# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_vijay05_0m
_database_code_depnum_ccdc_archive 'CCDC 1889050'
loop_
_audit_author_name
_audit_author_address
vijay
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2019-01-07 deposited with the CCDC.	2019-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H12 N2 O3, C H Cl3'
_chemical_formula_sum            'C16 H13 Cl3 N2 O3'
_chemical_formula_weight         387.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.0552(4)
_cell_length_b                   10.2825(5)
_cell_length_c                   11.7512(6)
_cell_angle_alpha                86.9640(12)
_cell_angle_beta                 71.0335(12)
_cell_angle_gamma                70.4039(12)
_cell_volume                     865.45(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6425
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1076 before and 0.0380 after correction.
The Ratio of minimum to maximum transmission is 0.9131.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.110
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   0.942
_exptl_transmission_factor_min   0.914
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12828
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.366
_diffrn_reflns_theta_min         1.836
_diffrn_ambient_temperature      297.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3254
_reflns_number_total             4327
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+0.3510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C38(H38)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C25(H25), C27(H27), C29(H29), C31(H31), C36(H36)
2.c X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
2.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1A Cl 0.51857(9) 1.08693(6) 0.71861(7) 0.0727(2) Uani 1 1 d . . . . .
Cl0A Cl 0.51056(11) 0.81199(7) 0.70193(6) 0.0777(2) Uani 1 1 d . . . . .
Cl5 Cl 0.32732(11) 0.97213(8) 0.92947(7) 0.0842(2) Uani 1 1 d . . . . .
O2AA O 0.09163(17) 0.34518(12) 0.20022(11) 0.0401(3) Uani 1 1 d . . . . .
O3 O 0.11727(17) 0.79902(12) 0.23759(12) 0.0410(3) Uani 1 1 d . . . . .
O1 O 0.0617(2) 1.02651(15) 0.24216(18) 0.0691(5) Uani 1 1 d . . . . .
N3 N -0.4742(2) 0.65054(17) 0.46023(16) 0.0481(4) Uani 1 1 d . . . . .
N5 N -0.1456(2) 0.31398(16) 0.34492(14) 0.0441(4) Uani 1 1 d . . . . .
H5A H -0.0859 0.2273 0.3258 0.053 Uiso 1 1 calc R . . . .
H5B H -0.2511 0.3402 0.4020 0.053 Uiso 1 1 calc R . . . .
C8 C -0.0494(2) 0.64276(16) 0.23534(14) 0.0305(3) Uani 1 1 d . . . . .
H8 H -0.1415 0.7211 0.2141 0.037 Uiso 1 1 calc R . . . .
C9 C -0.3287(2) 0.60418(17) 0.39110(15) 0.0334(3) Uani 1 1 d . . . . .
C12 C -0.1490(2) 0.54800(16) 0.30550(14) 0.0307(3) Uani 1 1 d . . . . .
C13 C -0.0744(2) 0.40791(17) 0.28603(15) 0.0324(3) Uani 1 1 d . . . . .
C15 C 0.0942(2) 0.56675(17) 0.11953(14) 0.0319(3) Uani 1 1 d . . . . .
C17 C 0.0398(2) 0.70111(17) 0.31110(15) 0.0355(4) Uani 1 1 d . . . . .
C20 C 0.1598(2) 0.42481(18) 0.10839(15) 0.0336(3) Uani 1 1 d . . . . .
C22 C 0.0254(3) 0.9284(2) 0.2898(2) 0.0498(5) Uani 1 1 d . . . . .
C24 C -0.1037(3) 0.7909(2) 0.41833(18) 0.0490(5) Uani 1 1 d . . . . .
H24 H -0.1769 0.7596 0.4850 0.059 Uiso 1 1 calc R . . . .
C25 C 0.3709(3) 0.4197(2) -0.08833(17) 0.0487(5) Uani 1 1 d . . . . .
H25 H 0.4651 0.3710 -0.1568 0.058 Uiso 1 1 calc R . . . .
C27 C 0.2965(3) 0.3494(2) 0.00657(17) 0.0435(4) Uani 1 1 d . . . . .
H27 H 0.3374 0.2532 0.0023 0.052 Uiso 1 1 calc R . . . .
C29 C 0.1677(3) 0.6352(2) 0.02046(16) 0.0404(4) Uani 1 1 d . . . . .
H29 H 0.1234 0.7314 0.0233 0.049 Uiso 1 1 calc R . . . .
C31 C -0.1117(3) 0.9203(2) 0.4050(2) 0.0586(6) Uani 1 1 d . . . . .
H31 H -0.1914 0.9945 0.4599 0.070 Uiso 1 1 calc R . . . .
C34 C 0.1944(3) 0.5900(2) 0.34298(19) 0.0473(5) Uani 1 1 d . . . . .
H34A H 0.2843 0.5373 0.2709 0.071 Uiso 1 1 calc GR . . . .
H34B H 0.1428 0.5299 0.3973 0.071 Uiso 1 1 calc GR . . . .
H34C H 0.2541 0.6325 0.3809 0.071 Uiso 1 1 calc GR . . . .
C36 C 0.3057(3) 0.5621(2) -0.08191(17) 0.0486(5) Uani 1 1 d . . . . .
H36 H 0.3547 0.6093 -0.1467 0.058 Uiso 1 1 calc R . . . .
C38 C 0.5168(3) 0.9365(2) 0.7954(2) 0.0550(5) Uani 1 1 d . . . . .
H38 H 0.6321 0.8996 0.8156 0.066 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1A C38 1.751(2) . ?
Cl0A C38 1.754(2) . ?
Cl5 C38 1.752(2) . ?
O2AA C13 1.3547(19) . ?
O2AA C20 1.400(2) . ?
O3 C17 1.459(2) . ?
O3 C22 1.351(2) . ?
O1 C22 1.204(3) . ?
N3 C9 1.143(2) . ?
N5 C13 1.336(2) . ?
C8 C12 1.511(2) . ?
C8 C15 1.511(2) . ?
C8 C17 1.559(2) . ?
C9 C12 1.413(2) . ?
C12 C13 1.361(2) . ?
C15 C20 1.373(2) . ?
C15 C29 1.395(2) . ?
C17 C24 1.496(2) . ?
C17 C34 1.517(3) . ?
C20 C27 1.384(2) . ?
C22 C31 1.462(3) . ?
C24 C31 1.314(3) . ?
C25 C27 1.377(3) . ?
C25 C36 1.376(3) . ?
C29 C36 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O2AA C20 117.90(13) . . ?
C22 O3 C17 110.16(14) . . ?
C12 C8 C15 109.31(13) . . ?
C12 C8 C17 112.01(13) . . ?
C15 C8 C17 111.66(13) . . ?
N3 C9 C12 179.54(19) . . ?
C9 C12 C8 120.06(14) . . ?
C13 C12 C8 122.11(14) . . ?
C13 C12 C9 117.77(14) . . ?
O2AA C13 C12 121.95(15) . . ?
N5 C13 O2AA 110.53(14) . . ?
N5 C13 C12 127.52(16) . . ?
C20 C15 C8 120.52(14) . . ?
C20 C15 C29 116.92(16) . . ?
C29 C15 C8 122.56(15) . . ?
O3 C17 C8 106.62(13) . . ?
O3 C17 C24 102.50(14) . . ?
O3 C17 C34 108.88(14) . . ?
C24 C17 C8 112.16(14) . . ?
C24 C17 C34 112.89(17) . . ?
C34 C17 C8 113.01(14) . . ?
C15 C20 O2AA 121.99(14) . . ?
C15 C20 C27 123.18(16) . . ?
C27 C20 O2AA 114.83(15) . . ?
O3 C22 C31 108.09(17) . . ?
O1 C22 O3 121.4(2) . . ?
O1 C22 C31 130.5(2) . . ?
C31 C24 C17 110.37(18) . . ?
C36 C25 C27 120.02(18) . . ?
C25 C27 C20 118.60(18) . . ?
C36 C29 C15 120.91(18) . . ?
C24 C31 C22 108.77(17) . . ?
C25 C36 C29 120.31(18) . . ?
Cl1A C38 Cl0A 109.83(14) . . ?
Cl1A C38 Cl5 111.02(12) . . ?
Cl5 C38 Cl0A 110.62(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_vj2_0ma_a_a
_database_code_depnum_ccdc_archive 'CCDC 1889052'
loop_
_audit_author_name
_audit_author_address
vijay
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2019-01-07 deposited with the CCDC.	2019-09-13 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         'C14 H10 N2 O3'
_chemical_formula_sum            'C14 H10 N2 O3'
_chemical_formula_weight         254.24

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

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

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

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

_cell_length_a                   15.3319(9)
_cell_length_b                   6.1459(4)
_cell_length_c                   13.6122(8)
_cell_angle_alpha                90
_cell_angle_beta                 106.075(2)
_cell_angle_gamma                90
_cell_volume                     1232.50(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7075
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.320

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_F_000             528.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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            23169
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.038
_diffrn_reflns_theta_max         28.320
_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             3064
_reflns_number_gt                2418
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.6905P] 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         3061
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1677
_refine_ls_wR_factor_gt          0.1470
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_restrained_S_all      0.956
_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 0.69026(8) 0.44140(18) 0.17743(9) 0.0177(3) Uani 1 1 d . . . . .
O2 O 0.71543(8) 0.33786(19) 0.42350(9) 0.0168(3) Uani 1 1 d . . . . .
O3 O 0.75016(10) 0.6547(2) 0.50501(10) 0.0267(3) Uani 1 1 d . . . . .
N1 N 0.82332(10) 0.6008(2) 0.19528(11) 0.0182(3) Uani 1 1 d . . . . .
H1A H 0.7917 0.7060 0.1581 0.022 Uiso 1 1 calc R U . . .
H1B H 0.8828 0.6107 0.2174 0.022 Uiso 1 1 calc R U . . .
N2 N 0.99346(11) 0.2153(3) 0.32759(14) 0.0291(4) Uani 1 1 d . . . . .
C8 C 0.81973(11) 0.2494(3) 0.27547(12) 0.0160(3) Uani 1 1 d . . . . .
C7 C 0.76385(11) 0.0825(3) 0.31191(12) 0.0154(3) Uani 1 1 d . . . . .
H7 H 0.7921 -0.0639 0.3108 0.018 Uiso 1 1 calc R U . . .
C9 C 0.78091(11) 0.4252(3) 0.21828(12) 0.0150(3) Uani 1 1 d . . . . .
C6 C 0.66936(11) 0.0792(3) 0.23969(12) 0.0157(3) Uani 1 1 d . . . . .
C11 C 0.75885(11) 0.1291(3) 0.42200(12) 0.0162(3) Uani 1 1 d . . . . .
H11 H 0.7230 0.0124 0.4442 0.019 Uiso 1 1 calc R U . . .
C12 C 0.84896(12) 0.1535(3) 0.49904(12) 0.0192(4) Uani 1 1 d . . . . .
H12 H 0.8938 0.0429 0.5173 0.023 Uiso 1 1 calc R U . . .
C10 C 0.91544(12) 0.2329(3) 0.30477(13) 0.0192(4) Uani 1 1 d . . . . .
C1 C 0.63718(11) 0.2573(3) 0.17789(12) 0.0164(3) Uani 1 1 d . . . . .
C2 C 0.54951(12) 0.2668(3) 0.11354(13) 0.0208(4) Uani 1 1 d . . . . .
H2 H 0.5293 0.3915 0.0722 0.025 Uiso 1 1 calc R U . . .
C5 C 0.61035(12) -0.0957(3) 0.23487(14) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.6308 -0.2207 0.2758 0.025 Uiso 1 1 calc R U . . .
C14 C 0.77246(12) 0.4707(3) 0.49116(12) 0.0183(4) Uani 1 1 d . . . . .
C13 C 0.85706(12) 0.3528(3) 0.53820(13) 0.0203(4) Uani 1 1 d . . . . .
H13 H 0.9085 0.4092 0.5878 0.024 Uiso 1 1 calc R U . . .
C4 C 0.52198(12) -0.0900(3) 0.17096(14) 0.0231(4) Uani 1 1 d . . . . .
H4 H 0.4824 -0.2099 0.1688 0.028 Uiso 1 1 calc R U . . .
C3 C 0.49200(12) 0.0915(3) 0.11053(14) 0.0236(4) Uani 1 1 d . . . . .
H3 H 0.4318 0.0956 0.0669 0.028 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 C9 1.3502(19) . ?
O1 C1 1.395(2) . ?
O2 C14 1.354(2) . ?
O2 C11 1.4479(19) . ?
O3 C14 1.212(2) . ?
N1 C9 1.341(2) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N2 C10 1.155(2) . ?
C8 C9 1.368(2) . ?
C8 C10 1.414(2) . ?
C8 C7 1.506(2) . ?
C7 C6 1.509(2) . ?
C7 C11 1.548(2) . ?
C7 H7 1.0000 . ?
C6 C1 1.385(2) . ?
C6 C5 1.395(2) . ?
C11 C12 1.493(2) . ?
C11 H11 1.0000 . ?
C12 C13 1.328(3) . ?
C12 H12 0.9500 . ?
C1 C2 1.388(2) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9500 . ?
C5 C4 1.393(2) . ?
C5 H5 0.9500 . ?
C14 C13 1.469(2) . ?
C13 H13 0.9500 . ?
C4 C3 1.386(3) . ?
C4 H4 0.9500 . ?
C3 H3 0.9500 . ?

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
C9 O1 C1 118.27(12) . . ?
C14 O2 C11 109.32(12) . . ?
C9 N1 H1A 120.0 . . ?
C9 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C9 C8 C10 118.13(15) . . ?
C9 C8 C7 121.87(14) . . ?
C10 C8 C7 119.92(14) . . ?
C8 C7 C6 108.99(13) . . ?
C8 C7 C11 112.18(13) . . ?
C6 C7 C11 109.70(13) . . ?
C8 C7 H7 108.6 . . ?
C6 C7 H7 108.6 . . ?
C11 C7 H7 108.6 . . ?
N1 C9 O1 110.79(13) . . ?
N1 C9 C8 127.29(15) . . ?
O1 C9 C8 121.92(14) . . ?
C1 C6 C5 117.58(15) . . ?
C1 C6 C7 120.10(14) . . ?
C5 C6 C7 122.27(15) . . ?
O2 C11 C12 103.95(13) . . ?
O2 C11 C7 108.90(12) . . ?
C12 C11 C7 114.47(14) . . ?
O2 C11 H11 109.8 . . ?
C12 C11 H11 109.8 . . ?
C7 C11 H11 109.8 . . ?
C13 C12 C11 109.88(15) . . ?
C13 C12 H12 125.1 . . ?
C11 C12 H12 125.1 . . ?
N2 C10 C8 178.6(2) . . ?
C6 C1 C2 122.46(16) . . ?
C6 C1 O1 122.24(14) . . ?
C2 C1 O1 115.29(14) . . ?
C3 C2 C1 118.87(17) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C4 C5 C6 121.05(17) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
O3 C14 O2 120.79(15) . . ?
O3 C14 C13 130.23(16) . . ?
O2 C14 C13 108.98(14) . . ?
C12 C13 C14 107.86(15) . . ?
C12 C13 H13 126.1 . . ?
C14 C13 H13 126.1 . . ?
C3 C4 C5 119.74(17) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C2 C3 C4 120.29(16) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?

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
C9 C8 C7 C6 26.2(2) . . . . ?
C10 C8 C7 C6 -157.07(15) . . . . ?
C9 C8 C7 C11 -95.47(18) . . . . ?
C10 C8 C7 C11 81.23(19) . . . . ?
C1 O1 C9 N1 168.58(14) . . . . ?
C1 O1 C9 C8 -12.0(2) . . . . ?
C10 C8 C9 N1 -8.2(3) . . . . ?
C7 C8 C9 N1 168.53(16) . . . . ?
C10 C8 C9 O1 172.40(15) . . . . ?
C7 C8 C9 O1 -10.8(2) . . . . ?
C8 C7 C6 C1 -21.3(2) . . . . ?
C11 C7 C6 C1 101.87(18) . . . . ?
C8 C7 C6 C5 161.13(16) . . . . ?
C11 C7 C6 C5 -75.68(19) . . . . ?
C14 O2 C11 C12 0.86(17) . . . . ?
C14 O2 C11 C7 -121.56(14) . . . . ?
C8 C7 C11 O2 61.68(16) . . . . ?
C6 C7 C11 O2 -59.61(16) . . . . ?
C8 C7 C11 C12 -54.15(18) . . . . ?
C6 C7 C11 C12 -175.44(13) . . . . ?
O2 C11 C12 C13 -1.23(19) . . . . ?
C7 C11 C12 C13 117.44(16) . . . . ?
C5 C6 C1 C2 0.6(3) . . . . ?
C7 C6 C1 C2 -177.03(16) . . . . ?
C5 C6 C1 O1 179.45(15) . . . . ?
C7 C6 C1 O1 1.8(2) . . . . ?
C9 O1 C1 C6 16.6(2) . . . . ?
C9 O1 C1 C2 -164.55(15) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
O1 C1 C2 C3 -179.17(16) . . . . ?
C1 C6 C5 C4 -0.7(3) . . . . ?
C7 C6 C5 C4 176.91(16) . . . . ?
C11 O2 C14 O3 179.95(16) . . . . ?
C11 O2 C14 C13 -0.26(19) . . . . ?
C11 C12 C13 C14 1.1(2) . . . . ?
O3 C14 C13 C12 179.22(19) . . . . ?
O2 C14 C13 C12 -0.5(2) . . . . ?
C6 C5 C4 C3 0.4(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.106

####################################################################### 
# 
# 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_VJ06_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1889053'
loop_
_audit_author_name
_audit_author_address
vijay
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2019-01-27 deposited with the CCDC.	2019-09-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 N2 O3'
_chemical_formula_weight         282.29

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

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

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

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

_cell_length_a                   7.6987(4)
_cell_length_b                   11.0695(5)
_cell_length_c                   16.7175(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.8360(10)
_cell_angle_gamma                90
_cell_volume                     1407.77(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    304(2)
_cell_measurement_reflns_used    9893
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      20.61

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_F_000             592.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      304(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            21548
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.677
_diffrn_reflns_theta_max         28.324
_diffrn_reflns_theta_full        25.242
_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             3503
_reflns_number_gt                2326
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] 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         3490
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1377
_refine_ls_R_factor_gt           0.0794
_refine_ls_wR_factor_ref         0.2240
_refine_ls_wR_factor_gt          0.2007
_refine_ls_goodness_of_fit_ref   1.452
_refine_ls_restrained_S_all      1.452
_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 0.6427(2) 0.86170(16) 0.65473(9) 0.0542(4) Uani 1 1 d . . . . .
O2 O 0.7443(3) 0.45314(15) 0.54358(10) 0.0562(4) Uani 1 1 d . . . . .
N2 N 0.5079(3) 0.7571(2) 0.73992(12) 0.0597(6) Uani 1 1 d . . . . .
H2A H 0.5170 0.8219 0.7687 0.072 Uiso 1 1 calc R U . . .
H2B H 0.4585 0.6941 0.7563 0.072 Uiso 1 1 calc R U . . .
C1 C 0.6913(3) 0.78970(18) 0.52236(11) 0.0407(4) Uani 1 1 d . . . . .
N1 N 0.4064(3) 0.4710(2) 0.65713(11) 0.0573(5) Uani 1 1 d . . . . .
C9 C 0.5646(3) 0.65896(18) 0.61782(10) 0.0392(4) Uani 1 1 d . . . . .
C10 C 0.4780(3) 0.55422(19) 0.63873(10) 0.0425(4) Uani 1 1 d . . . . .
C8 C 0.6476(3) 0.66144(18) 0.54160(10) 0.0393(4) Uani 1 1 d . . . . .
H8 H 0.5588 0.6329 0.4973 0.047 Uiso 1 1 calc R U . . .
O3 O 0.7897(4) 0.2879(2) 0.6211(2) 0.1011(9) Uani 1 1 d . . . . .
C11 C 0.5709(3) 0.7545(2) 0.66926(11) 0.0439(4) Uani 1 1 d . . . . .
C2 C 0.7346(3) 0.8205(2) 0.44679(11) 0.0483(5) Uani 1 1 d . . . . .
H2 H 0.7390 0.7600 0.4085 0.058 Uiso 1 1 calc R U . . .
C7 C 0.6849(3) 0.88246(19) 0.57737(12) 0.0442(4) Uani 1 1 d . . . . .
C12 C 0.8078(3) 0.57603(19) 0.54580(11) 0.0457(5) Uani 1 1 d . . . . .
H12 H 0.8660 0.5902 0.4985 0.055 Uiso 1 1 calc R U . . .
C13 C 0.9420(3) 0.5804(2) 0.62033(15) 0.0511(5) Uani 1 1 d . . . . .
C15 C 0.9506(4) 0.4725(3) 0.65552(15) 0.0580(6) Uani 1 1 d . . . . .
H15 H 1.0256 0.4523 0.7027 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7713(3) 0.9389(2) 0.42725(14) 0.0559(6) Uani 1 1 d . . . . .
C5 C 0.7619(4) 1.0288(2) 0.48498(17) 0.0612(6) Uani 1 1 d . . . . .
H5 H 0.7849 1.1085 0.4726 0.073 Uiso 1 1 calc R U . . .
C6 C 0.7194(3) 1.0016(2) 0.55974(16) 0.0557(6) Uani 1 1 d . . . . .
H6 H 0.7138 1.0620 0.5979 0.067 Uiso 1 1 calc R U . . .
C16 C 0.8253(4) 0.3904(2) 0.60929(18) 0.0611(6) Uani 1 1 d . . . . .
C4 C 0.8204(4) 0.9685(3) 0.34554(16) 0.0764(9) Uani 1 1 d . . . . .
H4A H 0.9306 1.0108 0.3527 0.115 Uiso 1 1 calc R U . . .
H4B H 0.7309 1.0185 0.3159 0.115 Uiso 1 1 calc R U . . .
H4C H 0.8310 0.8952 0.3161 0.115 Uiso 1 1 calc R U . . .
C14 C 1.0463(4) 0.6905(3) 0.6464(3) 0.0849(10) Uani 1 1 d . . . . .
H14A H 1.1194 0.6753 0.6973 0.127 Uiso 1 1 calc R U . . .
H14B H 0.9682 0.7563 0.6523 0.127 Uiso 1 1 calc R U . . .
H14C H 1.1188 0.7108 0.6065 0.127 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 C11 1.346(3) . ?
O1 C7 1.400(2) . ?
O2 C16 1.367(3) . ?
O2 C12 1.444(3) . ?
N2 C11 1.345(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C1 C7 1.384(3) . ?
C1 C2 1.397(3) . ?
C1 C8 1.505(2) . ?
N1 C10 1.140(3) . ?
C9 C11 1.359(3) . ?
C9 C10 1.408(3) . ?
C9 C8 1.511(2) . ?
C8 C12 1.547(3) . ?
C8 H8 0.9800 . ?
O3 C16 1.191(3) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9300 . ?
C7 C6 1.385(3) . ?
C12 C13 1.492(3) . ?
C12 H12 0.9800 . ?
C13 C15 1.329(4) . ?
C13 C14 1.487(4) . ?
C15 C16 1.458(4) . ?
C15 H15 0.9300 . ?
C3 C5 1.396(4) . ?
C3 C4 1.508(3) . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O1 C7 118.11(15) . . ?
C16 O2 C12 110.31(19) . . ?
C11 N2 H2A 120.0 . . ?
C11 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C7 C1 C2 117.2(2) . . ?
C7 C1 C8 121.72(17) . . ?
C2 C1 C8 121.01(17) . . ?
C11 C9 C10 117.15(17) . . ?
C11 C9 C8 122.71(18) . . ?
C10 C9 C8 120.13(16) . . ?
N1 C10 C9 178.3(2) . . ?
C1 C8 C9 109.56(15) . . ?
C1 C8 C12 112.52(17) . . ?
C9 C8 C12 112.83(16) . . ?
C1 C8 H8 107.2 . . ?
C9 C8 H8 107.2 . . ?
C12 C8 H8 107.2 . . ?
N2 C11 O1 110.67(18) . . ?
N2 C11 C9 126.1(2) . . ?
O1 C11 C9 123.20(18) . . ?
C3 C2 C1 121.8(2) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C1 C7 C6 122.5(2) . . ?
C1 C7 O1 121.93(19) . . ?
C6 C7 O1 115.59(19) . . ?
O2 C12 C13 103.91(18) . . ?
O2 C12 C8 108.06(18) . . ?
C13 C12 C8 117.58(16) . . ?
O2 C12 H12 109.0 . . ?
C13 C12 H12 109.0 . . ?
C8 C12 H12 109.0 . . ?
C15 C13 C14 128.2(3) . . ?
C15 C13 C12 108.8(2) . . ?
C14 C13 C12 123.0(2) . . ?
C13 C15 C16 110.0(2) . . ?
C13 C15 H15 125.0 . . ?
C16 C15 H15 125.0 . . ?
C2 C3 C5 118.4(2) . . ?
C2 C3 C4 120.4(2) . . ?
C5 C3 C4 121.2(2) . . ?
C6 C5 C3 121.2(2) . . ?
C6 C5 H5 119.4 . . ?
C3 C5 H5 119.4 . . ?
C5 C6 C7 118.9(2) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
O3 C16 O2 121.9(3) . . ?
O3 C16 C15 131.0(3) . . ?
O2 C16 C15 107.0(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_refine_diff_density_max         0.514
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.150

