# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_RLT-FormA1
_database_code_depnum_ccdc_archive 'CCDC 2248108'
loop_
_audit_author_name
_audit_author_address
'Palash Sanphui'
;SRM Institute of Science and Technology
India
;
_audit_update_record             
;
2023-03-13 deposited with the CCDC.	2023-12-13 downloaded from the CCDC.
;

_audit_creation_method           'MRIA, SHELXL-97'
_chemical_name_systematic        Raltegravir
_chemical_name_common            Raltegravir
_chemical_melting_point          484-487
_chemical_formula_moiety         'C20 H21 F N6 O5'
_chemical_formula_sum            'C20 H21 F N6 O5'
_chemical_formula_weight         444.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  ' -P 2ybc'

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

_cell_length_a                   14.1114(15)
_cell_length_b                   16.7334(17)
_cell_length_c                   9.3736(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.379(17)
_cell_angle_gamma                90.00
_cell_volume                     2183.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    621
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      30.00

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

#The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              1 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              1 # parallel to 
# scattering vector 
# in reflection

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
; 
thin layer on the non-diffracting silicon plate
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     ?
_pd_char_colour                  colorless # use ICDD colour descriptions

# The following three fields describe the preparation of the specimen. 
# The cooling rate is in K/min.  The pressure at which the sample was
# prepared is in kPa.  The temperature of preparation is in K.



_pd_prep_cool_rate               ?
_pd_prep_pressure                101
_pd_prep_temperature             295(2)


_exptl_special_details           
; 
 ? 
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
;
 ???
 India
;

_diffrn_ambient_temperature      295(2)
_diffrn_source                   'Fine focus X-ray tube'
_diffrn_source_target            Cu

_diffrn_radiation_source         'line-focus sealed tube'
_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       'Xpert Pro'
_diffrn_detector_type            ?



_diffrn_reflns_number            ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?


_pd_meas_scan_method             cont # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
; ?
;
# The following six items are used for angular dispersive measurements only.

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        5426
_pd_meas_2theta_range_min        5.75
_pd_meas_2theta_range_max        60.00
_pd_meas_2theta_range_inc        0.01

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       ?
_computing_cell_refinement       'MRIA (Zlokazov & Chernyshev, 1992)'
_computing_data_reduction        DataCollector
_computing_structure_solution    'simulated annealing (Zhukov et al., 2001)'
_computing_structure_refinement  MRIA
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'MRIA, SHELXL97 (Sheldrick, 2008)'

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

# 8. REFINEMENT DATA

# Use the next field to give any special details about the fitting of the
# powder pattern.

_pd_proc_ls_special_details      
; ?
;

# The next three items are given as text
_pd_proc_ls_profile_function     'split-type pseudo-Voigt (Toraya, 1986)'
_pd_proc_ls_pref_orient_corr     
;
March-Dollase (1986),
direction of preferred orientation [100],
texture parameter r = 0.65(1).
;

_pd_proc_ls_background_function  'Chebyshev polynomial up to the 5th order'

_pd_proc_ls_prof_R_factor        0.0205
_pd_proc_ls_prof_wR_factor       0.0258
_pd_proc_ls_prof_wR_expected     0.0119

_refine_special_details          
; 
?
;

_refine_ls_R_I_factor            0.0971
_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      sigma
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     127
_refine_ls_number_restraints     111
_refine_ls_number_constraints    29

# The following item is the same as CHI, the square root of 'CHI squared = 4.735'
_refine_ls_goodness_of_fit_all   2.176

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .003
_refine_ls_shift/su_mean         .001


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        5.75
_pd_proc_2theta_range_max        60.00
_pd_proc_2theta_range_inc        0.01

_pd_proc_wavelength              1.5418

_pd_block_diffractogram_id       RAL-A1_pattern # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   none
_pd_proc_info_data_reduction     ?

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

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 -0.4044(4) 0.5812(3) 0.0068(5) 0.0680(16) Uiso 1 1 d . . .
O1 O 0.3592(5) 0.6417(4) 0.2688(6) 0.0720(17) Uiso 1 1 d . . .
O2 O 0.1898(5) 0.7197(4) 0.1821(7) 0.0720(17) Uiso 1 1 d . . .
O3 O 0.2830(4) 0.9978(4) -0.0001(5) 0.0570(12) Uiso 1 1 d . . .
O4 O 0.1210(5) 0.9838(4) -0.2055(6) 0.0570(12) Uiso 1 1 d . . .
H4 H 0.0699 0.9711 -0.2551 0.086 Uiso 1 1 calc . . .
O5 O -0.0441(5) 0.9236(4) -0.2617(7) 0.0570(12) Uiso 1 1 d . . .
N1 N 0.2198(6) 0.8010(4) 0.3858(7) 0.0570(12) Uiso 1 1 d . . .
H1 H 0.2181 0.7794 0.4733 0.068 Uiso 1 1 calc . . .
N2 N 0.2138(6) 0.9319(4) 0.1701(7) 0.0570(12) Uiso 1 1 d . . .
N3 N 0.0569(6) 0.8816(4) 0.1087(7) 0.0570(12) Uiso 1 1 d . . .
N4 N -0.1104(6) 0.8577(5) -0.0892(7) 0.0570(12) Uiso 1 1 d . . .
H4A H -0.1089 0.8487 0.0015 0.068 Uiso 1 1 calc . . .
N5 N 0.3715(6) 0.6909(5) 0.4886(8) 0.0720(17) Uiso 1 1 d . . .
N6 N 0.4457(6) 0.6320(4) 0.4864(7) 0.0720(17) Uiso 1 1 d . . .
C1 C 0.1362(8) 0.8557(6) 0.3567(10) 0.0570(12) Uiso 1 1 d . . .
C2 C 0.1338(7) 0.8922(6) 0.2043(9) 0.0570(12) Uiso 1 1 d . . .
C3 C 0.2133(7) 0.9634(6) 0.0325(8) 0.0570(12) Uiso 1 1 d . . .
C4 C 0.1246(7) 0.9545(5) -0.0699(8) 0.0570(12) Uiso 1 1 d . . .
C5 C 0.0517(8) 0.9111(6) -0.0301(9) 0.0570(12) Uiso 1 1 d . . .
C6 C -0.0395(7) 0.8999(5) -0.1348(9) 0.0570(12) Uiso 1 1 d . . .
C7 C -0.1904(8) 0.8271(6) -0.1964(9) 0.0680(16) Uiso 1 1 d . . .
H7A H -0.1647 0.8060 -0.2785 0.082 Uiso 1 1 calc . . .
H7B H -0.2327 0.8712 -0.2307 0.082 Uiso 1 1 calc . . .
C8 C -0.2482(7) 0.7629(6) -0.1384(11) 0.0680(16) Uiso 1 1 d . . .
C9 C -0.3161(8) 0.7804(6) -0.0502(10) 0.0680(16) Uiso 1 1 d . . .
H9 H -0.3256 0.8330 -0.0236 0.082 Uiso 1 1 calc . . .
C10 C -0.3698(8) 0.7190(6) -0.0020(10) 0.0680(16) Uiso 1 1 d . . .
H10 H -0.4143 0.7298 0.0584 0.082 Uiso 1 1 calc . . .
C11 C -0.3554(7) 0.6418(6) -0.0458(8) 0.0680(16) Uiso 1 1 d . . .
C12 C -0.2892(7) 0.6227(6) -0.1341(10) 0.0680(16) Uiso 1 1 d . . .
H12 H -0.2825 0.5706 -0.1653 0.082 Uiso 1 1 calc . . .
C13 C -0.2337(7) 0.6837(6) -0.1740(9) 0.0680(16) Uiso 1 1 d . . .
H13 H -0.1850 0.6716 -0.2264 0.082 Uiso 1 1 calc . . .
C14 C 0.2372(8) 0.7396(6) 0.2988(11) 0.0720(17) Uiso 1 1 d . . .
C15 C 0.3243(8) 0.6926(6) 0.3614(9) 0.0720(17) Uiso 1 1 d . . .
C16 C 0.4346(7) 0.6058(6) 0.3555(9) 0.0720(17) Uiso 1 1 d . . .
C17 C 0.4881(8) 0.5426(5) 0.2939(9) 0.0720(17) Uiso 1 1 d . . .
H17A H 0.4632 0.5366 0.1929 0.108 Uiso 1 1 calc . . .
H17B H 0.4812 0.4931 0.3431 0.108 Uiso 1 1 calc . . .
H17C H 0.5548 0.5568 0.3056 0.108 Uiso 1 1 calc . . .
C18 C 0.1436(7) 0.9212(5) 0.4719(7) 0.0570(12) Uiso 1 1 d . . .
H18A H 0.2027 0.9152 0.5381 0.086 Uiso 1 1 calc R . .
H18B H 0.0904 0.9169 0.5236 0.086 Uiso 1 1 calc R . .
H18C H 0.1423 0.9726 0.4262 0.086 Uiso 1 1 calc R . .
C19 C 0.0436(8) 0.8074(5) 0.3611(9) 0.0570(12) Uiso 1 1 d . . .
H19A H 0.0379 0.7660 0.2893 0.086 Uiso 1 1 calc . . .
H19B H -0.0110 0.8423 0.3417 0.086 Uiso 1 1 calc . . .
H19C H 0.0462 0.7838 0.4551 0.086 Uiso 1 1 calc . . .
C20 C 0.3030(6) 0.9405(5) 0.2778(8) 0.0570(12) Uiso 1 1 d . . .
H20A H 0.2991 0.9882 0.3336 0.086 Uiso 1 1 calc R . .
H20B H 0.3574 0.9440 0.2284 0.086 Uiso 1 1 calc R . .
H20C H 0.3101 0.8950 0.3409 0.086 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
F1 C11 1.364(12) . ?
O1 C15 1.364(12) . ?
O1 C16 1.368(11) . ?
O2 C14 1.232(11) . ?
O3 C3 1.220(12) . ?
O4 C4 1.356(10) . ?
O4 H4 0.8199 . ?
O5 C6 1.245(10) . ?
N1 C14 1.359(12) . ?
N1 C1 1.483(13) . ?
N1 H1 0.9002 . ?
N2 C2 1.392(13) . ?
N2 C3 1.392(11) . ?
N2 C20 1.487(11) . ?
N3 C2 1.302(11) . ?
N3 C5 1.383(11) . ?
N4 C6 1.350(13) . ?
N4 C7 1.475(11) . ?
N4 H4A 0.8601 . ?
N5 C15 1.268(11) . ?
N5 N6 1.441(12) . ?
N6 C16 1.288(11) . ?
C1 C18 1.530(12) . ?
C1 C19 1.543(15) . ?
C1 C2 1.549(13) . ?
C3 C4 1.456(12) . ?
C4 C5 1.360(14) . ?
C5 C6 1.498(13) . ?
C7 C8 1.503(14) . ?
C7 H7A 0.9702 . ?
C7 H7B 0.9698 . ?
C8 C13 1.390(13) . ?
C8 C9 1.394(16) . ?
C9 C10 1.395(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.381(14) . ?
C10 H10 0.9301 . ?
C11 C12 1.383(15) . ?
C12 C13 1.375(14) . ?
C12 H12 0.9299 . ?
C13 H13 0.9301 . ?
C14 C15 1.496(14) . ?
C16 C17 1.471(14) . ?
C17 H17A 0.9602 . ?
C17 H17B 0.9596 . ?
C17 H17C 0.9604 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9599 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C15 O1 C16 102.9(6) . . ?
C4 O4 H4 109.5 . . ?
C14 N1 C1 124.9(7) . . ?
C14 N1 H1 106.1 . . ?
C1 N1 H1 106.1 . . ?
C2 N2 C3 120.8(7) . . ?
C2 N2 C20 121.2(7) . . ?
C3 N2 C20 117.9(8) . . ?
C2 N3 C5 120.6(9) . . ?
C6 N4 C7 119.4(7) . . ?
C6 N4 H4A 120.3 . . ?
C7 N4 H4A 120.3 . . ?
C15 N5 N6 105.9(8) . . ?
C16 N6 N5 105.7(7) . . ?
N1 C1 C18 110.6(7) . . ?
N1 C1 C19 108.9(8) . . ?
C18 C1 C19 108.5(8) . . ?
N1 C1 C2 108.1(8) . . ?
C18 C1 C2 110.9(7) . . ?
C19 C1 C2 109.9(7) . . ?
N3 C2 N2 121.5(8) . . ?
N3 C2 C1 118.1(9) . . ?
N2 C2 C1 120.3(8) . . ?
O3 C3 N2 121.9(7) . . ?
O3 C3 C4 121.6(8) . . ?
N2 C3 C4 116.5(8) . . ?
O4 C4 C5 122.4(8) . . ?
O4 C4 C3 118.6(8) . . ?
C5 C4 C3 118.8(8) . . ?
C4 C5 N3 121.5(8) . . ?
C4 C5 C6 119.6(8) . . ?
N3 C5 C6 118.7(9) . . ?
O5 C6 N4 122.9(8) . . ?
O5 C6 C5 119.4(9) . . ?
N4 C6 C5 117.4(7) . . ?
N4 C7 C8 113.7(7) . . ?
N4 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
N4 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C13 C8 C9 119.0(9) . . ?
C13 C8 C7 119.0(10) . . ?
C9 C8 C7 122.0(9) . . ?
C8 C9 C10 119.9(9) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 118.6(10) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
F1 C11 C10 118.7(9) . . ?
F1 C11 C12 118.4(9) . . ?
C10 C11 C12 122.7(10) . . ?
C13 C12 C11 117.5(9) . . ?
C13 C12 H12 121.3 . . ?
C11 C12 H12 121.3 . . ?
C12 C13 C8 122.0(10) . . ?
C12 C13 H13 119.0 . . ?
C8 C13 H13 119.0 . . ?
O2 C14 N1 127.8(9) . . ?
O2 C14 C15 119.9(9) . . ?
N1 C14 C15 112.3(8) . . ?
N5 C15 O1 113.3(9) . . ?
N5 C15 C14 130.8(9) . . ?
O1 C15 C14 115.9(7) . . ?
N6 C16 O1 112.2(8) . . ?
N6 C16 C17 128.9(8) . . ?
O1 C16 C17 118.8(7) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.4 . . ?
H17B C17 H17C 109.5 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 C19 H19A 109.5 . . ?
C1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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

N1 H1 O2 0.9000 2.0600 2.898(9) 154.00 4_576
O4 H4 O5 0.8200 1.7900 2.514(10) 147.00 .
C20 H20A F1 0.9600 2.4800 3.275(9) 140.00 2_555
C18 H18C O5 0.9600 2.5700 3.420(10) 147.00 3_575

_refine_diff_density_max         0.51
_refine_diff_density_min         -0.46
_refine_diff_density_rms         0.22
_exptl_crystal_colour            Coloress
####################################################################### 
# 
# 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_RLT-Impurity-C
_database_code_depnum_ccdc_archive 'CCDC 2299410'
loop_
_audit_author_name
_audit_author_address
'Palash Sanphui'
;SRM Institute of Science and Technology
India
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2023-12-13 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT340_Impurity-C          
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01107 Ang. 
RESPONSE: This crystal structure has been determined and refined 
from the laboratory X-ray powder diffraction data.
;
# end Validation Reply Form

_audit_creation_method           'MRIA, SHELXL-97'
_chemical_name_systematic        'Raltegravir impurity C'
_chemical_name_common            
2-(2-(2-(2-acetylhydrazinyl)-2-oxoacetamido)propan-2-yl)-N-(4-fluorobenzyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide
_chemical_melting_point          557-560
_chemical_formula_moiety         'C20 H23 F N6 O6'
_chemical_formula_sum            'C20 H23 F N6 O6'
_chemical_formula_weight         462.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  ' -P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9334(12)
_cell_length_b                   12.2058(13)
_cell_length_c                   10.0626(12)
_cell_angle_alpha                65.712(14)
_cell_angle_beta                 92.598(11)
_cell_angle_gamma                97.573(16)
_cell_volume                     1102.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1135
_cell_measurement_theta_min      4.00
_cell_measurement_theta_max      37.53

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             484
_exptl_absorpt_coefficient_mu    0.939
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

#The next three fields give the specimen dimensions in mm.  The equatorial 
# plane contains the incident and diffracted beam.
_pd_spec_size_axial              15 # perpendicular to 
# equatorial plane

_pd_spec_size_equat              1 # parallel to 
# scattering vector 
# in transmission

_pd_spec_size_thick              1 # parallel to 
# scattering vector 
# in reflection

# The next five fields are character fields that describe the specimen.

_pd_spec_mounting                
; 
thin layer on the non-diffracting silicon plate
;
_pd_spec_mount_mode              reflection # options are 'reflection' 
# or 'transmission'

_pd_spec_shape                   flat_sheet # options are 'cylinder',
# 'flat_sheet' or 'irregular'

_pd_char_particle_morphology     ?
_pd_char_colour                  colorless # use ICDD colour descriptions

# The following three fields describe the preparation of the specimen. 
# The cooling rate is in K/min.  The pressure at which the sample was
# prepared is in kPa.  The temperature of preparation is in K.



_pd_prep_cool_rate               ?
_pd_prep_pressure                101
_pd_prep_temperature             295(2)


_exptl_special_details           
; 
 ? 
;

# This following item is used to identify the equipment used to record the
# powder pattern when the diffractogram was measured at a laboratory
# other than the authors' home institution, e.g. when neutron or synchrotron
# radiation is used.

_pd_instr_location               
;
Dept. of Chemistry, Moscow State University, 119234 Moscow, Russia
;

_diffrn_ambient_temperature      295(2)
_diffrn_source                   'Fine focus X-ray tube'
_diffrn_source_target            Cu

_diffrn_radiation_source         'line-focus sealed tube'
_diffrn_radiation_monochromator  'Curved Germanium (111)'
_diffrn_measurement_device       'Stoe Stadi-P'
_diffrn_detector_type            'linear position detector'



_diffrn_reflns_number            ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?


_pd_meas_scan_method             cont # options are 'step', 'cont',
# 'tof', 'fixed' or
# 'disp' (= dispersive)
_pd_meas_special_details         
; ?
;
# The following six items are used for angular dispersive measurements only.

_diffrn_radiation_type           CuK\a~1~
_diffrn_radiation_wavelength     1.54059

# The following four items give details of the measured (not processed)
# powder pattern.  Angles are in degrees.

_pd_meas_number_of_points        7511
_pd_meas_2theta_range_min        5.00
_pd_meas_2theta_range_max        75.10
_pd_meas_2theta_range_inc        0.01

# The following three items are used for time-of-flight measurements only.

_pd_instr_dist_src/spec          ?
_pd_instr_dist_spec/detc         ?
_pd_meas_2theta_fixed            ?

# The following fields are used to identify the programs used.

_computing_data_collection       ?
_computing_cell_refinement       'MRIA (Zlokazov & Chernyshev, 1992)'
_computing_data_reduction        ?
_computing_structure_solution    'simulated annealing (Zhukov et al., 2001)'
_computing_structure_refinement  MRIA
_computing_molecular_graphics    ?
_computing_publication_material  'MRIA, SHELXL97 (Sheldrick, 2008)'

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

# 8. REFINEMENT DATA

# Use the next field to give any special details about the fitting of the
# powder pattern.

_pd_proc_ls_special_details      
; ?
;

# The next three items are given as text
_pd_proc_ls_profile_function     'split-type pseudo-Voigt (Toraya, 1986)'
_pd_proc_ls_pref_orient_corr     
;
March-Dollase (1986),
direction of preferred orientation [100],
texture parameter r = 0.91(1).
;

_pd_proc_ls_background_function  'Chebyshev polynomial up to the 5th order'

_pd_proc_ls_prof_R_factor        0.0246
_pd_proc_ls_prof_wR_factor       0.0323
_pd_proc_ls_prof_wR_expected     0.0166

_refine_special_details          
; 
?
;

_refine_ls_R_I_factor            0.0893
_refine_ls_structure_factor_coef Inet
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      sigma
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_parameters     165
_refine_ls_number_restraints     101
_refine_ls_number_constraints    0

# The following item is the same as CHI, the square root of 'CHI squared = 4.735'
_refine_ls_goodness_of_fit_all   1.946

_refine_ls_restrained_S_all      ?
_refine_ls_restrained_S_obs      ?
_refine_ls_shift/su_max          .003
_refine_ls_shift/su_mean         .001


# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the 
# intensities used in the refinement.
_pd_proc_2theta_range_min        5.00
_pd_proc_2theta_range_max        75.10
_pd_proc_2theta_range_inc        0.01

_pd_proc_wavelength              1.54059

_pd_block_diffractogram_id       
Impurity-C_pattern # The id used for the block
# containing the powder 
# pattern profile (section 11).

# Give appropriate details in the next two text fields.
_pd_proc_info_excluded_regions   none
_pd_proc_info_data_reduction     ?

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

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 -0.3351(5) 0.1867(4) 0.1250(4) 0.075(2) Uiso 1 1 d . . .
O1 O 0.3961(5) 1.0775(4) 0.5045(5) 0.063(3) Uiso 1 1 d . . .
O2 O 0.0909(5) 0.9367(4) 0.4362(5) 0.072(3) Uiso 1 1 d . . .
O3 O 0.3020(5) 1.0913(4) -0.1234(5) 0.065(3) Uiso 1 1 d . . .
O4 O 0.0748(5) 0.9845(4) -0.1878(4) 0.067(3) Uiso 1 1 d . . .
H4 H 0.0077 0.9411 -0.1964 0.100 Uiso 1 1 calc . . .
O5 O -0.1224(6) 0.8077(4) -0.0890(5) 0.073(2) Uiso 1 1 d . . .
O6 O 0.2325(5) 1.4018(4) 0.5321(5) 0.065(3) Uiso 1 1 d . . .
N1 N 0.3074(6) 0.8932(5) 0.4320(6) 0.069(3) Uiso 1 1 d . . .
H1 H 0.3912 0.9120 0.4479 0.083 Uiso 1 1 calc . . .
N2 N 0.2916(6) 0.9549(5) 0.1195(6) 0.080(3) Uiso 1 1 d . . .
N3 N 0.1097(6) 0.7968(5) 0.2001(6) 0.073(3) Uiso 1 1 d . . .
N4 N -0.1432(6) 0.6856(5) 0.1506(6) 0.066(3) Uiso 1 1 d . . .
H4A H -0.1008 0.6530 0.2311 0.079 Uiso 1 1 calc . . .
N5 N 0.1874(6) 1.1174(5) 0.5229(6) 0.068(3) Uiso 1 1 d . . .
H5 H 0.1020 1.0966 0.5165 0.082 Uiso 1 1 calc . . .
N6 N 0.2251(6) 1.2118(5) 0.5611(6) 0.071(3) Uiso 1 1 d . . .
H6 H 0.2589 1.1959 0.6463 0.085 Uiso 1 1 calc . . .
C1 C 0.2747(8) 0.7950(6) 0.3843(7) 0.063(4) Uiso 1 1 d . . .
C2 C 0.2241(8) 0.8542(6) 0.2232(7) 0.070(4) Uiso 1 1 d . . .
C3 C 0.2442(8) 1.0033(7) -0.0243(8) 0.078(4) Uiso 1 1 d . . .
C4 C 0.1169(9) 0.9392(7) -0.0496(8) 0.081(4) Uiso 1 1 d . . .
C5 C 0.0568(8) 0.8383(6) 0.0611(7) 0.082(4) Uiso 1 1 d . . .
C6 C -0.0745(8) 0.7744(6) 0.0377(7) 0.075(4) Uiso 1 1 d . . .
C7 C -0.2841(8) 0.6418(6) 0.1446(7) 0.074(4) Uiso 1 1 d . . .
H7A H -0.3245 0.6975 0.0576 0.089 Uiso 1 1 calc . . .
H7B H -0.3321 0.6376 0.2287 0.089 Uiso 1 1 calc . . .
C8 C -0.2981(8) 0.5187(6) 0.1427(7) 0.079(4) Uiso 1 1 d . . .
C9 C -0.4193(8) 0.4424(7) 0.1825(7) 0.069(4) Uiso 1 1 d . . .
H9 H -0.4936 0.4673 0.2105 0.083 Uiso 1 1 calc . . .
C10 C -0.4297(8) 0.3272(7) 0.1804(8) 0.072(4) Uiso 1 1 d . . .
H10 H -0.5073 0.2719 0.2148 0.086 Uiso 1 1 calc . . .
C11 C -0.3216(9) 0.2994(7) 0.1260(8) 0.074(4) Uiso 1 1 d . . .
C12 C -0.2032(8) 0.3763(6) 0.0775(7) 0.069(4) Uiso 1 1 d . . .
H12 H -0.1309 0.3531 0.0438 0.083 Uiso 1 1 calc . . .
C13 C -0.1950(7) 0.4890(6) 0.0804(8) 0.072(4) Uiso 1 1 d . . .
H13 H -0.1195 0.5456 0.0401 0.086 Uiso 1 1 calc . . .
C14 C 0.2157(8) 0.9559(6) 0.4527(7) 0.068(4) Uiso 1 1 d . . .
C15 C 0.2763(8) 1.0540(6) 0.4943(8) 0.075(4) Uiso 1 1 d . . .
C16 C 0.2133(8) 1.3268(6) 0.4759(7) 0.074(4) Uiso 1 1 d . . .
C17 C 0.1960(8) 1.3650(6) 0.3124(7) 0.067(4) Uiso 1 1 d . . .
H17A H 0.1824 1.2944 0.2915 0.101 Uiso 1 1 calc . . .
H17B H 0.2760 1.4161 0.2622 0.101 Uiso 1 1 calc . . .
H17C H 0.1187 1.4087 0.2804 0.101 Uiso 1 1 calc . . .
C18 C 0.1686(8) 0.6958(6) 0.4843(8) 0.071(4) Uiso 1 1 d . . .
H18A H 0.0877 0.7303 0.4865 0.107 Uiso 1 1 calc . . .
H18B H 0.2042 0.6608 0.5811 0.107 Uiso 1 1 calc . . .
H18C H 0.1474 0.6341 0.4481 0.107 Uiso 1 1 calc . . .
C19 C 0.3997(7) 0.7326(6) 0.3870(7) 0.068(4) Uiso 1 1 d . . .
H19A H 0.4697 0.7912 0.3256 0.102 Uiso 1 1 calc . . .
H19B H 0.3754 0.6704 0.3520 0.102 Uiso 1 1 calc . . .
H19C H 0.4322 0.6971 0.4850 0.102 Uiso 1 1 calc . . .
C20 C 0.4176(8) 1.0216(7) 0.1467(7) 0.071(4) Uiso 1 1 d . . .
H20A H 0.4473 1.0895 0.0580 0.107 Uiso 1 1 calc . . .
H20B H 0.4869 0.9687 0.1801 0.107 Uiso 1 1 calc . . .
H20C H 0.4003 1.0498 0.2196 0.107 Uiso 1 1 calc . . .

_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
F1 C11 1.369(10) . ?
O1 C15 1.197(9) . ?
O2 C14 1.247(9) . ?
O3 C3 1.219(7) . ?
O4 C4 1.338(8) . ?
O4 H4 0.8200 . ?
O5 C6 1.260(9) . ?
O6 C16 1.250(11) . ?
N1 C14 1.338(11) . ?
N1 C1 1.459(11) . ?
N1 H1 0.8600 . ?
N2 C2 1.357(8) . ?
N2 C3 1.405(9) . ?
N2 C20 1.479(10) . ?
N3 C2 1.318(10) . ?
N3 C5 1.382(9) . ?
N4 C6 1.339(8) . ?
N4 C7 1.439(10) . ?
N4 H4A 0.8600 . ?
N5 C15 1.359(12) . ?
N5 N6 1.361(10) . ?
N5 H5 0.8599 . ?
N6 C16 1.328(8) . ?
N6 H6 0.8600 . ?
C1 C18 1.532(9) . ?
C1 C19 1.533(12) . ?
C1 C2 1.569(9) . ?
C3 C4 1.466(12) . ?
C4 C5 1.361(9) . ?
C5 C6 1.490(11) . ?
C7 C8 1.499(11) . ?
C7 H7A 0.9701 . ?
C7 H7B 0.9701 . ?
C8 C13 1.384(12) . ?
C8 C9 1.385(10) . ?
C9 C10 1.405(12) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(13) . ?
C10 H10 0.9301 . ?
C11 C12 1.374(11) . ?
C12 C13 1.379(12) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.473(12) . ?
C16 C17 1.523(10) . ?
C17 H17A 0.9601 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9599 . ?
C18 H18C 0.9602 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9601 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9602 . ?
C20 H20C 0.9598 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O4 H4 109.5 . . ?
C14 N1 C1 124.4(6) . . ?
C14 N1 H1 117.8 . . ?
C1 N1 H1 117.8 . . ?
C2 N2 C3 121.0(6) . . ?
C2 N2 C20 123.9(6) . . ?
C3 N2 C20 115.1(5) . . ?
C2 N3 C5 118.6(5) . . ?
C6 N4 C7 123.6(6) . . ?
C6 N4 H4A 118.2 . . ?
C7 N4 H4A 118.2 . . ?
C15 N5 N6 124.1(6) . . ?
C15 N5 H5 118.0 . . ?
N6 N5 H5 118.0 . . ?
C16 N6 N5 124.5(6) . . ?
C16 N6 H6 117.7 . . ?
N5 N6 H6 117.7 . . ?
N1 C1 C18 111.7(6) . . ?
N1 C1 C19 111.6(6) . . ?
C18 C1 C19 106.1(6) . . ?
N1 C1 C2 106.5(5) . . ?
C18 C1 C2 112.1(6) . . ?
C19 C1 C2 108.9(6) . . ?
N3 C2 N2 123.9(6) . . ?
N3 C2 C1 113.2(5) . . ?
N2 C2 C1 122.9(6) . . ?
O3 C3 N2 124.3(7) . . ?
O3 C3 C4 120.8(6) . . ?
N2 C3 C4 114.9(5) . . ?
O4 C4 C5 125.7(7) . . ?
O4 C4 C3 114.2(6) . . ?
C5 C4 C3 119.9(7) . . ?
C4 C5 N3 121.6(7) . . ?
C4 C5 C6 120.4(6) . . ?
N3 C5 C6 117.9(5) . . ?
O5 C6 N4 120.3(7) . . ?
O5 C6 C5 119.1(5) . . ?
N4 C6 C5 120.5(6) . . ?
N4 C7 C8 110.4(7) . . ?
N4 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N4 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C13 C8 C9 119.7(8) . . ?
C13 C8 C7 118.7(6) . . ?
C9 C8 C7 120.9(8) . . ?
C8 C9 C10 119.8(8) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 117.6(7) . . ?
C11 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C10 C11 F1 116.2(7) . . ?
C10 C11 C12 123.7(8) . . ?
F1 C11 C12 120.1(8) . . ?
C11 C12 C13 117.8(8) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 121.1 . . ?
C12 C13 C8 120.6(7) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
O2 C14 N1 124.5(8) . . ?
O2 C14 C15 122.1(8) . . ?
N1 C14 C15 113.4(7) . . ?
O1 C15 N5 120.8(8) . . ?
O1 C15 C14 123.3(8) . . ?
N5 C15 C14 116.0(7) . . ?
O6 C16 N6 117.7(6) . . ?
O6 C16 C17 122.4(6) . . ?
N6 C16 C17 119.5(8) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 C19 H19A 109.5 . . ?
C1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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

N1 H1 O1 0.86 2.14 2.992(8) 169 2_676
O4 H4 O5 0.82 1.90 2.604(7) 143 .
N4 H4A N3 0.86 2.49 2.819(9) 104 .
N5 H5 O2 0.86 1.94 2.765(8) 159 2_576
N6 H6 O3 0.86 2.19 3.010(7) 159 1_556


_refine_diff_density_max         0.43
_refine_diff_density_min         -0.32
_refine_diff_density_rms         0.19
_exptl_crystal_colour            Colorless
####################################################################### 
# 
# 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_RLT_Impurity-C1
_database_code_depnum_ccdc_archive 'CCDC 2300315'
loop_
_audit_author_name
_audit_author_address
'Palash Sanphui'
;SRM Institute of Science and Technology
India
;
_audit_update_record             
;
2023-10-10 deposited with the CCDC.	2023-12-13 downloaded from the CCDC.
;
_audit_creation_date             2023-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C20 H23 F N6 O6'
_chemical_formula_sum            'C20 H23 F N6 O6'
_chemical_formula_weight         462.44
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   20.759(4)
_cell_length_b                   24.103(5)
_cell_length_c                   9.9434(18)
_cell_angle_alpha                90
_cell_angle_beta                 107.880(6)
_cell_angle_gamma                90
_cell_volume                     4735.1(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9786
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.63
_cell_measurement_theta_min      2.25
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2973
_exptl_crystal_description       block
_exptl_crystal_F_000             1937.1375
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            62545
_diffrn_reflns_theta_full        25.7014
_diffrn_reflns_theta_max         25.70
_diffrn_reflns_theta_min         2.06
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9987
_diffrn_measured_fraction_theta_max 0.9987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              24
_reflns_limit_h_min              -25
_reflns_limit_k_max              29
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                3378
_reflns_number_total             4506
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40E (?, 2016)'
_computing_data_reduction        'SAINT V8.40E (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.3366
_refine_diff_density_min         -0.2699
_refine_diff_density_rms         0.0557
_refine_ls_d_res_high            0.8194
_refine_ls_d_res_low             9.8783
_refine_ls_goodness_of_fit_ref   1.0725
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    57
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4506
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0838
_refine_ls_restrained_S_all      1.0604
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0940P)²+6.4963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2136
_refine_ls_wR_factor_ref         0.2311
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Shared sites
{N41, N42}
3. Restrained distances
4. Restrained planarity
 F11, C91, C101, C111, C121
 with sigma of 0.08
5. Uiso/Uaniso restraints and constraints
Uanis(C71) \\sim Ueq, Uanis(C81) \\sim Ueq, Uanis(C91) \\sim Ueq, Uanis(C101)
\\sim Ueq, Uanis(C111) \\sim Ueq, Uanis(C121) \\sim Ueq, Uanis(F11) \\sim Ueq:
with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C72) \\sim Ueq, Uanis(C82) \\sim Ueq, Uanis(C92) \\sim Ueq, Uanis(C102)
\\sim Ueq, Uanis(C112) \\sim Ueq, Uanis(C122) \\sim Ueq, Uanis(F21) \\sim Ueq:
with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C131) \\sim Ueq, Uanis(C132) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C71) = Uanis(C72)
Uanis(C81) = Uanis(C82)
Uanis(F11) = Uanis(F21)
Uanis(C91) = Uanis(C92)
Uanis(C101) = Uanis(C102)
Uanis(C111) = Uanis(C112)
Uanis(C121) = Uanis(C122)
Uanis(C131) = Uanis(C132)
Uanis(N41) = Uanis(N42)
6. Others
 Sof(N42)=Sof(H42)=Sof(C72)=Sof(H72a)=Sof(H72b)=Sof(C82)=Sof(C92)=Sof(H92)=
 Sof(C102)=Sof(H102)=Sof(C112)=Sof(C122)=Sof(H122)=Sof(C132)=Sof(H132)=Sof(F21)=
 1-FVAR(1)
 Sof(N41)=Sof(H41)=Sof(C71)=Sof(H71a)=Sof(H71b)=Sof(C81)=Sof(C91)=Sof(H91)=
 Sof(C101)=Sof(H101)=Sof(C111)=Sof(C121)=Sof(H121)=Sof(C131)=Sof(H131)=Sof(F11)=
 FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C71(H71a,H71b), C72(H72a,H72b)
7.b Aromatic/amide H refined with riding coordinates:
 N41(H41), C91(H91), C101(H101), C121(H121), C131(H131), N42(H42), C92(H92),
 C102(H102), C122(H122), C132(H132)
7.c Fitted hexagon refined as free rotating group:
 C81(C91,C101,C111,C121,C131), C82(C92,C102,C112,C122,C132)
7.d Tetrahedral OH refined with everything fixed:
 O4(H4)
7.e Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C20(H20a,H20b,
 H20c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
O3 O 0.6529(2) 0.53829(14) 0.5500(6) 0.191(2) Uani 1.000000 . . .
O4 O 0.7568(2) 0.54087(15) 0.7985(6) 0.187(2) Uani 1.000000 . . .
H4 H 0.7351(2) 0.56673(15) 0.7529(6) 0.280(3) Uiso 1.000000 . . .
N1 N 0.58692(12) 0.33735(10) 0.4729(2) 0.0522(6) Uani 1.000000 . . .
O2 O 0.56349(11) 0.35946(11) 0.67350(19) 0.0748(7) Uani 1.000000 . . .
O1 O 0.45213(11) 0.33525(12) 0.3368(2) 0.0833(8) Uani 1.000000 . . .
O6 O 0.34634(15) 0.25829(11) 0.4598(4) 0.1074(10) Uani 1.000000 . . .
N5 N 0.42987(12) 0.34774(12) 0.5418(3) 0.0611(7) Uani 1.000000 . . .
N6 N 0.36062(12) 0.35038(12) 0.4825(2) 0.0574(6) Uani 1.000000 . . .
C6 C 0.8201(3) 0.4377(3) 0.9136(5) 0.1217(18) Uani 1.000000 . . .
C5 C 0.7600(2) 0.44258(19) 0.7832(4) 0.0882(11) Uani 1.000000 . . .
N3 N 0.73457(12) 0.39387(11) 0.7169(3) 0.0633(7) Uani 1.000000 . . .
C2 C 0.68491(14) 0.39547(12) 0.6014(3) 0.0524(7) Uani 1.000000 . . .
C1 C 0.66118(13) 0.33986(12) 0.5310(3) 0.0526(7) Uani 1.000000 . . .
C14 C 0.54554(14) 0.34665(12) 0.5487(3) 0.0537(7) Uani 1.000000 . . .
C15 C 0.47056(14) 0.34184(12) 0.4637(3) 0.0539(7) Uani 1.000000 . . .
C16 C 0.32304(16) 0.30493(14) 0.4453(3) 0.0642(8) Uani 1.000000 . . .
C17 C 0.24939(17) 0.31701(15) 0.3828(4) 0.0775(10) Uani 1.000000 . . .
H17a H 0.2328(3) 0.2998(9) 0.2916(12) 0.1163(15) Uiso 1.000000 GR . .
H17b H 0.2253(2) 0.3026(9) 0.4435(14) 0.1163(15) Uiso 1.000000 GR . .
H17c H 0.2427(2) 0.35640(16) 0.373(3) 0.1163(15) Uiso 1.000000 GR . .
C18 C 0.68462(18) 0.29302(13) 0.6375(4) 0.0723(9) Uani 1.000000 . . .
H18a H 0.6671(10) 0.2988(6) 0.7152(13) 0.1085(14) Uiso 1.000000 GR . .
H18b H 0.6684(11) 0.25825(17) 0.5928(8) 0.1085(14) Uiso 1.000000 GR . .
H18c H 0.73319(18) 0.2925(7) 0.672(2) 0.1085(14) Uiso 1.000000 GR . .
C19 C 0.69173(16) 0.33121(16) 0.4105(3) 0.0745(10) Uani 1.000000 . . .
H19a H 0.6746(10) 0.2974(5) 0.3616(17) 0.1118(15) Uiso 1.000000 GR . .
H19b H 0.6797(11) 0.3618(5) 0.3459(14) 0.1118(15) Uiso 1.000000 GR . .
H19c H 0.74012(18) 0.3290(11) 0.4486(4) 0.1118(15) Uiso 1.000000 GR . .
N2 N 0.65752(14) 0.44470(11) 0.5388(3) 0.0744(8) Uani 1.000000 . . .
C20 C 0.6048(2) 0.44980(18) 0.4001(4) 0.1012(14) Uani 1.000000 . . .
H20a H 0.5609(2) 0.4501(14) 0.4135(5) 0.152(2) Uiso 1.000000 GR . .
H20b H 0.6113(11) 0.4837(7) 0.3554(17) 0.152(2) Uiso 1.000000 GR . .
H20c H 0.6079(11) 0.4189(8) 0.3415(13) 0.152(2) Uiso 1.000000 GR . .
C3 C 0.6791(3) 0.49495(18) 0.6037(7) 0.1174(17) Uani 1.000000 . . .
C4 C 0.7336(3) 0.49228(19) 0.7321(6) 0.1124(16) Uani 1.000000 . . .
N41 N 0.8462(2) 0.3876(2) 0.9456(4) 0.1275(16) Uani 0.452(5) . . 1
H41 H 0.8343(2) 0.3587(2) 0.8929(4) 0.1530(19) Uiso 0.452(5) R . 1
C71 C 0.8981(11) 0.3885(10) 1.084(2) 0.125(4) Uani 0.452(5) . U 1
H71a H 0.8987(11) 0.4240(10) 1.130(2) 0.150(5) Uiso 0.452(5) R . 1
H71b H 0.8900(11) 0.3595(10) 1.144(2) 0.150(5) Uiso 0.452(5) R . 1
C81 C 0.9627(4) 0.3788(4) 1.0529(10) 0.104(3) Uani 0.452(5) . U 1
C91 C 0.9910(5) 0.3262(4) 1.0579(13) 0.145(4) Uani 0.452(5) G U 1
H91 H 0.9709(5) 0.2960(4) 1.0871(13) 0.174(5) Uiso 0.452(5) R . 1
C101 C 1.0494(5) 0.3189(4) 1.0194(15) 0.173(5) Uani 0.452(5) G U 1
H101 H 1.0683(5) 0.2838(4) 1.0227(15) 0.207(6) Uiso 0.452(5) R . 1
C111 C 1.0794(4) 0.3641(6) 0.9757(14) 0.158(5) Uani 0.452(5) G U 1
C121 C 1.0511(5) 0.4166(5) 0.9706(14) 0.165(4) Uani 0.452(5) G U 1
H121 H 1.0713(5) 0.4469(5) 0.9414(14) 0.198(5) Uiso 0.452(5) R . 1
C131 C 0.9928(5) 0.4240(3) 1.0092(13) 0.159(4) Uani 0.452(5) G U 1
H131 H 0.9738(5) 0.4591(3) 1.0058(13) 0.191(4) Uiso 0.452(5) R . 1
F11 F 1.1380(6) 0.3616(8) 0.9485(17) 0.246(5) Uani 0.452(5) . U 1
N42 N 0.8462(2) 0.3876(2) 0.9456(4) 0.1275(16) Uani 0.548(5) . . 2
H42 H 0.8204(2) 0.3615(2) 0.8998(4) 0.1530(19) Uiso 0.548(5) R . 2
C72 C 0.9150(8) 0.3661(8) 1.0507(18) 0.125(4) Uani 0.548(5) . U 2
H72a H 0.9281(8) 0.3908(8) 1.1315(18) 0.150(5) Uiso 0.548(5) R . 2
H72b H 0.9071(8) 0.3298(8) 1.0847(18) 0.150(5) Uiso 0.548(5) R . 2
C82 C 0.9744(3) 0.3615(3) 0.9906(8) 0.104(3) Uani 0.548(5) . U 2
C92 C 0.9817(4) 0.3124(3) 0.9235(10) 0.145(4) Uani 0.548(5) G U 2
H92 H 0.9506(4) 0.2837(3) 0.9151(10) 0.174(5) Uiso 0.548(5) R . 2
C102 C 1.0354(4) 0.3060(3) 0.8689(11) 0.173(5) Uani 0.548(5) G U 2
H102 H 1.0403(4) 0.2731(3) 0.8240(11) 0.207(6) Uiso 0.548(5) R . 2
C112 C 1.0818(4) 0.3487(5) 0.8815(11) 0.158(5) Uani 0.548(5) G U 2
C122 C 1.0745(4) 0.3979(4) 0.9486(12) 0.165(4) Uani 0.548(5) G U 2
H122 H 1.1055(4) 0.4265(4) 0.9570(12) 0.198(5) Uiso 0.548(5) R . 2
C132 C 1.0208(4) 0.4042(3) 1.0031(10) 0.159(4) Uani 0.548(5) G U 2
H132 H 1.0159(4) 0.4371(3) 1.0480(10) 0.191(4) Uiso 0.548(5) R . 2
F21 F 1.1327(5) 0.3409(6) 0.8277(14) 0.246(5) Uani 0.548(5) . U 2
O51 O 0.8410(2) 0.4813(2) 0.9814(5) 0.189(2) Uani 1.000000 . . .
H1 H 0.5673(15) 0.3319(12) 0.385(4) 0.057(8) Uiso 1.000000 . . .
H5 H 0.4446(17) 0.3550(14) 0.631(4) 0.077(10) Uiso 1.000000 . . .
H6 H 0.3442(17) 0.3861(15) 0.465(3) 0.073(10) Uiso 1.000000 . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C3 1.222(6) . ?
O4 H4 0.8200 . ?
O4 C4 1.358(5) . ?
N1 C1 1.472(4) . ?
N1 C14 1.324(3) . ?
N1 H1 0.86(3) . ?
O2 C14 1.221(3) . ?
O1 C15 1.212(3) . ?
O6 C16 1.215(4) . ?
N5 N6 1.378(3) . ?
N5 C15 1.319(4) . ?
N5 H5 0.86(4) . ?
N6 C16 1.330(4) . ?
N6 H6 0.92(4) . ?
C6 C5 1.502(7) . ?
C6 N41 1.322(7) . ?
C6 N42 1.322(7) . ?
C6 O51 1.251(6) . ?
C5 N3 1.371(4) . ?
C5 C4 1.350(6) . ?
N3 C2 1.287(4) . ?
C2 C1 1.522(4) . ?
C2 N2 1.379(4) . ?
C1 C18 1.522(4) . ?
C1 C19 1.532(4) . ?
C14 C15 1.530(4) . ?
C16 C17 1.492(5) . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 0.9600 . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?
N2 C20 1.479(5) . ?
N2 C3 1.380(5) . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C3 C4 1.424(7) . ?
N41 H41 0.8600 . ?
N41 C71 1.46(2) . ?
C71 H71a 0.9700 . ?
C71 H71b 0.9700 . ?
C71 C81 1.48(2) . ?
C81 C91 1.3900 . ?
C81 C131 1.3900 . ?
C91 H91 0.9300 . ?
C91 C101 1.3900 . ?
C101 H101 0.9300 . ?
C101 C111 1.3900 . ?
C111 C121 1.3900 . ?
C111 F11 1.326(14) . ?
C121 H121 0.9300 . ?
C121 C131 1.3900 . ?
C131 H131 0.9300 . ?
N42 H42 0.8600 . ?
N42 C72 1.576(17) . ?
C72 H72a 0.9700 . ?
C72 H72b 0.9700 . ?
C72 C82 1.531(18) . ?
C82 C92 1.3900 . ?
C82 C132 1.3900 . ?
C92 H92 0.9300 . ?
C92 C102 1.3900 . ?
C102 H102 0.9300 . ?
C102 C112 1.3900 . ?
C112 C122 1.3900 . ?
C112 F21 1.336(11) . ?
C122 H122 0.9300 . ?
C122 C132 1.3900 . ?
C132 H132 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O4 H4 109.5 . . ?
C14 N1 C1 123.6(2) . . ?
H1 N1 C1 121(2) . . ?
H1 N1 C14 115(2) . . ?
C15 N5 N6 121.8(2) . . ?
H5 N5 N6 115(2) . . ?
H5 N5 C15 123(2) . . ?
C16 N6 N5 121.8(3) . . ?
H6 N6 N5 114(2) . . ?
H6 N6 C16 124(2) . . ?
O51 C6 C5 117.3(6) . . ?
N3 C5 C6 116.3(4) . . ?
C4 C5 C6 121.9(4) . . ?
C4 C5 N3 121.8(4) . . ?
C2 N3 C5 119.2(3) . . ?
C1 C2 N3 116.2(2) . . ?
N2 C2 N3 122.3(3) . . ?
N2 C2 C1 121.3(2) . . ?
C2 C1 N1 111.6(2) . . ?
C18 C1 N1 108.4(2) . . ?
C18 C1 C2 110.1(2) . . ?
C19 C1 N1 108.8(2) . . ?
C19 C1 C2 109.0(2) . . ?
C19 C1 C18 108.8(3) . . ?
O2 C14 N1 124.9(3) . . ?
C15 C14 N1 113.6(2) . . ?
C15 C14 O2 121.4(2) . . ?
N5 C15 O1 124.9(3) . . ?
C14 C15 O1 121.8(2) . . ?
C14 C15 N5 113.2(2) . . ?
N6 C16 O6 123.4(3) . . ?
C17 C16 O6 123.4(3) . . ?
C17 C16 N6 113.2(3) . . ?
H17a C17 C16 109.5 . . ?
H17b C17 C16 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C16 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
H18a C18 C1 109.5 . . ?
H18b C18 C1 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C1 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H19a C19 C1 109.5 . . ?
H19b C19 C1 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C1 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
C20 N2 C2 125.2(3) . . ?
C3 N2 C2 121.0(3) . . ?
C3 N2 C20 113.8(3) . . ?
H20a C20 N2 109.5 . . ?
H20b C20 N2 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 N2 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
N2 C3 O3 120.6(5) . . ?
C4 C3 O3 123.7(5) . . ?
C4 C3 N2 115.7(4) . . ?
C5 C4 O4 122.6(5) . . ?
C3 C4 O4 117.6(5) . . ?
C3 C4 C5 119.8(4) . . ?
C71 N41 H41 125.0(8) . . ?
H71a C71 N41 110.8(8) . . ?
H71b C71 N41 110.8(11) . . ?
H71b C71 H71a 108.861197847(15) . . ?
C81 C71 N41 104.8(14) . . ?
C81 C71 H71a 110.8(9) . . ?
C81 C71 H71b 110.8(11) . . ?
C91 C81 C71 122.3 . . ?
C131 C81 C71 117.5 . . ?
C131 C81 C91 120.0 . . ?
H91 C91 C81 120.0(3) . . ?
C101 C91 C81 120.0 . . ?
C101 C91 H91 120.0(3) . . ?
H101 C101 C91 120.0(3) . . ?
C111 C101 C91 120.0 . . ?
C111 C101 H101 120.0(3) . . ?
C121 C111 C101 120.0 . . ?
F11 C111 C101 123.8(12) . . ?
F11 C111 C121 116.0(12) . . ?
H121 C121 C111 120.0(3) . . ?
C131 C121 C111 120.0 . . ?
C131 C121 H121 120.0(3) . . ?
C121 C131 C81 120.0 . . ?
H131 C131 C81 120.0(3) . . ?
H131 C131 C121 120.0(3) . . ?
C72 N42 H42 113.5(7) . . ?
H72a C72 N42 108.3(5) . . ?
H72b C72 N42 108.3(8) . . ?
H72b C72 H72a 107.4 . . ?
C82 C72 N42 116.1(12) . . ?
C82 C72 H72a 108.3(6) . . ?
C82 C72 H72b 108.3(8) . . ?
C92 C82 C72 117.9 . . ?
C132 C82 C72 122.1 . . ?
C132 C82 C92 120.0 . . ?
H92 C92 C82 120.0(3) . . ?
C102 C92 C82 120.0 . . ?
C102 C92 H92 120.0(3) . . ?
H102 C102 C92 120.0(3) . . ?
C112 C102 C92 120.0 . . ?
C112 C102 H102 120.0(3) . . ?
C122 C112 C102 120.0 . . ?
F21 C112 C102 118.0(10) . . ?
F21 C112 C122 122.0(10) . . ?
H122 C122 C112 120.0(3) . . ?
C132 C122 C112 120.0 . . ?
C132 C122 H122 120.0(3) . . ?
C122 C132 C82 120.0 . . ?
H132 C132 C82 120.0(3) . . ?
H132 C132 C122 120.0(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
C71 0.0500
C81 0.0500
C91 0.0500
C101 0.0500
C111 0.0500
C121 0.0500
C131 0.0200
F11 0.1000
C72 0.0500
C82 0.0500
C92 0.0500
C102 0.0500
C112 0.0500
C122 0.0500
C132 0.0200
F21 0.1000

_chemical_name_systematic        'Raltegravir impurity C'
_chemical_name_common            
2-(2-(2-(2-acetylhydrazinyl)-2-oxoacetamido)propan-2-yl)-N-(4-fluorobenzyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
