?
C39 C38 C43 C42 0.0(3) . . . . ?
C39 C38 C43 C44 179.68(18) . . . . ?
C39 C40 C41 C42 -0.2(3) . . . . ?
C40 C41 C42 C43 -0.6(3) . . . . ?
C41 C42 C43 C38 0.7(3) . . . . ?
C41 C42 C43 C44 -179.0(2) . . . . ?
C42 C43 C44 C45 179.36(19) . . . . ?
C43 C38 C39 C40 -0.7(3) . . . . ?
C43 C44 C45 C46 -179.78(19) . . . . ?
C43 C44 C45 C50 0.5(3) . . . . ?
C44 C45 C46 C47 179.2(2) . . . . ?
C44 C45 C50 N7 -0.5(3) . . . . ?
C44 C45 C50 C49 179.85(18) . . . . ?
C45 C46 C47 C48 1.3(3) . . . . ?
C46 C45 C50 N7 179.84(17) . . . . ?
C46 C45 C50 C49 0.1(3) . . . . ?
C46 C47 C48 C49 -0.5(3) . . . . ?
C47 C48 C49 C50 -0.5(3) . . . . ?
C48 C49 C50 N7 -179.07(19) . . . . ?
C48 C49 C50 C45 0.6(3) . . . . ?
C50 N7 C38 C39 -179.60(17) . . . . ?
C50 N7 C38 C43 0.1(3) . . . . ?
C50 C45 C46 C47 -1.1(3) . . . . ?
C51 C52 C53 N9 179.52(19) . . . . ?
C51 C52 C53 C54 -0.5(3) . . . . ?
C52 N8 C57 C56 -0.6(3) . . . . ?
C52 N8 C57 C58 179.19(18) . . . . ?
C53 N9 C56 C55 -179.04(18) . . . . ?
C53 N9 C56 C57 1.1(3) . . . . ?
C55 C56 C57 N8 179.50(19) . . . . ?
C55 C56 C57 C58 -0.3(3) . . . . ?
C56 N9 C53 C52 -0.4(3) . . . . ?
C56 N9 C53 C54 179.70(19) . . . . ?
C57 N8 C52 C51 -179.06(17) . . . . ?
C57 N8 C52 C53 1.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.989
_oxdiff_exptl_absorpt_empirical_full_min 0.290
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_953_am-r-5c
_audit_block_doi                 10.5517/ccdc.csd.cc2bpydd
_database_code_depnum_ccdc_archive 'CCDC 2166044'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of Technology and Science Pilani, Hyderabad
India
;
_audit_update_record             
;
2022-06-29 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H9 N, 0.5(C10 H8 O2), 0.5(C8 H12 N2)'
_chemical_formula_sum            'C22 H19 N2 O'
_chemical_formula_weight         327.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.3133(2)
_cell_length_b                   12.14070(10)
_cell_length_c                   21.2595(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.2050(10)
_cell_angle_gamma                90
_cell_volume                     3299.71(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12665
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4430
_cell_measurement_theta_min      4.3610
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.883
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1384
_exptl_crystal_preparation       SDG
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17649
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.919
_diffrn_reflns_theta_min         4.331
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  44.00   0.50    0.62    --    0.00  37.00 -90.00  126
  2  ω      6.00  49.00   0.50    0.62    --    0.00  82.00  30.00   86
  3  ω     49.00  86.00   0.50    0.62    --    0.00  37.00 -90.00   74
  4  ω    -88.00 -28.00   0.50    0.62    --    0.00 -57.00  30.00  120
  5  ω    -29.00  86.00   0.50    0.62    --    0.00  77.00 -30.00  230
  6  ω    -70.00 -44.00   0.50    0.62    --    0.00 -37.00 -60.00   52
  7  ω     56.00 139.00   0.50    2.48    --  107.20 -82.00 -90.00  166
  8  ω     94.00 192.00   0.50    2.48    --  107.20  15.00   0.00  196
  9  ω     41.00 140.00   0.50    2.48    --  107.20 -82.00-180.00  198
 10  ω     91.00 124.00   0.50    2.48    --  107.20  30.00-120.00   66
 11  ω    138.00 187.00   0.50    2.48    --  107.20  30.00-120.00   98
 12  ω     43.00 140.00   0.50    2.48    --  107.20 -82.00 -30.00  194
 13  ω     48.00 125.00   0.50    2.48    --  107.20 -61.00-120.00  154
 14  ω     62.00  89.00   0.50    2.48    --  107.20 -61.00-180.00   54
 15  ω     18.00  96.00   0.50    2.48    --  107.20 -61.00  90.00  156
 16  ω     84.00 110.00   0.50    2.48    --  107.20 -82.00  60.00   52
 17  ω     18.00  77.00   0.50    2.48    --  107.20 -82.00  60.00  118
 18  ω    116.00 195.00   0.50    2.48    --  107.20  30.00 -60.00  158
 19  ω     20.00  56.00   0.50    2.48    --  107.20 -61.00  30.00   72
 20  ω     91.00 188.00   0.50    2.48    --  107.20  30.00 -90.00  194
 21  ω     22.00 116.00   0.50    2.48    --  107.20 -45.00 150.00  188
 22  ω     84.00 109.00   0.50    2.48    --  107.20 -30.00 -60.00   50
 23  ω     51.00 109.00   0.50    2.48    --  107.20 -82.00  90.00  116
 24  ω     51.00  77.00   0.50    2.48    --  107.20 -30.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0946652000
_diffrn_orient_matrix_UB_12      0.0656272000
_diffrn_orient_matrix_UB_13      -0.0079277000
_diffrn_orient_matrix_UB_21      0.0420126000
_diffrn_orient_matrix_UB_22      0.0102437000
_diffrn_orient_matrix_UB_23      0.0750308000
_diffrn_orient_matrix_UB_31      0.0615989000
_diffrn_orient_matrix_UB_32      -0.1081113000
_diffrn_orient_matrix_UB_33      0.0023231000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3401
_reflns_number_total             3559
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00052(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3559
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+1.9233P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0985
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.52464(6) 0.21646(6) 0.58293(3) 0.02605(18) Uani 1 1 d . . . . .
N2 N 0.500000 0.49498(10) 0.750000 0.0219(2) Uani 1 2 d S T P . .
N4 N 0.47398(7) 0.43791(7) 0.57455(4) 0.02228(19) Uani 1 1 d . . . . .
N3 N 0.500000 0.72266(10) 0.750000 0.0264(3) Uani 1 2 d S T P . .
C8 C 0.500000 0.05050(11) 0.750000 0.0202(3) Uani 1 2 d S T P . .
C9 C 0.500000 0.16803(11) 0.750000 0.0196(3) Uani 1 2 d S T P . .
C5 C 0.51837(7) 0.16738(8) 0.63955(5) 0.0212(2) Uani 1 1 d . . . . .
C10 C 0.50855(7) 0.22487(8) 0.69319(5) 0.0215(2) Uani 1 1 d . . . . .
C6 C 0.52290(8) 0.05055(8) 0.64080(5) 0.0230(2) Uani 1 1 d . . . . .
C21 C 0.42498(8) 0.66342(8) 0.57432(5) 0.0235(2) Uani 1 1 d . . . . .
C7 C 0.51370(7) -0.00588(8) 0.69450(5) 0.0226(2) Uani 1 1 d . . . . .
C13 C 0.41006(7) 0.55098(8) 0.73065(4) 0.0215(2) Uani 1 1 d . . . . .
C22 C 0.34607(8) 0.58631(8) 0.55516(5) 0.0216(2) Uani 1 1 d . . . . .
C27 C 0.37369(8) 0.47231(8) 0.55573(4) 0.0208(2) Uani 1 1 d . . . . .
C15 C 0.55007(8) 0.51405(9) 0.59247(5) 0.0228(2) Uani 1 1 d . . . . .
C12 C 0.41021(8) 0.66644(8) 0.73006(5) 0.0239(2) Uani 1 1 d . . . . .
C23 C 0.23783(8) 0.61615(9) 0.53570(5) 0.0254(2) Uani 1 1 d . . . . .
C20 C 0.52832(8) 0.62949(9) 0.59287(5) 0.0252(2) Uani 1 1 d . . . . .
C24 C 0.16290(8) 0.53785(10) 0.51614(5) 0.0278(2) Uani 1 1 d . . . . .
C26 C 0.29246(9) 0.39251(9) 0.53603(5) 0.0258(2) Uani 1 1 d . . . . .
C16 C 0.65654(8) 0.47853(10) 0.61182(5) 0.0305(2) Uani 1 1 d . . . . .
C25 C 0.19002(9) 0.42482(10) 0.51597(5) 0.0286(2) Uani 1 1 d . . . . .
C14 C 0.31085(9) 0.48539(10) 0.70961(6) 0.0307(2) Uani 1 1 d . . . . .
C19 C 0.61396(10) 0.70489(11) 0.61288(6) 0.0348(3) Uani 1 1 d . . . . .
C11 C 0.31108(10) 0.73206(11) 0.70717(6) 0.0364(3) Uani 1 1 d . . . . .
C17 C 0.73538(9) 0.55309(12) 0.62996(6) 0.0379(3) Uani 1 1 d . . . . .
C18 C 0.71419(10) 0.66751(12) 0.63065(6) 0.0393(3) Uani 1 1 d . . . . .
H7 H 0.5133(10) -0.0874(12) 0.6945(6) 0.030(3) Uiso 1 1 d . . . . .
H10 H 0.5068(10) 0.3060(11) 0.6929(6) 0.027(3) Uiso 1 1 d . . . . .
H23 H 0.2179(10) 0.6958(12) 0.5365(6) 0.030(3) Uiso 1 1 d . . . . .
H26 H 0.3129(10) 0.3127(12) 0.5370(6) 0.030(3) Uiso 1 1 d . . . . .
H14A H 0.2732(12) 0.4973(14) 0.6626(8) 0.049(4) Uiso 1 1 d . . . . .
H24 H 0.0875(11) 0.5611(12) 0.5030(7) 0.033(3) Uiso 1 1 d . . . . .
H6 H 0.5316(10) 0.0115(12) 0.6020(7) 0.032(3) Uiso 1 1 d . . . . .
H16 H 0.6699(12) 0.3999(13) 0.6113(7) 0.039(4) Uiso 1 1 d . . . . .
H25 H 0.1356(11) 0.3690(12) 0.5016(7) 0.036(4) Uiso 1 1 d . . . . .
H19 H 0.5962(12) 0.7858(14) 0.6123(7) 0.046(4) Uiso 1 1 d . . . . .
H21 H 0.4098(13) 0.7393(14) 0.5749(8) 0.050(4) Uiso 1 1 d . . . . .
H18 H 0.7742(12) 0.7199(13) 0.6443(7) 0.045(4) Uiso 1 1 d . . . . .
H14B H 0.2607(14) 0.5118(15) 0.7343(8) 0.057(5) Uiso 1 1 d . . . . .
H11A H 0.2703(14) 0.7104(15) 0.6619(9) 0.058(5) Uiso 1 1 d . . . . .
H11B H 0.2602(15) 0.7108(16) 0.7342(9) 0.069(5) Uiso 1 1 d . . . . .
H11C H 0.3275(16) 0.8113(19) 0.7125(10) 0.079(6) Uiso 1 1 d . . . . .
H14C H 0.3285(15) 0.4063(16) 0.7176(9) 0.065(5) Uiso 1 1 d . . . . .
H1 H 0.5086(13) 0.2942(15) 0.5830(8) 0.051(4) Uiso 1 1 d . . . . .
H17 H 0.8092(13) 0.5252(14) 0.6432(8) 0.050(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.3665(12) . ?
O1 H1 0.968(18) . ?
N2 C13 1.3380(11) . ?
N2 C13 1.3380(11) 2_656 ?
N4 C27 1.3487(12) . ?
N4 C15 1.3456(13) . ?
N3 C12 1.3385(12) . ?
N3 C12 1.3385(12) 2_656 ?
C8 C9 1.4268(19) . ?
C8 C7 1.4191(12) . ?
C8 C7 1.4191(12) 2_656 ?
C9 C10 1.4229(11) . ?
C9 C10 1.4228(11) 2_656 ?
C5 C10 1.3741(14) . ?
C5 C6 1.4196(14) . ?
C10 H10 0.985(14) . ?
C6 C7 1.3660(14) . ?
C6 H6 0.987(14) . ?
C21 C22 1.3811(14) . ?
C21 C20 1.3839(15) . ?
C21 H21 0.944(17) . ?
C7 H7 0.990(14) . ?
C13 C12 1.4018(14) . ?
C13 C14 1.4997(14) . ?
C22 C27 1.4313(14) . ?
C22 C23 1.4305(14) . ?
C27 C26 1.4251(14) . ?
C15 C20 1.4317(15) . ?
C15 C16 1.4279(14) . ?
C12 C11 1.5016(14) . ?
C23 C24 1.3566(16) . ?
C23 H23 1.004(14) . ?
C20 C19 1.4311(15) . ?
C24 C25 1.4192(16) . ?
C24 H24 1.005(14) . ?
C26 C25 1.3678(15) . ?
C26 H26 1.005(14) . ?
C16 C17 1.3579(18) . ?
C16 H16 0.971(15) . ?
C25 H25 0.976(15) . ?
C14 H14A 0.996(16) . ?
C14 H14B 1.010(17) . ?
C14 H14C 0.992(19) . ?
C19 C18 1.3594(18) . ?
C19 H19 1.010(16) . ?
C11 H11A 1.000(18) . ?
C11 H11B 1.04(2) . ?
C11 H11C 0.99(2) . ?
C17 C18 1.418(2) . ?
C17 H17 1.003(16) . ?
C18 H18 0.999(16) . ?

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
C5 O1 H1 110.8(10) . . ?
C13 N2 C13 118.92(12) . 2_656 ?
C15 N4 C27 118.43(9) . . ?
C12 N3 C12 118.69(12) 2_656 . ?
C7 C8 C9 118.84(6) . . ?
C7 C8 C9 118.84(6) 2_656 . ?
C7 C8 C7 122.32(13) 2_656 . ?
C10 C9 C8 119.01(6) 2_656 . ?
C10 C9 C8 119.01(6) . . ?
C10 C9 C10 121.97(12) 2_656 . ?
O1 C5 C10 123.57(9) . . ?
O1 C5 C6 116.07(9) . . ?
C10 C5 C6 120.36(9) . . ?
C9 C10 H10 118.8(7) . . ?
C5 C10 C9 120.45(9) . . ?
C5 C10 H10 120.7(7) . . ?
C5 C6 H6 118.6(8) . . ?
C7 C6 C5 120.23(9) . . ?
C7 C6 H6 121.2(8) . . ?
C22 C21 C20 119.75(9) . . ?
C22 C21 H21 121.1(10) . . ?
C20 C21 H21 119.1(10) . . ?
C8 C7 H7 118.7(7) . . ?
C6 C7 C8 121.02(10) . . ?
C6 C7 H7 120.2(7) . . ?
N2 C13 C12 120.49(9) . . ?
N2 C13 C14 117.39(9) . . ?
C12 C13 C14 122.11(9) . . ?
C21 C22 C27 118.72(9) . . ?
C21 C22 C23 122.38(9) . . ?
C23 C22 C27 118.89(9) . . ?
N4 C27 C22 122.19(9) . . ?
N4 C27 C26 118.95(9) . . ?
C26 C27 C22 118.87(9) . . ?
N4 C15 C20 122.46(9) . . ?
N4 C15 C16 118.84(10) . . ?
C16 C15 C20 118.70(10) . . ?
N3 C12 C13 120.69(9) . . ?
N3 C12 C11 117.30(10) . . ?
C13 C12 C11 122.01(10) . . ?
C22 C23 H23 119.3(8) . . ?
C24 C23 C22 120.42(10) . . ?
C24 C23 H23 120.3(8) . . ?
C21 C20 C15 118.45(10) . . ?
C21 C20 C19 122.72(10) . . ?
C19 C20 C15 118.83(10) . . ?
C23 C24 C25 120.83(10) . . ?
C23 C24 H24 118.7(8) . . ?
C25 C24 H24 120.4(8) . . ?
C27 C26 H26 118.1(8) . . ?
C25 C26 C27 120.37(10) . . ?
C25 C26 H26 121.6(8) . . ?
C15 C16 H16 117.6(9) . . ?
C17 C16 C15 120.46(11) . . ?
C17 C16 H16 121.9(9) . . ?
C24 C25 H25 120.3(9) . . ?
C26 C25 C24 120.58(10) . . ?
C26 C25 H25 119.1(9) . . ?
C13 C14 H14A 112.2(9) . . ?
C13 C14 H14B 109.3(10) . . ?
C13 C14 H14C 108.4(11) . . ?
H14A C14 H14B 104.8(13) . . ?
H14A C14 H14C 110.0(14) . . ?
H14B C14 H14C 112.2(15) . . ?
C20 C19 H19 117.0(9) . . ?
C18 C19 C20 120.53(12) . . ?
C18 C19 H19 122.4(9) . . ?
C12 C11 H11A 111.4(10) . . ?
C12 C11 H11B 109.8(11) . . ?
C12 C11 H11C 109.5(12) . . ?
H11A C11 H11B 101.8(15) . . ?
H11A C11 H11C 114.2(16) . . ?
H11B C11 H11C 109.8(16) . . ?
C16 C17 C18 121.04(11) . . ?
C16 C17 H17 118.3(10) . . ?
C18 C17 H17 120.7(10) . . ?
C19 C18 C17 120.44(11) . . ?
C19 C18 H18 120.8(9) . . ?
C17 C18 H18 118.8(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N4 0.968(18) 1.801(18) 2.7654(11) 174.3(15) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C10 C9 178.53(7) . . . . ?
O1 C5 C6 C7 -177.80(9) . . . . ?
N2 C13 C12 N3 -1.31(13) . . . . ?
N2 C13 C12 C11 178.53(9) . . . . ?
N4 C27 C26 C25 -179.27(9) . . . . ?
N4 C15 C20 C21 0.25(15) . . . . ?
N4 C15 C20 C19 179.75(9) . . . . ?
N4 C15 C16 C17 179.74(9) . . . . ?
C8 C9 C10 C5 -1.05(10) . . . . ?
C9 C8 C7 C6 -2.41(10) . . . . ?
C5 C6 C7 C8 -0.30(14) . . . . ?
C10 C9 C10 C5 178.95(10) 2_656 . . . ?
C10 C5 C6 C7 2.39(14) . . . . ?
C6 C5 C10 C9 -1.68(13) . . . . ?
C21 C22 C27 N4 0.24(14) . . . . ?
C21 C22 C27 C26 179.95(9) . . . . ?
C21 C22 C23 C24 178.86(10) . . . . ?
C21 C20 C19 C18 -179.99(10) . . . . ?
C7 C8 C9 C10 -176.94(6) . . . 2_656 ?
C7 C8 C9 C10 3.06(6) 2_656 . . 2_656 ?
C7 C8 C9 C10 3.06(6) . . . . ?
C7 C8 C9 C10 -176.93(6) 2_656 . . . ?
C7 C8 C7 C6 177.59(10) 2_656 . . . ?
C13 N2 C13 C12 0.63(6) 2_656 . . . ?
C13 N2 C13 C14 -179.72(9) 2_656 . . . ?
C22 C21 C20 C15 -0.92(15) . . . . ?
C22 C21 C20 C19 179.61(9) . . . . ?
C22 C27 C26 C25 1.01(14) . . . . ?
C22 C23 C24 C25 1.44(16) . . . . ?
C27 N4 C15 C20 0.65(14) . . . . ?
C27 N4 C15 C16 -179.35(9) . . . . ?
C27 C22 C23 C24 -2.08(15) . . . . ?
C27 C26 C25 C24 -1.70(16) . . . . ?
C15 N4 C27 C22 -0.90(13) . . . . ?
C15 N4 C27 C26 179.39(8) . . . . ?
C15 C20 C19 C18 0.54(16) . . . . ?
C15 C16 C17 C18 0.50(17) . . . . ?
C12 N3 C12 C13 0.63(6) 2_656 . . . ?
C12 N3 C12 C11 -179.21(10) 2_656 . . . ?
C23 C22 C27 N4 -178.86(9) . . . . ?
C23 C22 C27 C26 0.85(14) . . . . ?
C23 C24 C25 C26 0.47(16) . . . . ?
C20 C21 C22 C27 0.69(14) . . . . ?
C20 C21 C22 C23 179.76(9) . . . . ?
C20 C15 C16 C17 -0.27(15) . . . . ?
C20 C19 C18 C17 -0.33(18) . . . . ?
C16 C15 C20 C21 -179.74(9) . . . . ?
C16 C15 C20 C19 -0.24(14) . . . . ?
C16 C17 C18 C19 -0.20(18) . . . . ?
C14 C13 C12 N3 179.06(8) . . . . ?
C14 C13 C12 C11 -1.10(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.579
_oxdiff_exptl_absorpt_empirical_full_min 0.665
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1031_am-r-54-dcm
_database_code_depnum_ccdc_archive 'CCDC 2166080'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H9 N, C10 H8 O2, C8 H12 N2, C4 H8 O2'
_chemical_formula_sum            'C35 H37 N3 O4'
_chemical_formula_weight         563.67
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.16270(10)
_cell_length_b                   21.5531(3)
_cell_length_c                   29.7885(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.7130(10)
_cell_angle_gamma                90
_cell_volume                     5876.18(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    13873
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.1280
_cell_measurement_theta_min      4.3850
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_preparation       SDG
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            36043
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.026
_diffrn_reflns_theta_min         4.102
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      3.00  50.00   0.50    2.13    --    0.00  37.00  30.00   94
  2  ω    -29.00  52.00   0.50    2.13    --    0.00  77.00  90.00  162
  3  ω    -89.00  27.00   0.50    2.13    --    0.00 -77.00  60.00  232
  4  ω     37.00 126.00   0.50    8.51    --  107.20 -45.00-120.00  178
  5  ω     90.00 116.00   0.50    8.51    --  107.20 -30.00-150.00   52
  6  ω     32.00 130.00   0.50    8.51    --  107.20 -61.00-120.00  196
  7  ω     23.00  55.00   0.50    8.51    --  107.20 -30.00-150.00   64
  8  ω     88.00 178.00   0.50    8.51    --  107.20  30.00-180.00  180
  9  ω     19.00  45.00   0.50    8.51    --  107.20 -45.00 120.00   52
 10  ω     74.00 128.00   0.50    8.51    --  107.20 -45.00 120.00  108
 11  ω     38.00 105.00   0.50    8.51    --  107.20 -15.00  30.00  134
 12  ω    104.00 197.00   0.50    8.51    --  107.20   0.00 -90.00  186
 13  ω     18.00  65.00   0.50    8.51    --  107.20   0.00 -90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0949769000
_diffrn_orient_matrix_UB_12      0.0202997000
_diffrn_orient_matrix_UB_13      -0.0387074000
_diffrn_orient_matrix_UB_21      -0.1154480000
_diffrn_orient_matrix_UB_22      -0.0257520000
_diffrn_orient_matrix_UB_23      -0.0343319000
_diffrn_orient_matrix_UB_31      -0.0773618000
_diffrn_orient_matrix_UB_32      0.0635273000
_diffrn_orient_matrix_UB_33      -0.0015767000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10301
_reflns_number_total             12474
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1053
_refine_ls_number_reflns         12474
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0695P)²+1.6496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1407
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.78567(11) 0.35341(5) 0.39209(4) 0.0312(2) Uani 1 1 d . . . . .
O1 O 0.26297(11) 0.32901(5) 0.88183(4) 0.0317(2) Uani 1 1 d . . . . .
O4 O 0.52521(12) 0.37956(6) 0.15740(4) 0.0352(2) Uani 1 1 d . . . . .
O2 O 0.02275(12) 0.35837(5) 0.64569(4) 0.0352(2) Uani 1 1 d . . . . .
N12 N 0.58668(12) 0.43673(5) 0.42278(4) 0.0253(2) Uani 1 1 d . . . . .
O7 O 0.66259(14) 0.87917(6) 0.47337(4) 0.0444(3) Uani 1 1 d . . . . .
N10 N 0.80649(12) 0.44082(6) 0.66838(4) 0.0267(2) Uani 1 1 d . . . . .
N13 N 0.31567(12) 0.46402(6) 0.18036(4) 0.0262(2) Uani 1 1 d . . . . .
N14 N 0.11179(13) 0.54908(6) 0.20695(4) 0.0282(3) Uani 1 1 d . . . . .
N11 N 0.59878(12) 0.52568(5) 0.69246(4) 0.0274(2) Uani 1 1 d . . . . .
O6 O 0.93329(16) 0.22501(6) 0.51177(4) 0.0496(3) Uani 1 1 d . . . . .
N9 N -0.06712(12) 0.91857(5) 0.59316(4) 0.0273(2) Uani 1 1 d . . . . .
O5 O 0.82591(16) 0.33983(6) 0.54141(4) 0.0517(3) Uani 1 1 d . . . . .
O8 O 0.57439(17) 0.75457(6) 0.46523(5) 0.0607(4) Uani 1 1 d . . . . .
C32 C 0.60582(14) 0.37545(6) 0.23555(5) 0.0246(3) Uani 1 1 d . . . . .
C33 C 0.70381(13) 0.35092(6) 0.26937(5) 0.0232(3) Uani 1 1 d . . . . .
C23 C 0.19342(13) 0.32856(6) 0.75855(5) 0.0231(3) Uani 1 1 d . . . . .
C18 C 0.30395(14) 0.28583(6) 0.74645(5) 0.0252(3) Uani 1 1 d . . . . .
C76 C 0.44331(14) 0.42226(6) 0.42304(4) 0.0242(3) Uani 1 1 d . . . . .
C34 C 0.69198(14) 0.36587(6) 0.31538(5) 0.0241(3) Uani 1 1 d . . . . .
C58 C 0.66545(15) 0.42467(6) 0.66841(5) 0.0261(3) Uani 1 1 d . . . . .
C25 C 0.78920(14) 0.34172(6) 0.34729(5) 0.0251(3) Uani 1 1 d . . . . .
C78 C 0.17419(15) 0.44863(6) 0.18080(5) 0.0254(3) Uani 1 1 d . . . . .
C28 C 0.81554(14) 0.30917(6) 0.25659(5) 0.0259(3) Uani 1 1 d . . . . .
C15 C 0.27116(14) 0.31732(6) 0.83713(5) 0.0256(3) Uani 1 1 d . . . . .
C24 C 0.17960(14) 0.34372(6) 0.80447(5) 0.0243(3) Uani 1 1 d . . . . .
C83 C 0.25329(15) 0.56442(6) 0.20656(5) 0.0266(3) Uani 1 1 d . . . . .
C21 C 0.11099(15) 0.33684(7) 0.68024(5) 0.0274(3) Uani 1 1 d . . . . .
C43 C -0.11131(15) 0.97416(6) 0.57679(5) 0.0269(3) Uani 1 1 d . . . . .
C27 C 0.91470(15) 0.28594(6) 0.29036(5) 0.0287(3) Uani 1 1 d . . . . .
C22 C 0.09803(14) 0.35377(6) 0.72424(5) 0.0250(3) Uani 1 1 d . . . . .
C55 C 0.07566(14) 0.90376(6) 0.59240(5) 0.0254(3) Uani 1 1 d . . . . .
C84 C 0.35697(14) 0.52147(7) 0.19268(5) 0.0259(3) Uani 1 1 d . . . . .
C64 C 0.62876(14) 0.49493(6) 0.43402(4) 0.0242(3) Uani 1 1 d . . . . .
C71 C 0.33431(15) 0.46679(6) 0.43369(4) 0.0250(3) Uani 1 1 d . . . . .
C17 C 0.39726(15) 0.26043(6) 0.78108(5) 0.0287(3) Uani 1 1 d . . . . .
C31 C 0.61644(14) 0.35847(7) 0.19138(5) 0.0271(3) Uani 1 1 d . . . . .
C69 C 0.52649(15) 0.54230(6) 0.44534(4) 0.0252(3) Uani 1 1 d . . . . .
C62 C 0.74005(15) 0.54166(6) 0.69231(5) 0.0265(3) Uani 1 1 d . . . . .
C61 C 0.84590(14) 0.49870(7) 0.67969(5) 0.0260(3) Uani 1 1 d . . . . .
C16 C 0.38164(15) 0.27515(6) 0.82500(5) 0.0282(3) Uani 1 1 d . . . . .
C70 C 0.37898(15) 0.52679(7) 0.44461(5) 0.0273(3) Uani 1 1 d . . . . .
C79 C 0.07075(15) 0.49198(6) 0.19389(5) 0.0264(3) Uani 1 1 d . . . . .
C57 C 0.55982(14) 0.46803(6) 0.68023(5) 0.0255(3) Uani 1 1 d . . . . .
C26 C 0.90303(15) 0.30159(6) 0.33428(5) 0.0283(3) Uani 1 1 d . . . . .
C50 C 0.18275(15) 0.94514(7) 0.57577(5) 0.0282(3) Uani 1 1 d . . . . .
C68 C 0.57994(17) 0.60295(7) 0.45591(5) 0.0314(3) Uani 1 1 d . . . . .
C65 C 0.77986(16) 0.51042(7) 0.43390(5) 0.0304(3) Uani 1 1 d . . . . .
C75 C 0.39922(16) 0.36048(7) 0.41200(5) 0.0295(3) Uani 1 1 d . . . . .
C20 C 0.22080(16) 0.29431(7) 0.66812(5) 0.0300(3) Uani 1 1 d . . . . .
C19 C 0.31459(15) 0.26993(7) 0.70061(5) 0.0293(3) Uani 1 1 d . . . . .
C72 C 0.18490(15) 0.44766(7) 0.43211(5) 0.0302(3) Uani 1 1 d . . . . .
C29 C 0.82298(15) 0.29292(7) 0.21064(5) 0.0305(3) Uani 1 1 d . . . . .
C48 C -0.01184(16) 1.01813(7) 0.55900(5) 0.0293(3) Uani 1 1 d . . . . .
C30 C 0.72658(16) 0.31646(7) 0.17888(5) 0.0306(3) Uani 1 1 d . . . . .
C49 C 0.13533(17) 1.00225(7) 0.55901(5) 0.0327(3) Uani 1 1 d . . . . .
C73 C 0.14668(16) 0.38843(7) 0.42127(5) 0.0327(3) Uani 1 1 d . . . . .
C80 C -0.08840(16) 0.47615(8) 0.19436(6) 0.0342(3) Uani 1 1 d . . . . .
C54 C 0.12205(16) 0.84454(7) 0.60863(5) 0.0319(3) Uani 1 1 d . . . . .
C51 C 0.33125(16) 0.92545(8) 0.57635(6) 0.0347(3) Uani 1 1 d . . . . .
C44 C -0.26233(17) 0.98982(7) 0.57700(6) 0.0348(3) Uani 1 1 d . . . . .
C77 C 0.13100(17) 0.38398(7) 0.16713(6) 0.0331(3) Uani 1 1 d . . . . .
C74 C 0.25573(17) 0.34420(7) 0.41152(5) 0.0329(3) Uani 1 1 d . . . . .
C85 C 0.51621(16) 0.53690(8) 0.19145(6) 0.0353(3) Uani 1 1 d . . . . .
C56 C 0.40056(16) 0.45183(8) 0.68025(6) 0.0336(3) Uani 1 1 d . . . . .
C60 C 1.00456(16) 0.51528(8) 0.67843(6) 0.0348(3) Uani 1 1 d . . . . .
C53 C 0.26451(17) 0.82734(7) 0.60812(6) 0.0346(3) Uani 1 1 d . . . . .
C67 C 0.72471(18) 0.61591(7) 0.45510(6) 0.0350(3) Uani 1 1 d . . . . .
C81 C 0.29502(19) 0.62868(7) 0.22167(6) 0.0358(3) Uani 1 1 d . . . . .
C63 C 0.77925(19) 0.60654(7) 0.70637(6) 0.0349(3) Uani 1 1 d . . . . .
C66 C 0.82623(17) 0.56894(8) 0.44399(6) 0.0349(3) Uani 1 1 d . . . . .
C47 C -0.06831(19) 1.07529(7) 0.54130(6) 0.0374(3) Uani 1 1 d . . . . .
C59 C 0.62594(18) 0.35927(7) 0.65581(6) 0.0356(3) Uani 1 1 d . . . . .
C52 C 0.37150(16) 0.86835(8) 0.59209(5) 0.0349(3) Uani 1 1 d . . . . .
C46 C -0.2124(2) 1.08831(8) 0.54185(6) 0.0407(4) Uani 1 1 d . . . . .
C45 C -0.31115(18) 1.04519(8) 0.56012(6) 0.0403(4) Uani 1 1 d . . . . .
C37 C 0.9307(2) 0.27851(8) 0.48370(6) 0.0434(4) Uani 1 1 d . . . . .
C36 C 0.9480(2) 0.24354(9) 0.55732(6) 0.0446(4) Uani 1 1 d . . . . .
C42 C 0.6839(2) 0.83723(10) 0.50982(6) 0.0445(4) Uani 1 1 d . . . . .
C35 C 0.8271(2) 0.28583(9) 0.56914(6) 0.0453(4) Uani 1 1 d . . . . .
C40 C 0.5572(2) 0.79716(9) 0.42864(6) 0.0469(4) Uani 1 1 d . . . . .
C41 C 0.5693(2) 0.78739(9) 0.50685(7) 0.0497(5) Uani 1 1 d . . . . .
C39 C 0.6697(2) 0.84705(11) 0.43222(6) 0.0501(5) Uani 1 1 d . . . . .
C38 C 0.8101(2) 0.32182(10) 0.49547(6) 0.0503(5) Uani 1 1 d . . . . .
H72 H 0.111(2) 0.4793(9) 0.4396(6) 0.040(5) Uiso 1 1 d . . . . .
H54 H 0.045(2) 0.8172(10) 0.6201(6) 0.044(5) Uiso 1 1 d . . . . .
H73 H 0.045(2) 0.3764(9) 0.4199(6) 0.040(5) Uiso 1 1 d . . . . .
H66 H 0.929(2) 0.5797(10) 0.4426(6) 0.045(5) Uiso 1 1 d . . . . .
H34 H 0.6167(19) 0.3938(9) 0.3240(6) 0.032(4) Uiso 1 1 d . . . . .
H27 H 0.996(2) 0.2602(9) 0.2816(6) 0.039(5) Uiso 1 1 d . . . . .
H29 H 0.903(2) 0.2645(9) 0.2018(6) 0.042(5) Uiso 1 1 d . . . . .
H65 H 0.848(2) 0.4780(9) 0.4259(6) 0.034(4) Uiso 1 1 d . . . . .
H19 H 0.396(2) 0.2406(9) 0.6922(6) 0.037(5) Uiso 1 1 d . . . . .
H24 H 0.1042(18) 0.3733(8) 0.8142(5) 0.029(4) Uiso 1 1 d . . . . .
H77A H 0.075(2) 0.3836(10) 0.1376(7) 0.053(6) Uiso 1 1 d . . . . .
H45 H -0.414(2) 1.0542(11) 0.5613(7) 0.056(6) Uiso 1 1 d . . . . .
H20 H 0.227(2) 0.2851(9) 0.6356(6) 0.039(5) Uiso 1 1 d . . . . .
H56A H 0.385(2) 0.4190(10) 0.7026(6) 0.043(5) Uiso 1 1 d . . . . .
H17 H 0.476(2) 0.2333(9) 0.7734(6) 0.036(5) Uiso 1 1 d . . . . .
H68 H 0.511(2) 0.6351(9) 0.4635(6) 0.037(5) Uiso 1 1 d . . . . .
H80A H -0.124(2) 0.4649(9) 0.1641(7) 0.041(5) Uiso 1 1 d . . . . .
H32 H 0.5254(19) 0.4030(8) 0.2439(6) 0.032(4) Uiso 1 1 d . . . . .
H26 H 0.974(2) 0.2868(10) 0.3582(6) 0.043(5) Uiso 1 1 d . . . . .
H53 H 0.295(2) 0.7862(10) 0.6187(6) 0.042(5) Uiso 1 1 d . . . . .
H22 H 0.0178(19) 0.3833(8) 0.7327(6) 0.031(4) Uiso 1 1 d . . . . .
H3 H 0.715(2) 0.3799(10) 0.3988(7) 0.047(5) Uiso 1 1 d . . . . .
H77B H 0.218(2) 0.3569(10) 0.1634(7) 0.045(5) Uiso 1 1 d . . . . .
H30 H 0.731(2) 0.3063(9) 0.1467(6) 0.036(5) Uiso 1 1 d . . . . .
H70 H 0.306(2) 0.5568(9) 0.4508(6) 0.036(5) Uiso 1 1 d . . . . .
H44 H -0.328(2) 0.9601(11) 0.5912(7) 0.055(6) Uiso 1 1 d . . . . .
H51 H 0.402(2) 0.9539(10) 0.5644(6) 0.045(5) Uiso 1 1 d . . . . .
H59A H 0.712(2) 0.3315(10) 0.6624(7) 0.053(6) Uiso 1 1 d . . . . .
H75 H 0.478(2) 0.3298(9) 0.4053(6) 0.038(5) Uiso 1 1 d . . . . .
H80B H -0.105(2) 0.4382(11) 0.2152(7) 0.052(6) Uiso 1 1 d . . . . .
H67 H 0.763(2) 0.6575(10) 0.4627(7) 0.046(5) Uiso 1 1 d . . . . .
H36A H 1.041(2) 0.2698(11) 0.5639(7) 0.059(6) Uiso 1 1 d . . . . .
H1 H 0.196(3) 0.3595(12) 0.8865(8) 0.067(7) Uiso 1 1 d . . . . .
H52 H 0.475(2) 0.8559(10) 0.5924(6) 0.045(5) Uiso 1 1 d . . . . .
H74 H 0.227(2) 0.3008(10) 0.4040(7) 0.046(5) Uiso 1 1 d . . . . .
H85A H 0.534(3) 0.5775(13) 0.1780(8) 0.068(7) Uiso 1 1 d . . . . .
H85B H 0.561(3) 0.5375(12) 0.2214(8) 0.068(7) Uiso 1 1 d . . . . .
H60A H 1.019(3) 0.5552(13) 0.6636(8) 0.070(7) Uiso 1 1 d . . . . .
H59B H 0.595(3) 0.3559(12) 0.6254(9) 0.069(7) Uiso 1 1 d . . . . .
H80C H -0.144(3) 0.5124(12) 0.2048(8) 0.063(7) Uiso 1 1 d . . . . .
H35A H 0.728(2) 0.2619(11) 0.5646(7) 0.055(6) Uiso 1 1 d . . . . .
H56B H 0.348(3) 0.4885(12) 0.6889(8) 0.061(7) Uiso 1 1 d . . . . .
H35B H 0.845(2) 0.2993(11) 0.6014(8) 0.056(6) Uiso 1 1 d . . . . .
H16 H 0.445(2) 0.2560(9) 0.8500(6) 0.040(5) Uiso 1 1 d . . . . .
H63A H 0.810(3) 0.6287(12) 0.6814(8) 0.064(7) Uiso 1 1 d . . . . .
H60B H 1.048(3) 0.5184(12) 0.7090(8) 0.067(7) Uiso 1 1 d . . . . .
H56C H 0.365(2) 0.4394(9) 0.6498(7) 0.039(5) Uiso 1 1 d . . . . .
H49 H 0.204(2) 1.0305(9) 0.5462(6) 0.041(5) Uiso 1 1 d . . . . .
H2 H -0.047(2) 0.3855(11) 0.6555(7) 0.058(6) Uiso 1 1 d . . . . .
H81A H 0.375(3) 0.6257(11) 0.2448(8) 0.064(7) Uiso 1 1 d . . . . .
H40A H 0.452(2) 0.8149(9) 0.4295(6) 0.041(5) Uiso 1 1 d . . . . .
H59C H 0.548(3) 0.3439(13) 0.6750(9) 0.076(8) Uiso 1 1 d . . . . .
H63B H 0.698(3) 0.6270(12) 0.7197(8) 0.072(7) Uiso 1 1 d . . . . .
H60C H 1.056(3) 0.4834(13) 0.6618(8) 0.074(8) Uiso 1 1 d . . . . .
H36B H 0.950(2) 0.2053(12) 0.5762(8) 0.062(6) Uiso 1 1 d . . . . .
H81B H 0.210(3) 0.6495(12) 0.2335(8) 0.070(7) Uiso 1 1 d . . . . .
H85C H 0.566(3) 0.5073(12) 0.1718(8) 0.068(7) Uiso 1 1 d . . . . .
H47 H 0.004(2) 1.1064(11) 0.5298(7) 0.057(6) Uiso 1 1 d . . . . .
H38A H 0.714(3) 0.2961(11) 0.4902(7) 0.056(6) Uiso 1 1 d . . . . .
H42A H 0.783(3) 0.8175(11) 0.5087(7) 0.058(6) Uiso 1 1 d . . . . .
H42B H 0.675(3) 0.8643(12) 0.5379(8) 0.066(7) Uiso 1 1 d . . . . .
H40B H 0.566(3) 0.7726(13) 0.3998(9) 0.075(7) Uiso 1 1 d . . . . .
H39A H 0.652(3) 0.8789(12) 0.4060(8) 0.067(7) Uiso 1 1 d . . . . .
H81C H 0.331(3) 0.6506(12) 0.1967(8) 0.065(7) Uiso 1 1 d . . . . .
H41A H 0.464(2) 0.8074(10) 0.5090(7) 0.051(6) Uiso 1 1 d . . . . .
H46 H -0.252(2) 1.1270(11) 0.5283(7) 0.056(6) Uiso 1 1 d . . . . .
H77C H 0.068(2) 0.3645(10) 0.1904(7) 0.051(6) Uiso 1 1 d . . . . .
H37A H 0.917(2) 0.2638(10) 0.4523(7) 0.051(6) Uiso 1 1 d . . . . .
H4 H 0.457(3) 0.4073(13) 0.1670(8) 0.074(8) Uiso 1 1 d . . . . .
H37B H 1.033(3) 0.3003(11) 0.4874(8) 0.062(6) Uiso 1 1 d . . . . .
H39B H 0.769(3) 0.8272(12) 0.4304(8) 0.065(7) Uiso 1 1 d . . . . .
H63C H 0.863(3) 0.6063(11) 0.7288(8) 0.066(7) Uiso 1 1 d . . . . .
H38B H 0.808(3) 0.3601(13) 0.4766(9) 0.077(8) Uiso 1 1 d . . . . .
H41B H 0.588(2) 0.7581(12) 0.5298(8) 0.063(7) Uiso 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
O3 C25 1.3601(18) . ?
O3 H3 0.90(2) . ?
O1 C15 1.3608(17) . ?
O1 H1 0.91(3) . ?
O4 C31 1.3601(18) . ?
O4 H4 0.92(3) . ?
O2 C21 1.3600(18) . ?
O2 H2 0.92(2) . ?
N12 C76 1.3504(17) . ?
N12 C64 1.3498(18) . ?
O7 C42 1.419(2) . ?
O7 C39 1.412(2) . ?
N10 C58 1.3384(18) . ?
N10 C61 1.3374(19) . ?
N13 C78 1.3388(17) . ?
N13 C84 1.3408(18) . ?
N14 C83 1.3386(18) . ?
N14 C79 1.3393(19) . ?
N11 C62 1.3397(18) . ?
N11 C57 1.3385(18) . ?
O6 C37 1.424(2) . ?
O6 C36 1.415(2) . ?
N9 C43 1.3487(18) . ?
N9 C55 1.3479(17) . ?
O5 C35 1.427(2) . ?
O5 C38 1.423(2) . ?
O8 C40 1.428(3) . ?
O8 C41 1.430(3) . ?
C32 C33 1.4195(19) . ?
C32 C31 1.374(2) . ?
C32 H32 0.987(18) . ?
C33 C34 1.417(2) . ?
C33 C28 1.4281(18) . ?
C23 C18 1.4278(18) . ?
C23 C24 1.418(2) . ?
C23 C22 1.4211(19) . ?
C18 C17 1.418(2) . ?
C18 C19 1.415(2) . ?
C76 C71 1.4315(19) . ?
C76 C75 1.4253(19) . ?
C34 C25 1.3739(19) . ?
C34 H34 0.959(18) . ?
C58 C57 1.4022(19) . ?
C58 C59 1.499(2) . ?
C25 C26 1.4227(19) . ?
C78 C79 1.3995(19) . ?
C78 C77 1.499(2) . ?
C28 C27 1.415(2) . ?
C28 C29 1.418(2) . ?
C15 C24 1.3773(19) . ?
C15 C16 1.4199(19) . ?
C24 H24 0.994(17) . ?
C83 C84 1.403(2) . ?
C83 C81 1.500(2) . ?
C21 C22 1.371(2) . ?
C21 C20 1.4204(19) . ?
C43 C48 1.434(2) . ?
C43 C44 1.425(2) . ?
C27 C26 1.360(2) . ?
C27 H27 0.974(19) . ?
C22 H22 1.013(18) . ?
C55 C50 1.4316(19) . ?
C55 C54 1.423(2) . ?
C84 C85 1.4986(19) . ?
C64 C69 1.4367(19) . ?
C64 C65 1.4244(19) . ?
C71 C70 1.390(2) . ?
C71 C72 1.4284(19) . ?
C17 C16 1.360(2) . ?
C17 H17 0.963(19) . ?
C31 C30 1.4187(19) . ?
C69 C70 1.3915(19) . ?
C69 C68 1.426(2) . ?
C62 C61 1.405(2) . ?
C62 C63 1.499(2) . ?
C61 C60 1.4992(19) . ?
C16 H16 1.011(19) . ?
C70 H70 0.957(19) . ?
C79 C80 1.4983(19) . ?
C57 C56 1.5005(19) . ?
C26 H26 0.99(2) . ?
C50 C49 1.390(2) . ?
C50 C51 1.425(2) . ?
C68 C67 1.357(2) . ?
C68 H68 0.971(19) . ?
C65 C66 1.360(2) . ?
C65 H65 0.972(19) . ?
C75 C74 1.360(2) . ?
C75 H75 1.005(19) . ?
C20 C19 1.368(2) . ?
C20 H20 0.995(19) . ?
C19 H19 1.018(19) . ?
C72 C73 1.359(2) . ?
C72 H72 0.99(2) . ?
C29 C30 1.362(2) . ?
C29 H29 1.00(2) . ?
C48 C49 1.391(2) . ?
C48 C47 1.428(2) . ?
C30 H30 0.987(18) . ?
C49 H49 0.97(2) . ?
C73 C74 1.421(2) . ?
C73 H73 0.963(19) . ?
C80 H80A 0.97(2) . ?
C80 H80B 1.04(2) . ?
C80 H80C 0.99(2) . ?
C54 C53 1.358(2) . ?
C54 H54 0.99(2) . ?
C51 C52 1.362(2) . ?
C51 H51 0.97(2) . ?
C44 C45 1.362(2) . ?
C44 H44 0.99(2) . ?
C77 H77A 1.00(2) . ?
C77 H77B 1.00(2) . ?
C77 H77C 1.01(2) . ?
C74 H74 0.99(2) . ?
C85 H85A 0.98(3) . ?
C85 H85B 0.96(2) . ?
C85 H85C 0.99(3) . ?
C56 H56A 0.99(2) . ?
C56 H56B 0.97(2) . ?
C56 H56C 0.985(19) . ?
C60 H60A 0.98(3) . ?
C60 H60B 0.98(2) . ?
C60 H60C 0.98(3) . ?
C53 C52 1.419(2) . ?
C53 H53 0.98(2) . ?
C67 C66 1.424(2) . ?
C67 H67 0.98(2) . ?
C81 H81A 0.99(2) . ?
C81 H81B 0.98(3) . ?
C81 H81C 0.95(3) . ?
C63 H63A 0.94(3) . ?
C63 H63B 0.96(3) . ?
C63 H63C 0.99(2) . ?
C66 H66 0.97(2) . ?
C47 C46 1.351(2) . ?
C47 H47 1.01(2) . ?
C59 H59A 1.00(2) . ?
C59 H59B 0.94(3) . ?
C59 H59C 1.00(3) . ?
C52 H52 0.98(2) . ?
C46 C45 1.423(3) . ?
C46 H46 0.99(2) . ?
C45 H45 0.97(2) . ?
C37 C38 1.500(3) . ?
C37 H37A 0.99(2) . ?
C37 H37B 1.05(2) . ?
C36 C35 1.489(3) . ?
C36 H36A 1.03(2) . ?
C36 H36B 1.00(2) . ?
C42 C41 1.502(3) . ?
C42 H42A 1.00(2) . ?
C42 H42B 1.03(2) . ?
C35 H35A 1.05(2) . ?
C35 H35B 1.01(2) . ?
C40 C39 1.490(3) . ?
C40 H40A 1.042(19) . ?
C40 H40B 1.02(3) . ?
C41 H41A 1.06(2) . ?
C41 H41B 0.94(2) . ?
C39 H39A 1.05(2) . ?
C39 H39B 1.01(2) . ?
C38 H38A 1.05(2) . ?
C38 H38B 1.00(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 O3 H3 112.9(13) . . ?
C15 O1 H1 110.5(15) . . ?
C31 O4 H4 112.9(15) . . ?
C21 O2 H2 111.7(14) . . ?
C64 N12 C76 118.66(11) . . ?
C39 O7 C42 109.98(15) . . ?
C61 N10 C58 119.45(12) . . ?
C78 N13 C84 119.14(12) . . ?
C83 N14 C79 118.90(12) . . ?
C57 N11 C62 118.88(12) . . ?
C36 O6 C37 109.43(13) . . ?
C55 N9 C43 118.64(12) . . ?
C38 O5 C35 109.38(14) . . ?
C40 O8 C41 109.67(14) . . ?
C33 C32 H32 120.1(10) . . ?
C31 C32 C33 120.62(12) . . ?
C31 C32 H32 119.2(10) . . ?
C32 C33 C28 118.89(13) . . ?
C34 C33 C32 121.79(12) . . ?
C34 C33 C28 119.31(12) . . ?
C24 C23 C18 119.29(12) . . ?
C24 C23 C22 121.73(12) . . ?
C22 C23 C18 118.97(13) . . ?
C17 C18 C23 118.40(13) . . ?
C19 C18 C23 118.81(13) . . ?
C19 C18 C17 122.79(12) . . ?
N12 C76 C71 122.38(12) . . ?
N12 C76 C75 118.65(12) . . ?
C75 C76 C71 118.97(12) . . ?
C33 C34 H34 119.3(10) . . ?
C25 C34 C33 120.40(12) . . ?
C25 C34 H34 120.3(10) . . ?
N10 C58 C57 120.31(13) . . ?
N10 C58 C59 117.79(13) . . ?
C57 C58 C59 121.90(13) . . ?
O3 C25 C34 124.32(12) . . ?
O3 C25 C26 115.56(12) . . ?
C34 C25 C26 120.12(13) . . ?
N13 C78 C79 120.41(13) . . ?
N13 C78 C77 118.09(12) . . ?
C79 C78 C77 121.50(12) . . ?
C27 C28 C33 118.55(13) . . ?
C27 C28 C29 122.71(12) . . ?
C29 C28 C33 118.73(13) . . ?
O1 C15 C24 123.70(12) . . ?
O1 C15 C16 116.13(12) . . ?
C24 C15 C16 120.16(13) . . ?
C23 C24 H24 121.6(10) . . ?
C15 C24 C23 120.47(12) . . ?
C15 C24 H24 117.9(10) . . ?
N14 C83 C84 120.62(13) . . ?
N14 C83 C81 117.30(13) . . ?
C84 C83 C81 122.08(13) . . ?
O2 C21 C22 123.87(13) . . ?
O2 C21 C20 115.52(13) . . ?
C22 C21 C20 120.61(13) . . ?
N9 C43 C48 122.39(13) . . ?
N9 C43 C44 118.94(13) . . ?
C44 C43 C48 118.67(13) . . ?
C28 C27 H27 119.0(11) . . ?
C26 C27 C28 121.27(13) . . ?
C26 C27 H27 119.6(11) . . ?
C23 C22 H22 119.4(10) . . ?
C21 C22 C23 120.51(12) . . ?
C21 C22 H22 120.0(10) . . ?
N9 C55 C50 122.68(13) . . ?
N9 C55 C54 118.77(12) . . ?
C54 C55 C50 118.54(13) . . ?
N13 C84 C83 120.26(12) . . ?
N13 C84 C85 117.43(13) . . ?
C83 C84 C85 122.31(13) . . ?
N12 C64 C69 122.46(12) . . ?
N12 C64 C65 118.92(12) . . ?
C65 C64 C69 118.60(13) . . ?
C70 C71 C76 118.34(12) . . ?
C70 C71 C72 123.17(13) . . ?
C72 C71 C76 118.48(13) . . ?
C18 C17 H17 119.6(11) . . ?
C16 C17 C18 121.49(12) . . ?
C16 C17 H17 118.9(11) . . ?
O4 C31 C32 123.70(12) . . ?
O4 C31 C30 115.95(13) . . ?
C32 C31 C30 120.34(13) . . ?
C70 C69 C64 118.00(13) . . ?
C70 C69 C68 123.14(13) . . ?
C68 C69 C64 118.84(13) . . ?
N11 C62 C61 120.72(13) . . ?
N11 C62 C63 117.24(13) . . ?
C61 C62 C63 122.03(13) . . ?
N10 C61 C62 120.04(12) . . ?
N10 C61 C60 117.81(13) . . ?
C62 C61 C60 122.15(14) . . ?
C15 C16 H16 117.8(11) . . ?
C17 C16 C15 120.18(13) . . ?
C17 C16 H16 122.0(11) . . ?
C71 C70 C69 120.13(13) . . ?
C71 C70 H70 118.2(11) . . ?
C69 C70 H70 121.7(11) . . ?
N14 C79 C78 120.66(12) . . ?
N14 C79 C80 117.81(13) . . ?
C78 C79 C80 121.52(13) . . ?
N11 C57 C58 120.58(12) . . ?
N11 C57 C56 117.56(12) . . ?
C58 C57 C56 121.85(13) . . ?
C25 C26 H26 117.6(11) . . ?
C27 C26 C25 120.30(13) . . ?
C27 C26 H26 122.1(11) . . ?
C49 C50 C55 117.91(13) . . ?
C49 C50 C51 123.37(14) . . ?
C51 C50 C55 118.70(13) . . ?
C69 C68 H68 119.1(11) . . ?
C67 C68 C69 120.70(14) . . ?
C67 C68 H68 120.2(11) . . ?
C64 C65 H65 117.7(11) . . ?
C66 C65 C64 120.70(14) . . ?
C66 C65 H65 121.6(11) . . ?
C76 C75 H75 117.6(11) . . ?
C74 C75 C76 120.45(14) . . ?
C74 C75 H75 121.9(11) . . ?
C21 C20 H20 116.9(11) . . ?
C19 C20 C21 119.79(14) . . ?
C19 C20 H20 123.3(11) . . ?
C18 C19 H19 118.2(10) . . ?
C20 C19 C18 121.31(13) . . ?
C20 C19 H19 120.4(10) . . ?
C71 C72 H72 117.0(11) . . ?
C73 C72 C71 120.98(14) . . ?
C73 C72 H72 122.0(11) . . ?
C28 C29 H29 118.4(11) . . ?
C30 C29 C28 121.31(13) . . ?
C30 C29 H29 120.2(11) . . ?
C49 C48 C43 118.07(13) . . ?
C49 C48 C47 123.14(14) . . ?
C47 C48 C43 118.78(14) . . ?
C31 C30 H30 117.4(11) . . ?
C29 C30 C31 120.10(14) . . ?
C29 C30 H30 122.5(11) . . ?
C50 C49 C48 120.28(13) . . ?
C50 C49 H49 119.9(12) . . ?
C48 C49 H49 119.7(12) . . ?
C72 C73 C74 120.21(13) . . ?
C72 C73 H73 120.0(12) . . ?
C74 C73 H73 119.8(12) . . ?
C79 C80 H80A 109.3(11) . . ?
C79 C80 H80B 110.8(12) . . ?
C79 C80 H80C 109.6(14) . . ?
H80A C80 H80B 107.7(16) . . ?
H80A C80 H80C 109.6(17) . . ?
H80B C80 H80C 109.9(17) . . ?
C55 C54 H54 116.5(12) . . ?
C53 C54 C55 120.86(14) . . ?
C53 C54 H54 122.7(12) . . ?
C50 C51 H51 117.4(12) . . ?
C52 C51 C50 121.08(14) . . ?
C52 C51 H51 121.5(12) . . ?
C43 C44 H44 117.3(13) . . ?
C45 C44 C43 120.53(15) . . ?
C45 C44 H44 122.1(13) . . ?
C78 C77 H77A 111.5(13) . . ?
C78 C77 H77B 111.7(12) . . ?
C78 C77 H77C 110.6(12) . . ?
H77A C77 H77B 106.2(16) . . ?
H77A C77 H77C 108.2(17) . . ?
H77B C77 H77C 108.4(17) . . ?
C75 C74 C73 120.89(14) . . ?
C75 C74 H74 119.3(12) . . ?
C73 C74 H74 119.8(12) . . ?
C84 C85 H85A 112.9(14) . . ?
C84 C85 H85B 110.6(14) . . ?
C84 C85 H85C 110.3(14) . . ?
H85A C85 H85B 107(2) . . ?
H85A C85 H85C 104(2) . . ?
H85B C85 H85C 112(2) . . ?
C57 C56 H56A 110.0(11) . . ?
C57 C56 H56B 107.9(14) . . ?
C57 C56 H56C 109.8(11) . . ?
H56A C56 H56B 108.3(17) . . ?
H56A C56 H56C 112.0(16) . . ?
H56B C56 H56C 108.8(17) . . ?
C61 C60 H60A 111.8(14) . . ?
C61 C60 H60B 110.0(14) . . ?
C61 C60 H60C 109.6(15) . . ?
H60A C60 H60B 108(2) . . ?
H60A C60 H60C 108(2) . . ?
H60B C60 H60C 110(2) . . ?
C54 C53 C52 120.90(15) . . ?
C54 C53 H53 120.3(12) . . ?
C52 C53 H53 118.8(12) . . ?
C68 C67 C66 120.50(14) . . ?
C68 C67 H67 121.4(12) . . ?
C66 C67 H67 118.1(12) . . ?
C83 C81 H81A 108.7(14) . . ?
C83 C81 H81B 109.7(15) . . ?
C83 C81 H81C 108.5(15) . . ?
H81A C81 H81B 111(2) . . ?
H81A C81 H81C 108(2) . . ?
H81B C81 H81C 111(2) . . ?
C62 C63 H63A 109.3(15) . . ?
C62 C63 H63B 111.3(16) . . ?
C62 C63 H63C 110.5(14) . . ?
H63A C63 H63B 111(2) . . ?
H63A C63 H63C 106(2) . . ?
H63B C63 H63C 108(2) . . ?
C65 C66 C67 120.66(14) . . ?
C65 C66 H66 120.3(12) . . ?
C67 C66 H66 119.0(12) . . ?
C48 C47 H47 117.8(13) . . ?
C46 C47 C48 120.81(15) . . ?
C46 C47 H47 121.4(13) . . ?
C58 C59 H59A 109.6(13) . . ?
C58 C59 H59B 111.9(16) . . ?
C58 C59 H59C 110.0(15) . . ?
H59A C59 H59B 110.1(19) . . ?
H59A C59 H59C 105.6(19) . . ?
H59B C59 H59C 109(2) . . ?
C51 C52 C53 119.90(14) . . ?
C51 C52 H52 119.7(12) . . ?
C53 C52 H52 120.4(12) . . ?
C47 C46 C45 120.56(15) . . ?
C47 C46 H46 120.5(13) . . ?
C45 C46 H46 118.9(13) . . ?
C44 C45 C46 120.65(15) . . ?
C44 C45 H45 117.8(14) . . ?
C46 C45 H45 121.5(14) . . ?
O6 C37 C38 111.02(16) . . ?
O6 C37 H37A 107.0(13) . . ?
O6 C37 H37B 108.0(13) . . ?
C38 C37 H37A 110.9(12) . . ?
C38 C37 H37B 111.2(13) . . ?
H37A C37 H37B 108.5(17) . . ?
O6 C36 C35 111.19(15) . . ?
O6 C36 H36A 112.1(12) . . ?
O6 C36 H36B 107.8(14) . . ?
C35 C36 H36A 103.6(13) . . ?
C35 C36 H36B 111.4(13) . . ?
H36A C36 H36B 110.7(18) . . ?
O7 C42 C41 109.89(15) . . ?
O7 C42 H42A 109.6(13) . . ?
O7 C42 H42B 104.3(14) . . ?
C41 C42 H42A 109.0(14) . . ?
C41 C42 H42B 112.1(14) . . ?
H42A C42 H42B 111.8(18) . . ?
O5 C35 C36 110.35(15) . . ?
O5 C35 H35A 110.1(12) . . ?
O5 C35 H35B 108.2(13) . . ?
C36 C35 H35A 108.6(12) . . ?
C36 C35 H35B 108.1(13) . . ?
H35A C35 H35B 111.5(17) . . ?
O8 C40 C39 110.99(16) . . ?
O8 C40 H40A 106.6(10) . . ?
O8 C40 H40B 107.5(15) . . ?
C39 C40 H40A 111.9(11) . . ?
C39 C40 H40B 110.9(15) . . ?
H40A C40 H40B 108.8(17) . . ?
O8 C41 C42 110.70(16) . . ?
O8 C41 H41A 108.8(12) . . ?
O8 C41 H41B 106.6(15) . . ?
C42 C41 H41A 109.8(12) . . ?
C42 C41 H41B 109.7(15) . . ?
H41A C41 H41B 111.2(18) . . ?
O7 C39 C40 110.83(14) . . ?
O7 C39 H39A 108.4(14) . . ?
O7 C39 H39B 109.5(14) . . ?
C40 C39 H39A 109.9(13) . . ?
C40 C39 H39B 108.3(14) . . ?
H39A C39 H39B 109.9(19) . . ?
O5 C38 C37 110.61(15) . . ?
O5 C38 H38A 109.6(12) . . ?
O5 C38 H38B 108.3(15) . . ?
C37 C38 H38A 105.0(13) . . ?
C37 C38 H38B 112.1(15) . . ?
H38A C38 H38B 111.2(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H3 N12 0.90(2) 1.86(2) 2.7465(15) 169.5(19) . yes
O1 H1 N9 0.91(3) 1.86(3) 2.7619(16) 170(2) 2_546 yes
O2 H2 N10 0.92(2) 1.85(2) 2.7692(16) 173(2) 1_455 yes
O4 H4 N13 0.92(3) 1.84(3) 2.7554(16) 174(2) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C25 C26 C27 178.74(12) . . . . ?
O1 C15 C24 C23 -179.05(12) . . . . ?
O1 C15 C16 C17 179.60(12) . . . . ?
O4 C31 C30 C29 179.98(13) . . . . ?
O2 C21 C22 C23 179.17(12) . . . . ?
O2 C21 C20 C19 -179.78(13) . . . . ?
N12 C76 C71 C70 -0.7(2) . . . . ?
N12 C76 C71 C72 178.58(13) . . . . ?
N12 C76 C75 C74 -179.45(14) . . . . ?
N12 C64 C69 C70 0.1(2) . . . . ?
N12 C64 C69 C68 -178.71(13) . . . . ?
N12 C64 C65 C66 178.44(14) . . . . ?
O7 C42 C41 O8 58.5(2) . . . . ?
N10 C58 C57 N11 -1.3(2) . . . . ?
N10 C58 C57 C56 179.45(13) . . . . ?
N13 C78 C79 N14 -1.2(2) . . . . ?
N13 C78 C79 C80 179.53(13) . . . . ?
N14 C83 C84 N13 -1.2(2) . . . . ?
N14 C83 C84 C85 179.57(13) . . . . ?
N11 C62 C61 N10 -1.1(2) . . . . ?
N11 C62 C61 C60 179.01(13) . . . . ?
O6 C37 C38 O5 57.6(2) . . . . ?
O6 C36 C35 O5 -59.1(2) . . . . ?
N9 C43 C48 C49 -0.2(2) . . . . ?
N9 C43 C48 C47 178.44(14) . . . . ?
N9 C43 C44 C45 -179.02(15) . . . . ?
N9 C55 C50 C49 -1.3(2) . . . . ?
N9 C55 C50 C51 179.93(13) . . . . ?
N9 C55 C54 C53 179.35(14) . . . . ?
O8 C40 C39 O7 -57.7(2) . . . . ?
C32 C33 C34 C25 -179.53(12) . . . . ?
C32 C33 C28 C27 178.68(12) . . . . ?
C32 C33 C28 C29 -1.05(18) . . . . ?
C32 C31 C30 C29 -0.3(2) . . . . ?
C33 C32 C31 O4 179.17(12) . . . . ?
C33 C32 C31 C30 -0.5(2) . . . . ?
C33 C34 C25 O3 -179.78(12) . . . . ?
C33 C34 C25 C26 0.22(19) . . . . ?
C33 C28 C27 C26 1.4(2) . . . . ?
C33 C28 C29 C30 0.2(2) . . . . ?
C23 C18 C17 C16 1.1(2) . . . . ?
C23 C18 C19 C20 -0.5(2) . . . . ?
C18 C23 C24 C15 -0.35(18) . . . . ?
C18 C23 C22 C21 0.65(19) . . . . ?
C18 C17 C16 C15 -0.7(2) . . . . ?
C76 N12 C64 C69 -1.29(19) . . . . ?
C76 N12 C64 C65 179.86(12) . . . . ?
C76 C71 C70 C69 -0.5(2) . . . . ?
C76 C71 C72 C73 0.7(2) . . . . ?
C76 C75 C74 C73 1.0(2) . . . . ?
C34 C33 C28 C27 -2.44(18) . . . . ?
C34 C33 C28 C29 177.83(12) . . . . ?
C34 C25 C26 C27 -1.3(2) . . . . ?
C58 N10 C61 C62 1.2(2) . . . . ?
C58 N10 C61 C60 -178.91(13) . . . . ?
C78 N13 C84 C83 1.1(2) . . . . ?
C78 N13 C84 C85 -179.65(13) . . . . ?
C28 C33 C34 C25 1.63(19) . . . . ?
C28 C27 C26 C25 0.4(2) . . . . ?
C28 C29 C30 C31 0.4(2) . . . . ?
C24 C23 C18 C17 -0.57(18) . . . . ?
C24 C23 C18 C19 178.56(12) . . . . ?
C24 C23 C22 C21 -177.99(12) . . . . ?
C24 C15 C16 C17 -0.2(2) . . . . ?
C83 N14 C79 C78 1.1(2) . . . . ?
C83 N14 C79 C80 -179.61(13) . . . . ?
C21 C20 C19 C18 0.5(2) . . . . ?
C43 N9 C55 C50 1.3(2) . . . . ?
C43 N9 C55 C54 -178.48(13) . . . . ?
C43 C48 C49 C50 0.2(2) . . . . ?
C43 C48 C47 C46 1.0(2) . . . . ?
C43 C44 C45 C46 0.2(3) . . . . ?
C27 C28 C29 C30 -179.48(13) . . . . ?
C22 C23 C18 C17 -179.24(12) . . . . ?
C22 C23 C18 C19 -0.11(18) . . . . ?
C22 C23 C24 C15 178.28(12) . . . . ?
C22 C21 C20 C19 0.0(2) . . . . ?
C55 N9 C43 C48 -0.5(2) . . . . ?
C55 N9 C43 C44 179.27(13) . . . . ?
C55 C50 C49 C48 0.5(2) . . . . ?
C55 C50 C51 C52 0.4(2) . . . . ?
C55 C54 C53 C52 1.1(2) . . . . ?
C84 N13 C78 C79 0.1(2) . . . . ?
C84 N13 C78 C77 -179.64(13) . . . . ?
C64 N12 C76 C71 1.60(19) . . . . ?
C64 N12 C76 C75 -178.83(12) . . . . ?
C64 C69 C70 C71 0.7(2) . . . . ?
C64 C69 C68 C67 0.3(2) . . . . ?
C64 C65 C66 C67 0.3(2) . . . . ?
C71 C76 C75 C74 0.1(2) . . . . ?
C71 C72 C73 C74 0.4(2) . . . . ?
C17 C18 C19 C20 178.61(13) . . . . ?
C31 C32 C33 C34 -177.64(12) . . . . ?
C31 C32 C33 C28 1.20(19) . . . . ?
C69 C64 C65 C66 -0.5(2) . . . . ?
C69 C68 C67 C66 -0.5(2) . . . . ?
C62 N11 C57 C58 1.4(2) . . . . ?
C62 N11 C57 C56 -179.32(13) . . . . ?
C61 N10 C58 C57 -0.1(2) . . . . ?
C61 N10 C58 C59 -179.63(13) . . . . ?
C16 C15 C24 C23 0.76(19) . . . . ?
C70 C71 C72 C73 -179.98(14) . . . . ?
C70 C69 C68 C67 -178.45(14) . . . . ?
C79 N14 C83 C84 0.0(2) . . . . ?
C79 N14 C83 C81 -179.67(13) . . . . ?
C57 N11 C62 C61 -0.2(2) . . . . ?
C57 N11 C62 C63 -179.80(13) . . . . ?
C50 C55 C54 C53 -0.5(2) . . . . ?
C50 C51 C52 C53 0.2(2) . . . . ?
C68 C69 C70 C71 179.53(13) . . . . ?
C68 C67 C66 C65 0.2(2) . . . . ?
C65 C64 C69 C70 178.98(13) . . . . ?
C65 C64 C69 C68 0.1(2) . . . . ?
C75 C76 C71 C70 179.69(13) . . . . ?
C75 C76 C71 C72 -0.99(19) . . . . ?
C20 C21 C22 C23 -0.6(2) . . . . ?
C19 C18 C17 C16 -177.98(13) . . . . ?
C72 C71 C70 C69 -179.75(13) . . . . ?
C72 C73 C74 C75 -1.3(2) . . . . ?
C29 C28 C27 C26 -178.84(13) . . . . ?
C48 C43 C44 C45 0.8(2) . . . . ?
C48 C47 C46 C45 0.0(3) . . . . ?
C49 C50 C51 C52 -178.27(15) . . . . ?
C49 C48 C47 C46 179.59(16) . . . . ?
C54 C55 C50 C49 178.46(14) . . . . ?
C54 C55 C50 C51 -0.3(2) . . . . ?
C54 C53 C52 C51 -0.9(3) . . . . ?
C51 C50 C49 C48 179.21(14) . . . . ?
C44 C43 C48 C49 179.98(14) . . . . ?
C44 C43 C48 C47 -1.4(2) . . . . ?
C77 C78 C79 N14 178.50(13) . . . . ?
C77 C78 C79 C80 -0.7(2) . . . . ?
C81 C83 C84 N13 178.54(13) . . . . ?
C81 C83 C84 C85 -0.7(2) . . . . ?
C63 C62 C61 N10 178.44(13) . . . . ?
C63 C62 C61 C60 -1.4(2) . . . . ?
C47 C48 C49 C50 -178.41(15) . . . . ?
C47 C46 C45 C44 -0.6(3) . . . . ?
C59 C58 C57 N11 178.25(14) . . . . ?
C59 C58 C57 C56 -1.0(2) . . . . ?
C37 O6 C36 C35 57.8(2) . . . . ?
C36 O6 C37 C38 -56.8(2) . . . . ?
C42 O7 C39 C40 58.6(2) . . . . ?
C35 O5 C38 C37 -57.5(2) . . . . ?
C40 O8 C41 C42 -56.8(2) . . . . ?
C41 O8 C40 C39 56.2(2) . . . . ?
C39 O7 C42 C41 -58.8(2) . . . . ?
C38 O5 C35 C36 58.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.623
_oxdiff_exptl_absorpt_empirical_full_min 0.730
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_976_dhn-5-25c
_audit_block_doi                 10.5517/ccdc.csd.cc2bq0nr
_database_code_depnum_ccdc_archive 'CCDC 2166114'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-05 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT355_exp_976_dhn-5-25c   
;
PROBLEM: Long   O-H (X0.82,N0.98A)  O1       - H1       .       1.10 Ang.
RESPONSE: Long O-H may be a result of strengthened hydrogen bonding, since it may be of chemical significance, the hydrogen was located on Fourier map.
;
# Added during the CSD deposition process: Tuesday 05 July 2022 12:22 PM
# end Validation Reply Form

_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 N2, 2(C10 H8 O2), 2(C8 H12 N2)'
_chemical_formula_sum            'C48 H48 N6 O4'
_chemical_formula_weight         772.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1302(2)
_cell_length_b                   13.9867(3)
_cell_length_c                   16.3192(4)
_cell_angle_alpha                92.098(2)
_cell_angle_beta                 98.572(2)
_cell_angle_gamma                96.260(2)
_cell_volume                     2045.45(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15858
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4730
_cell_measurement_theta_min      4.9500
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.882
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23582
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.467
_diffrn_reflns_theta_min         4.090
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00  22.00   0.50    2.00    --    0.00 -57.00  90.00  116
  2  ω    -32.00  65.00   0.50    2.00    --    0.00  82.00 120.00  194
  3  ω    -18.00  87.00   0.50    2.00    --    0.00  37.00 -30.00  210
  4  ω    -88.00 -54.00   0.50    2.00    --    0.00 -57.00  90.00   68
  5  ω    -26.00   5.00   0.50    2.00    --    0.00 -37.00   0.00   62
  6  ω    -23.00  19.00   0.50    2.00    --    0.00  57.00 -90.00   84
  7  ω     83.00 109.00   0.50    3.00    --  107.20  15.00   0.00   52
  8  ω     18.00 124.00   0.50    3.00    --  107.20 -61.00   0.00  212
  9  ω     83.00 109.00   0.50    3.00    --  107.20 -82.00-180.00   52
 10  ω     19.00 139.00   0.50    3.00    --  107.20 -82.00 120.00  240
 11  ω     86.00 112.00   0.50    3.00    --  107.20 -82.00 -90.00   52
 12  ω     29.00 133.00   0.50    3.00    --  107.20 -15.00  90.00  208
 13  ω     80.00 197.00   0.50    3.00    --  107.20  15.00 120.00  234
 14  ω     62.00 132.00   0.50    3.00    --  107.20 -61.00-150.00  140
 15  ω     46.00 131.00   0.50    3.00    --  107.20 -61.00 120.00  170
 16  ω    130.00 184.00   0.50    3.00    --  107.20  15.00   0.00  108
 17  ω     34.00  60.00   0.50    3.00    --  107.20 -61.00-150.00   52
 18  ω     87.00 130.00   0.50    3.00    --  107.20  77.00  30.00   86
 19  ω    145.00 197.00   0.50    3.00    --  107.20  77.00  30.00  104
 20  ω     77.00 135.00   0.50    3.00    --  107.20 -82.00-150.00  116
 21  ω     94.00 119.00   0.50    3.00    --  107.20 -82.00  60.00   50
 22  ω     38.00  64.00   0.50    3.00    --  107.20 -37.00 107.00   52
 23  ω     19.00 140.00   0.50    3.00    --  107.20 -82.00   0.00  242
 24  ω     78.00 103.00   0.50    3.00    --  107.20 -82.00  90.00   50
 25  ω    102.00 197.00   0.50    3.00    --  107.20  30.00  60.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1005147000
_diffrn_orient_matrix_UB_12      0.0696770000
_diffrn_orient_matrix_UB_13      -0.0447837000
_diffrn_orient_matrix_UB_21      0.1382313000
_diffrn_orient_matrix_UB_22      0.0725456000
_diffrn_orient_matrix_UB_23      -0.0036315000
_diffrn_orient_matrix_UB_31      0.0174053000
_diffrn_orient_matrix_UB_32      -0.0468582000
_diffrn_orient_matrix_UB_33      -0.0843911000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7872
_reflns_number_total             8622
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     711
_refine_ls_number_reflns         8622
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0769P)²+0.5648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1422
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Uiso: H23(0.04606)
3.a Aromatic/amide H refined with riding coordinates:
 C29(H29)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.30643(11) 0.80558(7) 0.49016(6) 0.0323(2) Uani 1 1 d . . . . .
O4 O 0.43564(12) 0.24191(7) 0.96762(7) 0.0382(2) Uani 1 1 d . . . . .
O3 O 0.23290(13) -0.12007(8) 0.62963(7) 0.0428(3) Uani 1 1 d . . . . .
O1 O -0.12668(13) 0.44714(9) 0.18689(8) 0.0500(3) Uani 1 1 d . . . . .
N10 N 0.18926(12) 0.15611(8) 0.03112(7) 0.0302(2) Uani 1 1 d . . . . .
N7 N 0.49129(12) 0.67717(8) 0.54394(7) 0.0283(2) Uani 1 1 d . . . . .
N8 N 0.68004(13) 0.54277(8) 0.59431(7) 0.0308(2) Uani 1 1 d . . . . .
N9 N -0.04141(13) 0.07550(9) 0.10785(7) 0.0332(3) Uani 1 1 d . . . . .
N5 N 0.06807(14) 0.30100(9) 0.24218(8) 0.0361(3) Uani 1 1 d . . . . .
N6 N 0.19239(15) 0.43666(9) 0.15048(8) 0.0408(3) Uani 1 1 d . . . . .
C49 C 0.38922(13) 0.07705(9) 0.78116(8) 0.0261(3) Uani 1 1 d . . . . .
C35 C 0.54411(15) 0.53796(9) 0.61661(8) 0.0292(3) Uani 1 1 d . . . . .
C18 C 0.17046(14) 0.68339(9) 0.39099(8) 0.0284(3) Uani 1 1 d . . . . .
C48 C 0.36546(14) 0.11704(9) 0.85850(8) 0.0278(3) Uani 1 1 d . . . . .
C19 C 0.04704(14) 0.65506(10) 0.32758(8) 0.0283(3) Uani 1 1 d . . . . .
C38 C 0.72324(14) 0.61453(10) 0.54815(8) 0.0299(3) Uani 1 1 d . . . . .
C39 C 0.62824(14) 0.68344(9) 0.52273(8) 0.0283(3) Uani 1 1 d . . . . .
C50 C 0.29808(14) -0.00478(9) 0.74116(8) 0.0286(3) Uani 1 1 d . . . . .
C47 C 0.45427(14) 0.19782(9) 0.89518(8) 0.0301(3) Uani 1 1 d . . . . .
C17 C 0.18858(14) 0.77380(9) 0.42915(8) 0.0282(3) Uani 1 1 d . . . . .
C34 C 0.44755(14) 0.60609(10) 0.59104(8) 0.0283(3) Uani 1 1 d . . . . .
C14 C -0.05755(14) 0.72183(10) 0.30505(8) 0.0313(3) Uani 1 1 d . . . . .
C41 C 0.32328(15) -0.04144(9) 0.66605(8) 0.0307(3) Uani 1 1 d . . . . .
C57 C 0.06188(15) 0.19690(10) 0.02752(8) 0.0310(3) Uani 1 1 d . . . . .
C44 C 0.50824(14) 0.12028(9) 0.74243(8) 0.0299(3) Uani 1 1 d . . . . .
C52 C 0.20249(15) 0.07562(10) 0.07264(8) 0.0297(3) Uani 1 1 d . . . . .
C56 C -0.05352(15) 0.15625(10) 0.06694(8) 0.0320(3) Uani 1 1 d . . . . .
C53 C 0.08557(15) 0.03486(10) 0.11102(8) 0.0316(3) Uani 1 1 d . . . . .
C20 C 0.02450(15) 0.56185(10) 0.28715(9) 0.0334(3) Uani 1 1 d . . . . .
C42 C 0.44220(16) 0.00081(10) 0.62769(9) 0.0343(3) Uani 1 1 d . . . . .
C43 C 0.53217(16) 0.07928(10) 0.66577(9) 0.0340(3) Uani 1 1 d . . . . .
C45 C 0.59851(16) 0.20267(10) 0.78246(9) 0.0351(3) Uani 1 1 d . . . . .
C32 C 0.20855(16) 0.29411(10) 0.22721(8) 0.0332(3) Uani 1 1 d . . . . .
C46 C 0.57220(15) 0.24036(10) 0.85636(9) 0.0350(3) Uani 1 1 d . . . . .
C16 C 0.08573(16) 0.84057(10) 0.40632(9) 0.0336(3) Uani 1 1 d . . . . .
C15 C -0.03409(16) 0.81460(10) 0.34575(9) 0.0358(3) Uani 1 1 d . . . . .
C31 C 0.27424(16) 0.36628(10) 0.17729(9) 0.0346(3) Uani 1 1 d . . . . .
C24 C 0.29328(16) 0.22161(11) 0.25711(9) 0.0354(3) Uani 1 1 d . . . . .
C11 C -0.09733(16) 0.53608(11) 0.22672(9) 0.0366(3) Uani 1 1 d . . . . .
C21 C 0.01001(17) 0.23376(11) 0.28692(10) 0.0389(3) Uani 1 1 d . . . . .
C12 C -0.20095(16) 0.60267(12) 0.20441(10) 0.0402(3) Uani 1 1 d . . . . .
C36 C 0.5020(2) 0.45732(11) 0.66966(10) 0.0396(3) Uani 1 1 d . . . . .
C27 C 0.41841(17) 0.35928(11) 0.15937(9) 0.0389(3) Uani 1 1 d . . . . .
C22 C 0.08422(18) 0.15794(11) 0.32072(10) 0.0407(3) Uani 1 1 d . . . . .
C13 C -0.18172(16) 0.69233(11) 0.24297(10) 0.0389(3) Uani 1 1 d . . . . .
C40 C 0.67238(18) 0.76510(12) 0.47153(10) 0.0394(3) Uani 1 1 d . . . . .
C33 C 0.29390(17) 0.60379(13) 0.61361(11) 0.0391(3) Uani 1 1 d . . . . .
C55 C -0.19582(18) 0.20127(13) 0.06673(11) 0.0434(4) Uani 1 1 d . . . . .
C23 C 0.22657(19) 0.15230(12) 0.30607(10) 0.0418(3) Uani 1 1 d . . . . .
C28 C 0.47858(19) 0.43005(12) 0.11115(10) 0.0430(4) Uani 1 1 d . . . . .
C51 C 0.34637(18) 0.03230(13) 0.07545(11) 0.0408(3) Uani 1 1 d . . . . .
C37 C 0.87699(17) 0.61829(13) 0.52514(11) 0.0408(3) Uani 1 1 d . . . . .
C54 C 0.0961(2) -0.05453(12) 0.15838(11) 0.0427(3) Uani 1 1 d . . . . .
C58 C 0.0498(2) 0.28605(12) -0.02009(11) 0.0432(4) Uani 1 1 d . . . . .
C29 C 0.3973(2) 0.50218(12) 0.08404(11) 0.0468(4) Uani 1 1 d . . . . .
H29 H 0.436568 0.550838 0.051557 0.056 Uiso 1 1 calc R U . . .
C26 C 0.50023(18) 0.28313(13) 0.19101(10) 0.0438(4) Uani 1 1 d . . . . .
C25 C 0.44111(18) 0.21742(13) 0.23866(10) 0.0435(4) Uani 1 1 d . . . . .
C30 C 0.2538(2) 0.50244(12) 0.10553(11) 0.0471(4) Uani 1 1 d . . . . .
H18 H 0.2404(17) 0.6376(11) 0.4080(9) 0.027(4) Uiso 1 1 d . . . . .
H23 H 0.271(2) 0.0994(14) 0.3306(12) 0.046 Uiso 1 1 d . U . . .
H48 H 0.2837(19) 0.0883(12) 0.8859(10) 0.035(4) Uiso 1 1 d . . . . .
H50 H 0.2208(19) -0.0331(12) 0.7673(10) 0.032(4) Uiso 1 1 d . . . . .
H16 H 0.1036(19) 0.9042(13) 0.4352(11) 0.038(4) Uiso 1 1 d . . . . .
H20 H 0.0955(19) 0.5156(12) 0.3009(10) 0.038(4) Uiso 1 1 d . . . . .
H21 H -0.099(2) 0.2394(14) 0.2956(12) 0.047(5) Uiso 1 1 d . . . . .
H42 H 0.460(2) -0.0290(13) 0.5756(12) 0.043(5) Uiso 1 1 d . . . . .
H46 H 0.633(2) 0.2968(14) 0.8832(11) 0.045(5) Uiso 1 1 d . . . . .
H15 H -0.102(2) 0.8635(13) 0.3302(11) 0.044(5) Uiso 1 1 d . . . . .
H43 H 0.613(2) 0.1080(14) 0.6393(12) 0.049(5) Uiso 1 1 d . . . . .
H55A H -0.176(2) 0.2658(17) 0.0927(14) 0.063(6) Uiso 1 1 d . . . . .
H13 H -0.251(2) 0.7393(14) 0.2287(12) 0.049(5) Uiso 1 1 d . . . . .
H37A H 0.937(2) 0.6802(16) 0.5466(13) 0.057(6) Uiso 1 1 d . . . . .
H30 H 0.188(2) 0.5525(15) 0.0846(13) 0.055(5) Uiso 1 1 d . . . . .
H36A H 0.477(3) 0.4788(17) 0.7204(15) 0.069(7) Uiso 1 1 d . . . . .
H54A H 0.166(3) -0.0415(16) 0.2090(15) 0.065(6) Uiso 1 1 d . . . . .
H45 H 0.686(2) 0.2305(13) 0.7537(11) 0.043(5) Uiso 1 1 d . . . . .
H25 H 0.499(2) 0.1624(16) 0.2655(13) 0.060(6) Uiso 1 1 d . . . . .
H51A H 0.387(3) 0.0191(19) 0.1279(18) 0.086(8) Uiso 1 1 d . . . . .
H12 H -0.287(2) 0.5834(15) 0.1616(13) 0.056(5) Uiso 1 1 d . . . . .
H51B H 0.423(3) 0.0762(17) 0.0563(14) 0.064(6) Uiso 1 1 d . . . . .
H58A H 0.019(3) 0.3372(18) 0.0136(15) 0.075(7) Uiso 1 1 d . . . . .
H37B H 0.877(2) 0.6172(16) 0.4646(15) 0.064(6) Uiso 1 1 d . . . . .
H26 H 0.611(3) 0.2837(16) 0.1795(14) 0.064(6) Uiso 1 1 d . . . . .
H28 H 0.583(2) 0.4253(15) 0.0988(13) 0.054(5) Uiso 1 1 d . . . . .
H55B H -0.264(3) 0.1623(16) 0.0969(14) 0.062(6) Uiso 1 1 d . . . . .
H55C H -0.245(2) 0.2078(16) 0.0103(14) 0.061(6) Uiso 1 1 d . . . . .
H22 H 0.031(2) 0.1087(14) 0.3539(12) 0.046(5) Uiso 1 1 d . . . . .
H58B H -0.023(3) 0.2745(17) -0.0709(15) 0.073(7) Uiso 1 1 d . . . . .
H37C H 0.927(2) 0.5656(15) 0.5484(13) 0.055(5) Uiso 1 1 d . . . . .
H58C H 0.151(3) 0.3096(15) -0.0350(13) 0.059(6) Uiso 1 1 d . . . . .
H2 H 0.367(2) 0.7562(16) 0.5044(13) 0.061(6) Uiso 1 1 d . . . . .
H4 H 0.349(3) 0.2092(16) 0.9876(13) 0.060(6) Uiso 1 1 d . . . . .
H33A H 0.293(3) 0.593(2) 0.6711(19) 0.094(9) Uiso 1 1 d . . . . .
H40A H 0.689(3) 0.7426(18) 0.4167(16) 0.075(7) Uiso 1 1 d . . . . .
H33B H 0.236(3) 0.550(2) 0.591(2) 0.105(10) Uiso 1 1 d . . . . .
H3 H 0.262(3) -0.1393(16) 0.5796(15) 0.067(6) Uiso 1 1 d . . . . .
H54B H 0.000(3) -0.0792(18) 0.1742(15) 0.075(7) Uiso 1 1 d . . . . .
H51C H 0.335(3) -0.025(2) 0.0421(16) 0.083(8) Uiso 1 1 d . . . . .
H54C H 0.135(3) -0.1048(18) 0.1270(16) 0.077(7) Uiso 1 1 d . . . . .
H36B H 0.412(3) 0.4172(19) 0.6462(16) 0.084(8) Uiso 1 1 d . . . . .
H40B H 0.601(3) 0.813(2) 0.4699(17) 0.093(9) Uiso 1 1 d . . . . .
H1 H -0.030(4) 0.407(3) 0.203(2) 0.129(12) Uiso 1 1 d . . . . .
H33C H 0.248(3) 0.657(2) 0.5977(18) 0.098(9) Uiso 1 1 d . . . . .
H40C H 0.767(3) 0.803(2) 0.4944(17) 0.092(8) Uiso 1 1 d . . . . .
H36C H 0.574(3) 0.407(2) 0.6725(18) 0.096(9) Uiso 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
O2 C17 1.3750(16) . ?
O2 H2 0.95(2) . ?
O4 C47 1.3550(17) . ?
O4 H4 0.97(2) . ?
O3 C41 1.3608(17) . ?
O3 H3 0.93(2) . ?
O1 C11 1.3630(18) . ?
O1 H1 1.11(4) . ?
N10 C57 1.3448(17) . ?
N10 C52 1.3424(18) . ?
N7 C39 1.3410(16) . ?
N7 C34 1.3415(17) . ?
N8 C35 1.3400(17) . ?
N8 C38 1.3371(18) . ?
N9 C56 1.3394(19) . ?
N9 C53 1.3408(18) . ?
N5 C32 1.3538(18) . ?
N5 C21 1.325(2) . ?
N6 C31 1.347(2) . ?
N6 C30 1.326(2) . ?
C49 C48 1.4175(18) . ?
C49 C50 1.4157(18) . ?
C49 C44 1.4266(17) . ?
C35 C34 1.4007(18) . ?
C35 C36 1.4984(19) . ?
C18 C19 1.4222(18) . ?
C18 C17 1.3712(19) . ?
C18 H18 0.972(16) . ?
C48 C47 1.3779(18) . ?
C48 H48 0.983(17) . ?
C19 C14 1.4262(17) . ?
C19 C20 1.420(2) . ?
C38 C39 1.3992(18) . ?
C38 C37 1.5023(18) . ?
C39 C40 1.4950(19) . ?
C50 C41 1.3720(19) . ?
C50 H50 0.937(17) . ?
C47 C46 1.416(2) . ?
C17 C16 1.4161(18) . ?
C34 C33 1.4999(18) . ?
C14 C15 1.416(2) . ?
C14 C13 1.417(2) . ?
C41 C42 1.4176(19) . ?
C57 C56 1.395(2) . ?
C57 C58 1.499(2) . ?
C44 C43 1.414(2) . ?
C44 C45 1.418(2) . ?
C52 C53 1.396(2) . ?
C52 C51 1.5008(18) . ?
C56 C55 1.5039(19) . ?
C53 C54 1.498(2) . ?
C20 C11 1.378(2) . ?
C20 H20 0.974(18) . ?
C42 C43 1.366(2) . ?
C42 H42 0.977(19) . ?
C43 H43 0.97(2) . ?
C45 C46 1.363(2) . ?
C45 H45 1.032(19) . ?
C32 C31 1.455(2) . ?
C32 C24 1.400(2) . ?
C46 H46 0.965(19) . ?
C16 C15 1.368(2) . ?
C16 H16 0.978(18) . ?
C15 H15 0.989(19) . ?
C31 C27 1.403(2) . ?
C24 C23 1.422(2) . ?
C24 C25 1.433(2) . ?
C11 C12 1.418(2) . ?
C21 C22 1.406(2) . ?
C21 H21 1.036(19) . ?
C12 C13 1.364(2) . ?
C12 H12 0.98(2) . ?
C36 H36A 0.94(2) . ?
C36 H36B 0.97(3) . ?
C36 H36C 1.01(3) . ?
C27 C28 1.403(2) . ?
C27 C26 1.434(2) . ?
C22 C23 1.366(2) . ?
C22 H22 1.021(19) . ?
C13 H13 0.97(2) . ?
C40 H40A 0.97(3) . ?
C40 H40B 0.98(3) . ?
C40 H40C 0.97(3) . ?
C33 H33A 0.96(3) . ?
C33 H33B 0.90(3) . ?
C33 H33C 0.92(3) . ?
C55 H55A 0.97(2) . ?
C55 H55B 0.98(2) . ?
C55 H55C 0.97(2) . ?
C23 H23 0.96(2) . ?
C28 C29 1.365(3) . ?
C28 H28 1.02(2) . ?
C51 H51A 0.92(3) . ?
C51 H51B 0.98(2) . ?
C51 H51C 0.94(3) . ?
C37 H37A 1.00(2) . ?
C37 H37B 0.99(2) . ?
C37 H37C 0.97(2) . ?
C54 H54A 0.97(2) . ?
C54 H54B 0.98(3) . ?
C54 H54C 0.98(3) . ?
C58 H58A 0.98(3) . ?
C58 H58B 0.98(2) . ?
C58 H58C 1.01(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.407(2) . ?
C26 C25 1.345(3) . ?
C26 H26 1.05(2) . ?
C25 H25 1.06(2) . ?
C30 H30 1.01(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
C17 O2 H2 111.5(13) . . ?
C47 O4 H4 109.6(13) . . ?
C41 O3 H3 110.9(14) . . ?
C11 O1 H1 109.0(18) . . ?
C52 N10 C57 118.85(12) . . ?
C39 N7 C34 119.73(11) . . ?
C38 N8 C35 119.00(11) . . ?
C56 N9 C53 118.40(13) . . ?
C21 N5 C32 116.72(13) . . ?
C30 N6 C31 117.28(14) . . ?
C48 C49 C44 119.22(12) . . ?
C50 C49 C48 121.82(12) . . ?
C50 C49 C44 118.96(12) . . ?
N8 C35 C34 120.67(12) . . ?
N8 C35 C36 116.98(12) . . ?
C34 C35 C36 122.35(13) . . ?
C19 C18 H18 119.5(9) . . ?
C17 C18 C19 120.25(12) . . ?
C17 C18 H18 120.3(9) . . ?
C49 C48 H48 120.3(10) . . ?
C47 C48 C49 120.50(12) . . ?
C47 C48 H48 119.2(10) . . ?
C18 C19 C14 118.92(12) . . ?
C20 C19 C18 121.69(12) . . ?
C20 C19 C14 119.38(12) . . ?
N8 C38 C39 120.87(12) . . ?
N8 C38 C37 117.53(12) . . ?
C39 C38 C37 121.60(13) . . ?
N7 C39 C38 119.83(12) . . ?
N7 C39 C40 117.56(12) . . ?
C38 C39 C40 122.61(12) . . ?
C49 C50 H50 118.4(10) . . ?
C41 C50 C49 120.45(12) . . ?
C41 C50 H50 121.2(10) . . ?
O4 C47 C48 123.95(12) . . ?
O4 C47 C46 116.08(12) . . ?
C48 C47 C46 119.96(13) . . ?
O2 C17 C16 116.18(12) . . ?
C18 C17 O2 122.86(11) . . ?
C18 C17 C16 120.95(12) . . ?
N7 C34 C35 119.88(12) . . ?
N7 C34 C33 117.17(12) . . ?
C35 C34 C33 122.95(13) . . ?
C15 C14 C19 118.95(13) . . ?
C15 C14 C13 122.52(12) . . ?
C13 C14 C19 118.53(13) . . ?
O3 C41 C50 118.58(12) . . ?
O3 C41 C42 120.66(12) . . ?
C50 C41 C42 120.76(13) . . ?
N10 C57 C56 120.22(13) . . ?
N10 C57 C58 117.59(13) . . ?
C56 C57 C58 122.19(13) . . ?
C43 C44 C49 118.84(12) . . ?
C43 C44 C45 122.42(12) . . ?
C45 C44 C49 118.74(12) . . ?
N10 C52 C53 120.46(12) . . ?
N10 C52 C51 117.32(13) . . ?
C53 C52 C51 122.23(13) . . ?
N9 C56 C57 121.17(12) . . ?
N9 C56 C55 116.88(14) . . ?
C57 C56 C55 121.94(14) . . ?
N9 C53 C52 120.89(13) . . ?
N9 C53 C54 116.96(13) . . ?
C52 C53 C54 122.14(13) . . ?
C19 C20 H20 120.7(10) . . ?
C11 C20 C19 120.33(13) . . ?
C11 C20 H20 119.0(10) . . ?
C41 C42 H42 118.7(11) . . ?
C43 C42 C41 119.59(13) . . ?
C43 C42 H42 121.7(11) . . ?
C44 C43 H43 119.3(11) . . ?
C42 C43 C44 121.38(13) . . ?
C42 C43 H43 119.4(11) . . ?
C44 C45 H45 116.6(10) . . ?
C46 C45 C44 120.87(13) . . ?
C46 C45 H45 122.5(10) . . ?
N5 C32 C31 117.84(13) . . ?
N5 C32 C24 123.58(14) . . ?
C24 C32 C31 118.57(13) . . ?
C47 C46 H46 118.6(11) . . ?
C45 C46 C47 120.71(13) . . ?
C45 C46 H46 120.7(11) . . ?
C17 C16 H16 117.9(10) . . ?
C15 C16 C17 119.72(13) . . ?
C15 C16 H16 122.3(10) . . ?
C14 C15 H15 121.0(11) . . ?
C16 C15 C14 121.20(12) . . ?
C16 C15 H15 117.7(11) . . ?
N6 C31 C32 117.80(13) . . ?
N6 C31 C27 123.38(14) . . ?
C27 C31 C32 118.82(14) . . ?
C32 C24 C23 117.37(14) . . ?
C32 C24 C25 121.14(15) . . ?
C23 C24 C25 121.48(14) . . ?
O1 C11 C20 123.09(13) . . ?
O1 C11 C12 116.77(13) . . ?
C20 C11 C12 120.13(14) . . ?
N5 C21 C22 124.92(15) . . ?
N5 C21 H21 115.1(11) . . ?
C22 C21 H21 120.0(11) . . ?
C11 C12 H12 119.3(12) . . ?
C13 C12 C11 120.38(14) . . ?
C13 C12 H12 120.4(12) . . ?
C35 C36 H36A 113.1(14) . . ?
C35 C36 H36B 113.6(16) . . ?
C35 C36 H36C 112.2(16) . . ?
H36A C36 H36B 101(2) . . ?
H36A C36 H36C 116(2) . . ?
H36B C36 H36C 99(2) . . ?
C31 C27 C26 120.43(14) . . ?
C28 C27 C31 117.41(15) . . ?
C28 C27 C26 122.15(15) . . ?
C21 C22 H22 119.8(11) . . ?
C23 C22 C21 117.88(15) . . ?
C23 C22 H22 122.3(11) . . ?
C14 C13 H13 116.8(11) . . ?
C12 C13 C14 121.24(13) . . ?
C12 C13 H13 122.0(11) . . ?
C39 C40 H40A 111.9(14) . . ?
C39 C40 H40B 110.8(17) . . ?
C39 C40 H40C 113.9(16) . . ?
H40A C40 H40B 114(2) . . ?
H40A C40 H40C 103(2) . . ?
H40B C40 H40C 103(2) . . ?
C34 C33 H33A 111.9(17) . . ?
C34 C33 H33B 111(2) . . ?
C34 C33 H33C 112.7(18) . . ?
H33A C33 H33B 99(2) . . ?
H33A C33 H33C 112(2) . . ?
H33B C33 H33C 109(3) . . ?
C56 C55 H55A 110.7(13) . . ?
C56 C55 H55B 110.2(13) . . ?
C56 C55 H55C 111.1(13) . . ?
H55A C55 H55B 108.9(18) . . ?
H55A C55 H55C 106.3(18) . . ?
H55B C55 H55C 109.6(18) . . ?
C24 C23 H23 126.3(12) . . ?
C22 C23 C24 119.50(15) . . ?
C22 C23 H23 114.2(12) . . ?
C27 C28 H28 117.3(12) . . ?
C29 C28 C27 119.86(15) . . ?
C29 C28 H28 122.9(12) . . ?
C52 C51 H51A 113.3(17) . . ?
C52 C51 H51B 111.7(13) . . ?
C52 C51 H51C 112.3(16) . . ?
H51A C51 H51B 104(2) . . ?
H51A C51 H51C 108(2) . . ?
H51B C51 H51C 107(2) . . ?
C38 C37 H37A 110.5(12) . . ?
C38 C37 H37B 112.9(13) . . ?
C38 C37 H37C 110.5(12) . . ?
H37A C37 H37B 104.5(17) . . ?
H37A C37 H37C 108.6(17) . . ?
H37B C37 H37C 109.7(18) . . ?
C53 C54 H54A 110.4(13) . . ?
C53 C54 H54B 111.8(15) . . ?
C53 C54 H54C 111.4(15) . . ?
H54A C54 H54B 107.2(19) . . ?
H54A C54 H54C 105.5(19) . . ?
H54B C54 H54C 110(2) . . ?
C57 C58 H58A 110.6(14) . . ?
C57 C58 H58B 111.9(14) . . ?
C57 C58 H58C 109.2(12) . . ?
H58A C58 H58B 108(2) . . ?
H58A C58 H58C 107.8(18) . . ?
H58B C58 H58C 109.2(18) . . ?
C28 C29 H29 120.9 . . ?
C28 C29 C30 118.13(16) . . ?
C30 C29 H29 120.9 . . ?
C27 C26 H26 117.6(12) . . ?
C25 C26 C27 120.93(15) . . ?
C25 C26 H26 121.3(12) . . ?
C24 C25 H25 116.6(12) . . ?
C26 C25 C24 120.08(15) . . ?
C26 C25 H25 123.3(12) . . ?
N6 C30 C29 123.94(17) . . ?
N6 C30 H30 115.1(12) . . ?
C29 C30 H30 120.9(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 N7 0.95(2) 1.74(2) 2.6794(14) 171(2) . yes
O4 H4 N10 0.97(2) 1.82(2) 2.7878(16) 175(2) 1_556 yes
O3 H3 O2 0.93(2) 1.75(2) 2.6734(14) 171(2) 1_545 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C17 C16 C15 179.64(12) . . . . ?
O4 C47 C46 C45 -178.72(12) . . . . ?
O3 C41 C42 C43 -179.50(13) . . . . ?
O1 C11 C12 C13 178.26(14) . . . . ?
N10 C57 C56 N9 -1.07(19) . . . . ?
N10 C57 C56 C55 178.03(13) . . . . ?
N10 C52 C53 N9 -0.56(19) . . . . ?
N10 C52 C53 C54 -179.61(13) . . . . ?
N8 C35 C34 N7 -0.21(19) . . . . ?
N8 C35 C34 C33 179.54(13) . . . . ?
N8 C38 C39 N7 -0.79(19) . . . . ?
N8 C38 C39 C40 179.64(13) . . . . ?
N5 C32 C31 N6 1.35(19) . . . . ?
N5 C32 C31 C27 -178.54(12) . . . . ?
N5 C32 C24 C23 -0.3(2) . . . . ?
N5 C32 C24 C25 179.45(13) . . . . ?
N5 C21 C22 C23 -0.5(2) . . . . ?
N6 C31 C27 C28 0.2(2) . . . . ?
N6 C31 C27 C26 179.07(13) . . . . ?
C49 C48 C47 O4 177.89(11) . . . . ?
C49 C48 C47 C46 -1.26(19) . . . . ?
C49 C50 C41 O3 -179.87(12) . . . . ?
C49 C50 C41 C42 1.01(19) . . . . ?
C49 C44 C43 C42 1.3(2) . . . . ?
C49 C44 C45 C46 -0.3(2) . . . . ?
C35 N8 C38 C39 -0.47(19) . . . . ?
C35 N8 C38 C37 179.31(12) . . . . ?
C18 C19 C14 C15 0.84(19) . . . . ?
C18 C19 C14 C13 -178.78(12) . . . . ?
C18 C19 C20 C11 179.10(13) . . . . ?
C18 C17 C16 C15 0.4(2) . . . . ?
C48 C49 C50 C41 179.57(11) . . . . ?
C48 C49 C44 C43 179.30(11) . . . . ?
C48 C49 C44 C45 -0.50(18) . . . . ?
C48 C47 C46 C45 0.5(2) . . . . ?
C19 C18 C17 O2 -179.28(11) . . . . ?
C19 C18 C17 C16 -0.13(19) . . . . ?
C19 C14 C15 C16 -0.6(2) . . . . ?
C19 C14 C13 C12 -0.8(2) . . . . ?
C19 C20 C11 O1 -178.63(13) . . . . ?
C19 C20 C11 C12 0.1(2) . . . . ?
C38 N8 C35 C34 0.96(18) . . . . ?
C38 N8 C35 C36 -178.88(12) . . . . ?
C39 N7 C34 C35 -1.05(18) . . . . ?
C39 N7 C34 C33 179.18(12) . . . . ?
C50 C49 C48 C47 -178.77(11) . . . . ?
C50 C49 C44 C43 -0.67(17) . . . . ?
C50 C49 C44 C45 179.53(12) . . . . ?
C50 C41 C42 C43 -0.4(2) . . . . ?
C17 C18 C19 C14 -0.51(19) . . . . ?
C17 C18 C19 C20 -179.64(12) . . . . ?
C17 C16 C15 C14 -0.1(2) . . . . ?
C34 N7 C39 C38 1.53(18) . . . . ?
C34 N7 C39 C40 -178.87(12) . . . . ?
C14 C19 C20 C11 0.0(2) . . . . ?
C41 C42 C43 C44 -0.8(2) . . . . ?
C57 N10 C52 C53 0.30(18) . . . . ?
C57 N10 C52 C51 -179.88(12) . . . . ?
C44 C49 C48 C47 1.26(18) . . . . ?
C44 C49 C50 C41 -0.46(18) . . . . ?
C44 C45 C46 C47 0.3(2) . . . . ?
C52 N10 C57 C56 0.48(18) . . . . ?
C52 N10 C57 C58 -179.32(12) . . . . ?
C56 N9 C53 C52 0.00(19) . . . . ?
C56 N9 C53 C54 179.09(12) . . . . ?
C53 N9 C56 C57 0.80(19) . . . . ?
C53 N9 C56 C55 -178.34(12) . . . . ?
C20 C19 C14 C15 179.99(12) . . . . ?
C20 C19 C14 C13 0.37(19) . . . . ?
C20 C11 C12 C13 -0.6(2) . . . . ?
C43 C44 C45 C46 179.95(13) . . . . ?
C45 C44 C43 C42 -178.91(13) . . . . ?
C32 N5 C21 C22 1.3(2) . . . . ?
C32 C31 C27 C28 -179.95(12) . . . . ?
C32 C31 C27 C26 -1.0(2) . . . . ?
C32 C24 C23 C22 1.0(2) . . . . ?
C32 C24 C25 C26 -0.8(2) . . . . ?
C15 C14 C13 C12 179.57(14) . . . . ?
C31 N6 C30 C29 0.6(2) . . . . ?
C31 C32 C24 C23 179.70(12) . . . . ?
C31 C32 C24 C25 -0.6(2) . . . . ?
C31 C27 C28 C29 0.3(2) . . . . ?
C31 C27 C26 C25 -0.3(2) . . . . ?
C24 C32 C31 N6 -178.64(12) . . . . ?
C24 C32 C31 C27 1.47(19) . . . . ?
C11 C12 C13 C14 0.9(2) . . . . ?
C21 N5 C32 C31 179.19(12) . . . . ?
C21 N5 C32 C24 -0.8(2) . . . . ?
C21 C22 C23 C24 -0.7(2) . . . . ?
C36 C35 C34 N7 179.62(12) . . . . ?
C36 C35 C34 C33 -0.6(2) . . . . ?
C27 C28 C29 C30 -0.3(2) . . . . ?
C27 C26 C25 C24 1.3(2) . . . . ?
C13 C14 C15 C16 179.05(14) . . . . ?
C23 C24 C25 C26 178.89(14) . . . . ?
C28 C27 C26 C25 178.50(15) . . . . ?
C28 C29 C30 N6 -0.1(3) . . . . ?
C51 C52 C53 N9 179.62(13) . . . . ?
C51 C52 C53 C54 0.6(2) . . . . ?
C37 C38 C39 N7 179.44(12) . . . . ?
C37 C38 C39 C40 -0.1(2) . . . . ?
C58 C57 C56 N9 178.73(13) . . . . ?
C58 C57 C56 C55 -2.2(2) . . . . ?
C26 C27 C28 C29 -178.59(15) . . . . ?
C25 C24 C23 C22 -178.68(14) . . . . ?
C30 N6 C31 C32 179.53(13) . . . . ?
C30 N6 C31 C27 -0.6(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 18.0 0.4 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.699
_oxdiff_exptl_absorpt_empirical_full_min 0.645
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1099_amr_75c-meno2
_database_code_depnum_ccdc_archive 'CCDC 2169361'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_exp_1099_amr_75c-meno2 
;
PROBLEM: Hirshfeld Test Diff for    N6       --C30      .       11.8 s.u.
RESPONSE: All the atoms are assigned correctly, this alert appears may be due to large thermal vibration of that nitrogen and carbon atom.
;
# Added during the CSD deposition process: Friday 08 July 2022 11:34 AM
# end Validation Reply Form

_audit_creation_date             2022-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C10 H8 O2), C8 H6 N2, 2(C8 H12 N2)'
_chemical_formula_sum            'C44 H46 N6 O4'
_chemical_formula_weight         722.87
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.09200(10)
_cell_length_b                   12.2035(2)
_cell_length_c                   17.7698(3)
_cell_angle_alpha                91.6280(10)
_cell_angle_beta                 98.4360(10)
_cell_angle_gamma                103.4880(10)
_cell_volume                     1892.49(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12755
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.0800
_cell_measurement_theta_min      4.4040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21056
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.655
_diffrn_reflns_theta_min         3.733
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9680
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  18.00   0.50    1.00    --    0.00 -37.00 150.00  214
  2  ω    -26.00  31.00   0.50    1.00    --    0.00  77.00  60.00  114
  3  ω     20.00  65.00   0.50    1.00    --    0.00  77.00   0.00   90
  4  ω    -88.00  19.00   0.50    1.00    --    0.00 -37.00-120.00  214
  5  ω    -30.00   0.00   0.50    1.00    --    0.00  77.00   0.00   60
  6  ω     37.00  78.00   0.50    1.00    --    0.00  37.00 120.00   82
  7  ω     26.00  52.00   0.50    3.50    --  107.20 -82.00-180.00   52
  8  ω     91.00 133.00   0.50    3.50    --  107.20 -82.00   0.00   84
  9  ω    103.00 177.00   0.50    3.50    --  107.20  30.00  90.00  148
 10  ω     20.00 125.00   0.50    3.50    --  107.20 -82.00 -60.00  210
 11  ω    122.00 196.00   0.50    3.50    --  107.20  30.00 150.00  148
 12  ω     21.00 140.00   0.50    3.50    --  107.20 -82.00 120.00  238
 13  ω     34.00 124.00   0.50    3.50    --  107.20 -30.00-180.00  180
 14  ω     63.00 105.00   0.50    3.50    --  107.20 -82.00 -90.00   84
 15  ω     25.00  51.00   0.50    3.50    --  107.20 -82.00   0.00   52
 16  ω     78.00 107.00   0.50    3.50    --  107.20 -82.00  60.00   58
 17  ω     59.00 125.00   0.50    3.50    --  107.20 -30.00 -30.00  132
 18  ω     58.00 125.00   0.50    3.50    --  107.20 -15.00 120.00  134
 19  ω     85.00 138.00   0.50    3.50    --  107.20 -82.00-180.00  106
 20  ω     89.00 194.00   0.50    3.50    --  107.20  30.00-180.00  210
 21  ω     85.00 116.00   0.50    3.50    --  107.20 -61.00 -30.00   62
 22  ω     18.00 115.00   0.50    3.50    --  107.20 -61.00 -60.00  194
 23  ω     21.00 109.00   0.50    3.50    --  107.20 -61.00 120.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0909061000
_diffrn_orient_matrix_UB_12      0.1063429000
_diffrn_orient_matrix_UB_13      -0.0321244000
_diffrn_orient_matrix_UB_21      -0.1484925000
_diffrn_orient_matrix_UB_22      0.0402014000
_diffrn_orient_matrix_UB_23      -0.0208625000
_diffrn_orient_matrix_UB_31      0.0286830000
_diffrn_orient_matrix_UB_32      0.0632455000
_diffrn_orient_matrix_UB_33      0.0790374000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7151
_reflns_number_total             7977
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     660
_refine_ls_number_reflns         7977
_refine_ls_number_restraints     135
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+0.4238P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1358
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 N6, C30
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 All non-hydrogen atoms
 with sigma for 1-2 distances of 1 and sigma for 1-3 distances of 1
3.a Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.05332(12) 0.46978(10) 0.18372(6) 0.0445(3) Uani 1 1 d . U . . .
O2 O 0.29572(11) 0.83236(8) 0.52643(5) 0.0367(2) Uani 1 1 d . U . . .
O3 O 0.77293(12) 1.09062(10) 0.34225(6) 0.0477(3) Uani 1 1 d . U . . .
O4 O 0.52562(12) 0.69424(10) 0.01291(6) 0.0460(3) Uani 1 1 d . U . . .
N5 N 0.11365(14) 0.31702(10) 0.23359(7) 0.0381(3) Uani 1 1 d . U . . .
N6 N 0.26094(19) 0.14737(12) 0.28302(7) 0.0518(3) Uani 1 1 d . U . . .
N7 N 0.47265(11) 0.68820(9) 0.56311(6) 0.0296(2) Uani 1 1 d . U . . .
N8 N 0.65238(12) 0.53698(9) 0.59285(6) 0.0308(2) Uani 1 1 d . U . . .
N9 N -0.03388(12) 0.07126(10) 0.10102(6) 0.0359(3) Uani 1 1 d . U . . .
N10 N 0.21192(12) 0.18817(10) 0.03844(6) 0.0346(2) Uani 1 1 d . U . . .
C10 C -0.13944(15) 0.63099(12) 0.21370(8) 0.0373(3) Uani 1 1 d . U . . .
C11 C -0.13322(15) 0.72257(12) 0.26013(8) 0.0369(3) Uani 1 1 d . U . . .
C12 C -0.02721(14) 0.74958(11) 0.32882(7) 0.0311(3) Uani 1 1 d . U . . .
C13 C -0.01508(15) 0.84645(11) 0.37701(8) 0.0351(3) Uani 1 1 d . U . . .
C14 C 0.09148(15) 0.87226(11) 0.44156(8) 0.0345(3) Uani 1 1 d . U . . .
C15 C 0.19101(14) 0.80020(11) 0.46156(7) 0.0297(3) Uani 1 1 d . U . . .
C16 C 0.18048(13) 0.70428(11) 0.41716(7) 0.0282(2) Uani 1 1 d . U . . .
C17 C 0.07253(13) 0.67701(10) 0.34913(7) 0.0273(2) Uani 1 1 d . U . . .
C18 C 0.06320(13) 0.58118(11) 0.30023(7) 0.0296(3) Uani 1 1 d . U . . .
C19 C -0.03992(14) 0.55907(12) 0.23362(7) 0.0335(3) Uani 1 1 d . U . . .
C20 C 0.66377(15) 1.00484(11) 0.30163(8) 0.0341(3) Uani 1 1 d . U . . .
C21 C 0.52767(16) 0.95523(13) 0.33019(8) 0.0375(3) Uani 1 1 d . U . . .
C22 C 0.42262(16) 0.86796(13) 0.28893(8) 0.0388(3) Uani 1 1 d . U . . .
C23 C 0.44690(14) 0.82460(11) 0.21842(7) 0.0329(3) Uani 1 1 d . U . . .
C24 C 0.34224(16) 0.73168(13) 0.17533(8) 0.0392(3) Uani 1 1 d . U . . .
C25 C 0.37060(16) 0.69098(12) 0.10828(8) 0.0385(3) Uani 1 1 d . U . . .
C26 C 0.50632(15) 0.74171(12) 0.07964(8) 0.0350(3) Uani 1 1 d . U . . .
C27 C 0.60900(14) 0.83326(12) 0.11880(7) 0.0330(3) Uani 1 1 d . U . . .
C28 C 0.58217(13) 0.87642(11) 0.18921(7) 0.0294(3) Uani 1 1 d . U . . .
C29 C 0.68921(14) 0.96786(12) 0.23238(7) 0.0331(3) Uani 1 1 d . U . . .
C30 C 0.1202(2) 0.14585(14) 0.29267(9) 0.0488(4) Uani 1 1 d . U . . .
C31 C 0.04652(19) 0.23004(14) 0.26816(8) 0.0449(3) Uani 1 1 d . U . . .
C32 C 0.25950(15) 0.32101(12) 0.22081(7) 0.0343(3) Uani 1 1 d . U . . .
C33 C 0.33369(19) 0.41146(14) 0.18136(9) 0.0445(3) Uani 1 1 d . U . . .
C34 C 0.4765(2) 0.41498(18) 0.16586(10) 0.0580(5) Uani 1 1 d . U . . .
C35 C 0.5519(2) 0.3310(2) 0.19052(11) 0.0676(6) Uani 1 1 d . U . . .
C36 C 0.4839(2) 0.24429(19) 0.22981(10) 0.0582(5) Uani 1 1 d . U . . .
C37 C 0.33426(17) 0.23631(13) 0.24524(8) 0.0409(3) Uani 1 1 d . U . . .
C38 C 0.66984(17) 0.82117(12) 0.51219(8) 0.0402(3) Uani 1 1 d . U . . .
H38A H 0.586906 0.837574 0.477949 0.060 Uiso 1 1 calc R U . . .
H38B H 0.751812 0.816476 0.484744 0.060 Uiso 1 1 calc R U . . .
H38C H 0.705840 0.880134 0.552131 0.060 Uiso 1 1 calc R U . . .
C39 C 0.61518(14) 0.71092(11) 0.54612(7) 0.0297(3) Uani 1 1 d . U . . .
C40 C 0.70594(13) 0.63352(11) 0.56126(7) 0.0299(3) Uani 1 1 d . U . . .
C41 C 0.86648(16) 0.65455(14) 0.54346(9) 0.0396(3) Uani 1 1 d . U . . .
C42 C 0.45778(18) 0.40713(13) 0.64744(9) 0.0401(3) Uani 1 1 d . U . . .
C43 C 0.51085(14) 0.51538(11) 0.61068(7) 0.0301(3) Uani 1 1 d . U . . .
C44 C 0.41866(13) 0.59191(11) 0.59563(7) 0.0299(3) Uani 1 1 d . U . . .
C45 C 0.25939(16) 0.57254(15) 0.61419(10) 0.0416(3) Uani 1 1 d . U . . .
C46 C 0.35989(18) 0.04916(15) 0.07137(10) 0.0457(4) Uani 1 1 d . U . . .
C47 C 0.21758(15) 0.09151(12) 0.07055(7) 0.0341(3) Uani 1 1 d . U . . .
C48 C 0.09239(15) 0.03180(12) 0.10273(7) 0.0347(3) Uani 1 1 d . U . . .
C49 C 0.0948(2) -0.07527(14) 0.14111(10) 0.0467(4) Uani 1 1 d . U . . .
C50 C -0.18070(18) 0.21055(16) 0.06950(10) 0.0449(3) Uani 1 1 d . U . . .
C51 C -0.03838(15) 0.16818(12) 0.06901(7) 0.0346(3) Uani 1 1 d . U . . .
C52 C 0.08644(15) 0.22870(12) 0.03725(7) 0.0344(3) Uani 1 1 d . U . . .
C53 C 0.0854(2) 0.33825(15) 0.00181(10) 0.0474(4) Uani 1 1 d . U . . .
H13 H -0.083(2) 0.8943(15) 0.3630(10) 0.047(5) Uiso 1 1 d . . . . .
H18 H 0.1323(18) 0.5319(14) 0.3135(9) 0.035(4) Uiso 1 1 d . . . . .
H21 H 0.509(2) 0.9850(15) 0.3777(10) 0.047(5) Uiso 1 1 d . . . . .
H16 H 0.2495(18) 0.6542(13) 0.4318(9) 0.032(4) Uiso 1 1 d . . . . .
H27 H 0.704(2) 0.8728(15) 0.0985(10) 0.044(4) Uiso 1 1 d . . . . .
H24 H 0.249(2) 0.6987(16) 0.1958(11) 0.052(5) Uiso 1 1 d . . . . .
H29 H 0.782(2) 1.0043(15) 0.2119(10) 0.045(4) Uiso 1 1 d . . . . .
H11 H -0.201(2) 0.7701(16) 0.2476(11) 0.054(5) Uiso 1 1 d . . . . .
H41A H 0.869(2) 0.6629(16) 0.4892(12) 0.054(5) Uiso 1 1 d . . . . .
H49A H 0.164(2) -0.0578(17) 0.1910(12) 0.063(6) Uiso 1 1 d . . . . .
H14 H 0.102(2) 0.9385(15) 0.4756(10) 0.045(4) Uiso 1 1 d . . . . .
H10 H -0.212(2) 0.6093(16) 0.1665(11) 0.057(5) Uiso 1 1 d . . . . .
H33 H 0.278(2) 0.4680(18) 0.1651(12) 0.063(6) Uiso 1 1 d . . . . .
H42A H 0.362(2) 0.3581(18) 0.6213(12) 0.064(6) Uiso 1 1 d . . . . .
H2 H 0.354(2) 0.7787(18) 0.5362(12) 0.060(5) Uiso 1 1 d . . . . .
H25 H 0.301(2) 0.6283(17) 0.0775(11) 0.055(5) Uiso 1 1 d . . . . .
H42B H 0.440(2) 0.4225(17) 0.6976(12) 0.062(6) Uiso 1 1 d . . . . .
H41B H 0.910(2) 0.5919(19) 0.5572(12) 0.064(6) Uiso 1 1 d . . . . .
H53A H 0.008(3) 0.3302(18) -0.0456(13) 0.069(6) Uiso 1 1 d . . . . .
H41C H 0.934(2) 0.7244(18) 0.5725(12) 0.061(6) Uiso 1 1 d . . . . .
H31 H -0.067(2) 0.2250(17) 0.2777(11) 0.062(6) Uiso 1 1 d . . . . .
H30 H 0.061(2) 0.0755(18) 0.3187(12) 0.062(6) Uiso 1 1 d . . . . .
H50A H -0.252(3) 0.1554(19) 0.0975(12) 0.068(6) Uiso 1 1 d . . . . .
H22 H 0.329(2) 0.8328(17) 0.3084(11) 0.060(5) Uiso 1 1 d . . . . .
H53B H 0.193(3) 0.3751(18) -0.0112(12) 0.066(6) Uiso 1 1 d . . . . .
H3 H 0.743(2) 1.1078(18) 0.3833(13) 0.062(6) Uiso 1 1 d . . . . .
H50B H -0.154(3) 0.286(2) 0.0932(14) 0.079(7) Uiso 1 1 d . . . . .
H34 H 0.531(3) 0.4737(19) 0.1367(13) 0.069(6) Uiso 1 1 d . . . . .
H53C H 0.046(3) 0.389(2) 0.0363(13) 0.075(7) Uiso 1 1 d . . . . .
H45A H 0.227(3) 0.641(2) 0.6244(15) 0.094(8) Uiso 1 1 d . . . . .
H46A H 0.446(3) 0.109(2) 0.0553(13) 0.074(6) Uiso 1 1 d . . . . .
H1 H 0.013(3) 0.4243(19) 0.2037(13) 0.073(7) Uiso 1 1 d . . . . .
H50C H -0.224(3) 0.2224(18) 0.0195(13) 0.068(6) Uiso 1 1 d . . . . .
H42C H 0.533(3) 0.362(2) 0.6497(14) 0.085(7) Uiso 1 1 d . . . . .
H4 H 0.616(3) 0.739(2) -0.0043(14) 0.091(8) Uiso 1 1 d . . . . .
H49B H -0.015(3) -0.111(2) 0.1555(14) 0.088(7) Uiso 1 1 d . . . . .
H46B H 0.399(3) 0.032(2) 0.1240(16) 0.094(8) Uiso 1 1 d . . . . .
H35 H 0.657(3) 0.341(2) 0.1789(14) 0.084(7) Uiso 1 1 d . . . . .
H49C H 0.133(3) -0.129(2) 0.1101(13) 0.076(7) Uiso 1 1 d . . . . .
H36 H 0.527(3) 0.178(2) 0.2466(13) 0.079(7) Uiso 1 1 d . . . . .
H45B H 0.240(3) 0.531(2) 0.6562(17) 0.103(9) Uiso 1 1 d . . . . .
H45C H 0.189(4) 0.533(3) 0.5718(19) 0.120(10) Uiso 1 1 d . . . . .
H46C H 0.347(3) -0.018(2) 0.0342(16) 0.100(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.3564(17) . ?
O1 H1 0.95(2) . ?
O2 C15 1.3665(15) . ?
O2 H2 0.94(2) . ?
O3 C20 1.3654(17) . ?
O3 H3 0.85(2) . ?
O4 C26 1.3571(17) . ?
O4 H4 0.97(3) . ?
N5 C31 1.312(2) . ?
N5 C32 1.3680(18) . ?
N6 C30 1.312(2) . ?
N6 C37 1.381(2) . ?
N7 C39 1.3414(16) . ?
N7 C44 1.3448(17) . ?
N8 C40 1.3380(17) . ?
N8 C43 1.3385(16) . ?
N9 C48 1.3414(17) . ?
N9 C51 1.3335(19) . ?
N10 C47 1.3334(18) . ?
N10 C52 1.3429(17) . ?
C10 C11 1.356(2) . ?
C10 C19 1.4172(19) . ?
C10 H10 0.98(2) . ?
C11 C12 1.4181(19) . ?
C11 H11 0.950(19) . ?
C12 C13 1.413(2) . ?
C12 C17 1.4261(16) . ?
C13 C14 1.366(2) . ?
C13 H13 0.955(18) . ?
C14 C15 1.4188(17) . ?
C14 H14 0.972(18) . ?
C15 C16 1.3692(18) . ?
C16 C17 1.4185(17) . ?
C16 H16 0.987(16) . ?
C17 C18 1.4157(18) . ?
C18 C19 1.3753(17) . ?
C18 H18 0.976(17) . ?
C20 C21 1.4168(19) . ?
C20 C29 1.3682(19) . ?
C21 C22 1.364(2) . ?
C21 H21 0.963(18) . ?
C22 C23 1.413(2) . ?
C22 H22 0.98(2) . ?
C23 C24 1.418(2) . ?
C23 C28 1.4231(17) . ?
C24 C25 1.360(2) . ?
C24 H24 0.97(2) . ?
C25 C26 1.4181(19) . ?
C25 H25 0.965(19) . ?
C26 C27 1.3722(19) . ?
C27 C28 1.4191(18) . ?
C27 H27 1.006(18) . ?
C28 C29 1.4166(19) . ?
C29 H29 0.981(18) . ?
C30 C31 1.398(3) . ?
C30 H30 1.06(2) . ?
C31 H31 1.06(2) . ?
C32 C33 1.414(2) . ?
C32 C37 1.409(2) . ?
C33 C34 1.358(2) . ?
C33 H33 0.97(2) . ?
C34 C35 1.406(3) . ?
C34 H34 0.98(2) . ?
C35 C36 1.361(3) . ?
C35 H35 0.99(3) . ?
C36 C37 1.409(2) . ?
C36 H36 1.01(2) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C38 C39 1.4976(18) . ?
C39 C40 1.3994(18) . ?
C40 C41 1.5039(17) . ?
C41 H41A 0.98(2) . ?
C41 H41B 0.96(2) . ?
C41 H41C 1.00(2) . ?
C42 C43 1.4997(19) . ?
C42 H42A 0.98(2) . ?
C42 H42B 0.95(2) . ?
C42 H42C 0.97(3) . ?
C43 C44 1.4000(18) . ?
C44 C45 1.4988(18) . ?
C45 H45A 0.97(3) . ?
C45 H45B 0.93(3) . ?
C45 H45C 0.95(3) . ?
C46 C47 1.4995(19) . ?
C46 H46A 1.02(2) . ?
C46 H46B 1.00(3) . ?
C46 H46C 1.01(3) . ?
C47 C48 1.407(2) . ?
C48 C49 1.494(2) . ?
C49 H49A 1.00(2) . ?
C49 H49B 1.07(3) . ?
C49 H49C 1.00(2) . ?
C50 C51 1.5023(19) . ?
C50 H50A 1.01(2) . ?
C50 H50B 0.96(2) . ?
C50 H50C 0.95(2) . ?
C51 C52 1.404(2) . ?
C52 C53 1.495(2) . ?
C53 H53A 1.00(2) . ?
C53 H53B 1.04(2) . ?
C53 H53C 1.01(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
C19 O1 H1 109.7(14) . . ?
C15 O2 H2 110.5(12) . . ?
C20 O3 H3 109.5(14) . . ?
C26 O4 H4 109.6(15) . . ?
C31 N5 C32 116.93(13) . . ?
C30 N6 C37 116.54(14) . . ?
C39 N7 C44 119.77(11) . . ?
C40 N8 C43 119.24(11) . . ?
C51 N9 C48 119.03(12) . . ?
C47 N10 C52 119.70(12) . . ?
C11 C10 C19 120.16(12) . . ?
C11 C10 H10 123.4(11) . . ?
C19 C10 H10 116.4(11) . . ?
C10 C11 C12 121.39(12) . . ?
C10 C11 H11 120.5(11) . . ?
C12 C11 H11 118.1(11) . . ?
C11 C12 C17 118.53(12) . . ?
C13 C12 C11 122.51(12) . . ?
C13 C12 C17 118.95(12) . . ?
C12 C13 H13 118.3(10) . . ?
C14 C13 C12 121.21(12) . . ?
C14 C13 H13 120.5(10) . . ?
C13 C14 C15 119.78(13) . . ?
C13 C14 H14 122.8(10) . . ?
C15 C14 H14 117.4(10) . . ?
O2 C15 C14 116.36(11) . . ?
O2 C15 C16 122.95(11) . . ?
C16 C15 C14 120.69(12) . . ?
C15 C16 C17 120.42(11) . . ?
C15 C16 H16 120.1(9) . . ?
C17 C16 H16 119.4(9) . . ?
C16 C17 C12 118.92(12) . . ?
C18 C17 C12 119.21(11) . . ?
C18 C17 C16 121.86(11) . . ?
C17 C18 H18 119.5(9) . . ?
C19 C18 C17 120.30(12) . . ?
C19 C18 H18 120.2(9) . . ?
O1 C19 C10 116.25(12) . . ?
O1 C19 C18 123.34(12) . . ?
C18 C19 C10 120.41(13) . . ?
O3 C20 C21 121.08(12) . . ?
O3 C20 C29 118.19(12) . . ?
C29 C20 C21 120.72(13) . . ?
C20 C21 H21 119.6(11) . . ?
C22 C21 C20 119.56(13) . . ?
C22 C21 H21 120.8(11) . . ?
C21 C22 C23 121.52(13) . . ?
C21 C22 H22 120.1(12) . . ?
C23 C22 H22 118.4(12) . . ?
C22 C23 C24 122.89(12) . . ?
C22 C23 C28 118.65(13) . . ?
C24 C23 C28 118.45(12) . . ?
C23 C24 H24 117.1(11) . . ?
C25 C24 C23 121.29(13) . . ?
C25 C24 H24 121.6(11) . . ?
C24 C25 C26 120.26(13) . . ?
C24 C25 H25 123.3(12) . . ?
C26 C25 H25 116.5(12) . . ?
O4 C26 C25 115.98(13) . . ?
O4 C26 C27 123.76(12) . . ?
C27 C26 C25 120.26(13) . . ?
C26 C27 C28 120.35(12) . . ?
C26 C27 H27 121.7(10) . . ?
C28 C27 H27 117.9(10) . . ?
C27 C28 C23 119.37(12) . . ?
C29 C28 C23 119.05(12) . . ?
C29 C28 C27 121.55(11) . . ?
C20 C29 C28 120.44(12) . . ?
C20 C29 H29 120.5(10) . . ?
C28 C29 H29 119.1(10) . . ?
N6 C30 C31 122.93(15) . . ?
N6 C30 H30 116.8(11) . . ?
C31 C30 H30 120.2(11) . . ?
N5 C31 C30 122.24(15) . . ?
N5 C31 H31 117.9(11) . . ?
C30 C31 H31 119.9(11) . . ?
N5 C32 C33 118.58(13) . . ?
N5 C32 C37 121.08(13) . . ?
C37 C32 C33 120.33(14) . . ?
C32 C33 H33 117.8(12) . . ?
C34 C33 C32 119.51(17) . . ?
C34 C33 H33 122.7(12) . . ?
C33 C34 C35 120.33(18) . . ?
C33 C34 H34 122.8(13) . . ?
C35 C34 H34 116.8(13) . . ?
C34 C35 H35 115.9(15) . . ?
C36 C35 C34 121.19(17) . . ?
C36 C35 H35 122.9(15) . . ?
C35 C36 C37 120.05(18) . . ?
C35 C36 H36 126.3(14) . . ?
C37 C36 H36 113.4(14) . . ?
N6 C37 C32 120.24(14) . . ?
N6 C37 C36 121.20(16) . . ?
C36 C37 C32 118.56(16) . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
N7 C39 C38 117.04(11) . . ?
N7 C39 C40 119.82(12) . . ?
C40 C39 C38 123.13(12) . . ?
N8 C40 C39 120.73(11) . . ?
N8 C40 C41 117.14(12) . . ?
C39 C40 C41 122.13(12) . . ?
C40 C41 H41A 111.6(11) . . ?
C40 C41 H41B 110.2(13) . . ?
C40 C41 H41C 111.0(12) . . ?
H41A C41 H41B 107.3(17) . . ?
H41A C41 H41C 108.5(17) . . ?
H41B C41 H41C 108.2(17) . . ?
C43 C42 H42A 114.9(12) . . ?
C43 C42 H42B 110.2(13) . . ?
C43 C42 H42C 110.8(15) . . ?
H42A C42 H42B 105.8(18) . . ?
H42A C42 H42C 105.8(19) . . ?
H42B C42 H42C 109.1(19) . . ?
N8 C43 C42 117.04(12) . . ?
N8 C43 C44 120.62(12) . . ?
C44 C43 C42 122.34(12) . . ?
N7 C44 C43 119.80(11) . . ?
N7 C44 C45 117.05(12) . . ?
C43 C44 C45 123.14(13) . . ?
C44 C45 H45A 114.2(16) . . ?
C44 C45 H45B 116.3(18) . . ?
C44 C45 H45C 109.1(19) . . ?
H45A C45 H45B 104(2) . . ?
H45A C45 H45C 106(2) . . ?
H45B C45 H45C 106(3) . . ?
C47 C46 H46A 111.2(13) . . ?
C47 C46 H46B 110.4(15) . . ?
C47 C46 H46C 113.6(16) . . ?
H46A C46 H46B 106.0(19) . . ?
H46A C46 H46C 104(2) . . ?
H46B C46 H46C 111(2) . . ?
N10 C47 C46 118.27(13) . . ?
N10 C47 C48 120.23(12) . . ?
C48 C47 C46 121.50(13) . . ?
N9 C48 C47 120.35(13) . . ?
N9 C48 C49 117.43(13) . . ?
C47 C48 C49 122.21(13) . . ?
C48 C49 H49A 109.4(12) . . ?
C48 C49 H49B 109.7(14) . . ?
C48 C49 H49C 112.0(14) . . ?
H49A C49 H49B 104.7(17) . . ?
H49A C49 H49C 107.9(18) . . ?
H49B C49 H49C 112.7(19) . . ?
C51 C50 H50A 107.3(12) . . ?
C51 C50 H50B 109.8(14) . . ?
C51 C50 H50C 111.3(13) . . ?
H50A C50 H50B 112.2(19) . . ?
H50A C50 H50C 114.5(18) . . ?
H50B C50 H50C 101.7(19) . . ?
N9 C51 C50 117.39(13) . . ?
N9 C51 C52 120.99(12) . . ?
C52 C51 C50 121.61(14) . . ?
N10 C52 C51 119.70(13) . . ?
N10 C52 C53 118.12(13) . . ?
C51 C52 C53 122.18(13) . . ?
C52 C53 H53A 113.1(13) . . ?
C52 C53 H53B 110.3(12) . . ?
C52 C53 H53C 109.5(13) . . ?
H53A C53 H53B 108.8(17) . . ?
H53A C53 H53C 101.3(18) . . ?
H53B C53 H53C 113.6(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C15 C16 C17 -178.05(11) . . . . ?
O3 C20 C21 C22 -178.50(13) . . . . ?
O3 C20 C29 C28 177.73(12) . . . . ?
O4 C26 C27 C28 -178.56(12) . . . . ?
N5 C32 C33 C34 -177.83(13) . . . . ?
N5 C32 C37 N6 -0.21(19) . . . . ?
N5 C32 C37 C36 179.38(13) . . . . ?
N6 C30 C31 N5 0.0(2) . . . . ?
N7 C39 C40 N8 -0.25(18) . . . . ?
N7 C39 C40 C41 -179.96(12) . . . . ?
N8 C43 C44 N7 -0.15(18) . . . . ?
N8 C43 C44 C45 179.96(12) . . . . ?
N9 C51 C52 N10 0.57(19) . . . . ?
N9 C51 C52 C53 -179.27(13) . . . . ?
N10 C47 C48 N9 0.35(19) . . . . ?
N10 C47 C48 C49 -178.39(13) . . . . ?
C10 C11 C12 C13 177.96(13) . . . . ?
C10 C11 C12 C17 -0.93(19) . . . . ?
C11 C10 C19 O1 -179.66(12) . . . . ?
C11 C10 C19 C18 0.3(2) . . . . ?
C11 C12 C13 C14 -177.86(12) . . . . ?
C11 C12 C17 C16 179.08(11) . . . . ?
C11 C12 C17 C18 0.29(17) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C12 C17 C18 C19 0.60(18) . . . . ?
C13 C12 C17 C16 0.15(17) . . . . ?
C13 C12 C17 C18 -178.63(11) . . . . ?
C13 C14 C15 O2 179.24(12) . . . . ?
C13 C14 C15 C16 -0.61(19) . . . . ?
C14 C15 C16 C17 1.80(18) . . . . ?
C15 C16 C17 C12 -1.55(17) . . . . ?
C15 C16 C17 C18 177.20(11) . . . . ?
C16 C17 C18 C19 -178.14(11) . . . . ?
C17 C12 C13 C14 1.03(19) . . . . ?
C17 C18 C19 O1 179.04(12) . . . . ?
C17 C18 C19 C10 -0.90(19) . . . . ?
C19 C10 C11 C12 0.6(2) . . . . ?
C20 C21 C22 C23 0.7(2) . . . . ?
C21 C20 C29 C28 -2.3(2) . . . . ?
C21 C22 C23 C24 177.94(13) . . . . ?
C21 C22 C23 C28 -2.1(2) . . . . ?
C22 C23 C24 C25 -178.88(13) . . . . ?
C22 C23 C28 C27 179.43(12) . . . . ?
C22 C23 C28 C29 1.34(18) . . . . ?
C23 C24 C25 C26 -0.4(2) . . . . ?
C23 C28 C29 C20 0.84(19) . . . . ?
C24 C23 C28 C27 -0.65(18) . . . . ?
C24 C23 C28 C29 -178.74(12) . . . . ?
C24 C25 C26 O4 179.10(13) . . . . ?
C24 C25 C26 C27 -0.9(2) . . . . ?
C25 C26 C27 C28 1.5(2) . . . . ?
C26 C27 C28 C23 -0.68(18) . . . . ?
C26 C27 C28 C29 177.37(12) . . . . ?
C27 C28 C29 C20 -177.21(12) . . . . ?
C28 C23 C24 C25 1.2(2) . . . . ?
C29 C20 C21 C22 1.5(2) . . . . ?
C30 N6 C37 C32 1.5(2) . . . . ?
C30 N6 C37 C36 -178.06(14) . . . . ?
C31 N5 C32 C33 177.86(12) . . . . ?
C31 N5 C32 C37 -1.23(18) . . . . ?
C32 N5 C31 C30 1.4(2) . . . . ?
C32 C33 C34 C35 -1.6(2) . . . . ?
C33 C32 C37 N6 -179.28(12) . . . . ?
C33 C32 C37 C36 0.3(2) . . . . ?
C33 C34 C35 C36 0.4(3) . . . . ?
C34 C35 C36 C37 1.2(3) . . . . ?
C35 C36 C37 N6 178.07(15) . . . . ?
C35 C36 C37 C32 -1.5(2) . . . . ?
C37 N6 C30 C31 -1.4(2) . . . . ?
C37 C32 C33 C34 1.3(2) . . . . ?
C38 C39 C40 N8 178.85(12) . . . . ?
C38 C39 C40 C41 -0.86(19) . . . . ?
C39 N7 C44 C43 -0.78(17) . . . . ?
C39 N7 C44 C45 179.12(11) . . . . ?
C40 N8 C43 C42 -178.75(11) . . . . ?
C40 N8 C43 C44 0.86(17) . . . . ?
C42 C43 C44 N7 179.44(12) . . . . ?
C42 C43 C44 C45 -0.4(2) . . . . ?
C43 N8 C40 C39 -0.67(17) . . . . ?
C43 N8 C40 C41 179.06(11) . . . . ?
C44 N7 C39 C38 -178.19(11) . . . . ?
C44 N7 C39 C40 0.97(17) . . . . ?
C46 C47 C48 N9 -179.75(13) . . . . ?
C46 C47 C48 C49 1.5(2) . . . . ?
C47 N10 C52 C51 -0.77(18) . . . . ?
C47 N10 C52 C53 179.07(12) . . . . ?
C48 N9 C51 C50 -178.93(12) . . . . ?
C48 N9 C51 C52 0.11(18) . . . . ?
C50 C51 C52 N10 179.57(12) . . . . ?
C50 C51 C52 C53 -0.3(2) . . . . ?
C51 N9 C48 C47 -0.56(18) . . . . ?
C51 N9 C48 C49 178.24(12) . . . . ?
C52 N10 C47 C46 -179.57(12) . . . . ?
C52 N10 C47 C48 0.33(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.935
_oxdiff_exptl_absorpt_empirical_full_min 0.571
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_969_am-r-19c-crysalispro
_database_code_depnum_ccdc_archive 'CCDC 2168526'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C16 H10, 2(C13 H9 N), 2(C10 H8 O2), 2(C8 H12 N2)'
_chemical_formula_sum            'C78 H68 N6 O4'
_chemical_formula_weight         1153.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2111(3)
_cell_length_b                   11.8322(4)
_cell_length_c                   14.3846(4)
_cell_angle_alpha                91.725(2)
_cell_angle_beta                 104.910(2)
_cell_angle_gamma                102.633(2)
_cell_volume                     1472.07(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7563
_cell_measurement_temperature    123
_cell_measurement_theta_max      74.5540
_cell_measurement_theta_min      3.2030
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             610
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15805
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.493
_diffrn_reflns_theta_min         3.193
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00 -15.00   0.50    1.74    --    0.00 -19.00   0.00   52
  2  ω    -85.00 -51.00   0.50    1.74    --    0.00 -19.00   0.00   68
  3  ω    -39.00  31.00   0.50    1.74    --    0.00 -82.00-150.00  140
  4  ω    -84.00  16.00   0.50    1.74    --    0.00 -57.00 120.00  200
  5  ω    -19.00  46.00   0.50    1.74    --    0.00  40.00  -4.00  130
  6  ω    -67.00 -41.00   0.50    1.74    --    0.00 -82.00-150.00   52
  7  ω     19.00 140.00   0.50    6.97    --  107.20 -82.00  30.00  242
  8  ω     87.00 196.00   0.50    6.97    --  107.20  45.00-180.00  218
  9  ω     32.00  58.00   0.50    6.97    --  107.20 -15.00   0.00   52
 10  ω     77.00 129.00   0.50    6.97    --  107.20 -82.00 120.00  104
 11  ω     85.00 126.00   0.50    6.97    --  107.20 -30.00-180.00   82
 12  ω     21.00 132.00   0.50    6.97    --  107.20 -61.00-120.00  222
 13  ω     20.00  68.00   0.50    6.97    --  107.20 -61.00 120.00   96
 14  ω     75.00 113.00   0.50    6.97    --  107.20 -61.00 120.00   76
 15  ω     20.00  70.00   0.50    6.97    --  107.20 -82.00 120.00  100
 16  ω     19.00 140.00   0.50    6.97    --  107.20 -82.00-120.00  242
 17  ω     80.00 195.00   0.50    6.97    --  107.20  15.00-120.00  230
 18  ω     88.00 116.00   0.50    6.97    --  107.20 -82.00 -30.00   56
 19  ω    102.00 134.00   0.50    6.97    --  107.20 -15.00-150.00   64
 20  ω    139.00 172.00   0.50    6.97    --  107.20  15.00 -30.00   66
 21  ω     26.00  96.00   0.50    6.97    --  107.20 -61.00  30.00  140
 22  ω     91.00 117.00   0.50    6.97    --  107.20 -82.00-180.00   52
 23  ω     27.00  96.00   0.50    6.97    --  107.20 -15.00-150.00  138
 24  ω     88.00 113.00   0.50    6.97    --  107.20 -82.00  60.00   50
 25  ω     73.00 135.00   0.50    6.97    --  107.20 -15.00   0.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1653742000
_diffrn_orient_matrix_UB_12      -0.0712734000
_diffrn_orient_matrix_UB_13      -0.0096162000
_diffrn_orient_matrix_UB_21      0.0659528000
_diffrn_orient_matrix_UB_22      -0.0943872000
_diffrn_orient_matrix_UB_23      0.0564568000
_diffrn_orient_matrix_UB_31      0.0004991000
_diffrn_orient_matrix_UB_32      0.0629729000
_diffrn_orient_matrix_UB_33      0.0954325000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4986
_reflns_number_total             5942
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         5942
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0627
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1331P)²+0.1984P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1888
_refine_ls_wR_factor_ref         0.1970
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C39(H39), C43(H43)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.16302(13) 0.56940(9) 0.88959(8) 0.0321(3) Uani 1 1 d . . . . .
H1 H 0.230(3) 0.611(2) 0.8629(16) 0.048(6) Uiso 1 1 d . . . . .
O2 O 0.10020(14) 0.15946(10) 0.48364(9) 0.0368(3) Uani 1 1 d . . . . .
H2 H 0.167(3) 0.212(2) 0.4710(18) 0.057(7) Uiso 1 1 d . . . . .
N3 N 0.38842(14) 0.71686(11) 0.83111(9) 0.0276(3) Uani 1 1 d . . . . .
N4 N 0.33461(15) 0.30060(12) 0.42794(9) 0.0316(3) Uani 1 1 d . . . . .
N5 N 0.57700(15) 0.44950(12) 0.38277(9) 0.0318(3) Uani 1 1 d . . . . .
C6 C 0.10094(16) 0.46797(13) 0.83175(11) 0.0281(3) Uani 1 1 d . . . . .
C7 C -0.02195(17) 0.38995(14) 0.85539(12) 0.0318(3) Uani 1 1 d . . . . .
H7 H -0.047(2) 0.4100(18) 0.9117(15) 0.040(5) Uiso 1 1 d . . . . .
C8 C -0.09224(17) 0.28692(14) 0.80007(12) 0.0324(3) Uani 1 1 d . . . . .
H8 H -0.175(3) 0.2322(19) 0.8179(15) 0.045(5) Uiso 1 1 d . . . . .
C9 C -0.04424(17) 0.25475(13) 0.71968(11) 0.0294(3) Uani 1 1 d . . . . .
C10 C -0.11318(17) 0.14759(13) 0.66179(12) 0.0321(3) Uani 1 1 d . . . . .
H10 H -0.197(2) 0.0950(17) 0.6787(13) 0.031(4) Uiso 1 1 d . . . . .
C11 C -0.06408(17) 0.11836(13) 0.58497(12) 0.0321(3) Uani 1 1 d . . . . .
H11 H -0.107(2) 0.0459(18) 0.5470(14) 0.039(5) Uiso 1 1 d . . . . .
C12 C 0.05840(17) 0.19653(13) 0.56081(11) 0.0296(3) Uani 1 1 d . . . . .
C13 C 0.12807(16) 0.30164(13) 0.61441(11) 0.0284(3) Uani 1 1 d . . . . .
H13 H 0.212(2) 0.3557(16) 0.5969(13) 0.029(4) Uiso 1 1 d . . . . .
C14 C 0.07930(16) 0.33310(12) 0.69562(10) 0.0268(3) Uani 1 1 d . . . . .
C15 C 0.15044(16) 0.43986(12) 0.75359(11) 0.0276(3) Uani 1 1 d . . . . .
H15 H 0.235(2) 0.4919(17) 0.7378(13) 0.031(4) Uiso 1 1 d . . . . .
C16 C 0.53393(17) 0.70065(13) 0.85176(10) 0.0271(3) Uani 1 1 d . . . . .
C17 C 0.56494(19) 0.60083(13) 0.89822(11) 0.0315(3) Uani 1 1 d . . . . .
H17 H 0.478(3) 0.5455(19) 0.9154(15) 0.044(5) Uiso 1 1 d . . . . .
C18 C 0.7104(2) 0.58192(14) 0.92083(12) 0.0349(4) Uani 1 1 d . . . . .
H18 H 0.727(3) 0.513(2) 0.9535(15) 0.048(6) Uiso 1 1 d . . . . .
C19 C 0.83349(19) 0.66116(15) 0.89723(12) 0.0369(4) Uani 1 1 d . . . . .
H19 H 0.930(3) 0.644(2) 0.9117(18) 0.064(7) Uiso 1 1 d . . . . .
C20 C 0.80829(18) 0.75731(15) 0.85309(12) 0.0346(4) Uani 1 1 d . . . . .
H20 H 0.890(3) 0.812(2) 0.8331(15) 0.046(6) Uiso 1 1 d . . . . .
C21 C 0.65788(17) 0.78151(13) 0.82910(11) 0.0294(3) Uani 1 1 d . . . . .
C22 C 0.62581(19) 0.87971(14) 0.78574(12) 0.0322(3) Uani 1 1 d . . . . .
H22 H 0.710(2) 0.9381(18) 0.7661(14) 0.037(5) Uiso 1 1 d . . . . .
C23 C 0.47650(18) 0.89828(13) 0.76442(11) 0.0301(3) Uani 1 1 d . . . . .
C24 C 0.4367(2) 0.99719(15) 0.71955(12) 0.0378(4) Uani 1 1 d . . . . .
H24 H 0.515(3) 1.0582(19) 0.7017(15) 0.042(5) Uiso 1 1 d . . . . .
C25 C 0.2873(2) 1.00871(16) 0.69852(13) 0.0417(4) Uani 1 1 d . . . . .
H25 H 0.261(3) 1.079(2) 0.6668(18) 0.061(7) Uiso 1 1 d . . . . .
C26 C 0.1716(2) 0.92302(16) 0.72091(12) 0.0400(4) Uani 1 1 d . . . . .
H26 H 0.063(3) 0.930(2) 0.7033(16) 0.051(6) Uiso 1 1 d . . . . .
C27 C 0.20490(19) 0.82817(15) 0.76510(12) 0.0343(4) Uani 1 1 d . . . . .
H27 H 0.126(3) 0.7644(19) 0.7843(15) 0.043(5) Uiso 1 1 d . . . . .
C28 C 0.35958(17) 0.81210(13) 0.78836(10) 0.0278(3) Uani 1 1 d . . . . .
C29 C 0.1548(2) 0.42021(17) 0.36457(14) 0.0393(4) Uani 1 1 d . . . . .
H29A H 0.122(3) 0.432(2) 0.296(2) 0.075(8) Uiso 1 1 d . . . . .
H29B H 0.156(3) 0.487(2) 0.4022(19) 0.065(7) Uiso 1 1 d . . . . .
H29C H 0.081(3) 0.352(3) 0.379(2) 0.075(8) Uiso 1 1 d . . . . .
C30 C 0.31339(18) 0.39709(14) 0.38580(11) 0.0309(3) Uani 1 1 d . . . . .
C31 C 0.43713(18) 0.47277(13) 0.36254(10) 0.0305(3) Uani 1 1 d . . . . .
C32 C 0.4177(2) 0.58184(16) 0.31509(13) 0.0390(4) Uani 1 1 d . . . . .
H32A H 0.346(3) 0.562(2) 0.2534(17) 0.054(6) Uiso 1 1 d . . . . .
H32B H 0.384(3) 0.633(2) 0.3546(19) 0.065(7) Uiso 1 1 d . . . . .
H32C H 0.510(3) 0.626(2) 0.3044(19) 0.066(7) Uiso 1 1 d . . . . .
C33 C 0.75562(19) 0.32842(16) 0.44599(13) 0.0387(4) Uani 1 1 d . . . . .
H33A H 0.824652 0.389608 0.422915 0.058 Uiso 1 1 calc R U . . .
H33B H 0.749789 0.252905 0.413514 0.058 Uiso 1 1 calc R U . . .
H33C H 0.795807 0.327262 0.515917 0.058 Uiso 1 1 calc R U . . .
C34 C 0.59730(17) 0.35212(14) 0.42398(11) 0.0308(3) Uani 1 1 d . . . . .
C35 C 0.47437(18) 0.27581(14) 0.44664(11) 0.0310(3) Uani 1 1 d . . . . .
C36 C 0.4918(2) 0.16505(15) 0.49188(13) 0.0399(4) Uani 1 1 d . . . . .
H36A H 0.395485 0.128057 0.506978 0.060 Uiso 1 1 calc R U . . .
H36B H 0.576495 0.182592 0.551430 0.060 Uiso 1 1 calc R U . . .
H36C H 0.514679 0.112242 0.446734 0.060 Uiso 1 1 calc R U . . .
C37 C 0.51740(19) 0.94929(13) 1.02161(11) 0.0334(4) Uani 1 1 d . . . . .
C38 C 0.3955(2) 0.86222(15) 1.04026(12) 0.0381(4) Uani 1 1 d . . . . .
C39 C 0.4310(2) 0.76479(15) 1.08266(13) 0.0426(4) Uani 1 1 d . . . . .
H39 H 0.350679 0.706652 1.094863 0.051 Uiso 1 1 calc R U . . .
C40 C 0.5809(3) 0.74997(16) 1.10777(13) 0.0458(5) Uani 1 1 d . . . . .
H40 H 0.593(3) 0.668(2) 1.1409(19) 0.065(7) Uiso 1 1 d . . . . .
C41 C 0.6997(2) 0.83232(17) 1.09016(13) 0.0449(4) Uani 1 1 d . . . . .
H41 H 0.799(3) 0.8211(19) 1.1055(15) 0.042(5) Uiso 1 1 d . . . . .
C42 C 0.6699(2) 0.93356(15) 1.04618(12) 0.0386(4) Uani 1 1 d . . . . .
C43 C 0.7890(2) 1.02189(17) 1.02662(13) 0.0434(4) Uani 1 1 d . . . . .
H43 H 0.891894 1.012007 1.042176 0.052 Uiso 1 1 calc R U . . .
C44 C 0.7590(2) 1.11781(16) 0.98705(13) 0.0409(4) Uani 1 1 d . . . . .
H44 H 0.843(3) 1.178(2) 0.9742(17) 0.058(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.88(3) . ?
O1 C6 1.3617(18) . ?
O2 H2 0.84(3) . ?
O2 C12 1.3554(19) . ?
N3 C16 1.3538(19) . ?
N3 C28 1.344(2) . ?
N4 C30 1.337(2) . ?
N4 C35 1.344(2) . ?
N5 C31 1.337(2) . ?
N5 C34 1.339(2) . ?
C6 C7 1.417(2) . ?
C6 C15 1.375(2) . ?
C7 H7 0.94(2) . ?
C7 C8 1.367(2) . ?
C8 H8 0.98(2) . ?
C8 C9 1.410(2) . ?
C9 C10 1.420(2) . ?
C9 C14 1.426(2) . ?
C10 H10 0.97(2) . ?
C10 C11 1.359(2) . ?
C11 H11 0.95(2) . ?
C11 C12 1.419(2) . ?
C12 C13 1.375(2) . ?
C13 H13 0.984(19) . ?
C13 C14 1.422(2) . ?
C14 C15 1.419(2) . ?
C15 H15 0.96(2) . ?
C16 C17 1.421(2) . ?
C16 C21 1.434(2) . ?
C17 H17 1.00(2) . ?
C17 C18 1.365(2) . ?
C18 H18 0.98(2) . ?
C18 C19 1.425(3) . ?
C19 H19 0.93(3) . ?
C19 C20 1.354(2) . ?
C20 H20 0.99(2) . ?
C20 C21 1.433(2) . ?
C21 C22 1.388(2) . ?
C22 H22 1.03(2) . ?
C22 C23 1.398(2) . ?
C23 C24 1.426(2) . ?
C23 C28 1.432(2) . ?
C24 H24 0.99(2) . ?
C24 C25 1.369(3) . ?
C25 H25 1.01(3) . ?
C25 C26 1.411(3) . ?
C26 H26 0.99(2) . ?
C26 C27 1.360(2) . ?
C27 H27 1.03(2) . ?
C27 C28 1.434(2) . ?
C29 H29A 0.98(3) . ?
C29 H29B 0.94(3) . ?
C29 H29C 0.99(3) . ?
C29 C30 1.500(2) . ?
C30 C31 1.407(2) . ?
C31 C32 1.501(2) . ?
C32 H32A 0.95(2) . ?
C32 H32B 0.97(3) . ?
C32 H32C 0.95(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 C34 1.501(2) . ?
C34 C35 1.402(2) . ?
C35 C36 1.502(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C37 1.428(3) 2_677 ?
C37 C38 1.435(3) . ?
C37 C42 1.412(3) . ?
C38 C39 1.383(3) . ?
C38 C44 1.450(3) 2_677 ?
C39 H39 0.9500 . ?
C39 C40 1.386(3) . ?
C40 H40 1.11(3) . ?
C40 C41 1.379(3) . ?
C41 H41 0.92(2) . ?
C41 C42 1.418(3) . ?
C42 C43 1.432(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.336(3) . ?
C44 H44 0.98(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 H1 106.0(15) . . ?
C12 O2 H2 109.9(17) . . ?
C28 N3 C16 118.83(13) . . ?
C30 N4 C35 119.45(14) . . ?
C31 N5 C34 119.12(14) . . ?
O1 C6 C7 116.35(14) . . ?
O1 C6 C15 123.57(14) . . ?
C15 C6 C7 120.08(14) . . ?
C6 C7 H7 117.2(13) . . ?
C8 C7 C6 120.04(15) . . ?
C8 C7 H7 122.6(13) . . ?
C7 C8 H8 119.7(12) . . ?
C7 C8 C9 121.54(15) . . ?
C9 C8 H8 118.7(12) . . ?
C8 C9 C10 122.87(14) . . ?
C8 C9 C14 118.57(14) . . ?
C10 C9 C14 118.56(14) . . ?
C9 C10 H10 117.9(11) . . ?
C11 C10 C9 121.70(14) . . ?
C11 C10 H10 120.4(11) . . ?
C10 C11 H11 122.6(12) . . ?
C10 C11 C12 119.73(14) . . ?
C12 C11 H11 117.6(12) . . ?
O2 C12 C11 115.49(13) . . ?
O2 C12 C13 123.86(14) . . ?
C13 C12 C11 120.65(14) . . ?
C12 C13 H13 120.2(10) . . ?
C12 C13 C14 120.38(14) . . ?
C14 C13 H13 119.4(10) . . ?
C13 C14 C9 118.98(13) . . ?
C15 C14 C9 119.12(14) . . ?
C15 C14 C13 121.90(14) . . ?
C6 C15 C14 120.64(14) . . ?
C6 C15 H15 120.5(11) . . ?
C14 C15 H15 118.9(11) . . ?
N3 C16 C17 118.84(14) . . ?
N3 C16 C21 122.11(14) . . ?
C17 C16 C21 119.05(14) . . ?
C16 C17 H17 118.7(12) . . ?
C18 C17 C16 120.55(15) . . ?
C18 C17 H17 120.7(12) . . ?
C17 C18 H18 118.2(13) . . ?
C17 C18 C19 120.61(15) . . ?
C19 C18 H18 121.2(13) . . ?
C18 C19 H19 118.2(16) . . ?
C20 C19 C18 120.47(15) . . ?
C20 C19 H19 121.3(16) . . ?
C19 C20 H20 122.7(13) . . ?
C19 C20 C21 120.87(16) . . ?
C21 C20 H20 116.3(13) . . ?
C20 C21 C16 118.44(15) . . ?
C22 C21 C16 118.09(14) . . ?
C22 C21 C20 123.46(15) . . ?
C21 C22 H22 120.5(11) . . ?
C21 C22 C23 120.61(14) . . ?
C23 C22 H22 118.8(11) . . ?
C22 C23 C24 123.07(15) . . ?
C22 C23 C28 117.43(14) . . ?
C24 C23 C28 119.50(15) . . ?
C23 C24 H24 121.4(12) . . ?
C25 C24 C23 120.11(17) . . ?
C25 C24 H24 118.5(12) . . ?
C24 C25 H25 119.0(15) . . ?
C24 C25 C26 120.41(16) . . ?
C26 C25 H25 120.6(15) . . ?
C25 C26 H26 120.4(14) . . ?
C27 C26 C25 121.44(16) . . ?
C27 C26 H26 118.2(14) . . ?
C26 C27 H27 124.6(12) . . ?
C26 C27 C28 120.21(16) . . ?
C28 C27 H27 115.2(12) . . ?
N3 C28 C23 122.92(14) . . ?
N3 C28 C27 118.76(14) . . ?
C23 C28 C27 118.32(14) . . ?
H29A C29 H29B 109(2) . . ?
H29A C29 H29C 109(2) . . ?
H29B C29 H29C 109(2) . . ?
C30 C29 H29A 108.2(17) . . ?
C30 C29 H29B 110.7(16) . . ?
C30 C29 H29C 109.8(16) . . ?
N4 C30 C29 117.67(14) . . ?
N4 C30 C31 120.14(14) . . ?
C31 C30 C29 122.18(15) . . ?
N5 C31 C30 120.53(14) . . ?
N5 C31 C32 117.80(14) . . ?
C30 C31 C32 121.67(14) . . ?
C31 C32 H32A 109.6(14) . . ?
C31 C32 H32B 111.2(16) . . ?
C31 C32 H32C 113.7(16) . . ?
H32A C32 H32B 111(2) . . ?
H32A C32 H32C 106(2) . . ?
H32B C32 H32C 106(2) . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
N5 C34 C33 117.92(14) . . ?
N5 C34 C35 120.70(14) . . ?
C35 C34 C33 121.37(14) . . ?
N4 C35 C34 120.03(14) . . ?
N4 C35 C36 117.58(14) . . ?
C34 C35 C36 122.39(14) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C37 C37 C38 119.4(2) 2_677 . ?
C42 C37 C37 120.9(2) . 2_677 ?
C42 C37 C38 119.61(16) . . ?
C37 C38 C44 117.40(16) . 2_677 ?
C39 C38 C37 118.85(18) . . ?
C39 C38 C44 123.76(17) . 2_677 ?
C38 C39 H39 119.2 . . ?
C38 C39 C40 121.54(18) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 H40 114.3(14) . . ?
C41 C40 C39 120.60(17) . . ?
C41 C40 H40 125.1(14) . . ?
C40 C41 H41 120.3(14) . . ?
C40 C41 C42 120.27(18) . . ?
C42 C41 H41 119.4(14) . . ?
C37 C42 C41 119.12(18) . . ?
C37 C42 C43 118.34(17) . . ?
C41 C42 C43 122.53(18) . . ?
C42 C43 H43 119.2 . . ?
C44 C43 C42 121.60(17) . . ?
C44 C43 H43 119.2 . . ?
C38 C44 H44 117.3(14) 2_677 . ?
C43 C44 C38 122.27(17) . 2_677 ?
C43 C44 H44 120.5(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N3 0.88(3) 1.87(3) 2.7322(17) 168(2) . yes
O2 H2 N4 0.84(3) 1.92(3) 2.7361(19) 166(2) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C6 C7 C8 179.02(13) . . . . ?
O1 C6 C15 C14 -179.25(12) . . . . ?
O2 C12 C13 C14 -178.74(13) . . . . ?
N3 C16 C17 C18 -179.53(13) . . . . ?
N3 C16 C21 C20 -179.71(13) . . . . ?
N3 C16 C21 C22 0.8(2) . . . . ?
N4 C30 C31 N5 -0.4(2) . . . . ?
N4 C30 C31 C32 179.93(13) . . . . ?
N5 C34 C35 N4 -0.7(2) . . . . ?
N5 C34 C35 C36 179.31(14) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C7 C6 C15 C14 0.2(2) . . . . ?
C7 C8 C9 C10 178.94(14) . . . . ?
C7 C8 C9 C14 -0.8(2) . . . . ?
C8 C9 C10 C11 -179.60(14) . . . . ?
C8 C9 C14 C13 -179.73(13) . . . . ?
C8 C9 C14 C15 0.6(2) . . . . ?
C9 C10 C11 C12 -0.5(2) . . . . ?
C9 C14 C15 C6 -0.3(2) . . . . ?
C10 C9 C14 C13 0.5(2) . . . . ?
C10 C9 C14 C15 -179.24(13) . . . . ?
C10 C11 C12 O2 179.47(13) . . . . ?
C10 C11 C12 C13 0.0(2) . . . . ?
C11 C12 C13 C14 0.6(2) . . . . ?
C12 C13 C14 C9 -0.9(2) . . . . ?
C12 C13 C14 C15 178.82(13) . . . . ?
C13 C14 C15 C6 -179.96(13) . . . . ?
C14 C9 C10 C11 0.2(2) . . . . ?
C15 C6 C7 C8 -0.5(2) . . . . ?
C16 N3 C28 C23 -0.7(2) . . . . ?
C16 N3 C28 C27 178.98(12) . . . . ?
C16 C17 C18 C19 -0.8(2) . . . . ?
C16 C21 C22 C23 -0.4(2) . . . . ?
C17 C16 C21 C20 0.9(2) . . . . ?
C17 C16 C21 C22 -178.56(13) . . . . ?
C17 C18 C19 C20 0.9(2) . . . . ?
C18 C19 C20 C21 0.0(2) . . . . ?
C19 C20 C21 C16 -0.8(2) . . . . ?
C19 C20 C21 C22 178.61(14) . . . . ?
C20 C21 C22 C23 -179.85(13) . . . . ?
C21 C16 C17 C18 -0.1(2) . . . . ?
C21 C22 C23 C24 -179.70(14) . . . . ?
C21 C22 C23 C28 -0.5(2) . . . . ?
C22 C23 C24 C25 178.41(15) . . . . ?
C22 C23 C28 N3 1.1(2) . . . . ?
C22 C23 C28 C27 -178.61(13) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C23 C28 N3 -179.69(13) . . . . ?
C24 C23 C28 C27 0.7(2) . . . . ?
C24 C25 C26 C27 1.1(3) . . . . ?
C25 C26 C27 C28 -1.2(3) . . . . ?
C26 C27 C28 N3 -179.32(13) . . . . ?
C26 C27 C28 C23 0.3(2) . . . . ?
C28 N3 C16 C17 179.10(12) . . . . ?
C28 N3 C16 C21 -0.3(2) . . . . ?
C28 C23 C24 C25 -0.8(2) . . . . ?
C29 C30 C31 N5 179.83(14) . . . . ?
C29 C30 C31 C32 0.2(2) . . . . ?
C30 N4 C35 C34 1.4(2) . . . . ?
C30 N4 C35 C36 -178.57(13) . . . . ?
C31 N5 C34 C33 -179.91(13) . . . . ?
C31 N5 C34 C35 -0.6(2) . . . . ?
C33 C34 C35 N4 178.58(14) . . . . ?
C33 C34 C35 C36 -1.4(2) . . . . ?
C34 N5 C31 C30 1.2(2) . . . . ?
C34 N5 C31 C32 -179.17(13) . . . . ?
C35 N4 C30 C29 178.88(13) . . . . ?
C35 N4 C30 C31 -0.9(2) . . . . ?
C37 C37 C38 C39 -179.62(17) 2_677 . . . ?
C37 C37 C38 C44 0.5(3) 2_677 . . 2_677 ?
C37 C37 C42 C41 179.16(16) 2_677 . . . ?
C37 C37 C42 C43 0.0(3) 2_677 . . . ?
C37 C38 C39 C40 0.3(3) . . . . ?
C37 C42 C43 C44 0.7(3) . . . . ?
C38 C37 C42 C41 -0.9(2) . . . . ?
C38 C37 C42 C43 179.94(14) . . . . ?
C38 C39 C40 C41 -0.6(3) . . . . ?
C39 C40 C41 C42 0.1(3) . . . . ?
C40 C41 C42 C37 0.6(3) . . . . ?
C40 C41 C42 C43 179.78(16) . . . . ?
C41 C42 C43 C44 -178.52(16) . . . . ?
C42 C37 C38 C39 0.4(2) . . . . ?
C42 C37 C38 C44 -179.52(14) . . . 2_677 ?
C42 C43 C44 C38 -1.2(3) . . . 2_677 ?
C44 C38 C39 C40 -179.76(15) 2_677 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.862
_oxdiff_exptl_absorpt_empirical_full_min 0.463
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1039_am-r-60acn
_database_code_depnum_ccdc_archive 'CCDC 2165564'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT097_exp_1039_am-r-60acn 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.89 eA-3
RESPONSE: A large residual density found near phenanthrene ring.
;
_vrf_PLAT230_exp_1039_am-r-60acn 
;
PROBLEM: Hirshfeld Test Diff for    C23      --C24      .        7.2 s.u.
RESPONSE: All the atoms are assigned correctly, this alert appears due to thermal vibration of these atoms.
;
_vrf_PLAT230_exp_1039_am-r-60acn_2 
;
PROBLEM: Hirshfeld Test Diff for    C32      --C33      .        9.0 s.u.
RESPONSE: All the atoms are assigned correctly, this alert appears due to thermal vibration of these atoms.
;
# Added during the CSD deposition process: Friday 08 July 2022 06:28 AM
# end Validation Reply Form

_audit_creation_date             2022-06-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H10, C10 H8 O2, C8 H12 N2'
_chemical_formula_sum            'C32 H30 N2 O2'
_chemical_formula_weight         474.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2245(2)
_cell_length_b                   8.7296(2)
_cell_length_c                   20.7083(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.815(2)
_cell_angle_gamma                90
_cell_volume                     2525.76(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5655
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.3350
_cell_measurement_theta_min      4.3240
_shelx_estimated_absorpt_T_max   0.942
_shelx_estimated_absorpt_T_min   0.888
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_preparation       SDG
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            17837
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.041
_diffrn_reflns_theta_min         4.161
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 -21.00   0.50    7.00    --    0.00 -82.00 -60.00  100
  2  ω      6.00  85.00   0.50    7.00    --    0.00  37.00  90.00  158
  3  ω    -81.00  26.00   0.50    7.00    --    0.00 -77.00   0.00  214
  4  ω     88.00 125.00   0.50   31.00    --  107.20 -82.00 -90.00   74
  5  ω     32.00 140.00   0.50   31.00    --  107.20 -82.00-150.00  216
  6  ω    104.00 130.00   0.50   31.00    --  107.20 -61.00 -60.00   52
  7  ω     19.00 132.00   0.50   31.00    --  107.20 -61.00  60.00  226
  8  ω     57.00 127.00   0.50   31.00    --  107.20 -30.00 120.00  140
  9  ω     26.00 112.00   0.50   31.00    --  107.20 -82.00-120.00  172
 10  ω     34.00 114.00   0.50   31.00    --  107.20 -82.00 -30.00  160
 11  ω     88.00 114.00   0.50   31.00    --  107.20  30.00-180.00   52
 12  ω     89.00 169.00   0.50   31.00    --  107.20  45.00  30.00  160
 13  ω     59.00  84.00   0.50   31.00    --  107.20 -82.00 -90.00   50
 14  ω     18.00 126.00   0.50   31.00    --  107.20 -15.00  60.00  216
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0045511000
_diffrn_orient_matrix_UB_12      -0.1431806000
_diffrn_orient_matrix_UB_13      -0.0439668000
_diffrn_orient_matrix_UB_21      -0.0135807000
_diffrn_orient_matrix_UB_22      0.1028625000
_diffrn_orient_matrix_UB_23      -0.0615002000
_diffrn_orient_matrix_UB_31      0.1093384000
_diffrn_orient_matrix_UB_32      0.0067184000
_diffrn_orient_matrix_UB_33      0.0048967000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4222
_reflns_number_total             5348
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.889
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         5348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0788P)²+1.3433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1563
_refine_ls_wR_factor_ref         0.1678
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C35(H35)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.02560(10) 0.86099(17) 0.63084(8) 0.0380(3) Uani 1 1 d . . . . .
O2 O 0.51624(9) 0.83752(16) 0.64385(7) 0.0338(3) Uani 1 1 d . . . . .
N3 N 0.99547(11) 0.61657(18) 0.54394(9) 0.0328(4) Uani 1 1 d . . . . .
N4 N 0.50480(10) 0.60880(17) 0.54864(7) 0.0268(3) Uani 1 1 d . . . . .
C5 C 0.94458(14) 0.9135(2) 0.64971(9) 0.0308(4) Uani 1 1 d . . . . .
C6 C 0.95533(14) 1.0459(2) 0.68952(9) 0.0325(4) Uani 1 1 d . . . . .
C7 C 0.87793(14) 1.1060(2) 0.71082(9) 0.0316(4) Uani 1 1 d . . . . .
C8 C 0.78626(14) 1.0376(2) 0.69401(9) 0.0284(4) Uani 1 1 d . . . . .
C9 C 0.70547(14) 1.0942(2) 0.71771(9) 0.0326(4) Uani 1 1 d . . . . .
C10 C 0.61811(14) 1.0259(2) 0.70099(9) 0.0315(4) Uani 1 1 d . . . . .
C11 C 0.60613(13) 0.8970(2) 0.65863(9) 0.0278(4) Uani 1 1 d . . . . .
C12 C 0.68293(13) 0.8390(2) 0.63520(9) 0.0280(4) Uani 1 1 d . . . . .
C13 C 0.77490(13) 0.9063(2) 0.65272(8) 0.0265(4) Uani 1 1 d . . . . .
C14 C 0.85652(14) 0.8455(2) 0.63138(9) 0.0301(4) Uani 1 1 d . . . . .
C15 C 0.94545(16) 0.8024(2) 0.45731(13) 0.0405(5) Uani 1 1 d . . . . .
C16 C 0.97431(13) 0.6436(2) 0.47903(11) 0.0326(4) Uani 1 1 d . . . . .
C17 C 1.02069(13) 0.4749(2) 0.56544(10) 0.0327(4) Uani 1 1 d . . . . .
C18 C 1.04137(18) 0.4495(3) 0.63837(12) 0.0435(5) Uani 1 1 d . . . . .
C19 C 0.44939(15) 0.8111(2) 0.47051(11) 0.0339(4) Uani 1 1 d . . . . .
C20 C 0.47552(12) 0.6478(2) 0.48529(9) 0.0266(4) Uani 1 1 d . . . . .
C21 C 0.52921(12) 0.4634(2) 0.56404(9) 0.0269(4) Uani 1 1 d . . . . .
C22 C 0.56141(16) 0.4256(3) 0.63514(10) 0.0356(4) Uani 1 1 d . . . . .
C23 C 0.29781(14) 0.4066(3) 0.59636(12) 0.0424(5) Uani 1 1 d . . . . .
C24 C 0.31503(15) 0.2614(3) 0.57442(13) 0.0497(6) Uani 1 1 d . . . . .
C25 C 0.34582(17) 0.1426(3) 0.61772(17) 0.0590(7) Uani 1 1 d . . . . .
C26 C 0.35932(17) 0.1696(4) 0.68630(16) 0.0591(8) Uani 1 1 d . . . . .
C27 C 0.34335(16) 0.3135(4) 0.70791(14) 0.0553(7) Uani 1 1 d . . . . .
C28 C 0.31263(15) 0.4335(3) 0.66359(12) 0.0473(6) Uani 1 1 d . . . . .
C29 C 0.29623(17) 0.5846(4) 0.68852(13) 0.0555(7) Uani 1 1 d . . . . .
C30 C 0.26487(17) 0.6997(3) 0.64694(14) 0.0538(6) Uani 1 1 d . . . . .
H30 H 0.253697 0.797773 0.663862 0.065 Uiso 1 1 calc R U . . .
C31 C 0.24817(14) 0.6756(3) 0.57743(11) 0.0415(5) Uani 1 1 d . . . . .
C32 C 0.21348(17) 0.8021(3) 0.53467(17) 0.0569(7) Uani 1 1 d . . . . .
C33 C 0.19717(16) 0.7804(3) 0.46644(15) 0.0545(7) Uani 1 1 d . . . . .
C34 C 0.21399(16) 0.6368(3) 0.44287(14) 0.0518(6) Uani 1 1 d . . . . .
C35 C 0.24645(15) 0.5181(3) 0.48365(12) 0.0483(6) Uani 1 1 d . . . . .
H35 H 0.257295 0.421496 0.465211 0.058 Uiso 1 1 calc R U . . .
C36 C 0.26387(14) 0.5345(3) 0.55066(12) 0.0414(5) Uani 1 1 d . . . . .
H9 H 0.7155(16) 1.188(3) 0.7457(12) 0.041(6) Uiso 1 1 d . . . . .
H14 H 0.8476(16) 0.757(3) 0.6033(12) 0.040(6) Uiso 1 1 d . . . . .
H10 H 0.5626(16) 1.060(3) 0.7171(11) 0.038(6) Uiso 1 1 d . . . . .
H24 H 0.302(2) 0.252(3) 0.5223(14) 0.060(8) Uiso 1 1 d . . . . .
H12 H 0.6774(17) 0.748(3) 0.6059(12) 0.043(6) Uiso 1 1 d . . . . .
H7 H 0.8871(18) 1.201(3) 0.7357(12) 0.047(7) Uiso 1 1 d . . . . .
H6 H 1.0185(17) 1.092(3) 0.7026(12) 0.043(6) Uiso 1 1 d . . . . .
H25 H 0.358(2) 0.039(4) 0.6015(15) 0.066(9) Uiso 1 1 d . . . . .
H15A H 0.994(2) 0.848(3) 0.4332(14) 0.058(8) Uiso 1 1 d . . . . .
H19A H 0.4939(19) 0.863(3) 0.4456(13) 0.053(7) Uiso 1 1 d . . . . .
H22A H 0.523(2) 0.343(4) 0.6501(15) 0.070(9) Uiso 1 1 d . . . . .
H32 H 0.203(2) 0.887(4) 0.5549(16) 0.074(10) Uiso 1 1 d . . . . .
H19B H 0.388(2) 0.826(4) 0.4415(16) 0.077(10) Uiso 1 1 d . . . . .
H18A H 0.992(2) 0.375(3) 0.6530(14) 0.062(8) Uiso 1 1 d . . . . .
H15B H 0.882(2) 0.810(3) 0.4289(14) 0.060(8) Uiso 1 1 d . . . . .
H22B H 0.631(2) 0.384(4) 0.6454(15) 0.075(9) Uiso 1 1 d . . . . .
H29 H 0.309(2) 0.599(4) 0.7427(16) 0.074(9) Uiso 1 1 d . . . . .
H18B H 1.107(2) 0.404(4) 0.6533(15) 0.069(9) Uiso 1 1 d . . . . .
H22C H 0.555(2) 0.517(4) 0.6633(16) 0.080(10) Uiso 1 1 d . . . . .
H15C H 0.945(2) 0.867(4) 0.4951(16) 0.071(9) Uiso 1 1 d . . . . .
H27 H 0.353(2) 0.330(4) 0.7557(17) 0.079(10) Uiso 1 1 d . . . . .
H18C H 1.042(2) 0.550(4) 0.6639(17) 0.084(10) Uiso 1 1 d . . . . .
H19C H 0.445(2) 0.866(3) 0.5103(15) 0.064(8) Uiso 1 1 d . . . . .
H26 H 0.380(2) 0.087(4) 0.7128(17) 0.081(10) Uiso 1 1 d . . . . .
H1 H 1.009(2) 0.782(4) 0.6029(15) 0.066(9) Uiso 1 1 d . . . . .
H2 H 0.512(3) 0.750(4) 0.6113(17) 0.090(11) Uiso 1 1 d . . . . .
H33 H 0.174(3) 0.880(5) 0.441(2) 0.104(12) Uiso 1 1 d . . . . .
H34 H 0.200(3) 0.625(4) 0.392(2) 0.101(12) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.364(2) . ?
O1 H1 0.91(3) . ?
O2 C11 1.361(2) . ?
O2 H2 1.01(4) . ?
N3 C16 1.342(3) . ?
N3 C17 1.340(3) . ?
N4 C20 1.344(2) . ?
N4 C21 1.339(2) . ?
C5 C6 1.411(3) . ?
C5 C14 1.374(3) . ?
C6 C7 1.365(3) . ?
C6 H6 0.98(2) . ?
C7 C8 1.417(3) . ?
C7 H7 0.98(3) . ?
C8 C9 1.420(3) . ?
C8 C13 1.421(2) . ?
C9 C10 1.363(3) . ?
C9 H9 1.00(2) . ?
C10 C11 1.417(3) . ?
C10 H10 0.96(2) . ?
C11 C12 1.373(3) . ?
C12 C13 1.418(3) . ?
C12 H12 1.00(3) . ?
C13 C14 1.420(3) . ?
C14 H14 0.96(3) . ?
C15 C16 1.491(3) . ?
C15 H15A 1.01(3) . ?
C15 H15B 0.98(3) . ?
C15 H15C 0.97(3) . ?
C16 C17 1.396(3) 3_766 ?
C17 C18 1.500(3) . ?
C18 H18A 1.04(3) . ?
C18 H18B 1.00(3) . ?
C18 H18C 1.02(4) . ?
C19 C20 1.491(3) . ?
C19 H19A 1.00(3) . ?
C19 H19B 0.97(3) . ?
C19 H19C 0.96(3) . ?
C20 C21 1.402(3) 3_666 ?
C21 C22 1.495(3) . ?
C22 H22A 0.98(3) . ?
C22 H22B 1.03(3) . ?
C22 H22C 1.00(4) . ?
C23 C24 1.384(4) . ?
C23 C28 1.388(3) . ?
C23 C36 1.484(3) . ?
C24 C25 1.388(4) . ?
C24 H24 1.06(3) . ?
C25 C26 1.417(4) . ?
C25 H25 0.99(3) . ?
C26 C27 1.367(4) . ?
C26 H26 0.92(4) . ?
C27 C28 1.407(4) . ?
C27 H27 0.98(3) . ?
C28 C29 1.452(4) . ?
C29 C30 1.343(4) . ?
C29 H29 1.11(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.430(3) . ?
C31 C32 1.443(4) . ?
C31 C36 1.386(3) . ?
C32 C33 1.401(4) . ?
C32 H32 0.88(3) . ?
C33 C34 1.382(4) . ?
C33 H33 1.04(4) . ?
C34 C35 1.361(4) . ?
C34 H34 1.05(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.371(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 H1 107.6(19) . . ?
C11 O2 H2 112(2) . . ?
C17 N3 C16 119.38(17) . . ?
C21 N4 C20 119.47(16) . . ?
O1 C5 C6 115.97(17) . . ?
O1 C5 C14 123.45(17) . . ?
C14 C5 C6 120.58(18) . . ?
C5 C6 H6 119.8(15) . . ?
C7 C6 C5 119.84(18) . . ?
C7 C6 H6 120.4(15) . . ?
C6 C7 C8 121.30(18) . . ?
C6 C7 H7 117.6(15) . . ?
C8 C7 H7 121.0(15) . . ?
C7 C8 C9 122.36(17) . . ?
C7 C8 C13 118.91(17) . . ?
C9 C8 C13 118.73(17) . . ?
C8 C9 H9 116.7(13) . . ?
C10 C9 C8 121.20(18) . . ?
C10 C9 H9 122.1(13) . . ?
C9 C10 C11 120.17(18) . . ?
C9 C10 H10 123.0(14) . . ?
C11 C10 H10 116.9(14) . . ?
O2 C11 C10 116.18(16) . . ?
O2 C11 C12 123.78(17) . . ?
C12 C11 C10 120.04(17) . . ?
C11 C12 C13 120.92(17) . . ?
C11 C12 H12 122.2(14) . . ?
C13 C12 H12 116.8(14) . . ?
C12 C13 C8 118.91(17) . . ?
C12 C13 C14 122.31(17) . . ?
C14 C13 C8 118.77(17) . . ?
C5 C14 C13 120.58(17) . . ?
C5 C14 H14 121.7(14) . . ?
C13 C14 H14 117.7(14) . . ?
C16 C15 H15A 109.9(16) . . ?
C16 C15 H15B 114.3(17) . . ?
C16 C15 H15C 110.1(19) . . ?
H15A C15 H15B 108(2) . . ?
H15A C15 H15C 106(2) . . ?
H15B C15 H15C 108(2) . . ?
N3 C16 C15 117.57(18) . . ?
N3 C16 C17 120.07(18) . 3_766 ?
C17 C16 C15 122.4(2) 3_766 . ?
N3 C17 C16 120.55(19) . 3_766 ?
N3 C17 C18 117.42(19) . . ?
C16 C17 C18 122.02(19) 3_766 . ?
C17 C18 H18A 111.7(16) . . ?
C17 C18 H18B 111.4(17) . . ?
C17 C18 H18C 112.0(19) . . ?
H18A C18 H18B 107(2) . . ?
H18A C18 H18C 109(2) . . ?
H18B C18 H18C 105(3) . . ?
C20 C19 H19A 112.6(16) . . ?
C20 C19 H19B 115(2) . . ?
C20 C19 H19C 110.5(18) . . ?
H19A C19 H19B 102(2) . . ?
H19A C19 H19C 111(2) . . ?
H19B C19 H19C 106(3) . . ?
N4 C20 C19 117.56(17) . . ?
N4 C20 C21 119.99(17) . 3_666 ?
C21 C20 C19 122.45(17) 3_666 . ?
N4 C21 C20 120.55(17) . 3_666 ?
N4 C21 C22 117.51(17) . . ?
C20 C21 C22 121.94(17) 3_666 . ?
C21 C22 H22A 112.6(18) . . ?
C21 C22 H22B 112.6(18) . . ?
C21 C22 H22C 110.6(19) . . ?
H22A C22 H22B 104(2) . . ?
H22A C22 H22C 106(3) . . ?
H22B C22 H22C 110(3) . . ?
C24 C23 C28 118.8(2) . . ?
C24 C23 C36 122.4(2) . . ?
C28 C23 C36 118.8(2) . . ?
C23 C24 C25 121.8(3) . . ?
C23 C24 H24 113.5(16) . . ?
C25 C24 H24 124.7(16) . . ?
C24 C25 C26 119.4(3) . . ?
C24 C25 H25 121.2(18) . . ?
C26 C25 H25 119.5(18) . . ?
C25 C26 H26 116(2) . . ?
C27 C26 C25 118.8(3) . . ?
C27 C26 H26 125(2) . . ?
C26 C27 C28 121.4(3) . . ?
C26 C27 H27 118(2) . . ?
C28 C27 H27 121(2) . . ?
C23 C28 C27 119.9(3) . . ?
C23 C28 C29 120.4(2) . . ?
C27 C28 C29 119.7(3) . . ?
C28 C29 H29 117.3(17) . . ?
C30 C29 C28 120.5(2) . . ?
C30 C29 H29 122.2(17) . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.5(2) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C32 118.6(2) . . ?
C36 C31 C30 121.6(2) . . ?
C36 C31 C32 119.8(2) . . ?
C31 C32 H32 115(2) . . ?
C33 C32 C31 119.2(3) . . ?
C33 C32 H32 126(2) . . ?
C32 C33 H33 112(2) . . ?
C34 C33 C32 118.2(3) . . ?
C34 C33 H33 129(2) . . ?
C33 C34 H34 116(2) . . ?
C35 C34 C33 122.2(3) . . ?
C35 C34 H34 122(2) . . ?
C34 C35 H35 119.2 . . ?
C34 C35 C36 121.6(3) . . ?
C36 C35 H35 119.2 . . ?
C31 C36 C23 118.1(2) . . ?
C35 C36 C23 122.8(2) . . ?
C35 C36 C31 119.1(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N3 0.91(3) 1.88(3) 2.772(2) 170(3) . yes
O2 H2 N4 1.01(4) 1.78(4) 2.789(2) 175(3) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C7 -179.78(18) . . . . ?
O1 C5 C14 C13 -179.91(17) . . . . ?
O2 C11 C12 C13 -179.79(16) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C6 C5 C14 C13 -0.6(3) . . . . ?
C6 C7 C8 C9 177.41(18) . . . . ?
C6 C7 C8 C13 -1.7(3) . . . . ?
C7 C8 C9 C10 -179.74(18) . . . . ?
C7 C8 C13 C12 -179.18(16) . . . . ?
C7 C8 C13 C14 1.9(3) . . . . ?
C8 C9 C10 C11 -0.8(3) . . . . ?
C8 C13 C14 C5 -0.8(3) . . . . ?
C9 C8 C13 C12 1.7(3) . . . . ?
C9 C8 C13 C14 -177.24(17) . . . . ?
C9 C10 C11 O2 -179.11(17) . . . . ?
C9 C10 C11 C12 1.1(3) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
C11 C12 C13 C8 -1.4(3) . . . . ?
C11 C12 C13 C14 177.52(18) . . . . ?
C12 C13 C14 C5 -179.65(18) . . . . ?
C13 C8 C9 C10 -0.7(3) . . . . ?
C14 C5 C6 C7 0.9(3) . . . . ?
C16 N3 C17 C16 0.5(3) . . . 3_766 ?
C16 N3 C17 C18 -178.56(17) . . . . ?
C17 N3 C16 C15 179.26(17) . . . . ?
C17 N3 C16 C17 -0.5(3) . . . 3_766 ?
C20 N4 C21 C20 0.1(3) . . . 3_666 ?
C20 N4 C21 C22 179.94(16) . . . . ?
C21 N4 C20 C19 -179.81(16) . . . . ?
C21 N4 C20 C21 0.0(3) . . . 3_666 ?
C23 C24 C25 C26 0.5(3) . . . . ?
C23 C28 C29 C30 1.2(3) . . . . ?
C24 C23 C28 C27 -0.8(3) . . . . ?
C24 C23 C28 C29 179.4(2) . . . . ?
C24 C23 C36 C31 179.65(19) . . . . ?
C24 C23 C36 C35 0.5(3) . . . . ?
C24 C25 C26 C27 -1.3(3) . . . . ?
C25 C26 C27 C28 1.0(4) . . . . ?
C26 C27 C28 C23 0.1(3) . . . . ?
C26 C27 C28 C29 179.8(2) . . . . ?
C27 C28 C29 C30 -178.5(2) . . . . ?
C28 C23 C24 C25 0.5(3) . . . . ?
C28 C23 C36 C31 -0.2(3) . . . . ?
C28 C23 C36 C35 -179.34(19) . . . . ?
C28 C29 C30 C31 -0.7(4) . . . . ?
C29 C30 C31 C32 179.3(2) . . . . ?
C29 C30 C31 C36 -0.2(3) . . . . ?
C30 C31 C32 C33 179.7(2) . . . . ?
C30 C31 C36 C23 0.7(3) . . . . ?
C30 C31 C36 C35 179.9(2) . . . . ?
C31 C32 C33 C34 0.8(3) . . . . ?
C32 C31 C36 C23 -178.87(18) . . . . ?
C32 C31 C36 C35 0.3(3) . . . . ?
C32 C33 C34 C35 -0.7(3) . . . . ?
C33 C34 C35 C36 0.3(3) . . . . ?
C34 C35 C36 C23 179.0(2) . . . . ?
C34 C35 C36 C31 -0.1(3) . . . . ?
C36 C23 C24 C25 -179.3(2) . . . . ?
C36 C23 C28 C27 179.01(19) . . . . ?
C36 C23 C28 C29 -0.7(3) . . . . ?
C36 C31 C32 C33 -0.7(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'FIBRE LOOP'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.164
_oxdiff_exptl_absorpt_empirical_full_min 0.629
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_970_am-r-20c
_database_code_depnum_ccdc_archive 'CCDC 2166046'
_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H10, 4(C10 H8 O2), 4(C8 H12 N2), 2(H2 O)'
_chemical_formula_sum            'C88 H94 N8 O10'
_chemical_formula_weight         1423.71
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.66900(10)
_cell_length_b                   8.65540(10)
_cell_length_c                   24.2320(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.7440(10)
_cell_angle_gamma                90
_cell_volume                     3749.58(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    26416
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4380
_cell_measurement_theta_min      3.9020
_shelx_estimated_absorpt_T_max   0.879
_shelx_estimated_absorpt_T_min   0.826
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1516
_exptl_crystal_preparation       SDG
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            45842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.810
_diffrn_reflns_theta_min         3.899
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00  21.00   0.50    0.50    --    0.00 -57.00  60.00  102
  2  ω    -80.00  19.00   0.50    0.50    --    0.00 -37.00 120.00  198
  3  ω    -32.00  30.00   0.50    0.50    --    0.00  82.00-120.00  124
  4  ω    -85.00 -16.00   0.50    0.50    --    0.00 -57.00-150.00  138
  5  ω    -16.00  23.00   0.50    0.50    --    0.00  37.00  90.00   78
  6  ω     29.00  89.00   0.50    0.50    --    0.00  37.00  90.00  120
  7  ω     18.00  86.00   0.50    1.46    --  107.20 -61.00 -60.00  136
  8  ω    108.00 197.00   0.50    1.46    --  107.20  15.00  60.00  178
  9  ω     77.00 103.00   0.50    1.46    --  107.20  77.00 -90.00   52
 10  ω     20.00 124.00   0.50    1.46    --  107.20 -61.00 150.00  208
 11  ω     18.00 110.00   0.50    1.46    --  107.20 -15.00  30.00  184
 12  ω     20.00  46.00   0.50    1.46    --  107.20 -82.00  60.00   52
 13  ω     56.00 140.00   0.50    1.46    --  107.20 -82.00  60.00  168
 14  ω     67.00 117.00   0.50    1.46    --  107.20 -82.00-120.00  100
 15  ω     50.00  79.00   0.50    1.46    --  107.20 -82.00 150.00   58
 16  ω     52.00 127.00   0.50    1.46    --  107.20 -30.00  30.00  150
 17  ω     57.00 134.00   0.50    1.46    --  107.20 -82.00   0.00  154
 18  ω     21.00  54.00   0.50    1.46    --  107.20 -82.00   0.00   66
 19  ω    107.00 132.00   0.50    1.46    --  107.20 -61.00 -60.00   50
 20  ω     97.00 123.00   0.50    1.46    --  107.20 -82.00 120.00   52
 21  ω     84.00 110.00   0.50    1.46    --  107.20 -82.00 150.00   52
 22  ω     19.00  44.00   0.50    1.46    --  107.20 -61.00 -30.00   50
 23  ω     65.00 128.00   0.50    1.46    --  107.20 -61.00 -30.00  126
 24  ω     33.00 125.00   0.50    1.46    --  107.20 -45.00 150.00  184
 25  ω     82.00 107.00   0.50    1.46    --  107.20 -82.00  30.00   50
 26  ω     96.00 121.00   0.50    1.46    --  107.20 -82.00-180.00   50
 27  ω     19.00 121.00   0.50    1.46    --  107.20 -82.00 -60.00  204
 28  ω     88.00 130.00   0.50    1.46    --  107.20  30.00  30.00   84
 29  ω    145.00 171.00   0.50    1.46    --  107.20  30.00  30.00   52
 30  ω     97.00 180.00   0.50    1.46    --  107.20  30.00   0.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0182702000
_diffrn_orient_matrix_UB_12      0.1414434000
_diffrn_orient_matrix_UB_13      -0.0401893000
_diffrn_orient_matrix_UB_21      -0.0104229000
_diffrn_orient_matrix_UB_22      0.0989424000
_diffrn_orient_matrix_UB_23      0.0499679000
_diffrn_orient_matrix_UB_31      0.0835890000
_diffrn_orient_matrix_UB_32      0.0433079000
_diffrn_orient_matrix_UB_33      0.0171768000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7520
_reflns_number_total             8071
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         8071
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0509P)²+1.2002P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1025
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.87475(4) 0.92420(9) 0.59149(3) 0.02548(17) Uani 1 1 d . . . . .
O4 O 0.93919(4) -0.09146(10) 0.25237(4) 0.02755(18) Uani 1 1 d . . . . .
O5 O 1.01633(5) 0.15530(10) 0.30325(4) 0.03007(18) Uani 1 1 d . . . . .
O3 O 0.66037(5) 0.26815(10) 0.36831(4) 0.03127(19) Uani 1 1 d . . . . .
O1 O 0.50457(5) 0.87037(11) 0.63579(4) 0.0337(2) Uani 1 1 d . . . . .
N8 N 0.83129(5) 0.68565(10) 0.51497(4) 0.02182(18) Uani 1 1 d . . . . .
N7 N 0.37517(5) 0.38474(11) 0.49381(4) 0.0264(2) Uani 1 1 d . . . . .
N9 N 0.76909(5) 0.45446(11) 0.43834(4) 0.02390(19) Uani 1 1 d . . . . .
N6 N 0.45332(5) 0.61782(11) 0.56370(4) 0.02473(19) Uani 1 1 d . . . . .
C18 C 0.69414(6) 0.95923(11) 0.62548(4) 0.0200(2) Uani 1 1 d . . . . .
C27 C 0.85003(6) 0.03539(12) 0.29148(4) 0.0208(2) Uani 1 1 d . . . . .
C23 C 0.72129(6) -0.05961(12) 0.26443(4) 0.0208(2) Uani 1 1 d . . . . .
C28 C 0.77599(6) 0.04660(11) 0.29575(4) 0.0191(2) Uani 1 1 d . . . . .
C39 C 0.82322(6) 0.54297(12) 0.53412(4) 0.0210(2) Uani 1 1 d . . . . .
C29 C 0.75546(6) 0.15932(12) 0.33096(4) 0.0210(2) Uani 1 1 d . . . . .
C26 C 0.86843(6) -0.07742(12) 0.25812(4) 0.0214(2) Uani 1 1 d . . . . .
C17 C 0.74794(6) 0.90960(12) 0.59793(4) 0.0206(2) Uani 1 1 d . . . . .
C16 C 0.81854(6) 0.97285(12) 0.61353(4) 0.0215(2) Uani 1 1 d . . . . .
C20 C 0.68344(6) 0.16492(13) 0.33482(4) 0.0231(2) Uani 1 1 d . . . . .
C40 C 0.79136(6) 0.42548(12) 0.49519(5) 0.0220(2) Uani 1 1 d . . . . .
C19 C 0.62219(6) 0.88999(12) 0.61318(4) 0.0214(2) Uani 1 1 d . . . . .
C24 C 0.74293(6) -0.17604(13) 0.23138(4) 0.0241(2) Uani 1 1 d . . . . .
C13 C 0.71403(6) 1.07752(12) 0.66806(4) 0.0228(2) Uani 1 1 d . . . . .
C15 C 0.83786(6) 1.09208(12) 0.65518(5) 0.0246(2) Uani 1 1 d . . . . .
C32 C 0.40332(6) 0.36294(13) 0.55073(5) 0.0251(2) Uani 1 1 d . . . . .
C43 C 0.77881(6) 0.59555(13) 0.41920(5) 0.0241(2) Uani 1 1 d . . . . .
C44 C 0.81007(6) 0.71360(12) 0.45810(5) 0.0230(2) Uani 1 1 d . . . . .
C35 C 0.38539(6) 0.52170(13) 0.47142(5) 0.0248(2) Uani 1 1 d . . . . .
C22 C 0.64737(6) -0.04874(13) 0.26900(5) 0.0252(2) Uani 1 1 d . . . . .
C36 C 0.42520(6) 0.63983(13) 0.50668(5) 0.0244(2) Uani 1 1 d . . . . .
C10 C 0.57330(6) 0.93400(13) 0.64305(5) 0.0247(2) Uani 1 1 d . . . . .
C49 C 0.99007(6) 0.51949(12) 0.47020(5) 0.0240(2) Uani 1 1 d . . . . .
C14 C 0.78655(6) 1.14322(13) 0.68138(5) 0.0259(2) Uani 1 1 d . . . . .
C21 C 0.62849(6) 0.06023(14) 0.30315(5) 0.0261(2) Uani 1 1 d . . . . .
C25 C 0.81484(6) -0.18632(12) 0.22845(4) 0.0238(2) Uani 1 1 d . . . . .
C48 C 0.99867(6) 0.67361(13) 0.45279(5) 0.0267(2) Uani 1 1 d . . . . .
C31 C 0.44220(6) 0.48138(13) 0.58634(5) 0.0251(2) Uani 1 1 d . . . . .
C50 C 0.96167(6) 0.40375(13) 0.42768(5) 0.0271(2) Uani 1 1 d . . . . .
C38 C 0.84928(6) 0.51813(13) 0.59811(5) 0.0270(2) Uani 1 1 d . . . . .
H38A H 0.811063 0.555715 0.615327 0.041 Uiso 1 1 calc R U . . .
H38B H 0.896020 0.574804 0.614522 0.041 Uiso 1 1 calc R U . . .
H38C H 0.857756 0.407653 0.606250 0.041 Uiso 1 1 calc R U . . .
C12 C 0.66107(7) 1.12336(13) 0.69668(5) 0.0280(2) Uani 1 1 d . . . . .
C41 C 0.78005(7) 0.26452(13) 0.51394(5) 0.0290(2) Uani 1 1 d . . . . .
C46 C 1.04612(6) 0.75161(13) 0.55316(5) 0.0294(2) Uani 1 1 d . . . . .
C11 C 0.59284(7) 1.05316(14) 0.68497(5) 0.0290(2) Uani 1 1 d . . . . .
C45 C 0.81969(7) 0.87471(14) 0.43854(6) 0.0309(2) Uani 1 1 d . . . . .
C47 C 1.02753(7) 0.78763(13) 0.49658(6) 0.0304(2) Uani 1 1 d . . . . .
C42 C 0.75437(8) 0.62146(16) 0.35522(5) 0.0332(3) Uani 1 1 d . . . . .
C51 C 0.94225(7) 0.44510(15) 0.36934(5) 0.0322(3) Uani 1 1 d . . . . .
C30 C 0.47217(8) 0.46246(17) 0.65045(5) 0.0348(3) Uani 1 1 d . . . . .
C52 C 0.95080(7) 0.59583(16) 0.35272(6) 0.0343(3) Uani 1 1 d . . . . .
C34 C 0.35313(7) 0.54041(16) 0.40744(5) 0.0340(3) Uani 1 1 d . . . . .
C53 C 0.97876(7) 0.70933(14) 0.39378(6) 0.0319(3) Uani 1 1 d . . . . .
C33 C 0.39208(8) 0.20660(15) 0.57361(6) 0.0345(3) Uani 1 1 d . . . . .
C37 C 0.43669(7) 0.79537(15) 0.48348(6) 0.0338(3) Uani 1 1 d . . . . .
H17 H 0.7345(7) 0.8273(16) 0.5693(6) 0.026(3) Uiso 1 1 d . . . . .
H27 H 0.8890(7) 0.1084(16) 0.3127(6) 0.023(3) Uiso 1 1 d . . . . .
H25 H 0.8287(8) -0.2654(17) 0.2054(6) 0.032(4) Uiso 1 1 d . . . . .
H14 H 0.7993(8) 1.2254(17) 0.7108(6) 0.030(3) Uiso 1 1 d . . . . .
H29 H 0.7931(8) 0.2324(16) 0.3529(6) 0.027(3) Uiso 1 1 d . . . . .
H24 H 0.7053(8) -0.2524(17) 0.2116(6) 0.031(3) Uiso 1 1 d . . . . .
H19 H 0.6083(7) 0.8093(16) 0.5840(6) 0.026(3) Uiso 1 1 d . . . . .
H22 H 0.6096(8) -0.1238(17) 0.2466(6) 0.030(3) Uiso 1 1 d . . . . .
H21 H 0.5778(8) 0.0648(17) 0.3068(6) 0.032(4) Uiso 1 1 d . . . . .
H46 H 1.0653(9) 0.8310(19) 0.5822(6) 0.038(4) Uiso 1 1 d . . . . .
H12 H 0.6744(8) 1.2038(18) 0.7259(6) 0.034(4) Uiso 1 1 d . . . . .
H15 H 0.8897(8) 1.1341(17) 0.6647(6) 0.031(4) Uiso 1 1 d . . . . .
H41A H 0.8286(10) 0.214(2) 0.5312(7) 0.047(4) Uiso 1 1 d . . . . .
H47 H 1.0349(9) 0.8951(19) 0.4844(7) 0.039(4) Uiso 1 1 d . . . . .
H41B H 0.7536(9) 0.2633(19) 0.5429(7) 0.044(4) Uiso 1 1 d . . . . .
H11 H 0.5558(9) 1.0829(18) 0.7049(7) 0.040(4) Uiso 1 1 d . . . . .
H51 H 0.9235(9) 0.3636(19) 0.3382(7) 0.041(4) Uiso 1 1 d . . . . .
H45A H 0.8473(10) 0.940(2) 0.4726(8) 0.056(5) Uiso 1 1 d . . . . .
H52 H 0.9377(9) 0.621(2) 0.3108(7) 0.046(4) Uiso 1 1 d . . . . .
H53 H 0.9856(9) 0.8151(19) 0.3824(7) 0.039(4) Uiso 1 1 d . . . . .
H42A H 0.7156(10) 0.701(2) 0.3445(7) 0.049(5) Uiso 1 1 d . . . . .
H2 H 0.8578(10) 0.843(2) 0.5648(8) 0.051(5) Uiso 1 1 d . . . . .
H45B H 0.8491(10) 0.876(2) 0.4110(7) 0.050(5) Uiso 1 1 d . . . . .
H5A H 1.0493(11) 0.144(2) 0.3385(8) 0.056(5) Uiso 1 1 d . . . . .
H34A H 0.3233(10) 0.636(2) 0.3981(7) 0.051(5) Uiso 1 1 d . . . . .
H45C H 0.7709(11) 0.921(2) 0.4191(8) 0.057(5) Uiso 1 1 d . . . . .
H5B H 1.0314(10) 0.239(2) 0.2876(8) 0.057(5) Uiso 1 1 d . . . . .
H33A H 0.3595(11) 0.141(2) 0.5425(8) 0.057(5) Uiso 1 1 d . . . . .
H4 H 0.9681(11) -0.003(2) 0.2694(8) 0.062(5) Uiso 1 1 d . . . . .
H3 H 0.7001(11) 0.323(2) 0.3897(8) 0.054(5) Uiso 1 1 d . . . . .
H30A H 0.4946(11) 0.561(2) 0.6677(8) 0.064(6) Uiso 1 1 d . . . . .
H42B H 0.7964(10) 0.661(2) 0.3425(8) 0.055(5) Uiso 1 1 d . . . . .
H37A H 0.4780(12) 0.852(2) 0.5078(9) 0.070(6) Uiso 1 1 d . . . . .
H1 H 0.4945(10) 0.787(2) 0.6101(8) 0.057(5) Uiso 1 1 d . . . . .
H33B H 0.3686(10) 0.215(2) 0.6047(8) 0.052(5) Uiso 1 1 d . . . . .
H41C H 0.7495(10) 0.207(2) 0.4826(8) 0.057(5) Uiso 1 1 d . . . . .
H33C H 0.4395(11) 0.154(2) 0.5900(8) 0.064(5) Uiso 1 1 d . . . . .
H34B H 0.3203(10) 0.445(2) 0.3902(8) 0.057(5) Uiso 1 1 d . . . . .
H30B H 0.5084(11) 0.379(2) 0.6609(8) 0.059(5) Uiso 1 1 d . . . . .
H37B H 0.4475(11) 0.789(2) 0.4456(9) 0.065(6) Uiso 1 1 d . . . . .
H34C H 0.3911(11) 0.552(2) 0.3880(8) 0.063(5) Uiso 1 1 d . . . . .
H37C H 0.3914(12) 0.856(3) 0.4762(9) 0.074(6) Uiso 1 1 d . . . . .
H30C H 0.4331(11) 0.437(2) 0.6684(8) 0.065(6) Uiso 1 1 d . . . . .
H42C H 0.7340(11) 0.527(3) 0.3343(9) 0.068(6) Uiso 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
O2 C16 1.3737(13) . ?
O2 H2 0.943(19) . ?
O4 C26 1.3731(12) . ?
O4 H4 0.96(2) . ?
O5 H5A 0.90(2) . ?
O5 H5B 0.90(2) . ?
O3 C20 1.3578(13) . ?
O3 H3 0.907(19) . ?
O1 C10 1.3603(13) . ?
O1 H1 0.94(2) . ?
N8 C39 1.3429(13) . ?
N8 C44 1.3416(14) . ?
N7 C32 1.3404(15) . ?
N7 C35 1.3400(15) . ?
N9 C40 1.3428(14) . ?
N9 C43 1.3371(14) . ?
N6 C36 1.3427(14) . ?
N6 C31 1.3432(15) . ?
C18 C17 1.4232(14) . ?
C18 C19 1.4218(15) . ?
C18 C13 1.4246(14) . ?
C27 C28 1.4189(14) . ?
C27 C26 1.3730(14) . ?
C27 H27 0.989(13) . ?
C23 C28 1.4204(14) . ?
C23 C24 1.4166(15) . ?
C23 C22 1.4189(15) . ?
C28 C29 1.4195(14) . ?
C39 C40 1.3982(15) . ?
C39 C38 1.5008(14) . ?
C29 C20 1.3753(15) . ?
C29 H29 0.981(14) . ?
C26 C25 1.4113(15) . ?
C17 C16 1.3757(15) . ?
C17 H17 0.976(14) . ?
C16 C15 1.4156(15) . ?
C20 C21 1.4173(15) . ?
C40 C41 1.4991(15) . ?
C19 C10 1.3722(15) . ?
C19 H19 0.974(14) . ?
C24 C25 1.3674(15) . ?
C24 H24 0.982(15) . ?
C13 C14 1.4174(15) . ?
C13 C12 1.4182(15) . ?
C15 C14 1.3663(16) . ?
C15 H15 0.997(15) . ?
C32 C31 1.4005(16) . ?
C32 C33 1.4999(16) . ?
C43 C44 1.3988(16) . ?
C43 C42 1.5015(15) . ?
C44 C45 1.5001(15) . ?
C35 C36 1.4007(16) . ?
C35 C34 1.5015(16) . ?
C22 C21 1.3664(16) . ?
C22 H22 0.997(14) . ?
C36 C37 1.4979(16) . ?
C10 C11 1.4195(16) . ?
C49 C49 1.424(2) 3_766 ?
C49 C48 1.4221(16) . ?
C49 C50 1.4253(16) . ?
C14 H14 0.986(15) . ?
C21 H21 0.977(15) . ?
C25 H25 0.964(15) . ?
C48 C47 1.4356(17) . ?
C48 C53 1.4043(17) . ?
C31 C30 1.5008(16) . ?
C50 C46 1.4435(16) 3_766 ?
C50 C51 1.4011(17) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C12 C11 1.3653(17) . ?
C12 H12 0.973(15) . ?
C41 H41A 0.984(17) . ?
C41 H41B 0.969(17) . ?
C41 H41C 0.950(19) . ?
C46 C47 1.3502(18) . ?
C46 H46 0.975(16) . ?
C11 H11 0.984(16) . ?
C45 H45A 1.011(19) . ?
C45 H45B 0.980(18) . ?
C45 H45C 0.981(19) . ?
C47 H47 0.998(17) . ?
C42 H42A 0.981(18) . ?
C42 H42B 0.984(19) . ?
C42 H42C 0.98(2) . ?
C51 C52 1.3881(18) . ?
C51 H51 1.019(16) . ?
C30 H30A 0.98(2) . ?
C30 H30B 0.97(2) . ?
C30 H30C 0.98(2) . ?
C52 C53 1.3886(19) . ?
C52 H52 0.999(17) . ?
C34 H34A 0.989(19) . ?
C34 H34B 1.044(19) . ?
C34 H34C 0.96(2) . ?
C53 H53 0.974(16) . ?
C33 H33A 1.00(2) . ?
C33 H33B 0.977(18) . ?
C33 H33C 0.97(2) . ?
C37 H37A 0.96(2) . ?
C37 H37B 1.00(2) . ?
C37 H37C 0.96(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
C16 O2 H2 110.6(11) . . ?
C26 O4 H4 108.9(11) . . ?
H5A O5 H5B 105.9(16) . . ?
C20 O3 H3 109.8(12) . . ?
C10 O1 H1 113.6(11) . . ?
C44 N8 C39 119.44(9) . . ?
C35 N7 C32 118.80(10) . . ?
C43 N9 C40 119.58(9) . . ?
C36 N6 C31 118.97(10) . . ?
C17 C18 C13 119.00(9) . . ?
C19 C18 C17 121.75(9) . . ?
C19 C18 C13 119.21(9) . . ?
C28 C27 H27 120.3(8) . . ?
C26 C27 C28 120.38(9) . . ?
C26 C27 H27 119.3(8) . . ?
C24 C23 C28 118.96(9) . . ?
C24 C23 C22 122.24(10) . . ?
C22 C23 C28 118.76(9) . . ?
C27 C28 C23 118.84(9) . . ?
C27 C28 C29 121.88(9) . . ?
C29 C28 C23 119.27(9) . . ?
N8 C39 C40 120.26(9) . . ?
N8 C39 C38 116.97(9) . . ?
C40 C39 C38 122.76(9) . . ?
C28 C29 H29 119.6(8) . . ?
C20 C29 C28 120.24(10) . . ?
C20 C29 H29 120.1(8) . . ?
O4 C26 C25 116.79(9) . . ?
C27 C26 O4 122.27(9) . . ?
C27 C26 C25 120.94(10) . . ?
C18 C17 H17 118.8(8) . . ?
C16 C17 C18 120.04(9) . . ?
C16 C17 H17 121.1(8) . . ?
O2 C16 C17 123.36(9) . . ?
O2 C16 C15 115.75(9) . . ?
C17 C16 C15 120.88(10) . . ?
O3 C20 C29 123.27(10) . . ?
O3 C20 C21 116.07(9) . . ?
C29 C20 C21 120.66(10) . . ?
N9 C40 C39 120.14(10) . . ?
N9 C40 C41 117.10(10) . . ?
C39 C40 C41 122.76(10) . . ?
C18 C19 H19 119.4(8) . . ?
C10 C19 C18 120.29(10) . . ?
C10 C19 H19 120.3(8) . . ?
C23 C24 H24 118.3(8) . . ?
C25 C24 C23 121.32(10) . . ?
C25 C24 H24 120.3(8) . . ?
C14 C13 C18 119.07(10) . . ?
C14 C13 C12 122.08(10) . . ?
C12 C13 C18 118.84(10) . . ?
C16 C15 H15 117.6(8) . . ?
C14 C15 C16 119.91(10) . . ?
C14 C15 H15 122.5(8) . . ?
N7 C32 C31 120.73(10) . . ?
N7 C32 C33 116.89(11) . . ?
C31 C32 C33 122.37(11) . . ?
N9 C43 C44 120.35(10) . . ?
N9 C43 C42 117.61(10) . . ?
C44 C43 C42 122.03(10) . . ?
N8 C44 C43 120.19(10) . . ?
N8 C44 C45 117.74(10) . . ?
C43 C44 C45 122.06(10) . . ?
N7 C35 C36 120.75(10) . . ?
N7 C35 C34 116.86(10) . . ?
C36 C35 C34 122.38(11) . . ?
C23 C22 H22 117.7(8) . . ?
C21 C22 C23 121.30(10) . . ?
C21 C22 H22 121.0(8) . . ?
N6 C36 C35 120.37(10) . . ?
N6 C36 C37 117.26(10) . . ?
C35 C36 C37 122.36(10) . . ?
O1 C10 C19 124.43(10) . . ?
O1 C10 C11 115.16(10) . . ?
C19 C10 C11 120.41(10) . . ?
C49 C49 C50 120.03(13) 3_766 . ?
C48 C49 C49 120.29(13) . 3_766 ?
C48 C49 C50 119.68(10) . . ?
C13 C14 H14 118.0(8) . . ?
C15 C14 C13 121.05(10) . . ?
C15 C14 H14 121.0(8) . . ?
C20 C21 H21 119.6(9) . . ?
C22 C21 C20 119.76(10) . . ?
C22 C21 H21 120.6(9) . . ?
C26 C25 H25 120.0(9) . . ?
C24 C25 C26 119.51(10) . . ?
C24 C25 H25 120.5(9) . . ?
C49 C48 C47 118.42(11) . . ?
C53 C48 C49 119.29(11) . . ?
C53 C48 C47 122.29(11) . . ?
N6 C31 C32 120.37(10) . . ?
N6 C31 C30 117.60(11) . . ?
C32 C31 C30 122.03(11) . . ?
C49 C50 C46 118.25(10) . 3_766 ?
C51 C50 C49 118.95(11) . . ?
C51 C50 C46 122.80(11) . 3_766 ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C13 C12 H12 119.2(9) . . ?
C11 C12 C13 120.93(10) . . ?
C11 C12 H12 119.8(9) . . ?
C40 C41 H41A 110.4(10) . . ?
C40 C41 H41B 112.1(10) . . ?
C40 C41 H41C 110.6(11) . . ?
H41A C41 H41B 106.7(13) . . ?
H41A C41 H41C 111.9(15) . . ?
H41B C41 H41C 105.0(14) . . ?
C50 C46 H46 118.3(9) 3_766 . ?
C47 C46 C50 121.43(11) . 3_766 ?
C47 C46 H46 120.3(9) . . ?
C10 C11 H11 117.9(9) . . ?
C12 C11 C10 120.27(10) . . ?
C12 C11 H11 121.8(9) . . ?
C44 C45 H45A 110.0(11) . . ?
C44 C45 H45B 111.6(10) . . ?
C44 C45 H45C 110.4(11) . . ?
H45A C45 H45B 107.2(14) . . ?
H45A C45 H45C 110.5(15) . . ?
H45B C45 H45C 107.0(14) . . ?
C48 C47 H47 118.5(9) . . ?
C46 C47 C48 121.59(11) . . ?
C46 C47 H47 119.9(9) . . ?
C43 C42 H42A 111.1(10) . . ?
C43 C42 H42B 110.1(11) . . ?
C43 C42 H42C 111.5(12) . . ?
H42A C42 H42B 105.5(15) . . ?
H42A C42 H42C 107.8(15) . . ?
H42B C42 H42C 110.7(16) . . ?
C50 C51 H51 120.3(9) . . ?
C52 C51 C50 120.99(12) . . ?
C52 C51 H51 118.6(9) . . ?
C31 C30 H30A 109.3(12) . . ?
C31 C30 H30B 112.0(11) . . ?
C31 C30 H30C 112.4(11) . . ?
H30A C30 H30B 110.5(16) . . ?
H30A C30 H30C 106.5(16) . . ?
H30B C30 H30C 105.9(16) . . ?
C51 C52 C53 120.53(12) . . ?
C51 C52 H52 119.2(10) . . ?
C53 C52 H52 120.2(10) . . ?
C35 C34 H34A 111.0(10) . . ?
C35 C34 H34B 110.0(10) . . ?
C35 C34 H34C 112.5(11) . . ?
H34A C34 H34B 110.3(14) . . ?
H34A C34 H34C 104.2(15) . . ?
H34B C34 H34C 108.6(15) . . ?
C48 C53 H53 118.5(9) . . ?
C52 C53 C48 120.56(11) . . ?
C52 C53 H53 121.0(9) . . ?
C32 C33 H33A 110.6(11) . . ?
C32 C33 H33B 111.2(11) . . ?
C32 C33 H33C 111.5(12) . . ?
H33A C33 H33B 108.1(15) . . ?
H33A C33 H33C 109.2(16) . . ?
H33B C33 H33C 106.1(15) . . ?
C36 C37 H37A 113.8(13) . . ?
C36 C37 H37B 112.6(12) . . ?
C36 C37 H37C 110.0(13) . . ?
H37A C37 H37B 104.7(17) . . ?
H37A C37 H37C 110.2(18) . . ?
H37B C37 H37C 105.1(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 N8 0.943(19) 1.795(19) 2.7373(12) 176.5(16) . yes
O5 H5A O2 0.90(2) 1.96(2) 2.8506(12) 167.4(18) 3_766 yes
O5 H5B O4 0.90(2) 1.93(2) 2.8206(12) 174.9(17) 2_755 yes
O4 H4 O5 0.96(2) 1.71(2) 2.6707(12) 176.0(18) . yes
O3 H3 N9 0.907(19) 1.86(2) 2.7596(13) 169.8(17) . yes
O1 H1 N6 0.94(2) 1.87(2) 2.7897(13) 166.4(17) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C16 C15 C14 -177.12(10) . . . . ?
O4 C26 C25 C24 -178.43(10) . . . . ?
O3 C20 C21 C22 -179.13(10) . . . . ?
O1 C10 C11 C12 178.75(11) . . . . ?
N8 C39 C40 N9 0.44(15) . . . . ?
N8 C39 C40 C41 -179.27(10) . . . . ?
N7 C32 C31 N6 -1.50(16) . . . . ?
N7 C32 C31 C30 177.91(10) . . . . ?
N7 C35 C36 N6 -0.50(15) . . . . ?
N7 C35 C36 C37 -178.91(10) . . . . ?
N9 C43 C44 N8 0.70(16) . . . . ?
N9 C43 C44 C45 -178.02(10) . . . . ?
C18 C17 C16 O2 175.83(9) . . . . ?
C18 C17 C16 C15 -2.67(15) . . . . ?
C18 C19 C10 O1 -177.44(10) . . . . ?
C18 C19 C10 C11 2.42(16) . . . . ?
C18 C13 C14 C15 -1.72(16) . . . . ?
C18 C13 C12 C11 1.70(17) . . . . ?
C27 C28 C29 C20 -178.83(10) . . . . ?
C27 C26 C25 C24 2.29(16) . . . . ?
C23 C28 C29 C20 0.29(15) . . . . ?
C23 C24 C25 C26 -1.07(16) . . . . ?
C23 C22 C21 C20 -0.02(17) . . . . ?
C28 C27 C26 O4 179.38(9) . . . . ?
C28 C27 C26 C25 -1.38(15) . . . . ?
C28 C23 C24 C25 -1.01(16) . . . . ?
C28 C23 C22 C21 -0.65(16) . . . . ?
C28 C29 C20 O3 178.99(10) . . . . ?
C28 C29 C20 C21 -0.98(16) . . . . ?
C39 N8 C44 C43 0.93(15) . . . . ?
C39 N8 C44 C45 179.70(9) . . . . ?
C29 C20 C21 C22 0.85(17) . . . . ?
C26 C27 C28 C23 -0.72(15) . . . . ?
C26 C27 C28 C29 178.41(9) . . . . ?
C17 C18 C19 C10 175.98(10) . . . . ?
C17 C18 C13 C14 0.53(15) . . . . ?
C17 C18 C13 C12 -178.09(10) . . . . ?
C17 C16 C15 C14 1.49(16) . . . . ?
C16 C15 C14 C13 0.74(17) . . . . ?
C40 N9 C43 C44 -1.75(15) . . . . ?
C40 N9 C43 C42 178.83(10) . . . . ?
C19 C18 C17 C16 -176.00(9) . . . . ?
C19 C18 C13 C14 178.23(10) . . . . ?
C19 C18 C13 C12 -0.40(15) . . . . ?
C19 C10 C11 C12 -1.13(18) . . . . ?
C24 C23 C28 C27 1.89(14) . . . . ?
C24 C23 C28 C29 -177.26(9) . . . . ?
C24 C23 C22 C21 177.05(10) . . . . ?
C13 C18 C17 C16 1.64(15) . . . . ?
C13 C18 C19 C10 -1.65(15) . . . . ?
C13 C12 C11 C10 -0.96(18) . . . . ?
C32 N7 C35 C36 0.44(15) . . . . ?
C32 N7 C35 C34 179.74(10) . . . . ?
C43 N9 C40 C39 1.19(15) . . . . ?
C43 N9 C40 C41 -179.08(10) . . . . ?
C44 N8 C39 C40 -1.48(14) . . . . ?
C44 N8 C39 C38 178.89(9) . . . . ?
C35 N7 C32 C31 0.53(15) . . . . ?
C35 N7 C32 C33 -178.57(10) . . . . ?
C22 C23 C28 C27 179.67(9) . . . . ?
C22 C23 C28 C29 0.51(14) . . . . ?
C22 C23 C24 C25 -178.70(10) . . . . ?
C36 N6 C31 C32 1.42(15) . . . . ?
C36 N6 C31 C30 -178.02(10) . . . . ?
C49 C49 C48 C47 -0.13(18) 3_766 . . . ?
C49 C49 C48 C53 179.95(12) 3_766 . . . ?
C49 C49 C50 C46 0.02(18) 3_766 . . 3_766 ?
C49 C49 C50 C51 179.76(12) 3_766 . . . ?
C49 C48 C47 C46 -0.21(17) . . . . ?
C49 C48 C53 C52 0.13(17) . . . . ?
C49 C50 C51 C52 0.44(17) . . . . ?
C14 C13 C12 C11 -176.88(11) . . . . ?
C48 C49 C50 C46 179.79(10) . . . 3_766 ?
C48 C49 C50 C51 -0.47(16) . . . . ?
C31 N6 C36 C35 -0.46(15) . . . . ?
C31 N6 C36 C37 178.03(10) . . . . ?
C50 C49 C48 C47 -179.90(10) . . . . ?
C50 C49 C48 C53 0.18(16) . . . . ?
C50 C46 C47 C48 0.43(18) 3_766 . . . ?
C50 C51 C52 C53 -0.13(19) . . . . ?
C38 C39 C40 N9 -179.96(9) . . . . ?
C38 C39 C40 C41 0.33(16) . . . . ?
C12 C13 C14 C15 176.86(11) . . . . ?
C46 C50 C51 C52 -179.82(11) 3_766 . . . ?
C47 C48 C53 C52 -179.78(11) . . . . ?
C42 C43 C44 N8 -179.91(10) . . . . ?
C42 C43 C44 C45 1.37(17) . . . . ?
C51 C52 C53 C48 -0.16(18) . . . . ?
C34 C35 C36 N6 -179.76(10) . . . . ?
C34 C35 C36 C37 1.84(16) . . . . ?
C53 C48 C47 C46 179.71(11) . . . . ?
C33 C32 C31 N6 177.55(10) . . . . ?
C33 C32 C31 C30 -3.03(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.038
_oxdiff_exptl_absorpt_empirical_full_min 0.569
####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 2167690'
loop_
_audit_author_name
_audit_author_address
'Mukherjee A.'
;Birla Institute of technology and science Pilani, Hyderabad campus
India
;
_audit_update_record             
;
2022-07-08 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
p20210012@hyderabad.bits-pilani.ac.in
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C10 H8 O2), C8 H6 N2, 3(C8 H12 N2), C16 H10'
_chemical_formula_sum            'C68 H68 N8 O4'
_chemical_formula_weight         1061.30
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   12.1268(2)
_cell_length_b                   13.0290(2)
_cell_length_c                   18.1703(2)
_cell_angle_alpha                84.4970(10)
_cell_angle_beta                 76.1030(10)
_cell_angle_gamma                89.9670(10)
_cell_volume                     2773.28(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17930
_cell_measurement_temperature    123.00
_cell_measurement_theta_max      79.5950
_cell_measurement_theta_min      5.0090
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.940
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34102
_diffrn_reflns_point_group_measured_fraction_full 0.690
_diffrn_reflns_point_group_measured_fraction_max 0.651
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.882
_diffrn_reflns_theta_min         3.986
_diffrn_ambient_temperature      123.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00 -24.00   0.50    3.36    --    0.00 -57.00  60.00   84
  2  ω    -36.00  23.00   0.50    3.36    --    0.00 -57.00-120.00  118
  3  ω    -32.00  89.00   0.50    3.36    --    0.00  82.00  30.00  242
  4  ω    -13.00  20.00   0.50    3.36    --    0.00 -57.00  60.00   66
  5  ω     28.00  54.00   0.50    3.36    --    0.00  37.00-120.00   52
  6  ω    -89.00  18.00   0.50    3.36    --    0.00 -37.00 -30.00  214
  7  ω     36.00  62.00   0.50   13.44    --  107.20 -30.00 120.00   52
  8  ω     27.00 125.00   0.50   13.44    --  107.20 -82.00   0.00  196
  9  ω     20.00  95.00   0.50   13.44    --  107.20 -45.00 -30.00  150
 10  ω     19.00 122.00   0.50   13.44    --  107.20 -82.00 -60.00  206
 11  ω     50.00 134.00   0.50   13.44    --  107.20 -82.00 120.00  168
 12  ω     31.00 122.00   0.50   13.44    --  107.20 -15.00  90.00  182
 13  ω     96.00 122.00   0.50   13.44    --  107.20 -82.00  60.00   52
 14  ω     98.00 124.00   0.50   13.44    --  107.20 -82.00 -90.00   52
 15  ω     26.00 126.00   0.50   13.44    --  107.20 -30.00   0.00  200
 16  ω     23.00  54.00   0.50   13.44    --  107.20 -82.00 -90.00   62
 17  ω    121.00 187.00   0.50   13.44    --  107.20  30.00-180.00  132
 18  ω     56.00 121.00   0.50   13.44    --  107.20 -45.00-180.00  130
 19  ω     88.00 113.00   0.50   13.44    --  107.20  30.00-180.00   50
 20  ω     81.00 132.00   0.50   13.44    --  107.20 -61.00-150.00  102
 21  ω     71.00 118.00   0.50   13.44    --  107.20 -82.00-120.00   94
 22  ω     77.00 126.00   0.50   13.44    --  107.20 -30.00 120.00   98
 23  ω     18.00 126.00   0.50   13.44    --  107.20 -61.00 120.00  216
 24  ω     36.00  61.00   0.50   13.44    --  107.20 -82.00 -30.00   50
 25  ω     95.00 131.00   0.50   13.44    --  107.20 -82.00 -30.00   72
 26  ω     82.00 197.00   0.50   13.44    --  107.20  15.00 120.00  230
 27  ω     90.00 115.00   0.50   13.44    --  107.20 -82.00-180.00   50
 28  ω     54.00  80.00   0.50   13.44    --  107.20 -82.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.351
_reflns_Friedel_fraction_full    0.384
_reflns_Friedel_fraction_max     0.338
_reflns_number_gt                14176
_reflns_number_total             15752
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 3347 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1782
_refine_ls_number_reflns         15752
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1003P)²+0.1505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1479
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Uiso: H79(0.0472) H85B(0.0456)
3.a Idealised Me refined as rotating group:
 C66(H66A,H66B,H66C), C70(H70A,H70B,H70C), C73(H73A,H73B,H73C), C86(H86A,H86B,
 H86C), C89(H89A,H89B,H89C), C93(H93A,H93B,H93C), C94(H94A,H94B,H94C), C97(H97A,
 H97B,H97C), C117(H11D,H11E,H11F), C118(H11G,H11H,H11I), C121(H12A,H12B,H12C),
 C130(H13A,H13B,H13C), C133(H13D,H13E,H13F), C134(H13G,H13H,H13I), C137(H13J,
 H13K,H13L), C138(H13M,H13N,H13O), C141(H14A,H14B,H14C), C142(H14D,H14E,H14F)
3.b Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0080(2) 0.7047(2) 0.52899(13) 0.0393(5) Uani 1 1 d . . . . .
O2 O 0.8807(3) 0.46204(19) 0.91988(14) 0.0487(6) Uani 1 1 d . . . . .
O3 O 0.7186(2) 0.17720(18) -0.07322(12) 0.0383(5) Uani 1 1 d . . . . .
H3 H 0.744842 0.120851 -0.087668 0.057 Uiso 1 1 calc R U . . .
O4 O 0.6797(2) -0.06055(19) 0.31272(13) 0.0349(5) Uani 1 1 d . . . . .
O5 O 0.5136(2) 0.20649(19) 0.52411(13) 0.0368(5) Uani 1 1 d . . . . .
O6 O 0.2846(2) -0.03926(19) 0.90915(13) 0.0436(6) Uani 1 1 d . . . . .
O7 O 0.4313(2) 0.67864(19) -0.06779(13) 0.0423(5) Uani 1 1 d . . . . .
O8 O 0.1649(2) 0.43610(18) 0.31186(13) 0.0360(5) Uani 1 1 d . . . . .
N00J N 0.3082(3) 0.1430(2) -0.02588(15) 0.0374(6) Uani 1 1 d . . . . .
N9 N 0.9825(2) 0.8946(2) 0.59330(14) 0.0280(5) Uani 1 1 d . . . . .
N10 N 0.9562(2) 1.0846(2) 0.65069(14) 0.0313(5) Uani 1 1 d . . . . .
N11 N 0.8007(3) 0.6446(2) -0.01974(16) 0.0411(6) Uani 1 1 d . . . . .
N12 N 0.7246(3) 0.8239(2) 0.04842(17) 0.0412(6) Uani 1 1 d . . . . .
N13 N 0.7968(2) 0.9957(2) 0.86647(15) 0.0344(5) Uani 1 1 d . . . . .
N14 N 0.8739(2) 0.8182(2) 0.80133(15) 0.0330(6) Uani 1 1 d . . . . .
N15 N 0.7050(2) 0.7508(2) 0.24563(14) 0.0280(5) Uani 1 1 d . . . . .
N16 N 0.7311(2) 0.5607(2) 0.18813(15) 0.0328(6) Uani 1 1 d . . . . .
N17 N 0.4618(2) 0.5836(2) 0.64898(15) 0.0336(6) Uani 1 1 d . . . . .
N18 N 0.4818(2) 0.3945(2) 0.59089(14) 0.0285(5) Uani 1 1 d . . . . .
N20 N 0.3328(2) 0.3285(2) 0.03539(17) 0.0398(6) Uani 1 1 d . . . . .
N21 N 0.4155(3) 0.4959(2) 0.86656(16) 0.0370(6) Uani 1 1 d . . . . .
N22 N 0.3904(3) 0.3189(2) 0.79988(16) 0.0374(6) Uani 1 1 d . . . . .
N23 N 0.1929(2) 0.2497(2) 0.24311(14) 0.0289(5) Uani 1 1 d . . . . .
N24 N 0.2070(2) 0.0606(2) 0.18388(15) 0.0320(6) Uani 1 1 d . . . . .
C1 C 0.9505(2) 0.4433(2) 0.68645(18) 0.0316(6) Uani 1 1 d . . . . .
C021 C -0.0962(3) 0.2248(3) 0.47132(18) 0.0377(7) Uani 1 1 d . . . . .
C024 C -0.1860(3) 0.1625(3) 0.46435(19) 0.0419(8) Uani 1 1 d . . . . .
C25 C 0.9889(2) 0.6225(2) 0.58337(18) 0.0321(6) Uani 1 1 d . . . . .
C26 C 0.9963(3) 0.5238(3) 0.55637(19) 0.0358(7) Uani 1 1 d . . . . .
C27 C 0.9765(3) 0.4370(3) 0.60656(19) 0.0340(7) Uani 1 1 d . . . . .
C29 C 0.9292(3) 0.3544(2) 0.7396(2) 0.0347(6) Uani 1 1 d . . . . .
C30 C 0.9061(3) 0.3630(3) 0.8162(2) 0.0383(7) Uani 1 1 d . . . . .
C31 C 0.9038(3) 0.4612(2) 0.84320(18) 0.0356(6) Uani 1 1 d . . . . .
C32 C 0.9226(3) 0.5494(2) 0.79354(17) 0.0323(6) Uani 1 1 d . . . . .
C33 C 0.9452(2) 0.5426(2) 0.71364(17) 0.0290(6) Uani 1 1 d . . . . .
C34 C 0.9642(2) 0.6321(2) 0.66049(18) 0.0312(6) Uani 1 1 d . . . . .
C36 C 0.7179(3) 0.2788(2) 0.02792(18) 0.0331(6) Uani 1 1 d . . . . .
C37 C 0.7146(3) 0.2878(2) 0.10284(18) 0.0320(6) Uani 1 1 d . . . . .
C38 C 0.7075(2) 0.1998(2) 0.15552(17) 0.0290(6) Uani 1 1 d . . . . .
C39 C 0.6984(2) 0.2064(2) 0.23433(17) 0.0305(6) Uani 1 1 d . . . . .
C40 C 0.6884(3) 0.1205(3) 0.28491(18) 0.0328(6) Uani 1 1 d . . . . .
C41 C 0.6889(2) 0.0210(2) 0.25919(16) 0.0284(6) Uani 1 1 d . . . . .
C42 C 0.6980(2) 0.0113(2) 0.18285(16) 0.0273(5) Uani 1 1 d . . . . .
C43 C 0.7068(2) 0.0997(2) 0.13015(16) 0.0269(5) Uani 1 1 d . . . . .
C44 C 0.7104(2) 0.0921(2) 0.05191(16) 0.0290(5) Uani 1 1 d . . . . .
C45 C 0.7156(2) 0.1793(2) 0.00246(16) 0.0304(6) Uani 1 1 d . . . . .
C46 C 0.4871(2) 0.1240(2) 0.57757(17) 0.0304(6) Uani 1 1 d . . . . .
C47 C 0.5083(3) 0.0259(3) 0.55130(19) 0.0344(6) Uani 1 1 d . . . . .
C48 C 0.4829(3) -0.0614(3) 0.60072(18) 0.0328(6) Uani 1 1 d . . . . .
C49 C 0.4352(2) -0.0559(2) 0.67940(18) 0.0295(6) Uani 1 1 d . . . . .
C50 C 0.4052(3) -0.1458(2) 0.73170(19) 0.0333(6) Uani 1 1 d . . . . .
C51 C 0.3562(3) -0.1378(3) 0.8071(2) 0.0357(7) Uani 1 1 d . . . . .
C52 C 0.3345(3) -0.0397(2) 0.83341(17) 0.0317(6) Uani 1 1 d . . . . .
C53 C 0.3628(3) 0.0488(2) 0.78478(17) 0.0306(6) Uani 1 1 d . . . . .
C54 C 0.4137(2) 0.0427(2) 0.70616(17) 0.0276(5) Uani 1 1 d . . . . .
C55 C 0.4418(2) 0.1328(2) 0.65379(17) 0.0299(6) Uani 1 1 d . . . . .
C56 C 0.3722(3) 0.6800(2) 0.00602(17) 0.0328(6) Uani 1 1 d . . . . .
C57 C 0.3462(3) 0.7786(2) 0.03191(18) 0.0341(6) Uani 1 1 d . . . . .
C58 C 0.2891(3) 0.7871(2) 0.10533(19) 0.0332(6) Uani 1 1 d . . . . .
C59 C 0.2546(2) 0.6983(2) 0.15723(17) 0.0288(6) Uani 1 1 d . . . . .
C60 C 0.1996(3) 0.7040(3) 0.23487(18) 0.0322(6) Uani 1 1 d . . . . .
C61 C 0.1709(3) 0.6177(3) 0.28455(18) 0.0319(6) Uani 1 1 d . . . . .
C62 C 0.1950(2) 0.5187(2) 0.25881(17) 0.0289(6) Uani 1 1 d . . . . .
C63 C 0.2468(2) 0.5100(2) 0.18349(17) 0.0288(6) Uani 1 1 d . . . . .
C64 C 0.2787(2) 0.5992(2) 0.13121(17) 0.0280(6) Uani 1 1 d . . . . .
C65 C 0.3379(3) 0.5920(2) 0.05432(16) 0.0297(6) Uani 1 1 d . . . . .
C66 C 1.1873(3) 0.8992(3) 0.57984(19) 0.0388(7) Uani 1 1 d . . . . .
H66A H 1.178007 0.830011 0.564938 0.058 Uiso 1 1 calc R U . . .
H66B H 1.222155 0.894288 0.623407 0.058 Uiso 1 1 calc R U . . .
H66C H 1.236247 0.941691 0.536998 0.058 Uiso 1 1 calc R U . . .
C67 C 1.0730(2) 0.9477(2) 0.60158(16) 0.0279(6) Uani 1 1 d . . . . .
C68 C 1.0597(3) 1.0449(2) 0.62965(16) 0.0297(6) Uani 1 1 d . . . . .
C69 C 1.1590(3) 1.1066(3) 0.6385(2) 0.0424(8) Uani 1 1 d . . . . .
C70 C 0.7517(3) 1.0780(3) 0.6670(2) 0.0417(8) Uani 1 1 d . . . . .
H70A H 0.706069 1.036109 0.711568 0.062 Uiso 1 1 calc R U . . .
H70B H 0.713366 1.079946 0.625149 0.062 Uiso 1 1 calc R U . . .
H70C H 0.760684 1.148273 0.680011 0.062 Uiso 1 1 calc R U . . .
C71 C 0.8664(3) 1.0315(2) 0.64283(16) 0.0293(6) Uani 1 1 d . . . . .
C72 C 0.8798(2) 0.9355(2) 0.61324(17) 0.0288(6) Uani 1 1 d . . . . .
C73 C 0.7811(3) 0.8740(3) 0.6023(2) 0.0390(7) Uani 1 1 d . . . . .
H73A H 0.748504 0.911323 0.563431 0.059 Uiso 1 1 calc R U . . .
H73B H 0.723155 0.863861 0.650543 0.059 Uiso 1 1 calc R U . . .
H73C H 0.807229 0.806804 0.585956 0.059 Uiso 1 1 calc R U . . .
C74 C 0.9923(3) 0.6936(3) -0.0239(2) 0.0480(8) Uani 1 1 d . . . . .
C75 C 1.0687(3) 0.7603(3) -0.0089(2) 0.0499(8) Uani 1 1 d . . . . .
C76 C 1.0305(3) 0.8522(3) 0.0246(2) 0.0475(8) Uani 1 1 d . . . . .
C77 C 0.9178(3) 0.8736(3) 0.0430(2) 0.0413(7) Uani 1 1 d . . . . .
C78 C 0.8370(3) 0.8047(3) 0.02874(17) 0.0336(6) Uani 1 1 d . . . . .
C79 C 0.6546(3) 0.7564(3) 0.0345(2) 0.0426(8) Uani 1 1 d . . . . .
C80 C 0.6927(3) 0.6664(3) 0.00042(19) 0.0434(8) Uani 1 1 d . . . . .
C81 C 0.8762(3) 0.7121(3) -0.00565(18) 0.0374(7) Uani 1 1 d . . . . .
C82 C 0.9876(3) 1.0617(3) 0.8547(2) 0.0468(8) Uani 1 1 d . . . . .
C83 C 0.9078(3) 0.9794(3) 0.84546(18) 0.0337(6) Uani 1 1 d . . . . .
C84 C 0.9476(3) 0.8873(2) 0.81337(16) 0.0316(6) Uani 1 1 d . . . . .
C85 C 1.0710(3) 0.8635(3) 0.7924(2) 0.0432(8) Uani 1 1 d . . . . .
C86 C 0.6830(3) 0.7578(3) 0.8060(2) 0.0439(8) Uani 1 1 d . . . . .
H86A H 0.726788 0.703898 0.778854 0.066 Uiso 1 1 calc R U . . .
H86B H 0.635112 0.791336 0.774795 0.066 Uiso 1 1 calc R U . . .
H86C H 0.634885 0.726983 0.854407 0.066 Uiso 1 1 calc R U . . .
C87 C 0.7627(3) 0.8362(2) 0.82144(16) 0.0316(6) Uani 1 1 d . . . . .
C88 C 0.7229(3) 0.9248(3) 0.85598(17) 0.0345(6) Uani 1 1 d . . . . .
C89 C 0.5991(3) 0.9462(3) 0.8819(2) 0.0473(8) Uani 1 1 d . . . . .
H89A H 0.573254 0.983915 0.840100 0.071 Uiso 1 1 calc R U . . .
H89B H 0.586933 0.987859 0.925224 0.071 Uiso 1 1 calc R U . . .
H89C H 0.556042 0.880903 0.897533 0.071 Uiso 1 1 calc R U . . .
C90 C 0.9056(3) 0.7668(3) 0.2427(2) 0.0375(7) Uani 1 1 d . . . . .
C91 C 0.8073(2) 0.7079(2) 0.22908(16) 0.0283(6) Uani 1 1 d . . . . .
C92 C 0.8204(2) 0.6122(2) 0.19943(16) 0.0294(6) Uani 1 1 d . . . . .
C93 C 0.9345(3) 0.5635(3) 0.1783(2) 0.0402(7) Uani 1 1 d . . . . .
H93A H 0.987047 0.610387 0.140585 0.060 Uiso 1 1 calc R U . . .
H93B H 0.926736 0.498530 0.156787 0.060 Uiso 1 1 calc R U . . .
H93C H 0.964069 0.549823 0.223910 0.060 Uiso 1 1 calc R U . . .
C94 C 0.5310(3) 0.5445(3) 0.1917(2) 0.0443(8) Uani 1 1 d . . . . .
H94A H 0.469516 0.537529 0.238177 0.066 Uiso 1 1 calc R U . . .
H94B H 0.556019 0.475937 0.177859 0.066 Uiso 1 1 calc R U . . .
H94C H 0.503664 0.581312 0.150174 0.066 Uiso 1 1 calc R U . . .
C95 C 0.6288(3) 0.6040(3) 0.20540(17) 0.0311(6) Uani 1 1 d . . . . .
C96 C 0.6154(3) 0.7001(2) 0.23419(16) 0.0296(6) Uani 1 1 d . . . . .
C97 C 0.5029(3) 0.7519(3) 0.2504(2) 0.0378(7) Uani 1 1 d . . . . .
H97A H 0.477863 0.765521 0.203063 0.057 Uiso 1 1 calc R U . . .
H97B H 0.510565 0.817194 0.271625 0.057 Uiso 1 1 calc R U . . .
H97C H 0.446773 0.706917 0.287182 0.057 Uiso 1 1 calc R U . . .
C98 C 0.8627(3) 0.4748(3) 0.38007(19) 0.0435(8) Uani 1 1 d . . . . .
C99 C 0.8447(3) 0.5724(3) 0.40485(19) 0.0395(8) Uani 1 1 d . . . . .
C100 C 0.7351(3) 0.6126(3) 0.41957(17) 0.0304(6) Uani 1 1 d . . . . .
C101 C 0.7126(3) 0.7143(3) 0.44363(18) 0.0375(7) Uani 1 1 d . . . . .
C102 C 0.6081(3) 0.7522(3) 0.45664(18) 0.0385(7) Uani 1 1 d . . . . .
C103 C 0.5118(3) 0.6925(3) 0.44913(16) 0.0329(6) Uani 1 1 d . . . . .
C104 C 0.4016(3) 0.7293(3) 0.46429(19) 0.0411(8) Uani 1 1 d . . . . .
C105 C 0.3116(3) 0.6695(3) 0.4549(2) 0.0468(9) Uani 1 1 d . . . . .
C106 C 0.3307(3) 0.5735(4) 0.4295(2) 0.0451(8) Uani 1 1 d . . . . .
C107 C 0.4394(3) 0.5317(3) 0.41445(17) 0.0337(7) Uani 1 1 d . . . . .
C108 C 0.4620(3) 0.4314(3) 0.39031(19) 0.0396(7) Uani 1 1 d . . . . .
C109 C 0.5669(3) 0.3928(3) 0.37728(19) 0.0377(7) Uani 1 1 d . . . . .
C110 C 0.6628(3) 0.4520(2) 0.38535(17) 0.0306(6) Uani 1 1 d . . . . .
C111 C 0.7735(3) 0.4155(3) 0.37040(18) 0.0377(7) Uani 1 1 d . . . . .
C112 C 0.6432(3) 0.5528(2) 0.40969(15) 0.0262(6) Uani 1 1 d . . . . .
C113 C 0.5317(3) 0.5930(2) 0.42451(16) 0.0272(6) Uani 1 1 d . . . . .
C114 C 0.6640(3) 0.5946(3) 0.6431(2) 0.0468(9) Uani 1 1 d . . . . .
C115 C 0.5627(3) 0.5395(3) 0.63100(17) 0.0315(6) Uani 1 1 d . . . . .
C116 C 0.5727(3) 0.4421(2) 0.60195(16) 0.0292(6) Uani 1 1 d . . . . .
C117 C 0.6851(3) 0.3905(3) 0.58110(19) 0.0375(7) Uani 1 1 d . . . . .
H11D H 0.735012 0.430805 0.537495 0.056 Uiso 1 1 calc R U . . .
H11E H 0.673402 0.320950 0.567633 0.056 Uiso 1 1 calc R U . . .
H11F H 0.720155 0.386051 0.624553 0.056 Uiso 1 1 calc R U . . .
C118 C 0.2802(3) 0.3829(3) 0.5948(2) 0.0410(8) Uani 1 1 d . . . . .
H11G H 0.220856 0.373160 0.642342 0.061 Uiso 1 1 calc R U . . .
H11H H 0.303850 0.315467 0.577621 0.061 Uiso 1 1 calc R U . . .
H11I H 0.250410 0.423120 0.555743 0.061 Uiso 1 1 calc R U . . .
C119 C 0.3802(3) 0.4392(2) 0.60809(17) 0.0300(6) Uani 1 1 d . . . . .
C120 C 0.3707(3) 0.5365(2) 0.63748(17) 0.0312(6) Uani 1 1 d . . . . .
C121 C 0.2590(3) 0.5882(3) 0.6575(2) 0.0456(8) Uani 1 1 d . . . . .
H12A H 0.207783 0.547192 0.700108 0.068 Uiso 1 1 calc R U . . .
H12B H 0.225487 0.594294 0.613327 0.068 Uiso 1 1 calc R U . . .
H12C H 0.270414 0.657094 0.672244 0.068 Uiso 1 1 calc R U . . .
C122 C 0.2158(3) 0.1997(3) 0.00026(17) 0.0337(6) Uani 1 1 d . . . . .
C123 C 0.1074(3) 0.1655(3) -0.0021(2) 0.0427(8) Uani 1 1 d . . . . .
C124 C 0.0142(3) 0.2243(3) 0.0214(2) 0.0459(8) Uani 1 1 d . . . . .
C125 C 0.0270(3) 0.3206(3) 0.0491(2) 0.0427(7) Uani 1 1 d . . . . .
C126 C 0.1319(3) 0.3546(3) 0.0546(2) 0.0391(7) Uani 1 1 d . . . . .
C127 C 0.2281(3) 0.2953(2) 0.03090(17) 0.0316(6) Uani 1 1 d . . . . .
C128 C 0.4186(3) 0.2708(3) 0.0099(2) 0.0436(8) Uani 1 1 d . . . . .
C129 C 0.4072(3) 0.1789(3) -0.0211(2) 0.0425(8) Uani 1 1 d . . . . .
C130 C 0.2179(4) 0.5392(3) 0.8809(2) 0.0509(9) Uani 1 1 d . . . . .
H13A H 0.229963 0.575587 0.923171 0.076 Uiso 1 1 calc R U . . .
H13B H 0.146928 0.498332 0.897515 0.076 Uiso 1 1 calc R U . . .
H13C H 0.213229 0.589486 0.838087 0.076 Uiso 1 1 calc R U . . .
C131 C 0.3149(3) 0.4694(3) 0.85628(18) 0.0390(7) Uani 1 1 d . . . . .
C132 C 0.3016(3) 0.3777(3) 0.82308(19) 0.0382(7) Uani 1 1 d . . . . .
C133 C 0.1893(3) 0.3437(3) 0.8138(2) 0.0503(9) Uani 1 1 d . . . . .
H13D H 0.197121 0.278399 0.790683 0.075 Uiso 1 1 calc R U . . .
H13E H 0.161209 0.396203 0.780926 0.075 Uiso 1 1 calc R U . . .
H13F H 0.135463 0.334170 0.863835 0.075 Uiso 1 1 calc R U . . .
C134 C 0.5897(3) 0.2778(3) 0.7840(2) 0.0457(8) Uani 1 1 d . . . . .
H13G H 0.612271 0.244299 0.828564 0.068 Uiso 1 1 calc R U . . .
H13H H 0.653880 0.319086 0.751576 0.068 Uiso 1 1 calc R U . . .
H13I H 0.567155 0.225206 0.755039 0.068 Uiso 1 1 calc R U . . .
C135 C 0.4915(3) 0.3467(3) 0.80967(17) 0.0358(7) Uani 1 1 d . . . . .
C136 C 0.5047(3) 0.4355(3) 0.84483(18) 0.0359(7) Uani 1 1 d . . . . .
C137 C 0.6154(3) 0.4657(3) 0.8593(2) 0.0507(9) Uani 1 1 d . . . . .
H13J H 0.672017 0.478659 0.810708 0.076 Uiso 1 1 calc R U . . .
H13K H 0.640728 0.409847 0.891025 0.076 Uiso 1 1 calc R U . . .
H13L H 0.606221 0.528418 0.885717 0.076 Uiso 1 1 calc R U . . .
C138 C -0.0121(3) 0.2531(3) 0.25887(18) 0.0346(7) Uani 1 1 d . . . . .
H13M H -0.061314 0.211466 0.302073 0.052 Uiso 1 1 calc R U . . .
H13N H -0.048691 0.260282 0.216136 0.052 Uiso 1 1 calc R U . . .
H13O H 0.000847 0.321502 0.273863 0.052 Uiso 1 1 calc R U . . .
C139 C 0.0992(2) 0.2013(2) 0.23529(16) 0.0262(6) Uani 1 1 d . . . . .
C140 C 0.1070(2) 0.1055(2) 0.20548(16) 0.0283(6) Uani 1 1 d . . . . .
C141 C 0.0034(3) 0.0488(3) 0.1980(2) 0.0378(7) Uani 1 1 d . . . . .
H14A H 0.025940 -0.015415 0.174971 0.057 Uiso 1 1 calc R U . . .
H14B H -0.035804 0.091935 0.165498 0.057 Uiso 1 1 calc R U . . .
H14C H -0.047744 0.032696 0.248457 0.057 Uiso 1 1 calc R U . . .
C142 C 0.4119(3) 0.0577(3) 0.1664(2) 0.0440(8) Uani 1 1 d . . . . .
H14D H 0.467204 0.106535 0.132626 0.066 Uiso 1 1 calc R U . . .
H14E H 0.401231 -0.001566 0.139218 0.066 Uiso 1 1 calc R U . . .
H14F H 0.439900 0.033958 0.211299 0.066 Uiso 1 1 calc R U . . .
C143 C 0.3006(3) 0.1098(3) 0.19110(17) 0.0322(6) Uani 1 1 d . . . . .
C144 C 0.2936(2) 0.2047(2) 0.22184(17) 0.0300(6) Uani 1 1 d . . . . .
C145 C 0.3965(3) 0.2620(3) 0.2297(2) 0.0410(8) Uani 1 1 d . . . . .
C148 C -0.1646(3) 0.0664(3) 0.43933(19) 0.0391(7) Uani 1 1 d . . . . .
C149 C -0.0547(3) 0.0281(3) 0.42070(17) 0.0313(6) Uani 1 1 d . . . . .
C150 C -0.0300(3) -0.0724(3) 0.39657(18) 0.0365(7) Uani 1 1 d . . . . .
C151 C 0.0762(3) -0.1064(3) 0.37944(18) 0.0365(7) Uani 1 1 d . . . . .
C152 C 0.1723(3) -0.0439(3) 0.38417(17) 0.0326(6) Uani 1 1 d . . . . .
C153 C 0.2840(3) -0.0772(3) 0.3654(2) 0.0409(8) Uani 1 1 d . . . . .
C154 C 0.3725(3) -0.0156(4) 0.3731(2) 0.0468(9) Uani 1 1 d . . . . .
C155 C 0.3527(3) 0.0816(3) 0.3989(2) 0.0416(8) Uani 1 1 d . . . . .
C156 C 0.2419(3) 0.1188(3) 0.41649(17) 0.0311(6) Uani 1 1 d . . . . .
C157 C 0.2171(3) 0.2195(3) 0.44190(19) 0.0383(7) Uani 1 1 d . . . . .
C158 C 0.1114(3) 0.2542(3) 0.45804(18) 0.0374(7) Uani 1 1 d . . . . .
C159 C 0.0153(3) 0.1915(3) 0.45281(16) 0.0305(6) Uani 1 1 d . . . . .
C160 C 0.0372(3) 0.0925(2) 0.42765(16) 0.0260(6) Uani 1 1 d . . . . .
C161 C 0.1504(3) 0.0562(2) 0.40928(16) 0.0271(6) Uani 1 1 d . . . . .
H39 H 0.699(3) 0.275(3) 0.253(2) 0.036(9) Uiso 1 1 d . . . . .
H48 H 0.498(3) -0.129(3) 0.585(2) 0.031(9) Uiso 1 1 d . . . . .
H50 H 0.427(3) -0.214(3) 0.715(2) 0.033(9) Uiso 1 1 d . . . . .
H60 H 0.184(4) 0.768(4) 0.254(3) 0.055(13) Uiso 1 1 d . . . . .
H63 H 0.262(3) 0.437(3) 0.1674(19) 0.031(9) Uiso 1 1 d . . . . .
H29 H 0.937(3) 0.294(3) 0.717(2) 0.041(10) Uiso 1 1 d . . . . .
H27 H 0.982(4) 0.370(4) 0.589(3) 0.051(12) Uiso 1 1 d . . . . .
H104 H 0.384(3) 0.797(3) 0.479(2) 0.038(10) Uiso 1 1 d . . . . .
H151 H 0.087(3) -0.175(3) 0.3664(19) 0.025(8) Uiso 1 1 d . . . . .
H101 H 0.773(3) 0.754(3) 0.446(2) 0.035(9) Uiso 1 1 d . . . . .
H021 H -0.113(4) 0.288(3) 0.490(2) 0.042(11) Uiso 1 1 d . . . . .
H42 H 0.696(3) -0.056(3) 0.165(2) 0.033(9) Uiso 1 1 d . . . . .
H65 H 0.361(3) 0.515(3) 0.0371(19) 0.033(9) Uiso 1 1 d . . . . .
H109 H 0.575(3) 0.325(3) 0.3603(19) 0.025(8) Uiso 1 1 d . . . . .
H58 H 0.275(3) 0.858(3) 0.122(2) 0.040(10) Uiso 1 1 d . . . . .
H111 H 0.783(3) 0.334(3) 0.352(2) 0.039(10) Uiso 1 1 d . . . . .
H102 H 0.592(4) 0.823(4) 0.471(2) 0.049(12) Uiso 1 1 d . . . . .
H158 H 0.087(4) 0.323(4) 0.476(3) 0.057(13) Uiso 1 1 d . . . . .
H37 H 0.713(3) 0.359(3) 0.125(2) 0.037(10) Uiso 1 1 d . . . . .
H157 H 0.278(4) 0.258(4) 0.445(3) 0.060(13) Uiso 1 1 d . . . . .
H8 H 0.181(4) 0.374(4) 0.289(2) 0.044(11) Uiso 1 1 d . . . . .
H55 H 0.425(3) 0.202(3) 0.6750(19) 0.027(8) Uiso 1 1 d . . . . .
H53 H 0.346(3) 0.112(3) 0.8059(18) 0.026(8) Uiso 1 1 d . . . . .
H90A H 0.882(4) 0.840(4) 0.260(3) 0.057(12) Uiso 1 1 d . . . . .
H150 H -0.096(5) -0.118(4) 0.391(3) 0.065(14) Uiso 1 1 d . . . . .
H5 H 0.499(4) 0.258(4) 0.546(2) 0.045(12) Uiso 1 1 d . . . . .
H34 H 0.956(3) 0.697(3) 0.680(2) 0.031(9) Uiso 1 1 d . . . . .
H153 H 0.298(4) -0.150(3) 0.343(2) 0.046(11) Uiso 1 1 d . . . . .
H61 H 0.134(3) 0.618(3) 0.3364(19) 0.023(8) Uiso 1 1 d . . . . .
H90B H 0.969(4) 0.774(3) 0.200(2) 0.048(11) Uiso 1 1 d . . . . .
H106 H 0.271(4) 0.525(4) 0.422(3) 0.053(12) Uiso 1 1 d . . . . .
H32 H 0.917(3) 0.618(3) 0.814(2) 0.037(9) Uiso 1 1 d . . . . .
H99 H 0.901(4) 0.617(4) 0.417(3) 0.056(13) Uiso 1 1 d . . . . .
H108 H 0.398(5) 0.385(4) 0.380(3) 0.075(16) Uiso 1 1 d . . . . .
H1 H 0.994(4) 0.761(4) 0.553(3) 0.056(13) Uiso 1 1 d . . . . .
H80 H 0.650(4) 0.607(4) -0.009(2) 0.047(11) Uiso 1 1 d . . . . .
H51 H 0.339(3) -0.194(3) 0.844(2) 0.043(11) Uiso 1 1 d . . . . .
H4 H 0.691(3) -0.114(3) 0.291(2) 0.034(10) Uiso 1 1 d . . . . .
H14G H 0.447(4) 0.220(3) 0.255(2) 0.046(11) Uiso 1 1 d . . . . .
H40 H 0.684(3) 0.123(3) 0.338(2) 0.030(9) Uiso 1 1 d . . . . .
H57 H 0.374(3) 0.842(3) -0.006(2) 0.039(10) Uiso 1 1 d . . . . .
H69A H 1.221(4) 1.114(4) 0.588(3) 0.062(13) Uiso 1 1 d . . . . .
H155 H 0.411(4) 0.126(4) 0.409(2) 0.052(12) Uiso 1 1 d . . . . .
H126 H 0.143(4) 0.421(4) 0.071(2) 0.052(12) Uiso 1 1 d . . . . .
H44 H 0.714(3) 0.021(3) 0.035(2) 0.041(10) Uiso 1 1 d . . . . .
H90C H 0.930(5) 0.733(4) 0.284(3) 0.074(15) Uiso 1 1 d . . . . .
H14H H 0.384(5) 0.327(5) 0.263(3) 0.081(16) Uiso 1 1 d . . . . .
H6 H 0.300(6) 0.034(5) 0.925(4) 0.10(2) Uiso 1 1 d . . . . .
H11A H 0.726(4) 0.611(4) 0.592(3) 0.064(13) Uiso 1 1 d . . . . .
H148 H -0.224(4) 0.017(4) 0.435(3) 0.064(14) Uiso 1 1 d . . . . .
H85A H 1.119(4) 0.928(3) 0.757(2) 0.053(12) Uiso 1 1 d . . . . .
H26 H 1.016(4) 0.516(4) 0.500(3) 0.053(12) Uiso 1 1 d . . . . .
H11B H 0.632(5) 0.661(4) 0.667(3) 0.075(15) Uiso 1 1 d . . . . .
H14I H 0.449(5) 0.284(4) 0.176(3) 0.074(15) Uiso 1 1 d . . . . .
H69B H 1.196(3) 1.066(3) 0.677(2) 0.037(9) Uiso 1 1 d . . . . .
H47 H 0.539(4) 0.018(4) 0.496(2) 0.050(12) Uiso 1 1 d . . . . .
H024 H -0.263(3) 0.189(3) 0.473(2) 0.040(10) Uiso 1 1 d . . . . .
H69C H 1.130(6) 1.181(5) 0.653(4) 0.10(2) Uiso 1 1 d . . . . .
H79 H 0.573(4) 0.776(3) 0.052(2) 0.047 Uiso 1 1 d . U . . .
H82A H 1.061(5) 1.029(4) 0.867(3) 0.078(16) Uiso 1 1 d . . . . .
H30 H 0.892(4) 0.302(3) 0.856(2) 0.046(11) Uiso 1 1 d . . . . .
H129 H 0.473(5) 0.140(4) -0.041(3) 0.064(14) Uiso 1 1 d . . . . .
H128 H 0.501(4) 0.306(4) 0.013(2) 0.055(12) Uiso 1 1 d . . . . .
H11C H 0.703(4) 0.548(3) 0.681(2) 0.050(11) Uiso 1 1 d . . . . .
H75 H 1.149(4) 0.731(4) -0.019(3) 0.063(13) Uiso 1 1 d . . . . .
H105 H 0.236(3) 0.702(3) 0.468(2) 0.040(10) Uiso 1 1 d . . . . .
H85B H 1.083(4) 0.790(3) 0.771(2) 0.046 Uiso 1 1 d . U . . .
H123 H 0.104(4) 0.094(3) -0.021(2) 0.051(11) Uiso 1 1 d . . . . .
H76 H 1.096(3) 0.903(3) 0.038(2) 0.043(10) Uiso 1 1 d . . . . .
H36 H 0.729(3) 0.344(3) -0.009(2) 0.036(9) Uiso 1 1 d . . . . .
H82B H 0.950(4) 1.108(4) 0.898(3) 0.062(13) Uiso 1 1 d . . . . .
H77 H 0.886(4) 0.941(3) 0.074(2) 0.052(11) Uiso 1 1 d . . . . .
H85C H 1.105(5) 0.863(4) 0.842(3) 0.071(14) Uiso 1 1 d . . . . .
H154 H 0.447(6) -0.042(5) 0.361(3) 0.09(2) Uiso 1 1 d . . . . .
H2 H 0.855(5) 0.530(5) 0.947(3) 0.093(19) Uiso 1 1 d . . . . .
H124 H -0.067(4) 0.202(3) 0.014(2) 0.045(10) Uiso 1 1 d . . . . .
H125 H -0.040(4) 0.365(4) 0.069(3) 0.060(13) Uiso 1 1 d . . . . .
H82C H 1.014(6) 1.119(5) 0.802(4) 0.11(2) Uiso 1 1 d . . . . .
H98 H 0.934(5) 0.443(4) 0.377(3) 0.069(15) Uiso 1 1 d . . . . .
H74 H 1.018(6) 0.631(5) -0.048(4) 0.10(2) Uiso 1 1 d . . . . .
H7 H 0.429(5) 0.614(4) -0.086(3) 0.068(15) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C25 1.365(4) . ?
O1 H1 0.89(5) . ?
O2 C31 1.355(4) . ?
O2 H2 1.06(7) . ?
O3 H3 0.8400 . ?
O3 C45 1.370(3) . ?
O4 C41 1.356(4) . ?
O4 H4 0.83(4) . ?
O5 C46 1.361(4) . ?
O5 H5 0.81(5) . ?
O6 C52 1.364(4) . ?
O6 H6 1.06(7) . ?
O7 C56 1.362(4) . ?
O7 H7 0.94(6) . ?
O8 C62 1.361(4) . ?
O8 H8 0.95(5) . ?
N00J C122 1.355(4) . ?
N00J C129 1.314(5) . ?
N9 C67 1.344(4) . ?
N9 C72 1.336(4) . ?
N10 C68 1.339(4) . ?
N10 C71 1.333(4) . ?
N11 C80 1.311(5) . ?
N11 C81 1.353(4) . ?
N12 C78 1.353(4) . ?
N12 C79 1.305(5) . ?
N13 C83 1.332(4) . ?
N13 C88 1.345(4) . ?
N14 C84 1.337(4) . ?
N14 C87 1.337(4) . ?
N15 C91 1.340(4) . ?
N15 C96 1.340(4) . ?
N16 C92 1.342(4) . ?
N16 C95 1.342(4) . ?
N17 C115 1.334(4) . ?
N17 C120 1.333(4) . ?
N18 C116 1.332(4) . ?
N18 C119 1.343(4) . ?
N20 C127 1.364(4) . ?
N20 C128 1.302(5) . ?
N21 C131 1.329(5) . ?
N21 C136 1.342(4) . ?
N22 C132 1.330(5) . ?
N22 C135 1.335(4) . ?
N23 C139 1.344(4) . ?
N23 C144 1.343(4) . ?
N24 C140 1.335(4) . ?
N24 C143 1.344(4) . ?
C1 C27 1.420(4) . ?
C1 C29 1.417(5) . ?
C1 C33 1.424(4) . ?
C021 C024 1.395(6) . ?
C021 C159 1.393(4) . ?
C021 H021 0.92(4) . ?
C024 C148 1.377(6) . ?
C024 H024 0.98(4) . ?
C25 C26 1.416(4) . ?
C25 C34 1.379(4) . ?
C26 C27 1.366(5) . ?
C26 H26 1.00(5) . ?
C27 H27 0.95(5) . ?
C29 C30 1.367(5) . ?
C29 H29 0.92(4) . ?
C30 C31 1.412(4) . ?
C30 H30 1.01(4) . ?
C31 C32 1.375(4) . ?
C32 C33 1.423(4) . ?
C32 H32 0.99(4) . ?
C33 C34 1.422(4) . ?
C34 H34 0.94(4) . ?
C36 C37 1.369(4) . ?
C36 C45 1.420(4) . ?
C36 H36 1.01(4) . ?
C37 C38 1.410(4) . ?
C37 H37 1.04(4) . ?
C38 C39 1.420(4) . ?
C38 C43 1.425(4) . ?
C39 C40 1.365(5) . ?
C39 H39 0.99(4) . ?
C40 C41 1.419(4) . ?
C40 H40 0.96(4) . ?
C41 C42 1.383(4) . ?
C42 C43 1.412(4) . ?
C42 H42 0.96(4) . ?
C43 C44 1.425(4) . ?
C44 C45 1.372(4) . ?
C44 H44 1.00(4) . ?
C46 C47 1.408(4) . ?
C46 C55 1.378(4) . ?
C47 C48 1.366(5) . ?
C47 H47 1.01(4) . ?
C48 C49 1.416(4) . ?
C48 H48 0.95(4) . ?
C49 C50 1.424(4) . ?
C49 C54 1.420(4) . ?
C50 C51 1.370(5) . ?
C50 H50 0.98(4) . ?
C51 C52 1.410(4) . ?
C51 H51 0.92(4) . ?
C52 C53 1.374(4) . ?
C53 C54 1.423(4) . ?
C53 H53 0.95(4) . ?
C54 C55 1.425(4) . ?
C55 H55 1.01(4) . ?
C56 C57 1.420(4) . ?
C56 C65 1.374(4) . ?
C57 C58 1.363(5) . ?
C57 H57 1.03(4) . ?
C58 C59 1.415(4) . ?
C58 H58 1.01(4) . ?
C59 C60 1.417(4) . ?
C59 C64 1.424(4) . ?
C60 C61 1.362(5) . ?
C60 H60 0.94(5) . ?
C61 C62 1.421(4) . ?
C61 H61 0.94(3) . ?
C62 C63 1.377(4) . ?
C63 C64 1.420(4) . ?
C63 H63 1.02(4) . ?
C64 C65 1.421(4) . ?
C65 H65 1.10(4) . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C66 C67 1.503(4) . ?
C67 C68 1.405(4) . ?
C68 C69 1.497(4) . ?
C69 H69A 1.03(5) . ?
C69 H69B 1.02(4) . ?
C69 H69C 1.06(7) . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C70 C71 1.500(4) . ?
C71 C72 1.403(4) . ?
C72 C73 1.503(4) . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 C75 1.362(6) . ?
C74 C81 1.393(5) . ?
C74 H74 0.98(7) . ?
C75 C76 1.422(6) . ?
C75 H75 1.03(5) . ?
C76 C77 1.362(5) . ?
C76 H76 1.12(4) . ?
C77 C78 1.415(5) . ?
C77 H77 1.11(4) . ?
C78 C81 1.440(5) . ?
C79 C80 1.405(5) . ?
C79 H79 1.01(5) . ?
C80 H80 0.99(5) . ?
C82 C83 1.492(4) . ?
C82 H82A 1.04(6) . ?
C82 H82B 1.05(5) . ?
C82 H82C 1.14(6) . ?
C83 C84 1.418(5) . ?
C84 C85 1.493(5) . ?
C85 H85A 1.08(4) . ?
C85 H85B 1.06(4) . ?
C85 H85C 1.07(5) . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C86 C87 1.497(4) . ?
C87 C88 1.397(4) . ?
C88 C89 1.496(5) . ?
C89 H89A 0.9800 . ?
C89 H89B 0.9800 . ?
C89 H89C 0.9800 . ?
C90 C91 1.499(4) . ?
C90 H90A 1.05(5) . ?
C90 H90B 0.95(4) . ?
C90 H90C 0.95(6) . ?
C91 C92 1.400(4) . ?
C92 C93 1.501(4) . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C94 H94A 0.9800 . ?
C94 H94B 0.9800 . ?
C94 H94C 0.9800 . ?
C94 C95 1.499(4) . ?
C95 C96 1.398(5) . ?
C96 C97 1.500(4) . ?
C97 H97A 0.9800 . ?
C97 H97B 0.9800 . ?
C97 H97C 0.9800 . ?
C98 C99 1.390(6) . ?
C98 C111 1.384(6) . ?
C98 H98 0.95(6) . ?
C99 C100 1.402(5) . ?
C99 H99 0.98(5) . ?
C100 C101 1.441(5) . ?
C100 C112 1.416(4) . ?
C101 C102 1.336(5) . ?
C101 H101 0.91(4) . ?
C102 C103 1.445(5) . ?
C102 H102 0.98(5) . ?
C103 C104 1.392(5) . ?
C103 C113 1.414(4) . ?
C104 C105 1.394(6) . ?
C104 H104 0.96(4) . ?
C105 C106 1.375(6) . ?
C105 H105 0.99(4) . ?
C106 C107 1.401(5) . ?
C106 H106 1.00(5) . ?
C107 C108 1.424(5) . ?
C107 C113 1.432(4) . ?
C108 C109 1.342(5) . ?
C108 H108 1.04(6) . ?
C109 C110 1.440(5) . ?
C109 H109 0.96(4) . ?
C110 C111 1.397(5) . ?
C110 C112 1.428(4) . ?
C111 H111 1.14(4) . ?
C112 C113 1.424(4) . ?
C114 C115 1.495(4) . ?
C114 H11A 1.04(5) . ?
C114 H11B 1.03(6) . ?
C114 H11C 1.07(4) . ?
C115 C116 1.414(5) . ?
C116 C117 1.500(4) . ?
C117 H11D 0.9800 . ?
C117 H11E 0.9800 . ?
C117 H11F 0.9800 . ?
C118 H11G 0.9800 . ?
C118 H11H 0.9800 . ?
C118 H11I 0.9800 . ?
C118 C119 1.498(4) . ?
C119 C120 1.415(4) . ?
C120 C121 1.494(5) . ?
C121 H12A 0.9800 . ?
C121 H12B 0.9800 . ?
C121 H12C 0.9800 . ?
C122 C123 1.400(5) . ?
C122 C127 1.434(4) . ?
C123 C124 1.371(5) . ?
C123 H123 1.03(5) . ?
C124 C125 1.417(5) . ?
C124 H124 1.07(4) . ?
C125 C126 1.376(5) . ?
C125 H125 1.01(5) . ?
C126 C127 1.403(5) . ?
C126 H126 0.95(5) . ?
C128 C129 1.391(5) . ?
C128 H128 1.11(5) . ?
C129 H129 0.96(5) . ?
C130 H13A 0.9800 . ?
C130 H13B 0.9800 . ?
C130 H13C 0.9800 . ?
C130 C131 1.495(5) . ?
C131 C132 1.414(5) . ?
C132 C133 1.484(5) . ?
C133 H13D 0.9800 . ?
C133 H13E 0.9800 . ?
C133 H13F 0.9800 . ?
C134 H13G 0.9800 . ?
C134 H13H 0.9800 . ?
C134 H13I 0.9800 . ?
C134 C135 1.502(5) . ?
C135 C136 1.401(5) . ?
C136 C137 1.488(5) . ?
C137 H13J 0.9800 . ?
C137 H13K 0.9800 . ?
C137 H13L 0.9800 . ?
C138 H13M 0.9800 . ?
C138 H13N 0.9800 . ?
C138 H13O 0.9800 . ?
C138 C139 1.495(4) . ?
C139 C140 1.401(4) . ?
C140 C141 1.499(4) . ?
C141 H14A 0.9800 . ?
C141 H14B 0.9800 . ?
C141 H14C 0.9800 . ?
C142 H14D 0.9800 . ?
C142 H14E 0.9800 . ?
C142 H14F 0.9800 . ?
C142 C143 1.499(4) . ?
C143 C144 1.399(5) . ?
C144 C145 1.497(4) . ?
C145 H14G 0.99(4) . ?
C145 H14H 1.08(6) . ?
C145 H14I 1.04(5) . ?
C148 C149 1.398(5) . ?
C148 H148 0.98(5) . ?
C149 C150 1.429(5) . ?
C149 C160 1.432(4) . ?
C150 C151 1.336(5) . ?
C150 H150 1.02(5) . ?
C151 C152 1.446(5) . ?
C151 H151 0.95(4) . ?
C152 C153 1.395(5) . ?
C152 C161 1.427(4) . ?
C153 C154 1.382(6) . ?
C153 H153 1.06(5) . ?
C154 C155 1.393(6) . ?
C154 H154 0.95(7) . ?
C155 C156 1.402(5) . ?
C155 H155 0.98(5) . ?
C156 C157 1.441(5) . ?
C156 C161 1.416(4) . ?
C157 C158 1.333(5) . ?
C157 H157 0.91(5) . ?
C158 C159 1.450(5) . ?
C158 H158 1.00(5) . ?
C159 C160 1.413(4) . ?
C160 C161 1.424(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
C25 O1 H1 107(3) . . ?
C31 O2 H2 122(3) . . ?
C45 O3 H3 109.5 . . ?
C41 O4 H4 109(3) . . ?
C46 O5 H5 107(3) . . ?
C52 O6 H6 108(3) . . ?
C56 O7 H7 113(3) . . ?
C62 O8 H8 110(3) . . ?
C129 N00J C122 117.3(3) . . ?
C72 N9 C67 118.7(3) . . ?
C71 N10 C68 119.0(3) . . ?
C80 N11 C81 117.5(3) . . ?
C79 N12 C78 117.7(3) . . ?
C83 N13 C88 119.5(3) . . ?
C87 N14 C84 119.1(3) . . ?
C96 N15 C91 119.0(3) . . ?
C95 N16 C92 118.1(3) . . ?
C120 N17 C115 119.4(3) . . ?
C116 N18 C119 119.5(3) . . ?
C128 N20 C127 117.2(3) . . ?
C131 N21 C136 119.5(3) . . ?
C132 N22 C135 119.0(3) . . ?
C144 N23 C139 118.8(3) . . ?
C140 N24 C143 118.3(3) . . ?
C27 C1 C33 118.6(3) . . ?
C29 C1 C27 122.1(3) . . ?
C29 C1 C33 119.2(3) . . ?
C024 C021 H021 118(3) . . ?
C159 C021 C024 121.0(3) . . ?
C159 C021 H021 121(3) . . ?
C021 C024 H024 120(2) . . ?
C148 C024 C021 119.7(3) . . ?
C148 C024 H024 120(2) . . ?
O1 C25 C26 116.1(3) . . ?
O1 C25 C34 123.5(3) . . ?
C34 C25 C26 120.4(3) . . ?
C25 C26 H26 121(3) . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119(3) . . ?
C1 C27 H27 118(3) . . ?
C26 C27 C1 121.1(3) . . ?
C26 C27 H27 121(3) . . ?
C1 C29 H29 113(3) . . ?
C30 C29 C1 120.8(3) . . ?
C30 C29 H29 126(3) . . ?
C29 C30 C31 120.1(3) . . ?
C29 C30 H30 124(2) . . ?
C31 C30 H30 116(2) . . ?
O2 C31 C30 115.9(3) . . ?
O2 C31 C32 123.2(3) . . ?
C32 C31 C30 120.9(3) . . ?
C31 C32 C33 120.0(3) . . ?
C31 C32 H32 119(2) . . ?
C33 C32 H32 121(2) . . ?
C32 C33 C1 118.9(3) . . ?
C34 C33 C1 119.4(3) . . ?
C34 C33 C32 121.7(3) . . ?
C25 C34 C33 120.2(3) . . ?
C25 C34 H34 122(2) . . ?
C33 C34 H34 117(2) . . ?
C37 C36 C45 119.6(3) . . ?
C37 C36 H36 118(2) . . ?
C45 C36 H36 122(2) . . ?
C36 C37 C38 121.1(3) . . ?
C36 C37 H37 122(2) . . ?
C38 C37 H37 116(2) . . ?
C37 C38 C39 122.5(3) . . ?
C37 C38 C43 119.6(3) . . ?
C39 C38 C43 117.9(3) . . ?
C38 C39 H39 119(2) . . ?
C40 C39 C38 121.8(3) . . ?
C40 C39 H39 119(2) . . ?
C39 C40 C41 120.1(3) . . ?
C39 C40 H40 123(2) . . ?
C41 C40 H40 117(2) . . ?
O4 C41 C40 116.7(3) . . ?
O4 C41 C42 123.5(3) . . ?
C42 C41 C40 119.8(3) . . ?
C41 C42 C43 120.5(3) . . ?
C41 C42 H42 120(2) . . ?
C43 C42 H42 119(2) . . ?
C38 C43 C44 118.4(3) . . ?
C42 C43 C38 119.9(3) . . ?
C42 C43 C44 121.7(3) . . ?
C43 C44 H44 117(2) . . ?
C45 C44 C43 120.4(3) . . ?
C45 C44 H44 122(2) . . ?
O3 C45 C36 115.9(3) . . ?
O3 C45 C44 123.2(3) . . ?
C44 C45 C36 120.9(3) . . ?
O5 C46 C47 116.5(3) . . ?
O5 C46 C55 123.4(3) . . ?
C55 C46 C47 120.2(3) . . ?
C46 C47 H47 121(3) . . ?
C48 C47 C46 120.6(3) . . ?
C48 C47 H47 118(3) . . ?
C47 C48 C49 121.2(3) . . ?
C47 C48 H48 123(2) . . ?
C49 C48 H48 116(2) . . ?
C48 C49 C50 122.3(3) . . ?
C48 C49 C54 118.5(3) . . ?
C54 C49 C50 119.2(3) . . ?
C49 C50 H50 120(2) . . ?
C51 C50 C49 120.8(3) . . ?
C51 C50 H50 119(2) . . ?
C50 C51 C52 119.8(3) . . ?
C50 C51 H51 124(3) . . ?
C52 C51 H51 116(3) . . ?
O6 C52 C51 115.8(3) . . ?
O6 C52 C53 123.1(3) . . ?
C53 C52 C51 121.1(3) . . ?
C52 C53 C54 120.2(3) . . ?
C52 C53 H53 117(2) . . ?
C54 C53 H53 123(2) . . ?
C49 C54 C53 118.8(3) . . ?
C49 C54 C55 119.5(3) . . ?
C53 C54 C55 121.7(3) . . ?
C46 C55 C54 120.1(3) . . ?
C46 C55 H55 122.7(19) . . ?
C54 C55 H55 117.1(19) . . ?
O7 C56 C57 116.4(3) . . ?
O7 C56 C65 123.2(3) . . ?
C65 C56 C57 120.4(3) . . ?
C56 C57 H57 117(2) . . ?
C58 C57 C56 120.3(3) . . ?
C58 C57 H57 122(2) . . ?
C57 C58 C59 120.9(3) . . ?
C57 C58 H58 118(2) . . ?
C59 C58 H58 121(2) . . ?
C58 C59 C60 122.7(3) . . ?
C58 C59 C64 118.9(3) . . ?
C60 C59 C64 118.4(3) . . ?
C59 C60 H60 121(3) . . ?
C61 C60 C59 121.8(3) . . ?
C61 C60 H60 117(3) . . ?
C60 C61 C62 120.0(3) . . ?
C60 C61 H61 124(2) . . ?
C62 C61 H61 116(2) . . ?
O8 C62 C61 116.7(3) . . ?
O8 C62 C63 123.4(3) . . ?
C63 C62 C61 119.9(3) . . ?
C62 C63 C64 120.7(3) . . ?
C62 C63 H63 117.3(19) . . ?
C64 C63 H63 122.0(19) . . ?
C63 C64 C59 119.2(3) . . ?
C63 C64 C65 121.5(3) . . ?
C65 C64 C59 119.3(3) . . ?
C56 C65 C64 120.1(3) . . ?
C56 C65 H65 122.1(18) . . ?
C64 C65 H65 117.5(18) . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C67 C66 H66A 109.5 . . ?
C67 C66 H66B 109.5 . . ?
C67 C66 H66C 109.5 . . ?
N9 C67 C66 117.6(3) . . ?
N9 C67 C68 120.4(3) . . ?
C68 C67 C66 122.0(3) . . ?
N10 C68 C67 120.5(3) . . ?
N10 C68 C69 117.8(3) . . ?
C67 C68 C69 121.7(3) . . ?
C68 C69 H69A 110(3) . . ?
C68 C69 H69B 109(2) . . ?
C68 C69 H69C 108(4) . . ?
H69A C69 H69B 105(4) . . ?
H69A C69 H69C 109(4) . . ?
H69B C69 H69C 115(4) . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C71 C70 H70A 109.5 . . ?
C71 C70 H70B 109.5 . . ?
C71 C70 H70C 109.5 . . ?
N10 C71 C70 117.7(3) . . ?
N10 C71 C72 120.6(3) . . ?
C72 C71 C70 121.7(3) . . ?
N9 C72 C71 120.7(3) . . ?
N9 C72 C73 117.0(3) . . ?
C71 C72 C73 122.3(3) . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73B 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C75 C74 C81 121.5(4) . . ?
C75 C74 H74 120(4) . . ?
C81 C74 H74 118(4) . . ?
C74 C75 C76 119.9(3) . . ?
C74 C75 H75 112(3) . . ?
C76 C75 H75 128(3) . . ?
C75 C76 H76 117(2) . . ?
C77 C76 C75 120.6(3) . . ?
C77 C76 H76 122(2) . . ?
C76 C77 C78 120.3(3) . . ?
C76 C77 H77 122(2) . . ?
C78 C77 H77 118(2) . . ?
N12 C78 C77 120.9(3) . . ?
N12 C78 C81 120.3(3) . . ?
C77 C78 C81 118.8(3) . . ?
N12 C79 C80 122.1(3) . . ?
N12 C79 H79 112(3) . . ?
C80 C79 H79 126(3) . . ?
N11 C80 C79 122.3(3) . . ?
N11 C80 H80 107(3) . . ?
C79 C80 H80 131(3) . . ?
N11 C81 C74 121.0(3) . . ?
N11 C81 C78 120.1(3) . . ?
C74 C81 C78 118.9(3) . . ?
C83 C82 H82A 111(3) . . ?
C83 C82 H82B 112(3) . . ?
C83 C82 H82C 113(3) . . ?
H82A C82 H82B 109(4) . . ?
H82A C82 H82C 109(5) . . ?
H82B C82 H82C 104(4) . . ?
N13 C83 C82 118.1(3) . . ?
N13 C83 C84 120.2(3) . . ?
C84 C83 C82 121.8(3) . . ?
N14 C84 C83 120.2(3) . . ?
N14 C84 C85 117.9(3) . . ?
C83 C84 C85 122.0(3) . . ?
C84 C85 H85A 110(2) . . ?
C84 C85 H85B 110(2) . . ?
C84 C85 H85C 109(3) . . ?
H85A C85 H85B 117(3) . . ?
H85A C85 H85C 101(4) . . ?
H85B C85 H85C 109(4) . . ?
H86A C86 H86B 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
C87 C86 H86A 109.5 . . ?
C87 C86 H86B 109.5 . . ?
C87 C86 H86C 109.5 . . ?
N14 C87 C86 117.6(3) . . ?
N14 C87 C88 120.9(3) . . ?
C88 C87 C86 121.5(3) . . ?
N13 C88 C87 120.1(3) . . ?
N13 C88 C89 117.2(3) . . ?
C87 C88 C89 122.7(3) . . ?
C88 C89 H89A 109.5 . . ?
C88 C89 H89B 109.5 . . ?
C88 C89 H89C 109.5 . . ?
H89A C89 H89B 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
C91 C90 H90A 112(3) . . ?
C91 C90 H90B 114(3) . . ?
C91 C90 H90C 110(3) . . ?
H90A C90 H90B 110(4) . . ?
H90A C90 H90C 104(4) . . ?
H90B C90 H90C 107(4) . . ?
N15 C91 C90 117.5(3) . . ?
N15 C91 C92 120.4(3) . . ?
C92 C91 C90 122.1(3) . . ?
N16 C92 C91 121.0(3) . . ?
N16 C92 C93 117.4(3) . . ?
C91 C92 C93 121.6(3) . . ?
C92 C93 H93A 109.5 . . ?
C92 C93 H93B 109.5 . . ?
C92 C93 H93C 109.5 . . ?
H93A C93 H93B 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
H94A C94 H94B 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?
C95 C94 H94A 109.5 . . ?
C95 C94 H94B 109.5 . . ?
C95 C94 H94C 109.5 . . ?
N16 C95 C94 116.7(3) . . ?
N16 C95 C96 121.1(3) . . ?
C96 C95 C94 122.2(3) . . ?
N15 C96 C95 120.4(3) . . ?
N15 C96 C97 117.7(3) . . ?
C95 C96 C97 121.9(3) . . ?
C96 C97 H97A 109.5 . . ?
C96 C97 H97B 109.5 . . ?
C96 C97 H97C 109.5 . . ?
H97A C97 H97B 109.5 . . ?
H97A C97 H97C 109.5 . . ?
H97B C97 H97C 109.5 . . ?
C99 C98 H98 120(3) . . ?
C111 C98 C99 120.9(3) . . ?
C111 C98 H98 118(3) . . ?
C98 C99 C100 119.9(3) . . ?
C98 C99 H99 126(3) . . ?
C100 C99 H99 113(3) . . ?
C99 C100 C101 122.0(3) . . ?
C99 C100 C112 119.7(3) . . ?
C112 C100 C101 118.3(3) . . ?
C100 C101 H101 117(3) . . ?
C102 C101 C100 121.5(3) . . ?
C102 C101 H101 121(3) . . ?
C101 C102 C103 121.7(3) . . ?
C101 C102 H102 122(3) . . ?
C103 C102 H102 116(3) . . ?
C104 C103 C102 122.8(3) . . ?
C104 C103 C113 119.3(3) . . ?
C113 C103 C102 117.9(3) . . ?
C103 C104 C105 120.8(4) . . ?
C103 C104 H104 122(2) . . ?
C105 C104 H104 117(2) . . ?
C104 C105 H105 115(2) . . ?
C106 C105 C104 120.3(3) . . ?
C106 C105 H105 125(2) . . ?
C105 C106 C107 121.5(4) . . ?
C105 C106 H106 126(3) . . ?
C107 C106 H106 113(3) . . ?
C106 C107 C108 123.2(3) . . ?
C106 C107 C113 118.1(3) . . ?
C108 C107 C113 118.7(3) . . ?
C107 C108 H108 121(3) . . ?
C109 C108 C107 121.9(3) . . ?
C109 C108 H108 117(3) . . ?
C108 C109 C110 121.5(3) . . ?
C108 C109 H109 116(2) . . ?
C110 C109 H109 122(2) . . ?
C111 C110 C109 123.2(3) . . ?
C111 C110 C112 118.7(3) . . ?
C112 C110 C109 118.1(3) . . ?
C98 C111 C110 121.0(3) . . ?
C98 C111 H111 124(2) . . ?
C110 C111 H111 115(2) . . ?
C100 C112 C110 119.7(3) . . ?
C100 C112 C113 120.1(3) . . ?
C113 C112 C110 120.2(3) . . ?
C103 C113 C107 120.0(3) . . ?
C103 C113 C112 120.4(3) . . ?
C112 C113 C107 119.5(3) . . ?
C115 C114 H11A 112(3) . . ?
C115 C114 H11B 105(3) . . ?
C115 C114 H11C 111(2) . . ?
H11A C114 H11B 112(4) . . ?
H11A C114 H11C 107(4) . . ?
H11B C114 H11C 111(4) . . ?
N17 C115 C114 118.5(3) . . ?
N17 C115 C116 120.4(3) . . ?
C116 C115 C114 121.1(3) . . ?
N18 C116 C115 120.3(3) . . ?
N18 C116 C117 118.1(3) . . ?
C115 C116 C117 121.7(3) . . ?
C116 C117 H11D 109.5 . . ?
C116 C117 H11E 109.5 . . ?
C116 C117 H11F 109.5 . . ?
H11D C117 H11E 109.5 . . ?
H11D C117 H11F 109.5 . . ?
H11E C117 H11F 109.5 . . ?
H11G C118 H11H 109.5 . . ?
H11G C118 H11I 109.5 . . ?
H11H C118 H11I 109.5 . . ?
C119 C118 H11G 109.5 . . ?
C119 C118 H11H 109.5 . . ?
C119 C118 H11I 109.5 . . ?
N18 C119 C118 117.7(3) . . ?
N18 C119 C120 119.9(3) . . ?
C120 C119 C118 122.4(3) . . ?
N17 C120 C119 120.5(3) . . ?
N17 C120 C121 118.2(3) . . ?
C119 C120 C121 121.3(3) . . ?
C120 C121 H12A 109.5 . . ?
C120 C121 H12B 109.5 . . ?
C120 C121 H12C 109.5 . . ?
H12A C121 H12B 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
N00J C122 C123 120.5(3) . . ?
N00J C122 C127 120.3(3) . . ?
C123 C122 C127 119.3(3) . . ?
C122 C123 H123 115(3) . . ?
C124 C123 C122 120.8(3) . . ?
C124 C123 H123 124(3) . . ?
C123 C124 C125 119.9(3) . . ?
C123 C124 H124 120(2) . . ?
C125 C124 H124 120(2) . . ?
C124 C125 H125 122(3) . . ?
C126 C125 C124 120.7(3) . . ?
C126 C125 H125 117(3) . . ?
C125 C126 C127 120.1(3) . . ?
C125 C126 H126 122(3) . . ?
C127 C126 H126 118(3) . . ?
N20 C127 C122 120.1(3) . . ?
N20 C127 C126 120.7(3) . . ?
C126 C127 C122 119.2(3) . . ?
N20 C128 C129 122.9(3) . . ?
N20 C128 H128 112(3) . . ?
C129 C128 H128 125(2) . . ?
N00J C129 C128 122.3(3) . . ?
N00J C129 H129 117(3) . . ?
C128 C129 H129 120(3) . . ?
H13A C130 H13B 109.5 . . ?
H13A C130 H13C 109.5 . . ?
H13B C130 H13C 109.5 . . ?
C131 C130 H13A 109.5 . . ?
C131 C130 H13B 109.5 . . ?
C131 C130 H13C 109.5 . . ?
N21 C131 C130 117.8(3) . . ?
N21 C131 C132 120.4(3) . . ?
C132 C131 C130 121.8(3) . . ?
N22 C132 C131 120.2(3) . . ?
N22 C132 C133 118.2(3) . . ?
C131 C132 C133 121.6(3) . . ?
C132 C133 H13D 109.5 . . ?
C132 C133 H13E 109.5 . . ?
C132 C133 H13F 109.5 . . ?
H13D C133 H13E 109.5 . . ?
H13D C133 H13F 109.5 . . ?
H13E C133 H13F 109.5 . . ?
H13G C134 H13H 109.5 . . ?
H13G C134 H13I 109.5 . . ?
H13H C134 H13I 109.5 . . ?
C135 C134 H13G 109.5 . . ?
C135 C134 H13H 109.5 . . ?
C135 C134 H13I 109.5 . . ?
N22 C135 C134 117.8(3) . . ?
N22 C135 C136 121.1(3) . . ?
C136 C135 C134 121.1(3) . . ?
N21 C136 C135 119.7(3) . . ?
N21 C136 C137 118.2(3) . . ?
C135 C136 C137 122.1(3) . . ?
C136 C137 H13J 109.5 . . ?
C136 C137 H13K 109.5 . . ?
C136 C137 H13L 109.5 . . ?
H13J C137 H13K 109.5 . . ?
H13J C137 H13L 109.5 . . ?
H13K C137 H13L 109.5 . . ?
H13M C138 H13N 109.5 . . ?
H13M C138 H13O 109.5 . . ?
H13N C138 H13O 109.5 . . ?
C139 C138 H13M 109.5 . . ?
C139 C138 H13N 109.5 . . ?
C139 C138 H13O 109.5 . . ?
N23 C139 C138 117.9(3) . . ?
N23 C139 C140 120.3(3) . . ?
C140 C139 C138 121.8(3) . . ?
N24 C140 C139 121.2(3) . . ?
N24 C140 C141 117.5(3) . . ?
C139 C140 C141 121.4(3) . . ?
C140 C141 H14A 109.5 . . ?
C140 C141 H14B 109.5 . . ?
C140 C141 H14C 109.5 . . ?
H14A C141 H14B 109.5 . . ?
H14A C141 H14C 109.5 . . ?
H14B C141 H14C 109.5 . . ?
H14D C142 H14E 109.5 . . ?
H14D C142 H14F 109.5 . . ?
H14E C142 H14F 109.5 . . ?
C143 C142 H14D 109.5 . . ?
C143 C142 H14E 109.5 . . ?
C143 C142 H14F 109.5 . . ?
N24 C143 C142 117.2(3) . . ?
N24 C143 C144 121.0(3) . . ?
C144 C143 C142 121.7(3) . . ?
N23 C144 C143 120.4(3) . . ?
N23 C144 C145 117.3(3) . . ?
C143 C144 C145 122.3(3) . . ?
C144 C145 H14G 114(2) . . ?
C144 C145 H14H 118(3) . . ?
C144 C145 H14I 110(3) . . ?
H14G C145 H14H 101(4) . . ?
H14G C145 H14I 103(4) . . ?
H14H C145 H14I 109(4) . . ?
C024 C148 C149 122.0(3) . . ?
C024 C148 H148 124(3) . . ?
C149 C148 H148 114(3) . . ?
C148 C149 C150 123.3(3) . . ?
C148 C149 C160 118.0(3) . . ?
C150 C149 C160 118.6(3) . . ?
C149 C150 H150 118(3) . . ?
C151 C150 C149 121.6(3) . . ?
C151 C150 H150 120(3) . . ?
C150 C151 C152 122.0(3) . . ?
C150 C151 H151 118(2) . . ?
C152 C151 H151 120(2) . . ?
C153 C152 C151 123.0(3) . . ?
C153 C152 C161 119.2(3) . . ?
C161 C152 C151 117.8(3) . . ?
C152 C153 H153 117(2) . . ?
C154 C153 C152 120.7(3) . . ?
C154 C153 H153 122(2) . . ?
C153 C154 C155 121.0(3) . . ?
C153 C154 H154 118(4) . . ?
C155 C154 H154 121(4) . . ?
C154 C155 C156 119.9(3) . . ?
C154 C155 H155 125(3) . . ?
C156 C155 H155 115(3) . . ?
C155 C156 C157 122.2(3) . . ?
C155 C156 C161 119.7(3) . . ?
C161 C156 C157 118.2(3) . . ?
C156 C157 H157 115(3) . . ?
C158 C157 C156 121.6(3) . . ?
C158 C157 H157 123(3) . . ?
C157 C158 C159 121.8(3) . . ?
C157 C158 H158 126(3) . . ?
C159 C158 H158 112(3) . . ?
C021 C159 C158 122.9(3) . . ?
C021 C159 C160 119.3(3) . . ?
C160 C159 C158 117.8(3) . . ?
C159 C160 C149 120.0(3) . . ?
C159 C160 C161 120.3(3) . . ?
C161 C160 C149 119.7(3) . . ?
C156 C161 C152 119.4(3) . . ?
C156 C161 C160 120.3(3) . . ?
C160 C161 C152 120.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C25 C26 C27 -178.8(3) . . . . ?
O1 C25 C34 C33 180.0(3) . . . . ?
O2 C31 C32 C33 -179.3(3) . . . . ?
O4 C41 C42 C43 179.7(3) . . . . ?
O5 C46 C47 C48 -179.1(3) . . . . ?
O5 C46 C55 C54 178.5(3) . . . . ?
O6 C52 C53 C54 -179.4(3) . . . . ?
O7 C56 C57 C58 -178.8(3) . . . . ?
O7 C56 C65 C64 178.5(3) . . . . ?
O8 C62 C63 C64 -178.4(3) . . . . ?
N00J C122 C123 C124 -177.4(3) . . . . ?
N00J C122 C127 N20 -1.4(4) . . . . ?
N00J C122 C127 C126 177.3(3) . . . . ?
N9 C67 C68 N10 2.0(4) . . . . ?
N9 C67 C68 C69 -179.2(3) . . . . ?
N10 C71 C72 N9 0.9(4) . . . . ?
N10 C71 C72 C73 -179.0(3) . . . . ?
N12 C78 C81 N11 1.2(5) . . . . ?
N12 C78 C81 C74 -178.7(3) . . . . ?
N12 C79 C80 N11 -0.1(6) . . . . ?
N13 C83 C84 N14 2.6(4) . . . . ?
N13 C83 C84 C85 -177.0(3) . . . . ?
N14 C87 C88 N13 2.9(4) . . . . ?
N14 C87 C88 C89 -177.7(3) . . . . ?
N15 C91 C92 N16 -1.1(4) . . . . ?
N15 C91 C92 C93 178.3(3) . . . . ?
N16 C95 C96 N15 -0.5(4) . . . . ?
N16 C95 C96 C97 177.1(3) . . . . ?
N17 C115 C116 N18 1.3(4) . . . . ?
N17 C115 C116 C117 179.9(3) . . . . ?
N18 C119 C120 N17 -0.7(4) . . . . ?
N18 C119 C120 C121 -179.7(3) . . . . ?
N20 C128 C129 N00J -1.0(6) . . . . ?
N21 C131 C132 N22 -1.9(5) . . . . ?
N21 C131 C132 C133 177.4(3) . . . . ?
N22 C135 C136 N21 -2.5(5) . . . . ?
N22 C135 C136 C137 177.4(3) . . . . ?
N23 C139 C140 N24 -0.4(4) . . . . ?
N23 C139 C140 C141 178.5(3) . . . . ?
N24 C143 C144 N23 -1.6(5) . . . . ?
N24 C143 C144 C145 -179.2(3) . . . . ?
C1 C29 C30 C31 -0.4(5) . . . . ?
C1 C33 C34 C25 -0.9(4) . . . . ?
C021 C024 C148 C149 0.3(5) . . . . ?
C021 C159 C160 C149 0.7(4) . . . . ?
C021 C159 C160 C161 -179.2(2) . . . . ?
C024 C021 C159 C158 179.0(3) . . . . ?
C024 C021 C159 C160 -0.9(4) . . . . ?
C024 C148 C149 C150 178.2(3) . . . . ?
C024 C148 C149 C160 -0.5(5) . . . . ?
C25 C26 C27 C1 -1.3(5) . . . . ?
C26 C25 C34 C33 -0.3(4) . . . . ?
C27 C1 C29 C30 179.0(3) . . . . ?
C27 C1 C33 C32 -178.1(3) . . . . ?
C27 C1 C33 C34 1.0(4) . . . . ?
C29 C1 C27 C26 179.7(3) . . . . ?
C29 C1 C33 C32 2.2(4) . . . . ?
C29 C1 C33 C34 -178.7(3) . . . . ?
C29 C30 C31 O2 -179.7(3) . . . . ?
C29 C30 C31 C32 1.3(5) . . . . ?
C30 C31 C32 C33 -0.3(5) . . . . ?
C31 C32 C33 C1 -1.4(4) . . . . ?
C31 C32 C33 C34 179.5(3) . . . . ?
C32 C33 C34 C25 178.2(3) . . . . ?
C33 C1 C27 C26 0.1(4) . . . . ?
C33 C1 C29 C30 -1.3(5) . . . . ?
C34 C25 C26 C27 1.5(5) . . . . ?
C36 C37 C38 C39 -176.9(3) . . . . ?
C36 C37 C38 C43 1.7(4) . . . . ?
C37 C36 C45 O3 179.7(3) . . . . ?
C37 C36 C45 C44 -0.2(4) . . . . ?
C37 C38 C39 C40 178.1(3) . . . . ?
C37 C38 C43 C42 -179.0(3) . . . . ?
C37 C38 C43 C44 -1.6(4) . . . . ?
C38 C39 C40 C41 1.1(4) . . . . ?
C38 C43 C44 C45 0.7(4) . . . . ?
C39 C38 C43 C42 -0.4(4) . . . . ?
C39 C38 C43 C44 177.0(3) . . . . ?
C39 C40 C41 O4 179.4(3) . . . . ?
C39 C40 C41 C42 -0.9(4) . . . . ?
C40 C41 C42 C43 0.1(4) . . . . ?
C41 C42 C43 C38 0.6(4) . . . . ?
C41 C42 C43 C44 -176.7(3) . . . . ?
C42 C43 C44 C45 178.0(3) . . . . ?
C43 C38 C39 C40 -0.4(4) . . . . ?
C43 C44 C45 O3 -179.7(3) . . . . ?
C43 C44 C45 C36 0.3(4) . . . . ?
C45 C36 C37 C38 -0.7(4) . . . . ?
C46 C47 C48 C49 -0.3(5) . . . . ?
C47 C46 C55 C54 -1.5(4) . . . . ?
C47 C48 C49 C50 178.3(3) . . . . ?
C47 C48 C49 C54 0.2(4) . . . . ?
C48 C49 C50 C51 -178.1(3) . . . . ?
C48 C49 C54 C53 178.2(3) . . . . ?
C48 C49 C54 C55 -0.8(4) . . . . ?
C49 C50 C51 C52 0.3(5) . . . . ?
C49 C54 C55 C46 1.4(4) . . . . ?
C50 C49 C54 C53 0.1(4) . . . . ?
C50 C49 C54 C55 -178.9(3) . . . . ?
C50 C51 C52 O6 179.4(3) . . . . ?
C50 C51 C52 C53 -0.6(5) . . . . ?
C51 C52 C53 C54 0.7(5) . . . . ?
C52 C53 C54 C49 -0.4(4) . . . . ?
C52 C53 C54 C55 178.6(3) . . . . ?
C53 C54 C55 C46 -177.5(3) . . . . ?
C54 C49 C50 C51 0.0(4) . . . . ?
C55 C46 C47 C48 0.9(5) . . . . ?
C56 C57 C58 C59 0.1(5) . . . . ?
C57 C56 C65 C64 -1.6(4) . . . . ?
C57 C58 C59 C60 177.1(3) . . . . ?
C57 C58 C59 C64 -1.2(4) . . . . ?
C58 C59 C60 C61 -177.6(3) . . . . ?
C58 C59 C64 C63 178.5(3) . . . . ?
C58 C59 C64 C65 0.8(4) . . . . ?
C59 C60 C61 C62 -0.6(5) . . . . ?
C59 C64 C65 C56 0.6(4) . . . . ?
C60 C59 C64 C63 0.2(4) . . . . ?
C60 C59 C64 C65 -177.5(3) . . . . ?
C60 C61 C62 O8 179.3(3) . . . . ?
C60 C61 C62 C63 -0.4(4) . . . . ?
C61 C62 C63 C64 1.3(4) . . . . ?
C62 C63 C64 C59 -1.2(4) . . . . ?
C62 C63 C64 C65 176.4(3) . . . . ?
C63 C64 C65 C56 -177.1(3) . . . . ?
C64 C59 C60 C61 0.7(4) . . . . ?
C65 C56 C57 C58 1.3(5) . . . . ?
C66 C67 C68 N10 -177.9(3) . . . . ?
C66 C67 C68 C69 0.9(4) . . . . ?
C67 N9 C72 C71 -0.5(4) . . . . ?
C67 N9 C72 C73 179.4(3) . . . . ?
C68 N10 C71 C70 180.0(3) . . . . ?
C68 N10 C71 C72 0.2(4) . . . . ?
C70 C71 C72 N9 -178.8(3) . . . . ?
C70 C71 C72 C73 1.3(5) . . . . ?
C71 N10 C68 C67 -1.6(4) . . . . ?
C71 N10 C68 C69 179.5(3) . . . . ?
C72 N9 C67 C66 179.1(3) . . . . ?
C72 N9 C67 C68 -0.9(4) . . . . ?
C74 C75 C76 C77 1.1(6) . . . . ?
C75 C74 C81 N11 -179.0(4) . . . . ?
C75 C74 C81 C78 1.0(5) . . . . ?
C75 C76 C77 C78 -0.3(6) . . . . ?
C76 C77 C78 N12 178.4(3) . . . . ?
C76 C77 C78 C81 -0.1(5) . . . . ?
C77 C78 C81 N11 179.8(3) . . . . ?
C77 C78 C81 C74 -0.2(5) . . . . ?
C78 N12 C79 C80 0.0(5) . . . . ?
C79 N12 C78 C77 -179.1(3) . . . . ?
C79 N12 C78 C81 -0.6(5) . . . . ?
C80 N11 C81 C74 178.7(3) . . . . ?
C80 N11 C81 C78 -1.3(5) . . . . ?
C81 N11 C80 C79 0.8(5) . . . . ?
C81 C74 C75 C76 -1.4(6) . . . . ?
C82 C83 C84 N14 -175.6(3) . . . . ?
C82 C83 C84 C85 4.8(5) . . . . ?
C83 N13 C88 C87 -1.7(4) . . . . ?
C83 N13 C88 C89 178.9(3) . . . . ?
C84 N14 C87 C86 179.2(3) . . . . ?
C84 N14 C87 C88 -1.2(4) . . . . ?
C86 C87 C88 N13 -177.5(3) . . . . ?
C86 C87 C88 C89 1.8(5) . . . . ?
C87 N14 C84 C83 -1.4(4) . . . . ?
C87 N14 C84 C85 178.2(3) . . . . ?
C88 N13 C83 C82 177.3(3) . . . . ?
C88 N13 C83 C84 -0.9(4) . . . . ?
C90 C91 C92 N16 179.6(3) . . . . ?
C90 C91 C92 C93 -0.9(5) . . . . ?
C91 N15 C96 C95 0.0(4) . . . . ?
C91 N15 C96 C97 -177.7(3) . . . . ?
C92 N16 C95 C94 179.7(3) . . . . ?
C92 N16 C95 C96 0.2(4) . . . . ?
C94 C95 C96 N15 180.0(3) . . . . ?
C94 C95 C96 C97 -2.4(5) . . . . ?
C95 N16 C92 C91 0.6(4) . . . . ?
C95 N16 C92 C93 -178.8(3) . . . . ?
C96 N15 C91 C90 -179.9(3) . . . . ?
C96 N15 C91 C92 0.8(4) . . . . ?
C98 C99 C100 C101 -178.5(3) . . . . ?
C98 C99 C100 C112 0.5(5) . . . . ?
C99 C98 C111 C110 -0.1(5) . . . . ?
C99 C100 C101 C102 179.2(3) . . . . ?
C99 C100 C112 C110 0.5(4) . . . . ?
C99 C100 C112 C113 180.0(2) . . . . ?
C100 C101 C102 C103 1.6(5) . . . . ?
C100 C112 C113 C103 0.0(4) . . . . ?
C100 C112 C113 C107 -179.9(3) . . . . ?
C101 C100 C112 C110 179.5(3) . . . . ?
C101 C100 C112 C113 -0.9(4) . . . . ?
C101 C102 C103 C104 178.3(3) . . . . ?
C101 C102 C103 C113 -2.4(5) . . . . ?
C102 C103 C104 C105 178.8(3) . . . . ?
C102 C103 C113 C107 -178.5(3) . . . . ?
C102 C103 C113 C112 1.6(4) . . . . ?
C103 C104 C105 C106 -0.8(5) . . . . ?
C104 C103 C113 C107 0.8(4) . . . . ?
C104 C103 C113 C112 -179.1(3) . . . . ?
C104 C105 C106 C107 1.8(5) . . . . ?
C105 C106 C107 C108 178.1(3) . . . . ?
C105 C106 C107 C113 -1.4(5) . . . . ?
C106 C107 C108 C109 -179.1(3) . . . . ?
C106 C107 C113 C103 0.1(4) . . . . ?
C106 C107 C113 C112 -180.0(3) . . . . ?
C107 C108 C109 C110 -1.5(5) . . . . ?
C108 C107 C113 C103 -179.4(3) . . . . ?
C108 C107 C113 C112 0.5(4) . . . . ?
C108 C109 C110 C111 -178.3(3) . . . . ?
C108 C109 C110 C112 1.6(5) . . . . ?
C109 C110 C111 C98 -179.1(3) . . . . ?
C109 C110 C112 C100 178.9(3) . . . . ?
C109 C110 C112 C113 -0.7(4) . . . . ?
C110 C112 C113 C103 179.6(3) . . . . ?
C110 C112 C113 C107 -0.3(4) . . . . ?
C111 C98 C99 C100 -0.7(5) . . . . ?
C111 C110 C112 C100 -1.2(4) . . . . ?
C111 C110 C112 C113 179.2(2) . . . . ?
C112 C100 C101 C102 0.1(4) . . . . ?
C112 C110 C111 C98 1.1(4) . . . . ?
C113 C103 C104 C105 -0.5(5) . . . . ?
C113 C107 C108 C109 0.4(5) . . . . ?
C114 C115 C116 N18 -179.4(3) . . . . ?
C114 C115 C116 C117 -0.8(4) . . . . ?
C115 N17 C120 C119 1.4(4) . . . . ?
C115 N17 C120 C121 -179.5(3) . . . . ?
C116 N18 C119 C118 -179.9(3) . . . . ?
C116 N18 C119 C120 0.2(4) . . . . ?
C118 C119 C120 N17 179.5(3) . . . . ?
C118 C119 C120 C121 0.4(5) . . . . ?
C119 N18 C116 C115 -0.5(4) . . . . ?
C119 N18 C116 C117 -179.2(3) . . . . ?
C120 N17 C115 C114 178.9(3) . . . . ?
C120 N17 C115 C116 -1.7(4) . . . . ?
C122 N00J C129 C128 0.5(5) . . . . ?
C122 C123 C124 C125 -0.5(6) . . . . ?
C123 C122 C127 N20 178.4(3) . . . . ?
C123 C122 C127 C126 -2.9(4) . . . . ?
C123 C124 C125 C126 -1.8(6) . . . . ?
C124 C125 C126 C127 1.7(6) . . . . ?
C125 C126 C127 N20 179.4(3) . . . . ?
C125 C126 C127 C122 0.6(5) . . . . ?
C127 N20 C128 C129 0.2(6) . . . . ?
C127 C122 C123 C124 2.8(5) . . . . ?
C128 N20 C127 C122 1.0(5) . . . . ?
C128 N20 C127 C126 -177.8(3) . . . . ?
C129 N00J C122 C123 -179.1(3) . . . . ?
C129 N00J C122 C127 0.7(4) . . . . ?
C130 C131 C132 N22 178.1(3) . . . . ?
C130 C131 C132 C133 -2.6(5) . . . . ?
C131 N21 C136 C135 1.8(5) . . . . ?
C131 N21 C136 C137 -178.1(3) . . . . ?
C132 N22 C135 C134 179.1(3) . . . . ?
C132 N22 C135 C136 1.0(5) . . . . ?
C134 C135 C136 N21 179.4(3) . . . . ?
C134 C135 C136 C137 -0.6(5) . . . . ?
C135 N22 C132 C131 1.2(5) . . . . ?
C135 N22 C132 C133 -178.1(3) . . . . ?
C136 N21 C131 C130 -179.6(3) . . . . ?
C136 N21 C131 C132 0.4(5) . . . . ?
C138 C139 C140 N24 179.3(3) . . . . ?
C138 C139 C140 C141 -1.8(4) . . . . ?
C139 N23 C144 C143 0.9(4) . . . . ?
C139 N23 C144 C145 178.6(3) . . . . ?
C140 N24 C143 C142 -180.0(3) . . . . ?
C140 N24 C143 C144 1.3(4) . . . . ?
C142 C143 C144 N23 179.7(3) . . . . ?
C142 C143 C144 C145 2.1(5) . . . . ?
C143 N24 C140 C139 -0.3(4) . . . . ?
C143 N24 C140 C141 -179.2(3) . . . . ?
C144 N23 C139 C138 -179.6(3) . . . . ?
C144 N23 C139 C140 0.0(4) . . . . ?
C148 C149 C150 C151 -179.8(3) . . . . ?
C148 C149 C160 C159 0.1(4) . . . . ?
C148 C149 C160 C161 179.9(2) . . . . ?
C149 C150 C151 C152 -0.1(5) . . . . ?
C149 C160 C161 C152 -0.1(4) . . . . ?
C149 C160 C161 C156 -179.5(3) . . . . ?
C150 C149 C160 C159 -178.8(3) . . . . ?
C150 C149 C160 C161 1.1(4) . . . . ?
C150 C151 C152 C153 -178.9(3) . . . . ?
C150 C151 C152 C161 1.1(5) . . . . ?
C151 C152 C153 C154 -178.1(3) . . . . ?
C151 C152 C161 C156 178.4(3) . . . . ?
C151 C152 C161 C160 -0.9(4) . . . . ?
C152 C153 C154 C155 -0.7(5) . . . . ?
C153 C152 C161 C156 -1.6(4) . . . . ?
C153 C152 C161 C160 179.1(3) . . . . ?
C153 C154 C155 C156 -1.0(5) . . . . ?
C154 C155 C156 C157 -178.7(3) . . . . ?
C154 C155 C156 C161 1.3(5) . . . . ?
C155 C156 C157 C158 179.7(3) . . . . ?
C155 C156 C161 C152 0.0(4) . . . . ?
C155 C156 C161 C160 179.3(2) . . . . ?
C156 C157 C158 C159 1.6(5) . . . . ?
C157 C156 C161 C152 179.9(3) . . . . ?
C157 C156 C161 C160 -0.7(4) . . . . ?
C157 C158 C159 C021 178.2(3) . . . . ?
C157 C158 C159 C160 -1.8(5) . . . . ?
C158 C159 C160 C149 -179.3(3) . . . . ?
C158 C159 C160 C161 0.8(4) . . . . ?
C159 C021 C024 C148 0.5(5) . . . . ?
C159 C160 C161 C152 179.8(3) . . . . ?
C159 C160 C161 C156 0.4(4) . . . . ?
C160 C149 C150 C151 -1.0(5) . . . . ?
C161 C152 C153 C154 1.9(5) . . . . ?
C161 C156 C157 C158 -0.3(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
