# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_xxx
_database_code_depnum_ccdc_archive 'CCDC 2006551'
loop_
_audit_author_name
_audit_author_address
'Dr. Ruchir Kant'
;CSIRCDRI, Lucknow
India
;
_audit_update_record             
;
2020-05-29 deposited with the CCDC.	2020-08-07 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 N2 O3'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C18 H18 N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         310.34
_chemical_compound_source        'see text'

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

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   7.6107(6)
_cell_length_b                   9.6669(8)
_cell_length_c                   11.6421(10)
_cell_angle_alpha                74.194(2)
_cell_angle_beta                 82.375(2)
_cell_angle_gamma                75.798(2)
_cell_volume                     796.96(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8548
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      28.33
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             328
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ' SADABS-2016/2'

_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_T_max  0.987

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?


_diffrn_reflns_number            12550
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0310
_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         2.51
_diffrn_reflns_theta_max         28.34
_reflns_number_total             3943
_reflns_number_gt                3520
_reflns_threshold_expression     >2sigma(I)
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 1997)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0599P)²+0.3357P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3943
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1272
_refine_ls_wR_factor_gt          0.1141
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.085

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.72504(12) 0.35617(10) 0.27013(8) 1.000 0.0163(2) . .
O2 O Uani 0.57164(13) 0.37625(10) 0.11197(8) 1.000 0.0193(3) . .
O3 O Uani 0.05664(13) 0.95881(11) 0.15485(8) 1.000 0.0226(3) . .
N1 N Uani 0.45873(18) 1.04802(13) 0.22274(11) 1.000 0.0240(3) . .
N2 N Uani 0.21979(15) 0.85971(13) 0.00920(10) 1.000 0.0196(3) . .
C1 C Uani 0.23049(18) 0.22107(15) 0.60485(12) 1.000 0.0219(4) . .
C2 C Uani 0.19755(18) 0.36352(16) 0.61735(12) 1.000 0.0207(4) . .
C3 C Uani 0.24091(18) 0.47587(14) 0.52271(11) 1.000 0.0172(3) . .
C4 C Uani 0.31763(16) 0.44776(13) 0.41304(11) 1.000 0.0138(3) . .
C5 C Uani 0.34683(18) 0.30323(14) 0.40072(12) 1.000 0.0185(3) . .
C6 C Uani 0.30546(19) 0.19148(15) 0.49622(13) 1.000 0.0224(4) . .
C7 C Uani 0.36779(16) 0.56889(13) 0.31721(10) 1.000 0.0123(3) . .
C8 C Uani 0.48901(16) 0.56212(13) 0.22161(10) 1.000 0.0122(3) . .
C9 C Uani 0.51298(16) 0.70819(13) 0.15245(10) 1.000 0.0124(3) . .
C10 C Uani 0.35774(16) 0.81782(13) 0.19947(10) 1.000 0.0120(3) . .
C11 C Uani 0.29389(16) 0.72741(13) 0.32319(10) 1.000 0.0130(3) . .
C12 C Uani 0.59727(16) 0.42266(13) 0.19282(11) 1.000 0.0132(3) . .
C13 C Uani 0.83041(18) 0.21220(14) 0.25802(12) 1.000 0.0175(3) . .
C14 C Uani 0.9284(2) 0.14189(17) 0.36952(14) 1.000 0.0314(5) . .
C15 C Uani 0.64199(17) 0.74915(14) 0.06944(11) 1.000 0.0164(3) . .
C16 C Uani 0.79923(19) 0.65330(16) 0.01661(13) 1.000 0.0243(4) . .
C17 C Uani 0.41608(17) 0.94685(13) 0.21235(11) 1.000 0.0151(3) . .
C18 C Uani 0.19565(17) 0.88361(13) 0.11720(11) 1.000 0.0135(3) . .
H1 H Uiso 0.20270 0.14570 0.66850 1.000 0.0260 calc R
H2 H Uiso 0.14610 0.38430 0.68950 1.000 0.0250 calc R
H2A H Uiso 0.13520 0.89780 -0.03960 1.000 0.0230 calc R
H2B H Uiso 0.32010 0.80610 -0.01230 1.000 0.0230 calc R
H3 H Uiso 0.21860 0.57120 0.53240 1.000 0.0210 calc R
H5 H Uiso 0.39430 0.28230 0.32800 1.000 0.0220 calc R
H6 H Uiso 0.32810 0.09570 0.48750 1.000 0.0270 calc R
H11A H Uiso 0.34350 0.74820 0.38760 1.000 0.0160 calc R
H11B H Uiso 0.16240 0.74890 0.33490 1.000 0.0160 calc R
H13A H Uiso 0.91640 0.22320 0.18850 1.000 0.0210 calc R
H13B H Uiso 0.75070 0.15220 0.24870 1.000 0.0210 calc R
H14A H Uiso 1.00540 0.20310 0.37820 1.000 0.0470 calc R
H14B H Uiso 1.00110 0.04700 0.36460 1.000 0.0470 calc R
H14C H Uiso 0.84180 0.13040 0.43740 1.000 0.0470 calc R
H15 H Uiso 0.63290 0.85020 0.04080 1.000 0.0200 calc R
H16A H Uiso 0.80590 0.55210 0.05890 1.000 0.0360 calc R
H16B H Uiso 0.90970 0.68080 0.02320 1.000 0.0360 calc R
H16C H Uiso 0.78290 0.66550 -0.06620 1.000 0.0360 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.3339(16) . . yes
O1 C13 1.4592(17) . . yes
O2 C12 1.2029(16) . . yes
O3 C18 1.2301(17) . . yes
N1 C17 1.1433(18) . . yes
N2 C18 1.3207(17) . . yes
N2 H2A 0.8600 . . no
N2 H2B 0.8600 . . no
C1 C2 1.382(2) . . no
C1 C6 1.390(2) . . no
C2 C3 1.3892(19) . . no
C3 C4 1.3994(18) . . no
C4 C5 1.4037(19) . . no
C4 C7 1.4684(17) . . no
C5 C6 1.386(2) . . no
C7 C8 1.3534(17) . . no
C7 C11 1.5147(18) . . no
C8 C12 1.4955(18) . . no
C8 C9 1.4641(17) . . no
C9 C15 1.3361(18) . . no
C9 C10 1.5326(18) . . no
C10 C17 1.4720(18) . . no
C10 C11 1.5529(16) . . no
C10 C18 1.5622(18) . . no
C13 C14 1.494(2) . . no
C15 C16 1.497(2) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C5 H5 0.9300 . . no
C6 H6 0.9300 . . no
C11 H11A 0.9700 . . no
C11 H11B 0.9700 . . no
C13 H13A 0.9700 . . no
C13 H13B 0.9700 . . no
C14 H14A 0.9600 . . no
C14 H14B 0.9600 . . no
C14 H14C 0.9600 . . no
C15 H15 0.9300 . . no
C16 H16A 0.9600 . . no
C16 H16B 0.9600 . . no
C16 H16C 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 C13 115.90(10) . . . yes
C18 N2 H2B 120.00 . . . no
H2A N2 H2B 120.00 . . . no
C18 N2 H2A 120.00 . . . no
C2 C1 C6 119.40(13) . . . no
C1 C2 C3 120.34(13) . . . no
C2 C3 C4 120.97(13) . . . no
C3 C4 C7 118.98(11) . . . no
C5 C4 C7 122.90(11) . . . no
C3 C4 C5 118.10(12) . . . no
C4 C5 C6 120.47(12) . . . no
C1 C6 C5 120.68(13) . . . no
C4 C7 C8 128.91(12) . . . no
C4 C7 C11 120.45(10) . . . no
C8 C7 C11 110.41(10) . . . no
C9 C8 C12 122.85(10) . . . no
C7 C8 C9 112.23(11) . . . no
C7 C8 C12 124.80(11) . . . no
C8 C9 C10 105.40(10) . . . no
C8 C9 C15 131.16(12) . . . no
C10 C9 C15 123.36(11) . . . no
C9 C10 C11 104.30(10) . . . no
C11 C10 C18 110.35(10) . . . no
C17 C10 C18 104.78(10) . . . no
C9 C10 C17 112.72(11) . . . no
C9 C10 C18 114.19(10) . . . no
C11 C10 C17 110.62(10) . . . no
C7 C11 C10 103.65(9) . . . no
O1 C12 O2 124.76(12) . . . yes
O1 C12 C8 110.48(10) . . . yes
O2 C12 C8 124.77(12) . . . yes
O1 C13 C14 106.83(11) . . . yes
C9 C15 C16 128.31(13) . . . no
N1 C17 C10 178.97(14) . . . yes
O3 C18 N2 124.07(12) . . . yes
O3 C18 C10 118.32(11) . . . yes
N2 C18 C10 117.55(11) . . . yes
C2 C1 H1 120.00 . . . no
C6 C1 H1 120.00 . . . no
C1 C2 H2 120.00 . . . no
C3 C2 H2 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C4 C5 H5 120.00 . . . no
C6 C5 H5 120.00 . . . no
C1 C6 H6 120.00 . . . no
C5 C6 H6 120.00 . . . no
C7 C11 H11A 111.00 . . . no
C7 C11 H11B 111.00 . . . no
C10 C11 H11A 111.00 . . . no
C10 C11 H11B 111.00 . . . no
H11A C11 H11B 109.00 . . . no
O1 C13 H13A 110.00 . . . no
O1 C13 H13B 110.00 . . . no
C14 C13 H13A 110.00 . . . no
C14 C13 H13B 110.00 . . . no
H13A C13 H13B 109.00 . . . no
C13 C14 H14A 109.00 . . . no
C13 C14 H14B 109.00 . . . no
C13 C14 H14C 109.00 . . . no
H14A C14 H14B 109.00 . . . no
H14A C14 H14C 109.00 . . . no
H14B C14 H14C 109.00 . . . no
C9 C15 H15 116.00 . . . no
C16 C15 H15 116.00 . . . no
C15 C16 H16A 109.00 . . . no
C15 C16 H16B 109.00 . . . no
C15 C16 H16C 109.00 . . . no
H16A C16 H16B 109.00 . . . no
H16A C16 H16C 109.00 . . . no
H16B C16 H16C 109.00 . . . no

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
C12 O1 C13 C14 -165.59(11) . . . . no
C13 O1 C12 O2 -4.36(18) . . . . no
C13 O1 C12 C8 175.00(10) . . . . no
C2 C1 C6 C5 -0.2(2) . . . . no
C6 C1 C2 C3 -0.8(2) . . . . no
C1 C2 C3 C4 0.3(2) . . . . no
C2 C3 C4 C5 1.0(2) . . . . no
C2 C3 C4 C7 -177.61(13) . . . . no
C3 C4 C7 C11 -16.24(18) . . . . no
C5 C4 C7 C8 -20.9(2) . . . . no
C5 C4 C7 C11 165.21(12) . . . . no
C3 C4 C7 C8 157.71(13) . . . . no
C3 C4 C5 C6 -1.9(2) . . . . no
C7 C4 C5 C6 176.65(13) . . . . no
C4 C5 C6 C1 1.5(2) . . . . no
C11 C7 C8 C12 175.87(11) . . . . no
C4 C7 C11 C10 -172.69(11) . . . . no
C8 C7 C11 C10 12.34(13) . . . . no
C4 C7 C8 C9 -174.53(12) . . . . no
C4 C7 C8 C12 1.4(2) . . . . no
C11 C7 C8 C9 -0.11(15) . . . . no
C7 C8 C9 C10 -12.44(14) . . . . no
C7 C8 C9 C15 164.26(13) . . . . no
C12 C8 C9 C10 171.50(11) . . . . no
C9 C8 C12 O1 103.98(13) . . . . no
C9 C8 C12 O2 -76.67(18) . . . . no
C7 C8 C12 O1 -71.59(16) . . . . no
C7 C8 C12 O2 107.77(16) . . . . no
C12 C8 C9 C15 -11.8(2) . . . . no
C8 C9 C10 C11 19.14(12) . . . . no
C8 C9 C10 C17 139.19(10) . . . . no
C15 C9 C10 C18 81.59(15) . . . . no
C8 C9 C15 C16 3.9(2) . . . . no
C10 C9 C15 C16 -179.93(13) . . . . no
C15 C9 C10 C11 -157.88(12) . . . . no
C15 C9 C10 C17 -37.84(16) . . . . no
C8 C9 C10 C18 -101.39(11) . . . . no
C9 C10 C11 C7 -18.88(12) . . . . no
C17 C10 C11 C7 -140.33(11) . . . . no
C11 C10 C18 O3 54.49(15) . . . . no
C11 C10 C18 N2 -128.25(12) . . . . no
C17 C10 C18 O3 -64.62(14) . . . . no
C17 C10 C18 N2 112.65(13) . . . . no
C18 C10 C11 C7 104.19(11) . . . . no
C9 C10 C18 O3 171.58(11) . . . . no
C9 C10 C18 N2 -11.16(16) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C4 3.3545(16) . . no
O1 C5 3.1617(17) . . no
O1 C3 3.3205(16) . 2_666 no
O2 N2 3.0157(16) . 2_665 no
O2 C16 3.3988(18) . . no
O2 O2 3.1284(13) . 2_665 no
O3 N2 2.9294(16) . 2_575 no
O3 C13 3.0646(17) . 1_465 no
O3 C14 3.3534(19) . 1_465 no
O1 H16A 2.7700 . . no
O1 H3 2.6900 . 2_666 no
O1 H5 2.7300 . . no
O2 H13B 2.5200 . . no
O2 H16A 2.6600 . . no
O2 H5 2.7300 . . no
O2 H13A 2.8000 . . no
O2 H2B 2.3000 . 2_665 no
O3 H11B 2.5500 . . no
O3 H13B 2.9000 . 1_465 no
O3 H14B 2.7500 . 1_465 no
O3 H13A 2.6300 . 1_465 no
O3 H1 2.8100 . 2_566 no
O3 H2A 2.0900 . 2_575 no
N1 C1 3.4331(19) . 2_666 no
N2 C15 3.2348(18) . . no
N2 O2 3.0157(16) . 2_665 no
N2 O3 2.9294(16) . 2_575 no
N1 H5 2.7700 . 1_565 no
N1 H13B 2.7400 . 1_565 no
C1 N1 3.4331(19) . 2_666 no
C1 C17 3.4488(19) . 2_666 no
C2 C8 3.5334(19) . 2_666 no
C2 C9 3.5103(18) . 2_666 no
C3 C7 3.5959(19) . 2_666 no
C3 O1 3.3205(16) . 2_666 no
C4 O1 3.3545(16) . . no
C5 C12 3.0261(19) . . no
C5 O1 3.1617(17) . . no
C6 C14 3.581(2) . 1_455 no
C7 C3 3.5959(19) . 2_666 no
C8 C2 3.5334(19) . 2_666 no
C9 C2 3.5103(18) . 2_666 no
C12 C5 3.0261(19) . . no
C12 C16 3.146(2) . . no
C13 O3 3.0646(17) . 1_645 no
C14 C6 3.581(2) . 1_655 no
C14 C14 3.580(2) . 2_756 no
C14 O3 3.3534(19) . 1_645 no
C15 N2 3.2348(18) . . no
C16 C12 3.146(2) . . no
C16 O2 3.3988(18) . . no
C17 C1 3.4488(19) . 2_666 no
C1 H11B 2.9400 . 2_566 no
C3 H11B 2.9200 . . no
C3 H11A 2.9100 . . no
C5 H14A 3.0500 . 1_455 no
C6 H14A 2.7800 . 1_455 no
C8 H16A 2.8600 . . no
C8 H5 2.8700 . . no
C9 H2B 2.4100 . . no
C11 H3 2.5700 . . no
C12 H16A 2.4000 . . no
C12 H5 2.4300 . . no
C13 H2A 2.9700 . 2_665 no
C15 H2B 2.6200 . . no
C17 H15 2.6400 . . no
C17 H15 3.0800 . 2_675 no
C18 H2A 2.9300 . 2_575 no
H1 O3 2.8100 . 2_566 no
H2A O3 2.0900 . 2_575 no
H2A C13 2.9700 . 2_665 no
H2A C18 2.9300 . 2_575 no
H2A H13A 2.4600 . 2_665 no
H2B C9 2.4100 . . no
H2B C15 2.6200 . . no
H2B O2 2.3000 . 2_665 no
H3 C11 2.5700 . . no
H3 H11A 2.3400 . . no
H3 H11B 2.4800 . . no
H3 O1 2.6900 . 2_666 no
H5 O1 2.7300 . . no
H5 O2 2.7300 . . no
H5 N1 2.7700 . 1_545 no
H5 C8 2.8700 . . no
H5 C12 2.4300 . . no
H11A C3 2.9100 . . no
H11A H3 2.3400 . . no
H11B O3 2.5500 . . no
H11B C3 2.9200 . . no
H11B H3 2.4800 . . no
H11B C1 2.9400 . 2_566 no
H13A O2 2.8000 . . no
H13A O3 2.6300 . 1_645 no
H13A H2A 2.4600 . 2_665 no
H13B O2 2.5200 . . no
H13B O3 2.9000 . 1_645 no
H13B N1 2.7400 . 1_545 no
H14A C5 3.0500 . 1_655 no
H14A C6 2.7800 . 1_655 no
H14B O3 2.7500 . 1_645 no
H15 C17 2.6400 . . no
H15 C17 3.0800 . 2_675 no
H16A O1 2.7700 . . no
H16A O2 2.6600 . . no
H16A C8 2.8600 . . no
H16A C12 2.4000 . . no

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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
N2 H2A O3 0.8600 2.0900 2.9294(16) 165.00 2_575 yes
N2 H2B O2 0.8600 2.3000 3.0157(16) 141.00 2_665 yes
C11 H11B O3 0.9700 2.5500 2.9452(16) 105.00 . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# 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_xxx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2006837'
loop_
_audit_author_name
_audit_author_address
'Dr. Ruchir Kant'
;CSIRCDRI, Lucknow
India
;
_audit_update_record             
;
2020-06-01 deposited with the CCDC.	2020-08-07 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H15 Br N2 O3'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C17 H15 Br N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         375.21
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
Br Br -0.2901 2.4595 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_Int_Tables_number      15

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,1/2-z
3 -x,-y,-z
4 x,-y,1/2+z
5 1/2+x,1/2+y,z
6 1/2-x,1/2+y,1/2-z
7 1/2-x,1/2-y,-z
8 1/2+x,1/2-y,1/2+z

_cell_length_a                   24.827(6)
_cell_length_b                   6.5559(16)
_cell_length_c                   21.173(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.267(6)
_cell_angle_gamma                90
_cell_volume                     3290.9(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      28.38
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1520
_exptl_absorpt_coefficient_mu    2.514
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ' SADABS-2016/2'

_exptl_absorpt_correction_T_min  0.529
_exptl_absorpt_correction_T_max  0.752

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?



_diffrn_reflns_number            22762
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         28.43
_reflns_number_total             4131
_reflns_number_gt                3626
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_theta_full        28.43
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 1997)'



#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0208P)²+7.4334P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4131
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0775
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.071

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br Uani 0.29772(1) 1.06277(4) 0.59345(1) 1.000 0.0251(1) . .
O1 O Uani 0.40584(6) 0.3136(2) 0.43703(7) 1.000 0.0169(4) . .
O2 O Uani 0.48577(6) 0.6936(2) 0.46309(7) 1.000 0.0212(4) . .
O3 O Uani 0.48271(6) 0.8434(2) 0.36665(7) 1.000 0.0215(4) . .
N1 N Uani 0.37003(9) 0.0304(3) 0.26789(10) 1.000 0.0283(6) . .
N2 N Uani 0.26693(8) 0.5396(3) 0.18391(9) 1.000 0.0232(5) . .
C1 C Uani 0.32134(8) 0.8842(3) 0.53600(9) 1.000 0.0175(5) . .
C2 C Uani 0.33229(9) 0.6818(3) 0.55281(10) 1.000 0.0208(6) . .
C3 C Uani 0.35271(9) 0.5577(3) 0.51202(9) 1.000 0.0185(5) . .
C4 C Uani 0.36148(7) 0.6342(3) 0.45460(9) 1.000 0.0135(5) . .
C5 C Uani 0.34871(8) 0.8378(3) 0.43820(9) 1.000 0.0169(5) . .
C6 C Uani 0.32854(9) 0.9636(3) 0.47860(10) 1.000 0.0190(5) . .
C7 C Uani 0.37887(8) 0.4953(3) 0.40643(9) 1.000 0.0126(5) . .
C8 C Uani 0.41420(7) 0.5956(3) 0.36720(9) 1.000 0.0126(5) . .
C9 C Uani 0.39792(7) 0.5457(3) 0.30314(9) 1.000 0.0131(5) . .
C10 C Uani 0.34529(7) 0.4089(3) 0.28833(9) 1.000 0.0124(5) . .
C11 C Uani 0.32593(8) 0.4294(3) 0.35129(9) 1.000 0.0136(5) . .
C12 C Uani 0.46471(8) 0.7132(3) 0.40397(9) 1.000 0.0143(5) . .
C13 C Uani 0.52831(9) 0.9805(4) 0.40074(11) 1.000 0.0282(6) . .
C14 C Uani 0.53067(11) 1.1430(4) 0.35218(14) 1.000 0.0398(8) . .
C15 C Uani 0.42248(8) 0.5909(3) 0.24823(10) 1.000 0.0180(5) . .
C16 C Uani 0.35954(8) 0.1956(3) 0.27675(9) 1.000 0.0167(5) . .
C17 C Uani 0.30095(8) 0.4799(3) 0.22902(9) 1.000 0.0152(5) . .
H1A H Uiso 0.43610 0.34260 0.46410 1.000 0.0250 calc R
H2 H Uiso 0.32610 0.62940 0.59090 1.000 0.0250 calc R
H3 H Uiso 0.36060 0.42150 0.52320 1.000 0.0220 calc R
H5 H Uiso 0.35380 0.89010 0.39950 1.000 0.0200 calc R
H6 H Uiso 0.32000 1.09940 0.46730 1.000 0.0230 calc R
H11A H Uiso 0.29640 0.53110 0.34490 1.000 0.0160 calc R
H11B H Uiso 0.31180 0.30020 0.36210 1.000 0.0160 calc R
H13A H Uiso 0.56380 0.90730 0.41500 1.000 0.0340 calc R
H13B H Uiso 0.52080 1.03980 0.43930 1.000 0.0340 calc R
H14A H Uiso 0.53950 1.08270 0.31520 1.000 0.0600 calc R
H14B H Uiso 0.55920 1.24060 0.37300 1.000 0.0600 calc R
H14C H Uiso 0.49480 1.21020 0.33720 1.000 0.0600 calc R
H15A H Uiso 0.45670 0.66720 0.26520 1.000 0.0270 calc R
H15B H Uiso 0.39600 0.66920 0.21470 1.000 0.0270 calc R
H15C H Uiso 0.43040 0.46530 0.22950 1.000 0.0270 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.902(2) . . yes
O1 C7 1.425(2) . . yes
O2 C12 1.212(2) . . yes
O3 C12 1.328(2) . . yes
O3 C13 1.458(3) . . yes
O1 H1A 0.8200 . . no
N1 C16 1.142(3) . . yes
N2 C17 1.140(3) . . yes
C1 C2 1.380(3) . . no
C1 C6 1.382(3) . . no
C2 C3 1.387(3) . . no
C3 C4 1.391(3) . . no
C4 C7 1.522(3) . . no
C4 C5 1.392(3) . . no
C5 C6 1.385(3) . . no
C7 C11 1.538(3) . . no
C7 C8 1.525(3) . . no
C8 C9 1.336(3) . . no
C8 C12 1.481(3) . . no
C9 C15 1.494(3) . . no
C9 C10 1.538(3) . . no
C10 C11 1.551(3) . . no
C10 C17 1.478(3) . . no
C10 C16 1.481(3) . . no
C13 C14 1.494(4) . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C5 H5 0.9300 . . no
C6 H6 0.9300 . . no
C11 H11A 0.9700 . . no
C11 H11B 0.9700 . . no
C13 H13A 0.9700 . . no
C13 H13B 0.9700 . . no
C14 H14A 0.9600 . . no
C14 H14B 0.9600 . . no
C14 H14C 0.9600 . . no
C15 H15A 0.9600 . . no
C15 H15B 0.9600 . . no
C15 H15C 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O3 C13 116.80(16) . . . yes
C7 O1 H1A 109.00 . . . no
Br1 C1 C2 120.10(15) . . . yes
C2 C1 C6 121.48(19) . . . no
Br1 C1 C6 118.40(15) . . . yes
C1 C2 C3 118.93(19) . . . no
C2 C3 C4 120.91(18) . . . no
C3 C4 C7 121.27(17) . . . no
C5 C4 C7 119.70(16) . . . no
C3 C4 C5 118.73(18) . . . no
C4 C5 C6 120.96(18) . . . no
C1 C6 C5 118.95(18) . . . no
O1 C7 C8 109.86(16) . . . yes
O1 C7 C11 106.90(15) . . . yes
O1 C7 C4 112.58(15) . . . yes
C4 C7 C11 109.16(16) . . . no
C8 C7 C11 101.99(15) . . . no
C4 C7 C8 115.50(16) . . . no
C7 C8 C9 113.45(17) . . . no
C9 C8 C12 127.95(17) . . . no
C7 C8 C12 118.19(16) . . . no
C8 C9 C10 109.42(16) . . . no
C10 C9 C15 118.37(16) . . . no
C8 C9 C15 132.16(18) . . . no
C9 C10 C16 110.74(16) . . . no
C9 C10 C17 111.28(16) . . . no
C9 C10 C11 103.62(15) . . . no
C11 C10 C17 111.11(16) . . . no
C16 C10 C17 108.12(16) . . . no
C11 C10 C16 111.98(16) . . . no
C7 C11 C10 105.29(16) . . . no
O2 C12 C8 121.75(18) . . . yes
O3 C12 C8 113.82(16) . . . yes
O2 C12 O3 124.39(18) . . . yes
O3 C13 C14 106.40(18) . . . yes
N1 C16 C10 179.3(2) . . . yes
N2 C17 C10 178.3(2) . . . yes
C1 C2 H2 121.00 . . . no
C3 C2 H2 121.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C4 C5 H5 120.00 . . . no
C6 C5 H5 120.00 . . . no
C1 C6 H6 121.00 . . . no
C5 C6 H6 121.00 . . . no
C7 C11 H11A 111.00 . . . no
C7 C11 H11B 111.00 . . . no
C10 C11 H11A 111.00 . . . no
C10 C11 H11B 111.00 . . . no
H11A C11 H11B 109.00 . . . no
O3 C13 H13A 110.00 . . . no
O3 C13 H13B 110.00 . . . no
C14 C13 H13A 110.00 . . . no
C14 C13 H13B 110.00 . . . no
H13A C13 H13B 109.00 . . . no
C13 C14 H14A 109.00 . . . no
C13 C14 H14B 110.00 . . . no
C13 C14 H14C 109.00 . . . no
H14A C14 H14B 109.00 . . . no
H14A C14 H14C 110.00 . . . no
H14B C14 H14C 109.00 . . . no
C9 C15 H15A 109.00 . . . no
C9 C15 H15B 109.00 . . . no
C9 C15 H15C 109.00 . . . no
H15A C15 H15B 110.00 . . . no
H15A C15 H15C 110.00 . . . no
H15B C15 H15C 109.00 . . . no

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
C12 O3 C13 C14 -165.74(19) . . . . no
C13 O3 C12 O2 -4.5(3) . . . . no
C13 O3 C12 C8 173.32(17) . . . . no
Br1 C1 C2 C3 -176.16(16) . . . . no
C6 C1 C2 C3 2.1(3) . . . . no
Br1 C1 C6 C5 176.46(16) . . . . no
C2 C1 C6 C5 -1.8(3) . . . . no
C1 C2 C3 C4 -0.8(3) . . . . no
C2 C3 C4 C7 -174.51(19) . . . . no
C2 C3 C4 C5 -0.8(3) . . . . no
C3 C4 C5 C6 1.1(3) . . . . no
C7 C4 C5 C6 174.89(19) . . . . no
C3 C4 C7 O1 -23.5(3) . . . . no
C3 C4 C7 C8 -150.74(18) . . . . no
C5 C4 C7 C11 -78.6(2) . . . . no
C5 C4 C7 C8 35.6(2) . . . . no
C3 C4 C7 C11 95.1(2) . . . . no
C5 C4 C7 O1 162.89(17) . . . . no
C4 C5 C6 C1 0.2(3) . . . . no
O1 C7 C8 C9 95.42(19) . . . . no
O1 C7 C8 C12 -77.8(2) . . . . no
C4 C7 C8 C9 -135.93(18) . . . . no
C4 C7 C8 C12 50.8(2) . . . . no
C4 C7 C11 C10 146.85(16) . . . . no
C8 C7 C11 C10 24.19(19) . . . . no
C11 C7 C8 C12 169.04(17) . . . . no
O1 C7 C11 C10 -91.12(17) . . . . no
C11 C7 C8 C9 -17.7(2) . . . . no
C7 C8 C9 C10 3.2(2) . . . . no
C7 C8 C9 C15 -173.8(2) . . . . no
C7 C8 C12 O3 -160.62(17) . . . . no
C9 C8 C12 O2 -154.9(2) . . . . no
C9 C8 C12 O3 27.2(3) . . . . no
C12 C8 C9 C15 -1.4(4) . . . . no
C7 C8 C12 O2 17.3(3) . . . . no
C12 C8 C9 C10 175.68(18) . . . . no
C8 C9 C10 C11 12.7(2) . . . . no
C8 C9 C10 C16 -107.59(18) . . . . no
C15 C9 C10 C17 -50.4(2) . . . . no
C8 C9 C10 C17 132.12(18) . . . . no
C15 C9 C10 C11 -169.85(16) . . . . no
C15 C9 C10 C16 69.9(2) . . . . no
C9 C10 C11 C7 -22.97(19) . . . . no
C16 C10 C11 C7 96.41(18) . . . . no
C17 C10 C11 C7 -142.56(16) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Br1 N2 3.452(2) . 4_575 no
Br1 C11 3.596(2) . 7_566 no
Br1 H11A 3.0600 . 7_566 no
O1 O2 3.130(2) . . no
O1 C6 3.275(3) . 1_545 no
O1 C16 3.335(2) . . no
O1 O2 2.888(2) . 3_666 no
O2 O1 3.130(2) . . no
O2 C4 3.062(3) . . no
O2 O1 2.888(2) . 3_666 no
O2 O2 2.955(2) . 3_666 no
O2 C5 3.419(3) . . no
O3 C15 3.006(3) . . no
O3 N1 3.198(3) . 1_565 no
O1 H6 2.7800 . 1_545 no
O1 H3 2.5100 . . no
O2 H13B 2.5300 . . no
O2 H1A 2.1000 . 3_666 no
O2 H13B 2.7500 . 3_676 no
O2 H1A 2.6100 . . no
O2 H13A 2.8100 . . no
O3 H15A 2.3500 . . no
N1 O3 3.198(3) . 1_545 no
N1 C9 3.291(3) . 1_545 no
N1 C15 3.239(3) . 1_545 no
N2 Br1 3.452(2) . 4_574 no
N2 C11 3.374(3) . 6_555 no
N1 H15B 2.7800 . 1_545 no
N2 H11B 2.5600 . 6_555 no
C2 C14 3.589(4) . 3_676 no
C4 O2 3.062(3) . . no
C5 C12 3.275(3) . . no
C5 O2 3.419(3) . . no
C6 O1 3.275(3) . 1_565 no
C9 N1 3.291(3) . 1_565 no
C11 Br1 3.596(2) . 7_566 no
C11 N2 3.374(3) . 6_545 no
C12 C5 3.275(3) . . no
C14 C2 3.589(4) . 3_676 no
C15 O3 3.006(3) . . no
C15 N1 3.239(3) . 1_565 no
C16 O1 3.335(2) . . no
C1 H13A 3.0500 . 3_676 no
C2 H14B 2.7300 . 3_676 no
C3 H14B 3.0500 . 3_676 no
C3 H1A 2.9200 . . no
C5 H11A 2.8500 . . no
C6 H13A 3.0600 . 3_676 no
C8 H5 2.6600 . . no
C12 H5 2.9600 . . no
C12 H15A 2.9000 . . no
C12 H1A 2.9300 . . no
C14 H15C 3.0600 . 2_665 no
C16 H15C 2.8800 . . no
C17 H15B 2.7600 . . no
H1A O2 2.6100 . . no
H1A C3 2.9200 . . no
H1A C12 2.9300 . . no
H1A H3 2.6000 . . no
H1A O2 2.1000 . 3_666 no
H3 O1 2.5100 . . no
H3 H1A 2.6000 . . no
H3 H6 2.4800 . 1_545 no
H5 C8 2.6600 . . no
H5 C12 2.9600 . . no
H6 O1 2.7800 . 1_565 no
H6 H3 2.4800 . 1_565 no
H6 H11B 2.5400 . 1_565 no
H11A C5 2.8500 . . no
H11A Br1 3.0600 . 7_566 no
H11B H6 2.5400 . 1_545 no
H11B N2 2.5600 . 6_545 no
H13A O2 2.8100 . . no
H13A C1 3.0500 . 3_676 no
H13A C6 3.0600 . 3_676 no
H13B O2 2.5300 . . no
H13B O2 2.7500 . 3_676 no
H14B C2 2.7300 . 3_676 no
H14B C3 3.0500 . 3_676 no
H15A O3 2.3500 . . no
H15A C12 2.9000 . . no
H15A H15A 2.4200 . 2_655 no
H15B N1 2.7800 . 1_565 no
H15B C17 2.7600 . . no
H15C C16 2.8800 . . no
H15C C14 3.0600 . 2_645 no

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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
O1 H1A O2 0.8200 2.1000 2.888(2) 160.00 3_666 yes
C3 H3 O1 0.9300 2.5100 2.840(3) 101.00 . yes
C11 H11B N2 0.9700 2.5600 3.374(3) 141.00 6_545 yes
C15 H15A O3 0.9600 2.3500 3.006(3) 125.00 . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
