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

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

data_H2L23DHBA
_database_code_depnum_ccdc_archive 'CCDC 1867317'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2018-09-12 deposited with the CCDC.	2019-07-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N3, C7 H5 O4'
_chemical_formula_sum            'C28 H27 N3 O4'
_chemical_formula_weight         469.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0814(5)
_cell_length_b                   10.8169(7)
_cell_length_c                   13.2198(10)
_cell_angle_alpha                71.227(6)
_cell_angle_beta                 77.368(6)
_cell_angle_gamma                76.688(5)
_cell_volume                     1181.67(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2503
_cell_measurement_theta_min      3.69
_cell_measurement_theta_max      27.96

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7849
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.949
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.050
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4174
_reflns_number_gt                3137
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0241P)²+0.4196P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4174
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1017
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.60576(14) 0.40964(12) 0.61635(11) 0.0455(3) Uani 1 1 d . . . . .
O3 O 1.00588(14) 0.17008(14) 0.70103(12) 0.0525(4) Uani 1 1 d . . . . .
H3 H 0.9912 0.2336 0.6479 0.079 Uiso 1 1 calc R U . . .
N3 N 0.66097(16) 0.61446(13) 0.43612(12) 0.0341(3) Uani 1 1 d . . . . .
H3A H 0.6512 0.5445 0.4938 0.041 Uiso 1 1 calc R U . . .
H3B H 0.5757 0.6363 0.4070 0.041 Uiso 1 1 calc R U . . .
O4 O 1.01188(15) -0.02744(14) 0.88143(13) 0.0616(4) Uani 1 1 d . . . . .
H4 H 0.9958 -0.0965 0.9280 0.092 Uiso 1 1 calc R U . . .
O2 O 0.85874(16) 0.37652(15) 0.58619(13) 0.0673(5) Uani 1 1 d . . . . .
N2 N 0.90682(18) 0.54321(15) 0.13626(13) 0.0445(4) Uani 1 1 d . . . . .
C23 C 0.7385(2) 0.24899(17) 0.75161(14) 0.0349(4) Uani 1 1 d . . . . .
N1 N 0.9526(2) 0.72967(18) 0.01340(16) 0.0603(5) Uani 1 1 d . . . . .
C28 C 0.8741(2) 0.16136(18) 0.77263(15) 0.0367(4) Uani 1 1 d . . . . .
C22 C 0.7343(2) 0.35105(18) 0.64457(16) 0.0416(5) Uani 1 1 d . . . . .
C1 C 0.7931(2) 0.57833(18) 0.35633(15) 0.0398(5) Uani 1 1 d . . . . .
H1A H 0.8865 0.5582 0.3871 0.048 Uiso 1 1 calc R U . . .
H1B H 0.8012 0.6536 0.2923 0.048 Uiso 1 1 calc R U . . .
C17 C 0.4235(2) 0.87643(18) 0.47944(17) 0.0427(5) Uani 1 1 d . . . . .
C8 C 0.5352(2) 0.78201(18) 0.53559(16) 0.0400(5) Uani 1 1 d . . . . .
C24 C 0.6067(2) 0.23596(19) 0.82922(16) 0.0445(5) Uani 1 1 d . . . . .
H24 H 0.5155 0.2939 0.8156 0.053 Uiso 1 1 calc R U . . .
C27 C 0.8772(2) 0.05821(18) 0.86906(16) 0.0418(5) Uani 1 1 d . . . . .
C9 C 0.5149(2) 0.74298(18) 0.64902(16) 0.0418(5) Uani 1 1 d . . . . .
C7 C 0.6796(2) 0.72758(18) 0.47095(16) 0.0417(5) Uani 1 1 d . . . . .
H7A H 0.7095 0.7978 0.4074 0.050 Uiso 1 1 calc R U . . .
H7B H 0.7613 0.6982 0.5143 0.050 Uiso 1 1 calc R U . . .
C2 C 0.7783(2) 0.45976(18) 0.32390(16) 0.0437(5) Uani 1 1 d . . . . .
H2A H 0.6812 0.4766 0.2983 0.052 Uiso 1 1 calc R U . . .
H2B H 0.7796 0.3822 0.3864 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3802(2) 0.8027(2) 0.70840(17) 0.0469(5) Uani 1 1 d . . . . .
C26 C 0.7467(2) 0.0489(2) 0.94525(16) 0.0499(5) Uani 1 1 d . . . . .
H26 H 0.7488 -0.0175 1.0106 0.060 Uiso 1 1 calc R U . . .
C3 C 0.9090(2) 0.43336(19) 0.23513(16) 0.0489(5) Uani 1 1 d . . . . .
H3C H 1.0058 0.4184 0.2606 0.059 Uiso 1 1 calc R U . . .
H3D H 0.9015 0.3536 0.2195 0.059 Uiso 1 1 calc R U . . .
C6 C 0.9907(2) 0.6409(2) 0.10188(18) 0.0519(5) Uani 1 1 d . . . . .
H6 H 1.0671 0.6448 0.1370 0.062 Uiso 1 1 calc R U . . .
C16 C 0.2884(2) 0.93415(19) 0.54021(19) 0.0481(5) Uani 1 1 d . . . . .
C25 C 0.6116(2) 0.1380(2) 0.92534(17) 0.0540(6) Uani 1 1 d . . . . .
H25 H 0.5243 0.1311 0.9775 0.065 Uiso 1 1 calc R U . . .
C18 C 0.4367(3) 0.9200(2) 0.36455(18) 0.0527(5) Uani 1 1 d . . . . .
H18 H 0.5228 0.8848 0.3233 0.063 Uiso 1 1 calc R U . . .
C10 C 0.6220(2) 0.6464(2) 0.71104(18) 0.0508(5) Uani 1 1 d . . . . .
H10 H 0.7101 0.6055 0.6754 0.061 Uiso 1 1 calc R U . . .
C15 C 0.2714(2) 0.8961(2) 0.65248(19) 0.0518(6) Uani 1 1 d . . . . .
H15 H 0.1846 0.9345 0.6912 0.062 Uiso 1 1 calc R U . . .
C4 C 0.8075(3) 0.5732(2) 0.06432(18) 0.0586(6) Uani 1 1 d . . . . .
H4A H 0.7338 0.5249 0.0664 0.070 Uiso 1 1 calc R U . . .
C13 C 0.3629(3) 0.7654(2) 0.82386(19) 0.0606(6) Uani 1 1 d . . . . .
H13 H 0.2770 0.8048 0.8625 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3265(3) 1.0118(2) 0.3139(2) 0.0635(6) Uani 1 1 d . . . . .
H19 H 0.3378 1.0382 0.2387 0.076 Uiso 1 1 calc R U . . .
C21 C 0.1766(2) 1.0313(2) 0.4833(2) 0.0604(6) Uani 1 1 d . . . . .
H21 H 0.0900 1.0701 0.5219 0.072 Uiso 1 1 calc R U . . .
C12 C 0.4688(3) 0.6744(3) 0.8775(2) 0.0685(7) Uani 1 1 d . . . . .
H12 H 0.4559 0.6521 0.9526 0.082 Uiso 1 1 calc R U . . .
C20 C 0.1947(3) 1.0677(2) 0.3745(2) 0.0678(7) Uani 1 1 d . . . . .
H20 H 0.1198 1.1301 0.3388 0.081 Uiso 1 1 calc R U . . .
C5 C 0.8377(3) 0.6869(2) -0.01020(19) 0.0660(7) Uani 1 1 d . . . . .
H5 H 0.7872 0.7301 -0.0695 0.079 Uiso 1 1 calc R U . . .
C11 C 0.5984(3) 0.6129(2) 0.8207(2) 0.0642(6) Uani 1 1 d . . . . .
H11 H 0.6693 0.5481 0.8588 0.077 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C22 1.265(2) . ?
O3 C28 1.355(2) . ?
O3 H3 0.8200 . ?
N3 C1 1.484(2) . ?
N3 C7 1.493(2) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
O4 C27 1.360(2) . ?
O4 H4 0.8200 . ?
O2 C22 1.255(2) . ?
N2 C6 1.347(2) . ?
N2 C4 1.366(3) . ?
N2 C3 1.457(2) . ?
C23 C28 1.391(2) . ?
C23 C24 1.397(2) . ?
C23 C22 1.490(3) . ?
N1 C6 1.308(3) . ?
N1 C5 1.363(3) . ?
C28 C27 1.399(3) . ?
C1 C2 1.519(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C17 C8 1.410(3) . ?
C17 C18 1.424(3) . ?
C17 C16 1.442(3) . ?
C8 C9 1.403(3) . ?
C8 C7 1.508(2) . ?
C24 C25 1.369(3) . ?
C24 H24 0.9300 . ?
C27 C26 1.378(3) . ?
C9 C10 1.428(3) . ?
C9 C14 1.439(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C2 C3 1.523(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C14 C15 1.386(3) . ?
C14 C13 1.430(3) . ?
C26 C25 1.391(3) . ?
C26 H26 0.9300 . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C6 H6 0.9300 . ?
C16 C15 1.390(3) . ?
C16 C21 1.426(3) . ?
C25 H25 0.9300 . ?
C18 C19 1.358(3) . ?
C18 H18 0.9300 . ?
C10 C11 1.357(3) . ?
C10 H10 0.9300 . ?
C15 H15 0.9300 . ?
C4 C5 1.347(3) . ?
C4 H4A 0.9300 . ?
C13 C12 1.345(3) . ?
C13 H13 0.9300 . ?
C19 C20 1.413(3) . ?
C19 H19 0.9300 . ?
C21 C20 1.347(3) . ?
C21 H21 0.9300 . ?
C12 C11 1.402(3) . ?
C12 H12 0.9300 . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 O3 H3 109.5 . . ?
C1 N3 C7 111.97(13) . . ?
C1 N3 H3A 109.2 . . ?
C7 N3 H3A 109.2 . . ?
C1 N3 H3B 109.2 . . ?
C7 N3 H3B 109.2 . . ?
H3A N3 H3B 107.9 . . ?
C27 O4 H4 109.5 . . ?
C6 N2 C4 106.25(18) . . ?
C6 N2 C3 127.86(18) . . ?
C4 N2 C3 125.67(18) . . ?
C28 C23 C24 119.46(17) . . ?
C28 C23 C22 119.44(16) . . ?
C24 C23 C22 121.03(17) . . ?
C6 N1 C5 104.84(19) . . ?
O3 C28 C23 122.10(16) . . ?
O3 C28 C27 117.63(16) . . ?
C23 C28 C27 120.26(16) . . ?
O2 C22 O1 122.44(18) . . ?
O2 C22 C23 118.57(17) . . ?
O1 C22 C23 118.98(17) . . ?
N3 C1 C2 112.35(14) . . ?
N3 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N3 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
C8 C17 C18 123.58(19) . . ?
C8 C17 C16 119.06(19) . . ?
C18 C17 C16 117.35(19) . . ?
C9 C8 C17 120.71(17) . . ?
C9 C8 C7 120.73(18) . . ?
C17 C8 C7 118.52(18) . . ?
C25 C24 C23 120.12(18) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
O4 C27 C26 123.94(18) . . ?
O4 C27 C28 116.88(17) . . ?
C26 C27 C28 119.18(17) . . ?
C8 C9 C10 123.67(18) . . ?
C8 C9 C14 119.50(19) . . ?
C10 C9 C14 116.83(19) . . ?
N3 C7 C8 112.67(14) . . ?
N3 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N3 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C1 C2 C3 110.61(15) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C15 C14 C13 121.6(2) . . ?
C15 C14 C9 119.4(2) . . ?
C13 C14 C9 119.1(2) . . ?
C27 C26 C25 120.62(19) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
N2 C3 C2 112.10(15) . . ?
N2 C3 H3C 109.2 . . ?
C2 C3 H3C 109.2 . . ?
N2 C3 H3D 109.2 . . ?
C2 C3 H3D 109.2 . . ?
H3C C3 H3D 107.9 . . ?
N1 C6 N2 112.3(2) . . ?
N1 C6 H6 123.9 . . ?
N2 C6 H6 123.9 . . ?
C15 C16 C21 121.5(2) . . ?
C15 C16 C17 119.4(2) . . ?
C21 C16 C17 119.0(2) . . ?
C24 C25 C26 120.27(19) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C19 C18 C17 121.6(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C11 C10 C9 121.7(2) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C14 C15 C16 121.89(19) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C5 C4 N2 106.1(2) . . ?
C5 C4 H4A 126.9 . . ?
N2 C4 H4A 126.9 . . ?
C12 C13 C14 121.2(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C20 C21 C16 120.9(2) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C4 C5 N1 110.5(2) . . ?
C4 C5 H5 124.7 . . ?
N1 C5 H5 124.7 . . ?
C10 C11 C12 121.0(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?

_refine_diff_density_max         0.148
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_H2L24DNP
_database_code_depnum_ccdc_archive 'CCDC 1867318'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2018-09-12 deposited with the CCDC.	2019-07-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N3, C6 H3 N2 O5'
_chemical_formula_sum            'C27 H25 N5 O5'
_chemical_formula_weight         499.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.4383(8)
_cell_length_b                   11.4715(10)
_cell_length_c                   11.7976(9)
_cell_angle_alpha                63.382(8)
_cell_angle_beta                 73.600(7)
_cell_angle_gamma                86.147(7)
_cell_volume                     1208.67(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1329
_cell_measurement_theta_min      3.40
_cell_measurement_theta_max      25.20

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7518
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.947
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4263
_reflns_number_gt                2563
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²+0.5800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4263
_refine_ls_number_parameters     342
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.51157(19) 0.68534(17) 0.39147(18) 0.0384(5) Uani 1 1 d . . . . .
N3 N 0.4358(2) 0.4704(2) 0.3697(2) 0.0299(5) Uani 1 1 d D . . . .
O2 O 0.4630(2) 0.7945(2) 0.5633(2) 0.0595(7) Uani 1 1 d . . . . .
O3 O 0.3570(2) 0.9690(2) 0.4894(2) 0.0637(7) Uani 1 1 d . . . . .
N2 N 0.7651(2) 0.6021(2) -0.0008(2) 0.0426(6) Uani 1 1 d . . . . .
N4 N 0.4363(3) 0.8903(2) 0.4717(3) 0.0452(7) Uani 1 1 d . . . . .
N5 N 0.6259(3) 1.2045(3) 0.0161(3) 0.0524(7) Uani 1 1 d . . . . .
O4 O 0.6100(3) 1.2912(2) 0.0531(3) 0.0816(9) Uani 1 1 d . . . . .
O5 O 0.6669(3) 1.2295(2) -0.1009(2) 0.0812(9) Uani 1 1 d . . . . .
C22 C 0.5355(3) 0.8055(3) 0.3068(3) 0.0335(7) Uani 1 1 d . . . . .
C27 C 0.5026(3) 0.9141(3) 0.3369(3) 0.0334(7) Uani 1 1 d . . . . .
C9 C 0.1506(3) 0.5489(3) 0.5221(3) 0.0354(7) Uani 1 1 d . . . . .
C1 C 0.5296(3) 0.4793(3) 0.2440(3) 0.0325(7) Uani 1 1 d . . . . .
H1A H 0.5144 0.5567 0.1700 0.039 Uiso 1 1 calc R U . . .
H1B H 0.5122 0.4036 0.2329 0.039 Uiso 1 1 calc R U . . .
C8 C 0.1952(3) 0.4379(3) 0.5042(3) 0.0337(7) Uani 1 1 d . . . . .
C7 C 0.2920(3) 0.4561(3) 0.3748(3) 0.0372(7) Uani 1 1 d . . . . .
H7A H 0.2797 0.3815 0.3600 0.045 Uiso 1 1 calc R U . . .
H7B H 0.2717 0.5333 0.3039 0.045 Uiso 1 1 calc R U . . .
C26 C 0.5302(3) 1.0429(3) 0.2433(3) 0.0393(7) Uani 1 1 d . . . . .
H26 H 0.5061 1.1101 0.2671 0.047 Uiso 1 1 calc R U . . .
C2 C 0.6747(3) 0.4856(3) 0.2442(3) 0.0362(7) Uani 1 1 d . . . . .
H2A H 0.6884 0.4106 0.3211 0.043 Uiso 1 1 calc R U . . .
H2B H 0.6932 0.5638 0.2506 0.043 Uiso 1 1 calc R U . . .
C14 C 0.0551(3) 0.5309(3) 0.6447(3) 0.0406(8) Uani 1 1 d . . . . .
C16 C 0.0519(3) 0.2955(3) 0.7248(3) 0.0421(8) Uani 1 1 d . . . . .
C3 C 0.7717(3) 0.4871(3) 0.1199(3) 0.0415(8) Uani 1 1 d . . . . .
H3A H 0.8621 0.4841 0.1275 0.050 Uiso 1 1 calc R U . . .
H3B H 0.7522 0.4092 0.1133 0.050 Uiso 1 1 calc R U . . .
C25 C 0.5938(3) 1.0703(3) 0.1145(3) 0.0397(7) Uani 1 1 d . . . . .
C17 C 0.1484(3) 0.3108(3) 0.6049(3) 0.0371(7) Uani 1 1 d . . . . .
C23 C 0.5966(3) 0.8439(3) 0.1702(3) 0.0445(8) Uani 1 1 d . . . . .
H23 H 0.6175 0.7785 0.1433 0.053 Uiso 1 1 calc R U . . .
C24 C 0.6267(3) 0.9706(3) 0.0761(3) 0.0480(8) Uani 1 1 d . . . . .
H24 H 0.6682 0.9902 -0.0119 0.058 Uiso 1 1 calc R U . . .
C10 C 0.1953(3) 0.6796(3) 0.4251(3) 0.0447(8) Uani 1 1 d . . . . .
H10 H 0.2559 0.6940 0.3446 0.054 Uiso 1 1 calc R U . . .
C15 C 0.0076(3) 0.4051(3) 0.7412(3) 0.0470(8) Uani 1 1 d . . . . .
H15 H -0.0558 0.3941 0.8193 0.056 Uiso 1 1 calc R U . . .
C18 C 0.1899(3) 0.1943(3) 0.5930(3) 0.0489(8) Uani 1 1 d . . . . .
H18 H 0.2530 0.2008 0.5165 0.059 Uiso 1 1 calc R U . . .
N1 N 0.7054(4) 0.7241(4) -0.1825(3) 0.0837(11) Uani 1 1 d . . . . .
C21 C 0.0008(3) 0.1672(4) 0.8254(3) 0.0578(10) Uani 1 1 d . . . . .
H21 H -0.0624 0.1572 0.9032 0.069 Uiso 1 1 calc R U . . .
C13 C 0.0119(3) 0.6435(4) 0.6632(4) 0.0560(9) Uani 1 1 d . . . . .
H13 H -0.0499 0.6329 0.7419 0.067 Uiso 1 1 calc R U . . .
C6 C 0.6967(3) 0.6080(4) -0.0846(3) 0.0578(10) Uani 1 1 d . . . . .
H6 H 0.6484 0.5366 -0.0735 0.069 Uiso 1 1 calc R U . . .
C12 C 0.0591(4) 0.7652(4) 0.5687(4) 0.0626(10) Uani 1 1 d . . . . .
H12 H 0.0307 0.8370 0.5836 0.075 Uiso 1 1 calc R U . . .
C11 C 0.1510(3) 0.7843(3) 0.4477(4) 0.0562(9) Uani 1 1 d . . . . .
H11 H 0.1818 0.8686 0.3826 0.067 Uiso 1 1 calc R U . . .
C19 C 0.1387(4) 0.0744(3) 0.6916(4) 0.0612(10) Uani 1 1 d . . . . .
H19 H 0.1673 0.0002 0.6813 0.073 Uiso 1 1 calc R U . . .
C20 C 0.0431(4) 0.0605(4) 0.8091(4) 0.0672(11) Uani 1 1 d . . . . .
H20 H 0.0090 -0.0224 0.8755 0.081 Uiso 1 1 calc R U . . .
C4 C 0.8206(4) 0.7249(3) -0.0489(4) 0.0690(11) Uani 1 1 d . . . . .
H4A H 0.8742 0.7521 -0.0129 0.083 Uiso 1 1 calc R U . . .
C5 C 0.7829(5) 0.7996(4) -0.1588(4) 0.0853(14) Uani 1 1 d . . . . .
H5A H 0.8056 0.8886 -0.2110 0.102 Uiso 1 1 calc R U . . .
H4D H 0.454(3) 0.394(3) 0.450(3) 0.071(10) Uiso 1 1 d . . . . .
H3D H 0.452(3) 0.547(2) 0.375(3) 0.047(9) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C22 1.278(3) . ?
N3 C1 1.492(3) . ?
N3 C7 1.502(3) . ?
N3 H4D 1.02(3) . ?
N3 H3D 0.941(17) . ?
O2 N4 1.233(3) . ?
O3 N4 1.231(3) . ?
N2 C6 1.351(4) . ?
N2 C4 1.361(4) . ?
N2 C3 1.460(3) . ?
N4 C27 1.448(4) . ?
N5 O5 1.224(3) . ?
N5 O4 1.237(3) . ?
N5 C25 1.442(3) . ?
C22 C23 1.421(4) . ?
C22 C27 1.437(4) . ?
C27 C26 1.379(4) . ?
C9 C8 1.410(4) . ?
C9 C10 1.425(4) . ?
C9 C14 1.440(4) . ?
C1 C2 1.521(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C8 C17 1.411(4) . ?
C8 C7 1.505(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C26 C25 1.371(4) . ?
C26 H26 0.9300 . ?
C2 C3 1.523(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C14 C15 1.389(4) . ?
C14 C13 1.428(4) . ?
C16 C15 1.386(4) . ?
C16 C21 1.429(4) . ?
C16 C17 1.429(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C25 C24 1.398(4) . ?
C17 C18 1.431(4) . ?
C23 C24 1.365(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C10 C11 1.367(4) . ?
C10 H10 0.9300 . ?
C15 H15 0.9300 . ?
C18 C19 1.358(4) . ?
C18 H18 0.9300 . ?
N1 C6 1.301(4) . ?
N1 C5 1.386(5) . ?
C21 C20 1.350(5) . ?
C21 H21 0.9300 . ?
C13 C12 1.350(4) . ?
C13 H13 0.9300 . ?
C6 H6 0.9300 . ?
C12 C11 1.408(5) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C19 C20 1.409(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C4 C5 1.348(5) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N3 C7 112.0(2) . . ?
C1 N3 H4D 111.3(18) . . ?
C7 N3 H4D 108.9(17) . . ?
C1 N3 H3D 107.2(18) . . ?
C7 N3 H3D 110.6(17) . . ?
H4D N3 H3D 107(2) . . ?
C6 N2 C4 106.1(3) . . ?
C6 N2 C3 126.1(3) . . ?
C4 N2 C3 127.8(3) . . ?
O3 N4 O2 122.8(3) . . ?
O3 N4 C27 118.0(2) . . ?
O2 N4 C27 119.2(3) . . ?
O5 N5 O4 122.0(3) . . ?
O5 N5 C25 119.3(3) . . ?
O4 N5 C25 118.6(3) . . ?
O1 C22 C23 121.8(3) . . ?
O1 C22 C27 124.9(3) . . ?
C23 C22 C27 113.3(2) . . ?
C26 C27 C22 123.5(3) . . ?
C26 C27 N4 116.8(3) . . ?
C22 C27 N4 119.7(2) . . ?
C8 C9 C10 123.5(3) . . ?
C8 C9 C14 119.0(3) . . ?
C10 C9 C14 117.5(3) . . ?
N3 C1 C2 111.2(2) . . ?
N3 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N3 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C9 C8 C17 120.8(3) . . ?
C9 C8 C7 119.3(3) . . ?
C17 C8 C7 119.9(3) . . ?
N3 C7 C8 113.3(2) . . ?
N3 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
N3 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C25 C26 C27 118.9(3) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C1 C2 C3 111.9(2) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C15 C14 C13 121.9(3) . . ?
C15 C14 C9 119.3(3) . . ?
C13 C14 C9 118.7(3) . . ?
C15 C16 C21 120.8(3) . . ?
C15 C16 C17 119.7(3) . . ?
C21 C16 C17 119.4(3) . . ?
N2 C3 C2 113.1(2) . . ?
N2 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C26 C25 C24 121.3(3) . . ?
C26 C25 N5 119.5(3) . . ?
C24 C25 N5 119.2(3) . . ?
C8 C17 C16 119.1(3) . . ?
C8 C17 C18 123.6(3) . . ?
C16 C17 C18 117.3(3) . . ?
C24 C23 C22 124.2(3) . . ?
C24 C23 H23 117.9 . . ?
C22 C23 H23 117.9 . . ?
C23 C24 C25 118.6(3) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C11 C10 C9 121.5(3) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C16 C15 C14 122.0(3) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C6 N1 C5 104.2(3) . . ?
C20 C21 C16 120.9(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
N1 C6 N2 113.0(3) . . ?
N1 C6 H6 123.5 . . ?
N2 C6 H6 123.5 . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C18 C19 C20 121.1(4) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 120.1(3) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C5 C4 N2 106.6(3) . . ?
C5 C4 H4A 126.7 . . ?
N2 C4 H4A 126.7 . . ?
C4 C5 N1 110.0(3) . . ?
C4 C5 H5A 125.0 . . ?
N1 C5 H5A 125.0 . . ?

_refine_diff_density_max         0.211
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_H2L2NBA
_database_code_depnum_ccdc_archive 'CCDC 1867319'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2018-09-12 deposited with the CCDC.	2019-07-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N3, C7 H4 N O4'
_chemical_formula_sum            'C28 H26 N4 O4'
_chemical_formula_weight         482.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.985(2)
_cell_length_b                   11.283(3)
_cell_length_c                   13.060(4)
_cell_angle_alpha                67.661(3)
_cell_angle_beta                 81.101(3)
_cell_angle_gamma                77.003(3)
_cell_volume                     1189.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3935
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      21.26

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30283
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.747
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4316
_reflns_number_gt                2977
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0200P)²+0.4922P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4316
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C5 C 0.8488(3) 0.1692(3) -0.0064(2) 0.0797(8) Uani 1 1 d . . . . .
H5 H 0.7990 0.2070 -0.0717 0.096 Uiso 1 1 calc R U . . .
O1 O 0.39288(14) 0.09570(12) 0.38180(11) 0.0487(4) Uani 1 1 d . . . . .
O2 O 0.16540(14) 0.07799(12) 0.34893(11) 0.0499(4) Uani 1 1 d . . . . .
N3 N 0.65613(15) 0.12626(13) 0.44365(12) 0.0353(4) Uani 1 1 d . . . . .
H3A H 0.6454 0.0567 0.5045 0.042 Uiso 1 1 calc R U . . .
H3B H 0.5717 0.1493 0.4077 0.042 Uiso 1 1 calc R U . . .
O3 O 0.03685(17) 0.32422(15) 0.36757(14) 0.0647(4) Uani 1 1 d . . . . .
N2 N 0.91063(18) 0.04183(16) 0.15865(14) 0.0470(4) Uani 1 1 d . . . . .
N4 N 0.01902(19) 0.35724(16) 0.26963(17) 0.0509(4) Uani 1 1 d . . . . .
O4 O -0.10737(17) 0.39596(16) 0.23123(15) 0.0768(5) Uani 1 1 d . . . . .
C28 C 0.2759(2) 0.13439(17) 0.32699(15) 0.0377(4) Uani 1 1 d . . . . .
C17 C 0.4215(2) 0.39230(17) 0.45278(15) 0.0376(4) Uani 1 1 d . . . . .
C22 C 0.2786(2) 0.25324(17) 0.22272(15) 0.0372(4) Uani 1 1 d . . . . .
C8 C 0.52419(19) 0.29373(17) 0.52539(15) 0.0377(4) Uani 1 1 d . . . . .
C16 C 0.2817(2) 0.45055(18) 0.49817(16) 0.0406(4) Uani 1 1 d . . . . .
C27 C 0.1547(2) 0.35421(18) 0.19143(16) 0.0412(5) Uani 1 1 d . . . . .
C7 C 0.6726(2) 0.23564(18) 0.47681(16) 0.0418(5) Uani 1 1 d . . . . .
H7A H 0.7095 0.3032 0.4122 0.050 Uiso 1 1 calc R U . . .
H7B H 0.7485 0.2037 0.5310 0.050 Uiso 1 1 calc R U . . .
C9 C 0.4900(2) 0.25322(18) 0.64129(16) 0.0406(4) Uani 1 1 d . . . . .
C1 C 0.7902(2) 0.09084(18) 0.37133(16) 0.0431(5) Uani 1 1 d . . . . .
H1A H 0.8835 0.0757 0.4067 0.052 Uiso 1 1 calc R U . . .
H1B H 0.7948 0.1632 0.3013 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3498(2) 0.31326(19) 0.68501(16) 0.0452(5) Uani 1 1 d . . . . .
C18 C 0.4489(2) 0.43942(19) 0.33487(16) 0.0466(5) Uani 1 1 d . . . . .
H18 H 0.5384 0.4036 0.3027 0.056 Uiso 1 1 calc R U . . .
C2 C 0.7816(2) -0.02959(19) 0.34916(17) 0.0468(5) Uani 1 1 d . . . . .
H2A H 0.6852 -0.0168 0.3183 0.056 Uiso 1 1 calc R U . . .
H2B H 0.7843 -0.1034 0.4186 0.056 Uiso 1 1 calc R U . . .
C15 C 0.2498(2) 0.40927(19) 0.61235(17) 0.0479(5) Uani 1 1 d . . . . .
H15 H 0.1585 0.4471 0.6411 0.058 Uiso 1 1 calc R U . . .
C3 C 0.9135(2) -0.0593(2) 0.26889(17) 0.0510(5) Uani 1 1 d . . . . .
H3C H 1.0096 -0.0695 0.2991 0.061 Uiso 1 1 calc R U . . .
H3D H 0.9093 -0.1413 0.2624 0.061 Uiso 1 1 calc R U . . .
C23 C 0.4065(2) 0.2592(2) 0.14740(17) 0.0528(5) Uani 1 1 d . . . . .
H23 H 0.4929 0.1942 0.1653 0.063 Uiso 1 1 calc R U . . .
C21 C 0.1796(2) 0.55199(19) 0.42487(19) 0.0519(5) Uani 1 1 d . . . . .
H21 H 0.0896 0.5909 0.4541 0.062 Uiso 1 1 calc R U . . .
N1 N 0.9698(3) 0.2091(2) 0.01268(19) 0.0805(6) Uani 1 1 d . . . . .
C19 C 0.3477(3) 0.5349(2) 0.26874(18) 0.0553(6) Uani 1 1 d . . . . .
H19 H 0.3686 0.5632 0.1921 0.066 Uiso 1 1 calc R U . . .
C20 C 0.2114(3) 0.5923(2) 0.31398(19) 0.0574(6) Uani 1 1 d . . . . .
H20 H 0.1431 0.6581 0.2673 0.069 Uiso 1 1 calc R U . . .
C10 C 0.5891(3) 0.15482(19) 0.71935(18) 0.0527(5) Uani 1 1 d . . . . .
H10 H 0.6800 0.1129 0.6936 0.063 Uiso 1 1 calc R U . . .
C26 C 0.1529(3) 0.4570(2) 0.09093(18) 0.0583(6) Uani 1 1 d . . . . .
H26 H 0.0676 0.5232 0.0731 0.070 Uiso 1 1 calc R U . . .
C13 C 0.3175(3) 0.2741(2) 0.80262(18) 0.0616(6) Uani 1 1 d . . . . .
H13 H 0.2268 0.3126 0.8315 0.074 Uiso 1 1 calc R U . . .
C6 C 1.0039(3) 0.1295(2) 0.1132(2) 0.0642(6) Uani 1 1 d . . . . .
H6 H 1.0836 0.1334 0.1489 0.077 Uiso 1 1 calc R U . . .
C25 C 0.2811(3) 0.4585(3) 0.01817(19) 0.0711(7) Uani 1 1 d . . . . .
H25 H 0.2827 0.5261 -0.0504 0.085 Uiso 1 1 calc R U . . .
C4 C 0.8107(3) 0.0684(2) 0.0811(2) 0.0683(7) Uani 1 1 d . . . . .
H4A H 0.7313 0.0248 0.0878 0.082 Uiso 1 1 calc R U . . .
C24 C 0.4069(3) 0.3609(3) 0.04590(19) 0.0683(7) Uani 1 1 d . . . . .
H24 H 0.4932 0.3631 -0.0039 0.082 Uiso 1 1 calc R U . . .
C12 C 0.4169(3) 0.1820(2) 0.8724(2) 0.0723(7) Uani 1 1 d . . . . .
H12 H 0.3951 0.1585 0.9487 0.087 Uiso 1 1 calc R U . . .
C11 C 0.5533(3) 0.1215(2) 0.8301(2) 0.0667(7) Uani 1 1 d . . . . .
H11 H 0.6201 0.0573 0.8790 0.080 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C5 C4 1.335(3) . ?
C5 N1 1.355(3) . ?
C5 H5 0.9300 . ?
O1 C28 1.263(2) . ?
O2 C28 1.237(2) . ?
N3 C1 1.490(2) . ?
N3 C7 1.497(2) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
O3 N4 1.214(2) . ?
N2 C6 1.344(3) . ?
N2 C4 1.360(3) . ?
N2 C3 1.458(2) . ?
N4 O4 1.232(2) . ?
N4 C27 1.467(3) . ?
C28 C22 1.506(2) . ?
C17 C8 1.412(2) . ?
C17 C18 1.426(3) . ?
C17 C16 1.433(2) . ?
C22 C27 1.386(3) . ?
C22 C23 1.388(3) . ?
C8 C9 1.410(3) . ?
C8 C7 1.507(2) . ?
C16 C15 1.387(3) . ?
C16 C21 1.427(3) . ?
C27 C26 1.382(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 C10 1.429(3) . ?
C9 C14 1.435(3) . ?
C1 C2 1.513(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C14 C15 1.388(3) . ?
C14 C13 1.429(3) . ?
C18 C19 1.352(3) . ?
C18 H18 0.9300 . ?
C2 C3 1.523(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C15 H15 0.9300 . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9300 . ?
C21 C20 1.347(3) . ?
C21 H21 0.9300 . ?
N1 C6 1.315(3) . ?
C19 C20 1.407(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C10 C11 1.354(3) . ?
C10 H10 0.9300 . ?
C26 C25 1.374(3) . ?
C26 H26 0.9300 . ?
C13 C12 1.350(3) . ?
C13 H13 0.9300 . ?
C6 H6 0.9300 . ?
C25 C24 1.373(3) . ?
C25 H25 0.9300 . ?
C4 H4A 0.9300 . ?
C24 H24 0.9300 . ?
C12 C11 1.405(3) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 C5 N1 110.8(2) . . ?
C4 C5 H5 124.6 . . ?
N1 C5 H5 124.6 . . ?
C1 N3 C7 112.47(13) . . ?
C1 N3 H3A 109.1 . . ?
C7 N3 H3A 109.1 . . ?
C1 N3 H3B 109.1 . . ?
C7 N3 H3B 109.1 . . ?
H3A N3 H3B 107.8 . . ?
C6 N2 C4 105.70(19) . . ?
C6 N2 C3 127.33(19) . . ?
C4 N2 C3 126.95(18) . . ?
O3 N4 O4 123.64(19) . . ?
O3 N4 C27 118.77(17) . . ?
O4 N4 C27 117.57(19) . . ?
O2 C28 O1 125.05(17) . . ?
O2 C28 C22 118.34(16) . . ?
O1 C28 C22 116.46(15) . . ?
C8 C17 C18 123.67(17) . . ?
C8 C17 C16 119.28(17) . . ?
C18 C17 C16 117.05(17) . . ?
C27 C22 C23 116.62(18) . . ?
C27 C22 C28 123.84(16) . . ?
C23 C22 C28 119.29(17) . . ?
C9 C8 C17 120.42(17) . . ?
C9 C8 C7 120.77(17) . . ?
C17 C8 C7 118.79(16) . . ?
C15 C16 C21 121.24(18) . . ?
C15 C16 C17 119.51(18) . . ?
C21 C16 C17 119.23(18) . . ?
C26 C27 C22 123.60(19) . . ?
C26 C27 N4 117.02(18) . . ?
C22 C27 N4 119.33(17) . . ?
N3 C7 C8 112.65(13) . . ?
N3 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N3 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C8 C9 C10 123.29(18) . . ?
C8 C9 C14 119.40(17) . . ?
C10 C9 C14 117.30(18) . . ?
N3 C1 C2 112.18(14) . . ?
N3 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N3 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C15 C14 C13 121.5(2) . . ?
C15 C14 C9 119.36(18) . . ?
C13 C14 C9 119.1(2) . . ?
C19 C18 C17 121.53(19) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C1 C2 C3 111.61(16) . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C16 C15 C14 122.02(18) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
N2 C3 C2 113.10(16) . . ?
N2 C3 H3C 109.0 . . ?
C2 C3 H3C 109.0 . . ?
N2 C3 H3D 109.0 . . ?
C2 C3 H3D 109.0 . . ?
H3C C3 H3D 107.8 . . ?
C24 C23 C22 120.8(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C20 C21 C16 121.1(2) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C6 N1 C5 104.3(2) . . ?
C18 C19 C20 121.1(2) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 120.0(2) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C11 C10 C9 121.2(2) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C25 C26 C27 117.9(2) . . ?
C25 C26 H26 121.0 . . ?
C27 C26 H26 121.0 . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
N1 C6 N2 112.4(2) . . ?
N1 C6 H6 123.8 . . ?
N2 C6 H6 123.8 . . ?
C24 C25 C26 120.5(2) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C5 C4 N2 106.7(2) . . ?
C5 C4 H4A 126.6 . . ?
N2 C4 H4A 126.6 . . ?
C25 C24 C23 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C10 C11 C12 121.2(2) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?

_refine_diff_density_max         0.143
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_H2L4NP4HNP
_database_code_depnum_ccdc_archive 'CCDC 1867450'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2018-09-13 deposited with the CCDC.	2019-07-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N3, C6 H5 N O3, C6 H4 N O3'
_chemical_formula_sum            'C33 H31 N5 O6'
_chemical_formula_weight         593.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.674(3)
_cell_length_b                   11.727(3)
_cell_length_c                   12.647(3)
_cell_angle_alpha                94.364(5)
_cell_angle_beta                 108.528(4)
_cell_angle_gamma                97.669(5)
_cell_volume                     1475.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5558
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      21.26

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44815
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.712
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5348
_reflns_number_gt                3533
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0200P)²+0.9451P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5348
_refine_ls_number_parameters     398
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1127
_refine_ls_wR_factor_gt          0.0993
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.54345(15) 0.64518(12) 0.05974(12) 0.0509(4) Uani 1 1 d . . . . .
N3 N 0.43206(16) 0.45983(14) 0.12798(13) 0.0394(4) Uani 1 1 d . . . . .
H3A H 0.4309 0.4038 0.0760 0.047 Uiso 1 1 calc R U . . .
H3B H 0.4622 0.5272 0.1093 0.047 Uiso 1 1 calc R U . . .
N2 N 0.78847(18) 0.52414(15) 0.43233(15) 0.0473(4) Uani 1 1 d . . . . .
O3 O 0.6798(2) -0.21576(15) 0.69216(16) 0.0785(6) Uani 1 1 d . . . . .
H3 H 0.7061 -0.2477 0.6452 0.118 Uiso 1 1 calc R U . . .
N1 N 0.7713(2) 0.66123(17) 0.55384(16) 0.0611(5) Uani 1 1 d . . . . .
C28 C 0.5960(2) 0.74815(17) 0.11452(18) 0.0425(5) Uani 1 1 d . . . . .
N4 N 0.6110(2) 0.23397(19) 0.6124(2) 0.0725(6) Uani 1 1 d . . . . .
C1 C 0.5243(2) 0.44144(19) 0.23904(17) 0.0460(5) Uani 1 1 d . . . . .
H1A H 0.4867 0.3716 0.2622 0.055 Uiso 1 1 calc R U . . .
H1B H 0.5308 0.5061 0.2942 0.055 Uiso 1 1 calc R U . . .
C2 C 0.6626(2) 0.43049(18) 0.23750(17) 0.0450(5) Uani 1 1 d . . . . .
H2A H 0.6994 0.4989 0.2117 0.054 Uiso 1 1 calc R U . . .
H2B H 0.6573 0.3636 0.1852 0.054 Uiso 1 1 calc R U . . .
O1 O 0.5724(2) 0.29202(18) 0.6753(2) 0.0996(7) Uani 1 1 d . . . . .
N5 N 0.7594(3) 1.0826(2) 0.2890(3) 0.0860(8) Uani 1 1 d . . . . .
C3 C 0.7551(2) 0.41713(18) 0.35367(18) 0.0515(6) Uani 1 1 d . . . . .
H3C H 0.7121 0.3553 0.3835 0.062 Uiso 1 1 calc R U . . .
H3D H 0.8371 0.3951 0.3473 0.062 Uiso 1 1 calc R U . . .
C7 C 0.2926(2) 0.4602(2) 0.12986(18) 0.0490(5) Uani 1 1 d . . . . .
H7A H 0.2905 0.5313 0.1733 0.059 Uiso 1 1 calc R U . . .
H7B H 0.2682 0.3958 0.1673 0.059 Uiso 1 1 calc R U . . .
O5 O 0.8472(3) 1.0941(2) 0.3805(2) 0.1210(10) Uani 1 1 d . . . . .
C8 C 0.1906(2) 0.4505(2) 0.01420(19) 0.0520(6) Uani 1 1 d . . . . .
C6 C 0.7208(2) 0.5566(2) 0.49931(19) 0.0554(6) Uani 1 1 d . . . . .
H6 H 0.6466 0.5104 0.5064 0.066 Uiso 1 1 calc R U . . .
C29 C 0.6828(2) 0.76446(18) 0.22616(19) 0.0521(6) Uani 1 1 d . . . . .
H29 H 0.7024 0.7000 0.2629 0.063 Uiso 1 1 calc R U . . .
C33 C 0.5688(2) 0.84758(18) 0.0629(2) 0.0546(6) Uani 1 1 d . . . . .
H33 H 0.5123 0.8396 -0.0113 0.065 Uiso 1 1 calc R U . . .
C31 C 0.7076(3) 0.96851(18) 0.2284(2) 0.0562(6) Uani 1 1 d . . . . .
C25 C 0.6280(2) 0.1154(2) 0.6313(2) 0.0549(6) Uani 1 1 d . . . . .
O6 O 0.7108(3) 1.16502(18) 0.2455(2) 0.1235(10) Uani 1 1 d . . . . .
C22 C 0.6632(3) -0.1075(2) 0.6692(2) 0.0581(6) Uani 1 1 d . . . . .
C4 C 0.8902(2) 0.6140(2) 0.4451(2) 0.0596(6) Uani 1 1 d . . . . .
H4 H 0.9544 0.6175 0.4096 0.072 Uiso 1 1 calc R U . . .
C30 C 0.7392(2) 0.8727(2) 0.2821(2) 0.0590(6) Uani 1 1 d . . . . .
H30 H 0.7982 0.8819 0.3554 0.071 Uiso 1 1 calc R U . . .
C9 C 0.1562(2) 0.5518(3) -0.0324(2) 0.0607(7) Uani 1 1 d . . . . .
C32 C 0.6232(3) 0.95594(19) 0.1190(2) 0.0610(7) Uani 1 1 d . . . . .
H32 H 0.6034 1.0210 0.0833 0.073 Uiso 1 1 calc R U . . .
C27 C 0.6934(3) -0.0606(2) 0.5815(2) 0.0657(7) Uani 1 1 d . . . . .
H27 H 0.7255 -0.1050 0.5350 0.079 Uiso 1 1 calc R U . . .
C17 C 0.1293(2) 0.3402(3) -0.0434(2) 0.0658(7) Uani 1 1 d . . . . .
C5 C 0.8780(3) 0.6964(2) 0.5199(2) 0.0645(7) Uani 1 1 d . . . . .
H5A H 0.9345 0.7675 0.5449 0.077 Uiso 1 1 calc R U . . .
C24 C 0.5969(3) 0.0707(2) 0.7183(2) 0.0650(7) Uani 1 1 d . . . . .
H24 H 0.5644 0.1154 0.7644 0.078 Uiso 1 1 calc R U . . .
C23 C 0.6140(3) -0.0405(2) 0.7365(2) 0.0690(7) Uani 1 1 d . . . . .
H23 H 0.5922 -0.0716 0.7952 0.083 Uiso 1 1 calc R U . . .
O2 O 0.6389(3) 0.2724(2) 0.5357(2) 0.1406(12) Uani 1 1 d . . . . .
C26 C 0.6764(3) 0.0509(2) 0.5625(2) 0.0666(7) Uani 1 1 d . . . . .
H26 H 0.6973 0.0823 0.5037 0.080 Uiso 1 1 calc R U . . .
C10 C 0.2167(3) 0.6657(3) 0.0215(3) 0.0732(8) Uani 1 1 d . . . . .
H10 H 0.2843 0.6752 0.0909 0.088 Uiso 1 1 calc R U . . .
C16 C 0.0285(3) 0.3328(4) -0.1537(3) 0.0910(11) Uani 1 1 d . . . . .
C14 C 0.0546(3) 0.5425(4) -0.1391(3) 0.0855(10) Uani 1 1 d . . . . .
C15 C -0.0047(3) 0.4348(5) -0.1948(3) 0.1040(14) Uani 1 1 d . . . . .
H15 H -0.0712 0.4296 -0.2643 0.125 Uiso 1 1 calc R U . . .
C13 C 0.0167(4) 0.6460(5) -0.1858(3) 0.1162(17) Uani 1 1 d . . . . .
H13 H -0.0502 0.6404 -0.2552 0.139 Uiso 1 1 calc R U . . .
C18 C 0.1589(3) 0.2359(3) 0.0002(3) 0.0857(10) Uani 1 1 d . . . . .
H18 H 0.2229 0.2388 0.0707 0.103 Uiso 1 1 calc R U . . .
C11 C 0.1785(4) 0.7610(3) -0.0256(4) 0.1050(12) Uani 1 1 d . . . . .
H11 H 0.2199 0.8345 0.0117 0.126 Uiso 1 1 calc R U . . .
C12 C 0.0775(5) 0.7497(5) -0.1296(5) 0.137(2) Uani 1 1 d . . . . .
H12 H 0.0521 0.8160 -0.1603 0.165 Uiso 1 1 calc R U . . .
C19 C 0.0945(4) 0.1304(3) -0.0602(4) 0.1248(16) Uani 1 1 d . . . . .
H19 H 0.1143 0.0624 -0.0301 0.150 Uiso 1 1 calc R U . . .
C21 C -0.0319(4) 0.2211(5) -0.2113(4) 0.147(2) Uani 1 1 d . . . . .
H21 H -0.0953 0.2150 -0.2825 0.177 Uiso 1 1 calc R U . . .
C20 C -0.0022(5) 0.1245(5) -0.1684(6) 0.155(3) Uani 1 1 d . . . . .
H20 H -0.0450 0.0528 -0.2094 0.186 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C28 1.303(2) . ?
N3 C1 1.487(2) . ?
N3 C7 1.497(3) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N2 C6 1.341(3) . ?
N2 C4 1.368(3) . ?
N2 C3 1.469(3) . ?
O3 C22 1.345(3) . ?
O3 H3 0.8200 . ?
N1 C6 1.316(3) . ?
N1 C5 1.365(3) . ?
C28 C33 1.398(3) . ?
C28 C29 1.403(3) . ?
N4 O2 1.202(3) . ?
N4 O1 1.212(3) . ?
N4 C25 1.454(3) . ?
C1 C2 1.506(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.520(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N5 O5 1.221(4) . ?
N5 O6 1.241(4) . ?
N5 C31 1.435(3) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C7 C8 1.506(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C17 1.400(3) . ?
C8 C9 1.406(3) . ?
C6 H6 0.9300 . ?
C29 C30 1.365(3) . ?
C29 H29 0.9300 . ?
C33 C32 1.363(3) . ?
C33 H33 0.9300 . ?
C31 C32 1.375(3) . ?
C31 C30 1.381(3) . ?
C25 C24 1.367(3) . ?
C25 C26 1.373(3) . ?
C22 C27 1.381(3) . ?
C22 C23 1.382(3) . ?
C4 C5 1.348(3) . ?
C4 H4 0.9300 . ?
C30 H30 0.9300 . ?
C9 C10 1.420(4) . ?
C9 C14 1.423(4) . ?
C32 H32 0.9300 . ?
C27 C26 1.372(3) . ?
C27 H27 0.9300 . ?
C17 C18 1.413(4) . ?
C17 C16 1.454(4) . ?
C5 H5A 0.9300 . ?
C24 C23 1.368(3) . ?
C24 H24 0.9300 . ?
C23 H23 0.9300 . ?
C26 H26 0.9300 . ?
C10 C11 1.356(4) . ?
C10 H10 0.9300 . ?
C16 C15 1.384(5) . ?
C16 C21 1.412(5) . ?
C14 C15 1.363(5) . ?
C14 C13 1.441(5) . ?
C15 H15 0.9300 . ?
C13 C12 1.330(6) . ?
C13 H13 0.9300 . ?
C18 C19 1.373(4) . ?
C18 H18 0.9300 . ?
C11 C12 1.394(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C19 C20 1.419(7) . ?
C19 H19 0.9300 . ?
C21 C20 1.325(7) . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N3 C7 111.58(15) . . ?
C1 N3 H3A 109.3 . . ?
C7 N3 H3A 109.3 . . ?
C1 N3 H3B 109.3 . . ?
C7 N3 H3B 109.3 . . ?
H3A N3 H3B 108.0 . . ?
C6 N2 C4 106.7(2) . . ?
C6 N2 C3 127.1(2) . . ?
C4 N2 C3 126.0(2) . . ?
C22 O3 H3 109.5 . . ?
C6 N1 C5 104.5(2) . . ?
O4 C28 C33 120.7(2) . . ?
O4 C28 C29 122.03(19) . . ?
C33 C28 C29 117.21(19) . . ?
O2 N4 O1 121.9(3) . . ?
O2 N4 C25 118.7(3) . . ?
O1 N4 C25 119.4(2) . . ?
N3 C1 C2 112.96(17) . . ?
N3 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
N3 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 C3 111.18(18) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O5 N5 O6 123.2(3) . . ?
O5 N5 C31 119.0(3) . . ?
O6 N5 C31 117.8(3) . . ?
N2 C3 C2 112.44(17) . . ?
N2 C3 H3C 109.1 . . ?
C2 C3 H3C 109.1 . . ?
N2 C3 H3D 109.1 . . ?
C2 C3 H3D 109.1 . . ?
H3C C3 H3D 107.8 . . ?
N3 C7 C8 112.97(17) . . ?
N3 C7 H7A 109.0 . . ?
C8 C7 H7A 109.0 . . ?
N3 C7 H7B 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C17 C8 C9 121.4(2) . . ?
C17 C8 C7 118.9(2) . . ?
C9 C8 C7 119.6(2) . . ?
N1 C6 N2 112.2(2) . . ?
N1 C6 H6 123.9 . . ?
N2 C6 H6 123.9 . . ?
C30 C29 C28 121.5(2) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C32 C33 C28 121.5(2) . . ?
C32 C33 H33 119.3 . . ?
C28 C33 H33 119.3 . . ?
C32 C31 C30 120.8(2) . . ?
C32 C31 N5 119.5(2) . . ?
C30 C31 N5 119.6(3) . . ?
C24 C25 C26 121.2(2) . . ?
C24 C25 N4 119.2(2) . . ?
C26 C25 N4 119.5(2) . . ?
O3 C22 C27 122.9(2) . . ?
O3 C22 C23 118.4(2) . . ?
C27 C22 C23 118.7(2) . . ?
C5 C4 N2 105.8(2) . . ?
C5 C4 H4 127.1 . . ?
N2 C4 H4 127.1 . . ?
C29 C30 C31 119.3(2) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 H30 120.4 . . ?
C8 C9 C10 123.7(2) . . ?
C8 C9 C14 119.5(3) . . ?
C10 C9 C14 116.7(3) . . ?
C33 C32 C31 119.6(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C26 C27 C22 120.7(2) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
C8 C17 C18 123.6(3) . . ?
C8 C17 C16 118.1(3) . . ?
C18 C17 C16 118.3(3) . . ?
C4 C5 N1 110.8(2) . . ?
C4 C5 H5A 124.6 . . ?
N1 C5 H5A 124.6 . . ?
C25 C24 C23 119.1(2) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C23 C22 121.1(2) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C27 C26 C25 119.2(2) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C15 C16 C21 124.0(4) . . ?
C15 C16 C17 118.4(3) . . ?
C21 C16 C17 117.5(4) . . ?
C15 C14 C9 118.7(3) . . ?
C15 C14 C13 121.6(4) . . ?
C9 C14 C13 119.7(4) . . ?
C14 C15 C16 123.7(3) . . ?
C14 C15 H15 118.1 . . ?
C16 C15 H15 118.1 . . ?
C12 C13 C14 119.9(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C10 C11 C12 120.5(4) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 121.4(5) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C18 C19 C20 120.2(5) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C20 C21 C16 123.0(5) . . ?
C20 C21 H21 118.5 . . ?
C16 C21 H21 118.5 . . ?
C21 C20 C19 120.1(5) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_H2Ltnp
_database_code_depnum_ccdc_archive 'CCDC 1867320'
loop_
_audit_author_name
_audit_author_address
'Jubaraj Bikash Baruah'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2018-09-12 deposited with the CCDC.	2019-07-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N3, C6 H2 N3 O7'
_chemical_formula_sum            'C27 H24 N6 O7'
_chemical_formula_weight         544.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.800(2)
_cell_length_b                   13.141(3)
_cell_length_c                   13.204(3)
_cell_angle_alpha                113.694(7)
_cell_angle_beta                 99.703(7)
_cell_angle_gamma                107.153(7)
_cell_volume                     1262.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2566
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      19.27

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.106
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47529
_diffrn_reflns_av_unetI/netI     0.1182
_diffrn_reflns_av_R_equivalents  0.1009
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.783
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4479
_reflns_number_gt                1955
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4479
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3649(3) 0.68459(17) 0.54018(15) 0.0691(6) Uani 1 1 d . . . . .
N2 N 0.4958(3) 0.69718(19) 0.74657(17) 0.0494(6) Uani 1 1 d . . . . .
H2A H 0.5823 0.7440 0.8129 0.059 Uiso 1 1 calc R U . . .
H2B H 0.5015 0.7363 0.7048 0.059 Uiso 1 1 calc R U . . .
N003 N 0.1671(3) 0.9256(2) 0.9140(2) 0.0520(6) Uani 1 1 d . . . . .
O6 O 0.1325(3) 0.48391(18) 0.35075(17) 0.0791(7) Uani 1 1 d . . . . .
O7 O -0.0154(3) 0.5267(2) 0.23914(19) 0.0843(7) Uani 1 1 d . . . . .
N3 N 0.1133(4) 0.5532(2) 0.3139(2) 0.0613(7) Uani 1 1 d . . . . .
O3 O 0.7833(3) 0.9798(2) 0.61301(19) 0.0896(8) Uani 1 1 d . . . . .
N4 N 0.6709(4) 0.8845(2) 0.5906(2) 0.0640(7) Uani 1 1 d . . . . .
N1 N 0.2360(3) 1.1168(2) 1.0436(2) 0.0628(7) Uani 1 1 d . . . . .
O2 O 0.6867(3) 0.8369(2) 0.6525(2) 0.1011(9) Uani 1 1 d . . . . .
O5 O 0.2699(4) 0.8310(2) 0.1500(2) 0.1141(11) Uani 1 1 d . . . . .
C27 C 0.2538(4) 0.6695(3) 0.3567(2) 0.0496(8) Uani 1 1 d . . . . .
C23 C 0.5229(4) 0.8279(3) 0.4901(2) 0.0514(8) Uani 1 1 d . . . . .
C8 C 0.4468(4) 0.4831(3) 0.7104(2) 0.0479(8) Uani 1 1 d . . . . .
O4 O 0.5179(4) 0.9717(3) 0.2676(2) 0.1156(11) Uani 1 1 d . . . . .
C22 C 0.3807(4) 0.7224(3) 0.4684(2) 0.0499(8) Uani 1 1 d . . . . .
C26 C 0.2528(4) 0.7205(3) 0.2844(2) 0.0556(8) Uani 1 1 d . . . . .
H26 H 0.1633 0.6853 0.2156 0.067 Uiso 1 1 calc R U . . .
C7 C 0.5191(4) 0.5818(2) 0.6794(2) 0.0527(8) Uani 1 1 d . . . . .
H7A H 0.4666 0.5508 0.5964 0.063 Uiso 1 1 calc R U . . .
H7B H 0.6386 0.6014 0.6939 0.063 Uiso 1 1 calc R U . . .
N5 N 0.3919(6) 0.8795(3) 0.2386(3) 0.0881(11) Uani 1 1 d . . . . .
C17 C 0.2866(4) 0.3884(3) 0.6382(2) 0.0522(8) Uani 1 1 d . . . . .
C9 C 0.5437(4) 0.4831(3) 0.8070(2) 0.0535(8) Uani 1 1 d . . . . .
C2 C 0.3272(4) 0.8080(2) 0.8313(2) 0.0584(8) Uani 1 1 d . . . . .
H2C H 0.4245 0.8635 0.9011 0.070 Uiso 1 1 calc R U . . .
H2D H 0.3320 0.8399 0.7766 0.070 Uiso 1 1 calc R U . . .
C1 C 0.3377(4) 0.6852(3) 0.7768(2) 0.0558(8) Uani 1 1 d . . . . .
H1A H 0.3359 0.6532 0.8314 0.067 Uiso 1 1 calc R U . . .
H1B H 0.2411 0.6288 0.7066 0.067 Uiso 1 1 calc R U . . .
C3 C 0.1696(4) 0.8043(3) 0.8636(2) 0.0586(8) Uani 1 1 d . . . . .
H3A H 0.0714 0.7488 0.7943 0.070 Uiso 1 1 calc R U . . .
H3B H 0.1651 0.7745 0.9198 0.070 Uiso 1 1 calc R U . . .
C24 C 0.5247(5) 0.8785(3) 0.4162(3) 0.0607(9) Uani 1 1 d . . . . .
H24 H 0.6168 0.9473 0.4338 0.073 Uiso 1 1 calc R U . . .
C14 C 0.4742(5) 0.3851(3) 0.8325(3) 0.0612(9) Uani 1 1 d . . . . .
C16 C 0.2209(5) 0.2901(3) 0.6631(3) 0.0627(9) Uani 1 1 d . . . . .
C25 C 0.3894(5) 0.8261(3) 0.3171(3) 0.0610(9) Uani 1 1 d . . . . .
C6 C 0.2365(4) 1.0097(3) 1.0247(3) 0.0637(9) Uani 1 1 d . . . . .
H6A H 0.2817 0.9955 1.0841 0.076 Uiso 1 1 calc R U . . .
C5 C 0.1602(4) 1.0961(3) 0.9341(3) 0.0680(10) Uani 1 1 d . . . . .
H5 H 0.1417 1.1547 0.9175 0.082 Uiso 1 1 calc R U . . .
C18 C 0.1823(5) 0.3850(3) 0.5409(3) 0.0637(9) Uani 1 1 d . . . . .
H18 H 0.2190 0.4477 0.5230 0.076 Uiso 1 1 calc R U . . .
C10 C 0.7058(5) 0.5733(3) 0.8805(3) 0.0660(9) Uani 1 1 d . . . . .
H10 H 0.7518 0.6382 0.8672 0.079 Uiso 1 1 calc R U . . .
C15 C 0.3181(5) 0.2937(3) 0.7603(3) 0.0722(10) Uani 1 1 d . . . . .
H15 H 0.2755 0.2311 0.7776 0.087 Uiso 1 1 calc R U . . .
C4 C 0.1156(5) 0.9801(3) 0.8530(3) 0.0741(10) Uani 1 1 d . . . . .
H4A H 0.0615 0.9445 0.7729 0.089 Uiso 1 1 calc R U . . .
C21 C 0.0612(5) 0.1946(3) 0.5886(4) 0.0806(11) Uani 1 1 d . . . . .
H21 H 0.0193 0.1301 0.6033 0.097 Uiso 1 1 calc R U . . .
C13 C 0.5728(6) 0.3835(4) 0.9280(3) 0.0846(13) Uani 1 1 d . . . . .
H13 H 0.5294 0.3210 0.9451 0.102 Uiso 1 1 calc R U . . .
C19 C 0.0318(6) 0.2928(4) 0.4748(3) 0.0833(11) Uani 1 1 d . . . . .
H19 H -0.0336 0.2931 0.4120 0.100 Uiso 1 1 calc R U . . .
C11 C 0.7969(5) 0.5668(4) 0.9714(3) 0.0875(12) Uani 1 1 d . . . . .
H11 H 0.9045 0.6260 1.0179 0.105 Uiso 1 1 calc R U . . .
C20 C -0.0297(5) 0.1962(4) 0.4975(4) 0.0943(12) Uani 1 1 d . . . . .
H20 H -0.1339 0.1329 0.4493 0.113 Uiso 1 1 calc R U . . .
C12 C 0.7265(7) 0.4697(5) 0.9939(3) 0.0938(14) Uani 1 1 d . . . . .
H12 H 0.7884 0.4659 1.0558 0.113 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C22 1.244(3) . ?
N2 C1 1.492(3) . ?
N2 C7 1.514(3) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N003 C6 1.317(3) . ?
N003 C4 1.379(3) . ?
N003 C3 1.469(3) . ?
O6 N3 1.230(3) . ?
O7 N3 1.222(3) . ?
N3 C27 1.463(4) . ?
O3 N4 1.227(3) . ?
N4 O2 1.226(3) . ?
N4 C23 1.437(4) . ?
N1 C6 1.328(3) . ?
N1 C5 1.364(3) . ?
O5 N5 1.225(4) . ?
C27 C26 1.369(3) . ?
C27 C22 1.439(4) . ?
C23 C24 1.384(3) . ?
C23 C22 1.451(4) . ?
C8 C9 1.411(3) . ?
C8 C17 1.416(4) . ?
C8 C7 1.510(3) . ?
O4 N5 1.239(4) . ?
C26 C25 1.384(4) . ?
C26 H26 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N5 C25 1.467(4) . ?
C17 C18 1.423(4) . ?
C17 C16 1.440(4) . ?
C9 C10 1.412(4) . ?
C9 C14 1.448(4) . ?
C2 C3 1.511(4) . ?
C2 C1 1.519(3) . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C24 C25 1.369(4) . ?
C24 H24 0.9300 . ?
C14 C15 1.380(4) . ?
C14 C13 1.417(4) . ?
C16 C15 1.393(4) . ?
C16 C21 1.421(5) . ?
C6 H6A 0.9300 . ?
C5 C4 1.348(4) . ?
C5 H5 0.9300 . ?
C18 C19 1.341(5) . ?
C18 H18 0.9300 . ?
C10 C11 1.373(4) . ?
C10 H10 0.9300 . ?
C15 H15 0.9300 . ?
C4 H4A 0.9300 . ?
C21 C20 1.338(4) . ?
C21 H21 0.9300 . ?
C13 C12 1.333(5) . ?
C13 H13 0.9300 . ?
C19 C20 1.396(5) . ?
C19 H19 0.9300 . ?
C11 C12 1.415(5) . ?
C11 H11 0.9300 . ?
C20 H20 0.9300 . ?
C12 H12 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N2 C7 117.6(2) . . ?
C1 N2 H2A 107.9 . . ?
C7 N2 H2A 107.9 . . ?
C1 N2 H2B 107.9 . . ?
C7 N2 H2B 107.9 . . ?
H2A N2 H2B 107.2 . . ?
C6 N003 C4 106.3(2) . . ?
C6 N003 C3 126.4(2) . . ?
C4 N003 C3 126.6(3) . . ?
O7 N3 O6 122.8(3) . . ?
O7 N3 C27 118.5(3) . . ?
O6 N3 C27 118.6(3) . . ?
O2 N4 O3 120.0(3) . . ?
O2 N4 C23 120.3(3) . . ?
O3 N4 C23 119.6(3) . . ?
C6 N1 C5 103.0(2) . . ?
C26 C27 C22 124.7(3) . . ?
C26 C27 N3 115.7(3) . . ?
C22 C27 N3 119.6(2) . . ?
C24 C23 N4 116.6(3) . . ?
C24 C23 C22 122.6(3) . . ?
N4 C23 C22 120.8(2) . . ?
C9 C8 C17 120.9(3) . . ?
C9 C8 C7 119.5(3) . . ?
C17 C8 C7 119.5(2) . . ?
O1 C22 C27 123.1(3) . . ?
O1 C22 C23 124.2(3) . . ?
C27 C22 C23 112.7(2) . . ?
C27 C26 C25 117.8(3) . . ?
C27 C26 H26 121.1 . . ?
C25 C26 H26 121.1 . . ?
C8 C7 N2 114.4(2) . . ?
C8 C7 H7A 108.7 . . ?
N2 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
N2 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
O5 N5 O4 124.7(3) . . ?
O5 N5 C25 118.1(4) . . ?
O4 N5 C25 117.2(4) . . ?
C8 C17 C18 123.3(3) . . ?
C8 C17 C16 119.8(3) . . ?
C18 C17 C16 116.9(3) . . ?
C8 C9 C10 123.6(3) . . ?
C8 C9 C14 118.5(3) . . ?
C10 C9 C14 117.9(3) . . ?
C3 C2 C1 113.8(2) . . ?
C3 C2 H2C 108.8 . . ?
C1 C2 H2C 108.8 . . ?
C3 C2 H2D 108.8 . . ?
C1 C2 H2D 108.8 . . ?
H2C C2 H2D 107.7 . . ?
N2 C1 C2 110.1(2) . . ?
N2 C1 H1A 109.6 . . ?
C2 C1 H1A 109.6 . . ?
N2 C1 H1B 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
N003 C3 C2 110.7(2) . . ?
N003 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
N003 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C25 C24 C23 119.2(3) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C15 C14 C13 122.0(3) . . ?
C15 C14 C9 119.3(3) . . ?
C13 C14 C9 118.6(4) . . ?
C15 C16 C21 122.9(3) . . ?
C15 C16 C17 117.9(3) . . ?
C21 C16 C17 119.2(3) . . ?
C24 C25 C26 122.6(2) . . ?
C24 C25 N5 119.1(3) . . ?
C26 C25 N5 118.2(3) . . ?
N003 C6 N1 113.7(2) . . ?
N003 C6 H6A 123.1 . . ?
N1 C6 H6A 123.1 . . ?
C4 C5 N1 111.5(3) . . ?
C4 C5 H5 124.2 . . ?
N1 C5 H5 124.2 . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C14 C15 C16 123.4(3) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C5 C4 N003 105.4(3) . . ?
C5 C4 H4A 127.3 . . ?
N003 C4 H4A 127.3 . . ?
C20 C21 C16 120.9(4) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C12 C13 C14 121.4(4) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C18 C19 C20 122.0(4) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C10 C11 C12 119.8(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C21 C20 C19 120.0(4) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.069

