# Electronic Supplementary Material (ESI) for MedChemComm.
# 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_NDS-301_in_P212121
_database_code_depnum_ccdc_archive 'CCDC 1842458'
loop_
_audit_author_name
_audit_author_address
'Nikum Sitwala'
;PhD Student
India
;
_audit_update_record             
;
2018-05-10 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H17 F N2 O2'
_chemical_formula_moiety         'C18 H17 F N2 O2'
_chemical_formula_weight         312.34
_chemical_melting_point          ?
_chemical_absolute_configuration ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.0539(9)
_cell_length_b                   10.6527(10)
_cell_length_c                   14.9435(14)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1600.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14988
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.61
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.590
_exptl_crystal_size_min          0.330
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656.00
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_T_max  0.970

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku SCX mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            16420
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3665
_reflns_number_gt                3240
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1269
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3665
_refine_ls_number_parameters     208
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0751P)²+0.2306P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.009
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.0492(3) -0.0103(3) 0.34796(15) 0.1282(10) Uani 1.0 4 d . . .
O1 O -0.0826(2) -0.31844(15) -0.16529(11) 0.0640(6) Uani 1.0 4 d . . .
O2 O -0.09090(16) -0.15980(13) -0.26072(9) 0.0463(4) Uani 1.0 4 d . . .
N1 N 0.25621(14) 0.11541(12) 0.01746(9) 0.0303(3) Uani 1.0 4 d . . .
N2 N 0.16135(14) 0.19350(13) -0.10505(10) 0.0314(4) Uani 1.0 4 d . . .
C1 C 0.12238(16) 0.07019(15) -0.09520(11) 0.0278(4) Uani 1.0 4 d . . .
C2 C 0.04255(17) -0.00277(16) -0.15007(11) 0.0294(4) Uani 1.0 4 d . . .
C3 C 0.02215(18) -0.12647(16) -0.12589(11) 0.0322(4) Uani 1.0 4 d . . .
C4 C 0.0818(2) -0.17631(17) -0.04823(12) 0.0403(5) Uani 1.0 4 d . . .
C5 C 0.1618(2) -0.10541(17) 0.00622(12) 0.0384(5) Uani 1.0 4 d . . .
C6 C 0.18142(17) 0.01952(15) -0.01843(10) 0.0293(4) Uani 1.0 4 d . . .
C7 C 0.23996(17) 0.21713(16) -0.03691(11) 0.0314(4) Uani 1.0 4 d . . .
C8 C 0.3078(2) 0.34124(18) -0.02424(13) 0.0412(5) Uani 1.0 4 d . . .
C9 C 0.4017(3) 0.3658(3) -0.10145(19) 0.0637(7) Uani 1.0 4 d . . .
C10 C 0.2088(3) 0.4469(3) -0.0150(2) 0.0702(8) Uani 1.0 4 d . . .
C11 C 0.33176(18) 0.10735(18) 0.10147(12) 0.0367(4) Uani 1.0 4 d . . .
C12 C 0.2498(2) 0.14073(19) 0.18159(12) 0.0420(5) Uani 1.0 4 d . . .
C13 C 0.2381(4) 0.2641(3) 0.20899(16) 0.0736(9) Uani 1.0 4 d . . .
C14 C 0.1584(5) 0.2941(4) 0.2809(3) 0.1085(15) Uani 1.0 4 d . . .
C15 C 0.0944(5) 0.1998(5) 0.3279(3) 0.1080(15) Uani 1.0 4 d . . .
C16 C 0.1098(3) 0.0816(4) 0.30096(17) 0.0741(9) Uani 1.0 4 d . . .
C17 C 0.1851(3) 0.0470(3) 0.22895(14) 0.0534(6) Uani 1.0 4 d . . .
C18 C -0.05601(19) -0.21124(17) -0.18484(12) 0.0373(4) Uani 1.0 4 d . . .
H2 H -0.0649 -0.0869 -0.2621 0.0555 Uiso 1.0 4 calc R . .
H2A H 0.0040 0.0304 -0.2014 0.0353 Uiso 1.0 4 calc R . .
H4 H 0.0664 -0.2599 -0.0335 0.0484 Uiso 1.0 4 calc R . .
H5 H 0.2011 -0.1390 0.0572 0.0461 Uiso 1.0 4 calc R . .
H8 H 0.3604 0.3371 0.0309 0.0495 Uiso 1.0 4 calc R . .
H9A H 0.3525 0.3664 -0.1565 0.0764 Uiso 1.0 4 calc R . .
H9B H 0.4678 0.3008 -0.1036 0.0764 Uiso 1.0 4 calc R . .
H9C H 0.4443 0.4456 -0.0932 0.0764 Uiso 1.0 4 calc R . .
H10A H 0.1534 0.4321 0.0363 0.0843 Uiso 1.0 4 calc R . .
H10B H 0.1546 0.4510 -0.0678 0.0843 Uiso 1.0 4 calc R . .
H10C H 0.2555 0.5248 -0.0076 0.0843 Uiso 1.0 4 calc R . .
H11A H 0.4076 0.1635 0.0982 0.0440 Uiso 1.0 4 calc R . .
H11B H 0.3654 0.0226 0.1085 0.0440 Uiso 1.0 4 calc R . .
H13 H 0.2841 0.3269 0.1789 0.0883 Uiso 1.0 4 calc R . .
H14 H 0.1477 0.3775 0.2979 0.1302 Uiso 1.0 4 calc R . .
H15 H 0.0416 0.2187 0.3772 0.1296 Uiso 1.0 4 calc R . .
H17 H 0.1928 -0.0368 0.2122 0.0641 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 C16 1.350(5) yes . .
O1 C18 1.209(3) yes . .
O2 C18 1.307(3) yes . .
N1 C6 1.377(2) yes . .
N1 C7 1.364(3) yes . .
N1 C11 1.470(3) yes . .
N2 C1 1.379(3) yes . .
N2 C7 1.313(3) yes . .
C1 C2 1.386(3) yes . .
C1 C6 1.400(3) yes . .
C2 C3 1.382(3) yes . .
C3 C4 1.410(3) yes . .
C3 C18 1.486(3) yes . .
C4 C5 1.371(3) yes . .
C5 C6 1.395(3) yes . .
C7 C8 1.500(3) yes . .
C8 C9 1.513(4) yes . .
C8 C10 1.509(4) yes . .
C11 C12 1.496(3) yes . .
C12 C13 1.381(4) yes . .
C12 C17 1.386(4) yes . .
C13 C14 1.379(5) yes . .
C14 C15 1.384(7) yes . .
C15 C16 1.332(7) yes . .
C16 C17 1.366(4) yes . .
O2 H2 0.820 no . .
C2 H2A 0.930 no . .
C4 H4 0.930 no . .
C5 H5 0.930 no . .
C8 H8 0.980 no . .
C9 H9A 0.960 no . .
C9 H9B 0.960 no . .
C9 H9C 0.960 no . .
C10 H10A 0.960 no . .
C10 H10B 0.960 no . .
C10 H10C 0.960 no . .
C11 H11A 0.970 no . .
C11 H11B 0.970 no . .
C13 H13 0.930 no . .
C14 H14 0.930 no . .
C15 H15 0.930 no . .
C17 H17 0.930 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C6 N1 C7 106.97(14) yes . . .
C6 N1 C11 124.85(14) yes . . .
C7 N1 C11 128.10(14) yes . . .
C1 N2 C7 105.72(14) yes . . .
N2 C1 C2 129.48(16) yes . . .
N2 C1 C6 109.53(15) yes . . .
C2 C1 C6 120.94(15) yes . . .
C1 C2 C3 117.78(16) yes . . .
C2 C3 C4 120.74(16) yes . . .
C2 C3 C18 120.19(16) yes . . .
C4 C3 C18 118.94(16) yes . . .
C3 C4 C5 122.04(17) yes . . .
C4 C5 C6 116.87(17) yes . . .
N1 C6 C1 105.35(14) yes . . .
N1 C6 C5 133.01(16) yes . . .
C1 C6 C5 121.62(16) yes . . .
N1 C7 N2 112.43(15) yes . . .
N1 C7 C8 124.79(16) yes . . .
N2 C7 C8 122.73(16) yes . . .
C7 C8 C9 109.85(17) yes . . .
C7 C8 C10 111.64(18) yes . . .
C9 C8 C10 110.6(2) yes . . .
N1 C11 C12 112.64(15) yes . . .
C11 C12 C13 120.7(2) yes . . .
C11 C12 C17 119.72(19) yes . . .
C13 C12 C17 119.6(3) yes . . .
C12 C13 C14 120.1(3) yes . . .
C13 C14 C15 119.8(4) yes . . .
C14 C15 C16 118.6(4) yes . . .
F1 C16 C15 118.4(3) yes . . .
F1 C16 C17 117.7(4) yes . . .
C15 C16 C17 123.9(4) yes . . .
C12 C17 C16 117.9(3) yes . . .
O1 C18 O2 123.12(18) yes . . .
O1 C18 C3 123.20(18) yes . . .
O2 C18 C3 113.66(16) yes . . .
C18 O2 H2 109.474 no . . .
C1 C2 H2A 121.114 no . . .
C3 C2 H2A 121.104 no . . .
C3 C4 H4 118.980 no . . .
C5 C4 H4 118.975 no . . .
C4 C5 H5 121.567 no . . .
C6 C5 H5 121.563 no . . .
C7 C8 H8 108.195 no . . .
C9 C8 H8 108.198 no . . .
C10 C8 H8 108.199 no . . .
C8 C9 H9A 109.471 no . . .
C8 C9 H9B 109.476 no . . .
C8 C9 H9C 109.476 no . . .
H9A C9 H9B 109.467 no . . .
H9A C9 H9C 109.469 no . . .
H9B C9 H9C 109.469 no . . .
C8 C10 H10A 109.468 no . . .
C8 C10 H10B 109.470 no . . .
C8 C10 H10C 109.467 no . . .
H10A C10 H10B 109.480 no . . .
H10A C10 H10C 109.472 no . . .
H10B C10 H10C 109.470 no . . .
N1 C11 H11A 109.068 no . . .
N1 C11 H11B 109.063 no . . .
C12 C11 H11A 109.069 no . . .
C12 C11 H11B 109.067 no . . .
H11A C11 H11B 107.822 no . . .
C12 C13 H13 119.957 no . . .
C14 C13 H13 119.957 no . . .
C13 C14 H14 120.091 no . . .
C15 C14 H14 120.093 no . . .
C14 C15 H15 120.677 no . . .
C16 C15 H15 120.677 no . . .
C12 C17 H17 121.047 no . . .
C16 C17 H17 121.055 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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 N1 C7 N2 -0.42(18) no . . . .
C6 N1 C7 C8 -177.80(14) no . . . .
C7 N1 C6 C1 0.14(17) no . . . .
C7 N1 C6 C5 178.24(16) no . . . .
C6 N1 C11 C12 -87.52(19) no . . . .
C11 N1 C6 C1 177.09(13) no . . . .
C11 N1 C6 C5 -4.8(3) no . . . .
C7 N1 C11 C12 88.8(2) no . . . .
C11 N1 C7 N2 -177.23(14) no . . . .
C11 N1 C7 C8 5.4(3) no . . . .
C1 N2 C7 N1 0.51(18) no . . . .
C1 N2 C7 C8 177.95(13) no . . . .
C7 N2 C1 C2 -177.92(15) no . . . .
C7 N2 C1 C6 -0.40(17) no . . . .
N2 C1 C2 C3 177.97(15) no . . . .
N2 C1 C6 N1 0.16(18) no . . . .
N2 C1 C6 C5 -178.21(13) no . . . .
C2 C1 C6 N1 177.92(14) no . . . .
C2 C1 C6 C5 -0.4(3) no . . . .
C6 C1 C2 C3 0.7(3) no . . . .
C1 C2 C3 C4 -0.5(3) no . . . .
C1 C2 C3 C18 -176.44(14) no . . . .
C2 C3 C4 C5 0.0(3) no . . . .
C2 C3 C18 O1 -176.33(16) no . . . .
C2 C3 C18 O2 5.1(3) no . . . .
C4 C3 C18 O1 7.6(3) no . . . .
C4 C3 C18 O2 -170.95(16) no . . . .
C18 C3 C4 C5 176.00(16) no . . . .
C3 C4 C5 C6 0.3(3) no . . . .
C4 C5 C6 N1 -177.90(17) no . . . .
C4 C5 C6 C1 -0.1(3) no . . . .
N1 C7 C8 C9 114.70(17) no . . . .
N1 C7 C8 C10 -122.17(17) no . . . .
N2 C7 C8 C9 -62.4(2) no . . . .
N2 C7 C8 C10 60.7(3) no . . . .
N1 C11 C12 C13 -86.9(2) no . . . .
N1 C11 C12 C17 93.22(19) no . . . .
C11 C12 C13 C14 177.6(2) no . . . .
C11 C12 C17 C16 -179.13(16) no . . . .
C13 C12 C17 C16 1.0(4) no . . . .
C17 C12 C13 C14 -2.5(4) no . . . .
C12 C13 C14 C15 2.6(6) no . . . .
C13 C14 C15 C16 -1.2(6) no . . . .
C14 C15 C16 F1 178.7(4) no . . . .
C14 C15 C16 C17 -0.4(6) no . . . .
F1 C16 C17 C12 -178.7(2) no . . . .
C15 C16 C17 C12 0.4(5) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
F1 C12 3.583(4) no . .
F1 C14 3.567(6) no . .
O1 C2 3.597(3) no . .
O1 C4 2.843(3) no . .
O2 C2 2.708(3) no . .
N1 C2 3.531(3) no . .
N1 C9 3.523(3) no . .
N1 C10 3.596(3) no . .
N1 C13 3.276(3) no . .
N1 C17 3.321(3) no . .
N2 C5 3.592(3) no . .
N2 C9 3.034(3) no . .
N2 C10 3.054(3) no . .
C1 C4 2.748(3) no . .
C1 C8 3.597(3) no . .
C2 C5 2.844(3) no . .
C2 C7 3.505(3) no . .
C3 C6 2.750(3) no . .
C5 C7 3.583(3) no . .
C5 C11 3.175(3) no . .
C6 C12 3.328(3) no . .
C7 C12 3.367(3) no . .
C8 C11 3.130(3) no . .
C12 C15 2.760(5) no . .
C13 C16 2.708(5) no . .
C14 C17 2.758(5) no . .
F1 N1 3.391(3) no . 4_555
F1 N2 3.573(3) no . 4_555
F1 C1 3.468(3) no . 4_555
F1 C6 3.366(3) no . 4_555
F1 C7 3.508(4) no . 4_555
F1 C14 3.523(5) no . 3_545
O1 N2 3.524(3) no . 3_544
O1 C2 3.410(3) no . 3_544
O1 C5 3.594(3) no . 2_445
O1 C11 3.335(3) no . 2_445
O1 C17 3.505(4) no . 2_445
O2 N2 2.640(2) no . 3_544
O2 C11 3.368(3) no . 4_554
O2 C12 3.542(3) no . 4_554
N1 F1 3.391(3) no . 4_554
N2 F1 3.573(3) no . 4_554
N2 O1 3.524(3) no . 3_554
N2 O2 2.640(2) no . 3_554
N2 C18 3.465(3) no . 3_554
C1 F1 3.468(3) no . 4_554
C1 C16 3.503(4) no . 4_554
C1 C17 3.494(3) no . 4_554
C2 O1 3.410(3) no . 3_554
C2 C12 3.584(3) no . 4_554
C2 C17 3.315(3) no . 4_554
C5 O1 3.594(3) no . 2_545
C6 F1 3.366(3) no . 4_554
C6 C9 3.551(4) no . 2_455
C6 C16 3.584(4) no . 4_554
C7 F1 3.508(4) no . 4_554
C9 C6 3.551(4) no . 2_555
C9 C17 3.552(4) no . 2_555
C11 O1 3.335(3) no . 2_545
C11 O2 3.368(3) no . 4_555
C12 O2 3.542(3) no . 4_555
C12 C2 3.584(3) no . 4_555
C14 F1 3.523(5) no . 3_555
C16 C1 3.503(4) no . 4_555
C16 C6 3.584(4) no . 4_555
C17 O1 3.505(4) no . 2_545
C17 C1 3.494(3) no . 4_555
C17 C2 3.315(3) no . 4_555
C17 C9 3.552(4) no . 2_455
C18 N2 3.465(3) no . 3_544
F1 H15 2.4795 no . .
F1 H17 2.5051 no . .
O1 H2 2.8653 no . .
O1 H4 2.5519 no . .
O2 H2A 2.4084 no . .
N1 H5 2.8295 no . .
N1 H8 2.5917 no . .
N1 H9B 3.4209 no . .
N1 H10A 3.5393 no . .
N1 H13 3.3127 no . .
N1 H17 3.3924 no . .
N2 H2A 2.7562 no . .
N2 H8 3.2364 no . .
N2 H9A 2.7704 no . .
N2 H9B 3.2868 no . .
N2 H10A 3.3054 no . .
N2 H10B 2.7994 no . .
C1 H2 3.5447 no . .
C1 H5 3.2834 no . .
C2 H2 2.1845 no . .
C2 H4 3.2548 no . .
C3 H2 2.2554 no . .
C3 H5 3.2774 no . .
C4 H2A 3.2718 no . .
C5 H11B 2.8953 no . .
C5 H17 3.1795 no . .
C6 H2A 3.2674 no . .
C6 H4 3.2009 no . .
C6 H11A 3.2493 no . .
C6 H11B 2.6491 no . .
C6 H17 3.5007 no . .
C7 H9A 2.6460 no . .
C7 H9B 2.6529 no . .
C7 H9C 3.2940 no . .
C7 H10A 2.6825 no . .
C7 H10B 2.6747 no . .
C7 H10C 3.3106 no . .
C7 H11A 2.6909 no . .
C7 H11B 3.2567 no . .
C7 H13 3.4587 no . .
C8 H11A 2.8173 no . .
C8 H13 3.0483 no . .
C9 H10A 3.3112 no . .
C9 H10B 2.6926 no . .
C9 H10C 2.6458 no . .
C10 H9A 2.7007 no . .
C10 H9B 3.3100 no . .
C10 H9C 2.6403 no . .
C10 H13 3.2555 no . .
C11 H5 3.0085 no . .
C11 H8 2.6808 no . .
C11 H13 2.6530 no . .
C11 H17 2.6554 no . .
C12 H5 3.5462 no . .
C12 H8 3.2689 no . .
C12 H14 3.2303 no . .
C13 H8 3.0331 no . .
C13 H10A 3.2543 no . .
C13 H11A 2.6060 no . .
C13 H11B 3.2420 no . .
C13 H15 3.2334 no . .
C13 H17 3.2378 no . .
C15 H13 3.2296 no . .
C15 H17 3.2121 no . .
C16 H14 3.1758 no . .
C17 H5 3.2463 no . .
C17 H11A 3.2187 no . .
C17 H11B 2.5675 no . .
C17 H13 3.2317 no . .
C17 H15 3.2147 no . .
C18 H2A 2.6557 no . .
C18 H4 2.6266 no . .
H2 H2A 1.6917 no . .
H4 H5 2.3082 no . .
H5 H11B 2.5054 no . .
H5 H17 2.5612 no . .
H8 H9A 2.8188 no . .
H8 H9B 2.3143 no . .
H8 H9C 2.3422 no . .
H8 H10A 2.3153 no . .
H8 H10B 2.8157 no . .
H8 H10C 2.3328 no . .
H8 H11A 2.1579 no . .
H8 H11B 3.5462 no . .
H8 H13 2.3430 no . .
H9A H10A 3.5767 no . .
H9A H10B 2.5553 no . .
H9A H10C 2.9585 no . .
H9B H10B 3.5727 no . .
H9B H10C 3.5088 no . .
H9B H11A 3.4060 no . .
H9C H10A 3.5094 no . .
H9C H10B 2.9380 no . .
H9C H10C 2.4401 no . .
H10A H13 2.7427 no . .
H10C H13 3.5057 no . .
H11A H13 2.4546 no . .
H11A H17 3.4816 no . .
H11B H13 3.5052 no . .
H11B H17 2.4115 no . .
H13 H14 2.3096 no . .
H14 H15 2.3248 no . .
F1 H9B 3.1829 no . 4_555
F1 H10A 2.7424 no . 3_545
F1 H14 3.1779 no . 3_545
O1 H2 3.3988 no . 3_544
O1 H2A 2.6799 no . 3_544
O1 H5 2.7468 no . 2_445
O1 H11B 2.3923 no . 2_445
O1 H17 2.8236 no . 2_445
O2 H2A 3.4602 no . 3_544
O2 H9A 2.9197 no . 3_544
O2 H10B 2.8931 no . 3_544
O2 H11A 2.8009 no . 4_554
O2 H11B 3.3316 no . 4_554
N1 H9B 3.2953 no . 2_455
N1 H9C 3.3971 no . 2_455
N2 H2 3.2180 no . 3_554
N2 H8 3.2384 no . 2_455
N2 H11A 2.9735 no . 2_455
N2 H17 3.5203 no . 4_554
C1 H8 2.9722 no . 2_455
C1 H9C 3.3412 no . 2_455
C1 H11A 3.5658 no . 2_455
C1 H17 3.4440 no . 4_554
C2 H8 3.1044 no . 2_455
C2 H13 3.2318 no . 2_455
C2 H17 3.3901 no . 4_554
C3 H10C 3.5128 no . 2_455
C4 H9C 3.5245 no . 2_455
C4 H15 3.0536 no . 3_545
C5 H9C 3.0613 no . 2_455
C5 H15 3.2754 no . 3_545
C6 H8 3.5751 no . 2_455
C6 H9B 3.4057 no . 2_455
C6 H9C 2.9338 no . 2_455
C7 H9B 3.4541 no . 2_455
C9 H14 3.1607 no . 4_564
C10 H4 3.4472 no . 1_565
C10 H11A 3.4787 no . 2_455
C11 H2 3.1141 no . 4_555
C11 H10B 3.3424 no . 2_555
C12 H2 3.3277 no . 4_555
C12 H2A 3.5366 no . 4_555
C12 H9B 3.1274 no . 2_455
C12 H9C 3.4676 no . 2_455
C13 H2A 3.4567 no . 2_555
C13 H9B 3.2161 no . 2_455
C14 H9B 3.4230 no . 2_455
C14 H9C 3.5059 no . 4_565
C15 H4 3.4988 no . 3_555
C15 H9B 3.5844 no . 2_455
C16 H9A 3.4150 no . 2_455
C16 H9B 3.5078 no . 2_455
C16 H9C 3.5342 no . 2_455
C17 H2A 3.3958 no . 4_555
C17 H9B 3.3028 no . 2_455
C17 H9C 3.1597 no . 2_455
C18 H2A 3.2764 no . 3_544
C18 H5 3.4850 no . 2_445
C18 H11B 3.5952 no . 2_445
H2 O1 3.3988 no . 3_554
H2 N2 3.2180 no . 3_544
H2 C11 3.1141 no . 4_554
H2 C12 3.3277 no . 4_554
H2 H9A 3.1761 no . 3_544
H2 H10B 2.7274 no . 3_544
H2 H11A 2.7437 no . 4_554
H2 H11B 2.8695 no . 4_554
H2 H13 3.3939 no . 2_455
H2A O1 2.6799 no . 3_554
H2A O2 3.4602 no . 3_554
H2A C12 3.5366 no . 4_554
H2A C13 3.4567 no . 2_455
H2A C17 3.3958 no . 4_554
H2A C18 3.2764 no . 3_554
H2A H8 3.2510 no . 2_455
H2A H11B 3.1799 no . 4_554
H2A H13 2.7035 no . 2_455
H2A H17 3.3112 no . 4_554
H4 C10 3.4472 no . 1_545
H4 C15 3.4988 no . 3_545
H4 H10A 3.5524 no . 1_545
H4 H10B 3.2459 no . 1_545
H4 H10C 3.0036 no . 1_545
H4 H15 2.5863 no . 3_545
H5 O1 2.7468 no . 2_545
H5 C18 3.4850 no . 2_545
H5 H9C 3.3472 no . 2_455
H5 H15 3.0353 no . 3_545
H8 N2 3.2384 no . 2_555
H8 C1 2.9722 no . 2_555
H8 C2 3.1044 no . 2_555
H8 C6 3.5751 no . 2_555
H8 H2A 3.2510 no . 2_555
H9A O2 2.9197 no . 3_554
H9A C16 3.4150 no . 2_555
H9A H2 3.1761 no . 3_554
H9A H14 2.8122 no . 4_564
H9B F1 3.1829 no . 4_554
H9B N1 3.2953 no . 2_555
H9B C6 3.4057 no . 2_555
H9B C7 3.4541 no . 2_555
H9B C12 3.1274 no . 2_555
H9B C13 3.2161 no . 2_555
H9B C14 3.4230 no . 2_555
H9B C15 3.5844 no . 2_555
H9B C16 3.5078 no . 2_555
H9B C17 3.3028 no . 2_555
H9B H10A 3.2635 no . 2_555
H9C N1 3.3971 no . 2_555
H9C C1 3.3412 no . 2_555
H9C C4 3.5245 no . 2_555
H9C C5 3.0613 no . 2_555
H9C C6 2.9338 no . 2_555
H9C C12 3.4676 no . 2_555
H9C C14 3.5059 no . 4_564
H9C C16 3.5342 no . 2_555
H9C C17 3.1597 no . 2_555
H9C H5 3.3472 no . 2_555
H9C H14 2.6561 no . 4_564
H9C H17 3.2169 no . 2_555
H10A F1 2.7424 no . 3_555
H10A H4 3.5524 no . 1_565
H10A H9B 3.2635 no . 2_455
H10A H11A 3.3442 no . 2_455
H10B O2 2.8931 no . 3_554
H10B C11 3.3424 no . 2_455
H10B H2 2.7274 no . 3_554
H10B H4 3.2459 no . 1_565
H10B H11A 2.8035 no . 2_455
H10B H11B 2.9839 no . 2_455
H10B H14 3.3647 no . 4_564
H10C C3 3.5128 no . 2_555
H10C H4 3.0036 no . 1_565
H10C H14 3.2374 no . 4_564
H11A O2 2.8009 no . 4_555
H11A N2 2.9735 no . 2_555
H11A C1 3.5658 no . 2_555
H11A C10 3.4787 no . 2_555
H11A H2 2.7437 no . 4_555
H11A H10A 3.3442 no . 2_555
H11A H10B 2.8035 no . 2_555
H11B O1 2.3923 no . 2_545
H11B O2 3.3316 no . 4_555
H11B C18 3.5952 no . 2_545
H11B H2 2.8695 no . 4_555
H11B H2A 3.1799 no . 4_555
H11B H10B 2.9839 no . 2_555
H13 C2 3.2318 no . 2_555
H13 H2 3.3939 no . 2_555
H13 H2A 2.7035 no . 2_555
H14 F1 3.1779 no . 3_555
H14 C9 3.1607 no . 4_565
H14 H9A 2.8122 no . 4_565
H14 H9C 2.6561 no . 4_565
H14 H10B 3.3647 no . 4_565
H14 H10C 3.2374 no . 4_565
H14 H17 3.5461 no . 3_555
H15 C4 3.0536 no . 3_555
H15 C5 3.2754 no . 3_555
H15 H4 2.5863 no . 3_555
H15 H5 3.0353 no . 3_555
H17 O1 2.8236 no . 2_545
H17 N2 3.5203 no . 4_555
H17 C1 3.4440 no . 4_555
H17 C2 3.3901 no . 4_555
H17 H2A 3.3112 no . 4_555
H17 H9C 3.2169 no . 2_455
H17 H14 3.5461 no . 3_545

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

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'1-(3-fluorobenzyl)-2-isopropyl-1H-benzo[d]imidazole-5-carboxylic acid'
_chemical_name_common            NDS-301
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol, Dimethylformamide, Water'
