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

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

data_pyg1017_ww
_database_code_depnum_ccdc_archive 'CCDC 1812008'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.	2020-08-14 downloaded from the CCDC.
;
_audit_creation_date             2017-10-18
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.09.16 svn.r3215 for OlexSys, GUI svn.r5097)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H17 F N3 O5 P'
_chemical_formula_sum            'C15 H18 F0.50 N3 O6 P'
_chemical_formula_weight         369.29
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 N1 P1 O1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
N N 0.0311 0.0180 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.2111(2)
_cell_length_b                   6.05545(12)
_cell_length_c                   13.6909(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.986(3)
_cell_angle_gamma                90
_cell_volume                     855.66(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4703
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      72.9090
_cell_measurement_theta_min      4.2630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.831
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             393
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8887
_diffrn_reflns_point_group_measured_fraction_full 0.826
_diffrn_reflns_point_group_measured_fraction_max 0.804
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.050
_diffrn_reflns_theta_min         3.507
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.00 -18.00   1.00    1.00    --  -37.03 -38.00-180.00   88
  2  ω   -105.00 -10.00   1.00    1.00    --  -37.03 -77.00 -30.00   95
  3  ω    -56.00  32.00   1.00    1.00    --  -37.03  38.00 120.00   88
  4  ω    -32.00  56.00   1.00    1.00    --   37.03 -38.00 120.00   88
  5  ω     44.00 110.00   1.00    1.00    --   37.03-162.00 169.00   66
  6  ω     41.00 116.00   1.00    2.00    --  110.47-112.00 -60.00   75
  7  ω     41.00 109.00   1.00    2.00    --  110.47 -95.00-150.00   68
  8  ω     93.00 178.00   1.00    2.00    --  110.47  45.00 -90.00   85
  9  ω     44.00 129.00   1.00    2.00    --  110.47 -61.00 150.00   85
 10  ω     41.00 132.00   1.00    2.00    --  110.47 -30.00  60.00   91
 11  ω     41.00 132.00   1.00    2.00    --  110.47 -30.00 150.00   91
 12  ω     44.00 129.00   1.00    2.00    --  110.47 -61.00-120.00   85
 13  ω   -105.00 -10.00   1.00    1.00    --  -37.03 -77.00-180.00   95
 14  ω   -104.00 -20.00   1.00    1.00    --  -37.03 -57.00  30.00   84
 15  ω   -106.00 -18.00   1.00    1.00    --  -37.03 -38.00  60.00   88
 16  ω    -30.00  54.00   1.00    1.00    --   37.03 -57.00 -30.00   84
 17  ω      1.00  76.00   1.00    1.00    --   37.03 -99.00 -60.00   75
 18  ω     89.00 178.00   1.00    2.00    --  110.47  30.00 120.00   89
 19  ω     84.00 178.00   1.00    2.00    --  110.47  77.00-180.00   94
 20  ω     93.00 178.00   1.00    2.00    --  110.47  45.00-120.00   85
 21  ω     72.00 178.00   1.00    2.00    --  110.47  15.00  30.00  106
 22  ω     41.00 109.00   1.00    2.00    --  110.47 -95.00  90.00   68
 23  ω   -105.00 -10.00   1.00    1.00    --  -37.03 -77.00 120.00   95
 24  ω   -104.00 -20.00   1.00    1.00    --  -37.03 -57.00 -30.00   84
 25  ω   -105.00 -10.00   1.00    1.00    --  -37.03 -77.00 -90.00   95
 26  ω    -30.00  54.00   1.00    1.00    --   37.03 -57.00-150.00   84
 27  ω     24.00  91.00   1.00    1.00    --   37.03-126.00-150.00   67
 28  ω     93.00 132.00   1.00    2.00    --  110.47  45.00 150.00   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0644516000
_diffrn_orient_matrix_UB_12      -0.0354808000
_diffrn_orient_matrix_UB_13      -0.1208768000
_diffrn_orient_matrix_UB_21      0.1343336000
_diffrn_orient_matrix_UB_22      -0.0016708000
_diffrn_orient_matrix_UB_23      -0.0060065000
_diffrn_orient_matrix_UB_31      0.0082579000
_diffrn_orient_matrix_UB_32      -0.2520117000
_diffrn_orient_matrix_UB_33      0.0170868000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.490
_reflns_Friedel_fraction_full    0.613
_reflns_Friedel_fraction_max     0.586
_reflns_number_gt                2639
_reflns_number_total             2756
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_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         0.265
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 828 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      0.989
_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)+(0.0690P)²+0.2148P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1070
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C(HA,HB)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4AA(H4AA), C3AA(H3AA), C6(H6), C7(H7)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
P1 P 1.06600(7) 0.29735(14) 0.80119(6) 0.0217(2) Uani 1 1 d . . . . .
O1 O 1.1729(2) 0.1539(5) 0.80461(19) 0.0287(6) Uani 1 1 d . . . . .
O3 O 0.6617(2) 0.3173(5) 0.83491(17) 0.0321(6) Uani 1 1 d . . . . .
O4 O 1.0094(2) 0.2615(5) 0.88775(17) 0.0310(6) Uani 1 1 d . . . . .
O0AA O 1.0990(2) 0.5501(4) 0.82066(18) 0.0280(5) Uani 1 1 d . . . . .
O6 N 0.7282(2) 0.3165(6) 0.70114(19) 0.0237(6) Uani 1 1 d . . . . .
O7 O 0.7803(2) 0.6059(5) 0.8178(2) 0.0336(6) Uani 1 1 d . . . . .
C1AA C 0.7290(3) 0.4299(7) 0.7893(2) 0.0252(7) Uani 1 1 d . . . . .
N N 0.9492(2) 0.1434(6) 0.6075(2) 0.0251(6) Uani 1 1 d . . . . .
C0AA C 0.9345(3) 0.2807(7) 0.6763(2) 0.0221(6) Uani 1 1 d . . . . .
C1 C 0.7373(3) 0.5431(7) 0.4556(3) 0.0278(8) Uani 1 1 d . . . . .
H1 H 0.7883 0.6680 0.4812 0.033 Uiso 1 1 calc R . . . .
N2 N 0.9613(3) 0.0283(6) 0.5471(2) 0.0359(8) Uani 1 1 d . . . . .
C2AA C 0.7272(3) 0.3867(6) 0.5259(2) 0.0218(7) Uani 1 1 d . . . . .
C4AA C 0.6680(3) 0.1121(6) 0.6674(3) 0.0258(7) Uani 1 1 d . . . . .
H4AA H 0.6503 0.0211 0.7148 0.031 Uiso 1 1 calc R . . . .
C3 C 0.5980(3) 0.3243(8) 0.3135(2) 0.0328(9) Uani 1 1 d . . . . .
C4 C 0.8056(3) 0.4054(6) 0.6442(2) 0.0220(7) Uani 1 1 d . . . . .
H4 H 0.8238 0.5617 0.6626 0.026 Uiso 1 1 calc R . . . .
C3AA C 0.6711(3) 0.5134(8) 0.3466(3) 0.0318(8) Uani 1 1 d . . . . .
H3AA H 0.6761 0.6171 0.2982 0.038 Uiso 1 1 calc R . . . .
C6 C 0.6359(3) 0.0478(7) 0.5671(3) 0.0274(8) Uani 1 1 d . . . . .
H6 H 0.6034 -0.0936 0.5466 0.033 Uiso 1 1 calc R . . . .
C7 C 0.5859(3) 0.1652(7) 0.3805(3) 0.0292(8) Uani 1 1 d . . . . .
H7 H 0.5357 0.0399 0.3540 0.035 Uiso 1 1 calc R . . . .
C8 C 0.6513(3) 0.1970(6) 0.4896(3) 0.0243(7) Uani 1 1 d . . . . .
C C 0.6643(4) 0.4079(9) 0.9347(3) 0.0393(10) Uani 1 1 d . . . . .
HA H 0.6329 0.5588 0.9248 0.047 Uiso 1 1 calc R . . . .
HB H 0.7519 0.4062 0.9884 0.047 Uiso 1 1 calc R . . . .
C5 C 1.1681(4) 0.6425(8) 0.7600(3) 0.0392(9) Uani 1 1 d . . . . .
H5A H 1.1153 0.6307 0.6856 0.059 Uiso 1 1 calc GR . . . .
H5B H 1.2474 0.5628 0.7757 0.059 Uiso 1 1 calc GR . . . .
H5C H 1.1872 0.7951 0.7786 0.059 Uiso 1 1 calc GR . . . .
C11 C 0.9695(4) 0.0408(8) 0.9045(3) 0.0412(10) Uani 1 1 d . . . . .
H11A H 0.8884 0.0051 0.8481 0.062 Uiso 1 1 calc GR . . . .
H11B H 0.9598 0.0359 0.9710 0.062 Uiso 1 1 calc GR . . . .
H11C H 1.0341 -0.0642 0.9053 0.062 Uiso 1 1 calc GR . . . .
C12 C 0.5783(5) 0.2641(11) 0.9671(3) 0.0570(14) Uani 1 1 d . . . . .
H12A H 0.4919 0.2683 0.9134 0.086 Uiso 1 1 calc GR . . . .
H12B H 0.5773 0.3163 1.0330 0.086 Uiso 1 1 calc GR . . . .
H12C H 0.6100 0.1152 0.9757 0.086 Uiso 1 1 calc GR . . . .
F1AA F 0.5333(2) 0.2945(6) 0.20686(14) 0.0471(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.466(2) . ?
P1 O4 1.563(2) . ?
P1 O0AA 1.573(3) . ?
P1 C0AA 1.772(3) . ?
O3 C1AA 1.339(4) . ?
O3 C 1.461(4) . ?
O4 C11 1.455(5) . ?
O0AA C5 1.450(4) . ?
O6 C1AA 1.385(4) . ?
O6 C4AA 1.399(5) . ?
O6 C4 1.476(4) . ?
O7 C1AA 1.201(5) . ?
N C0AA 1.313(4) . ?
N N2 1.129(4) . ?
C0AA C4 1.536(4) . ?
C1 H1 0.9300 . ?
C1 C2AA 1.386(5) . ?
C1 C3AA 1.395(5) . ?
C2AA C4 1.515(4) . ?
C2AA C8 1.400(5) . ?
C4AA H4AA 0.9300 . ?
C4AA C6 1.334(5) . ?
C3 C3AA 1.378(6) . ?
C3 C7 1.372(6) . ?
C3 F1AA 1.365(4) . ?
C4 H4 0.9800 . ?
C3AA H3AA 0.9300 . ?
C6 H6 0.9300 . ?
C6 C8 1.454(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.397(5) . ?
C HA 0.9700 . ?
C HB 0.9700 . ?
C C12 1.490(6) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
O1 P1 O4 117.55(14) . . ?
O1 P1 O0AA 115.84(14) . . ?
O1 P1 C0AA 111.02(15) . . ?
O4 P1 O0AA 98.34(14) . . ?
O4 P1 C0AA 107.04(13) . . ?
O0AA P1 C0AA 105.73(17) . . ?
C1AA O3 C 115.8(3) . . ?
C11 O4 P1 119.2(2) . . ?
C5 O0AA P1 114.9(2) . . ?
C1AA O6 C4AA 124.3(3) . . ?
C1AA O6 C4 118.3(3) . . ?
C4AA O6 C4 117.1(3) . . ?
O3 C1AA O6 110.0(3) . . ?
O7 C1AA O3 125.9(3) . . ?
O7 C1AA O6 124.2(3) . . ?
N2 N C0AA 178.8(4) . . ?
N C0AA P1 116.0(2) . . ?
N C0AA C4 118.3(3) . . ?
C4 C0AA P1 125.7(2) . . ?
C2AA C1 H1 120.0 . . ?
C2AA C1 C3AA 120.1(4) . . ?
C3AA C1 H1 120.0 . . ?
C1 C2AA C4 121.4(3) . . ?
C1 C2AA C8 121.2(3) . . ?
C8 C2AA C4 117.3(3) . . ?
O6 C4AA H4AA 120.0 . . ?
C6 C4AA O6 120.0(3) . . ?
C6 C4AA H4AA 120.0 . . ?
C7 C3 C3AA 124.4(3) . . ?
F1AA C3 C3AA 117.5(4) . . ?
F1AA C3 C7 118.2(4) . . ?
O6 C4 C0AA 110.6(3) . . ?
O6 C4 C2AA 108.8(2) . . ?
O6 C4 H4 108.8 . . ?
C0AA C4 H4 108.8 . . ?
C2AA C4 C0AA 110.9(3) . . ?
C2AA C4 H4 108.8 . . ?
C1 C3AA H3AA 121.3 . . ?
C3 C3AA C1 117.3(3) . . ?
C3 C3AA H3AA 121.3 . . ?
C4AA C6 H6 119.7 . . ?
C4AA C6 C8 120.6(3) . . ?
C8 C6 H6 119.7 . . ?
C3 C7 H7 121.0 . . ?
C3 C7 C8 118.1(4) . . ?
C8 C7 H7 121.0 . . ?
C2AA C8 C6 118.7(3) . . ?
C7 C8 C2AA 119.0(3) . . ?
C7 C8 C6 122.2(3) . . ?
O3 C HA 110.5 . . ?
O3 C HB 110.5 . . ?
O3 C C12 106.3(4) . . ?
HA C HB 108.7 . . ?
C12 C HA 110.5 . . ?
C12 C HB 110.5 . . ?
O0AA C5 H5A 109.5 . . ?
O0AA C5 H5B 109.5 . . ?
O0AA C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C C12 H12A 109.5 . . ?
C C12 H12B 109.5 . . ?
C C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
P1 C0AA C4 O6 -70.4(4) . . . . ?
P1 C0AA C4 C2AA 168.8(3) . . . . ?
O1 P1 O4 C11 -52.0(3) . . . . ?
O1 P1 O0AA C5 47.7(3) . . . . ?
O1 P1 C0AA N 1.5(4) . . . . ?
O1 P1 C0AA C4 179.3(3) . . . . ?
O4 P1 O0AA C5 173.9(2) . . . . ?
O4 P1 C0AA N -128.0(3) . . . . ?
O4 P1 C0AA C4 49.8(4) . . . . ?
O0AA P1 O4 C11 -177.0(3) . . . . ?
O0AA P1 C0AA N 127.9(3) . . . . ?
O0AA P1 C0AA C4 -54.3(3) . . . . ?
O6 C4AA C6 C8 -6.0(5) . . . . ?
C1AA O3 C C12 177.1(4) . . . . ?
C1AA O6 C4AA C6 158.7(3) . . . . ?
C1AA O6 C4 C0AA 100.0(3) . . . . ?
C1AA O6 C4 C2AA -138.0(3) . . . . ?
N C0AA C4 O6 107.3(4) . . . . ?
N C0AA C4 C2AA -13.5(5) . . . . ?
C0AA P1 O4 C11 73.7(3) . . . . ?
C0AA P1 O0AA C5 -75.7(3) . . . . ?
C1 C2AA C4 O6 146.3(3) . . . . ?
C1 C2AA C4 C0AA -91.9(4) . . . . ?
C1 C2AA C8 C6 -175.0(3) . . . . ?
C1 C2AA C8 C7 0.6(5) . . . . ?
C2AA C1 C3AA C3 -0.5(5) . . . . ?
C4AA O6 C1AA O3 -1.4(4) . . . . ?
C4AA O6 C1AA O7 -179.6(3) . . . . ?
C4AA O6 C4 C0AA -74.6(3) . . . . ?
C4AA O6 C4 C2AA 47.5(4) . . . . ?
C4AA C6 C8 C2AA 14.7(5) . . . . ?
C4AA C6 C8 C7 -160.7(3) . . . . ?
C3 C7 C8 C2AA -0.8(5) . . . . ?
C3 C7 C8 C6 174.6(3) . . . . ?
C4 O6 C1AA O3 -175.5(3) . . . . ?
C4 O6 C1AA O7 6.2(5) . . . . ?
C4 O6 C4AA C6 -27.1(4) . . . . ?
C4 C2AA C8 C6 9.5(4) . . . . ?
C4 C2AA C8 C7 -174.9(3) . . . . ?
C3AA C1 C2AA C4 175.4(3) . . . . ?
C3AA C1 C2AA C8 0.1(5) . . . . ?
C3AA C3 C7 C8 0.5(5) . . . . ?
C7 C3 C3AA C1 0.2(5) . . . . ?
C8 C2AA C4 O6 -38.2(4) . . . . ?
C8 C2AA C4 C0AA 83.6(3) . . . . ?
C O3 C1AA O6 174.6(3) . . . . ?
C O3 C1AA O7 -7.2(5) . . . . ?
F1AA C3 C3AA C1 -179.8(3) . . . . ?
F1AA C3 C7 C8 -179.5(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-10-17
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.614
_oxdiff_exptl_absorpt_empirical_full_min 0.460
####################################################################### 
# 
# 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_pyg191108
_database_code_depnum_ccdc_archive 'CCDC 1974617'
_audit_update_record             
;
2019-12-29 deposited with the CCDC.	2020-08-14 downloaded from the CCDC.
;
_audit_creation_date             2019-11-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H18 Br N3 O4'
_chemical_formula_sum            'C16 H18 Br N3 O4'
_chemical_formula_weight         396.24
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 Br1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
Br Br -0.6763 1.2805 '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'
O O 0.0492 0.0322 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.32373(10)
_cell_length_b                   15.62333(14)
_cell_length_c                   8.25080(10)
_cell_angle_alpha                90
_cell_angle_beta                 112.6346(15)
_cell_angle_gamma                90
_cell_volume                     871.35(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7954
_cell_measurement_temperature    294.0(3)
_cell_measurement_theta_max      71.6830
_cell_measurement_theta_min      5.6530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.440
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9511
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.692
_diffrn_reflns_theta_min         5.664
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00  33.00   1.00    1.00    --  -36.10   0.00 -90.00  138
  2  ω    -53.00  31.00   1.00    1.00    --  -36.10  57.00 -60.00   84
  3  ω    -53.00  31.00   1.00    1.00    --  -36.10  57.00  90.00   84
  4  ω     24.00  90.00   1.00    1.00    --   36.10-126.00  30.00   66
  5  ω     24.00  90.00   1.00    1.00    --   36.10-126.00-180.00   66
  6  ω     24.00  90.00   1.00    1.00    --   36.10-126.00-120.00   66
  7  ω     38.00 129.00   1.00    1.00    --  107.97 -30.00   0.00   91
  8  ω     39.00 110.00   1.00    1.00    --  107.97 -95.00  90.00   71
  9  ω    101.00 178.00   1.00    1.00    --  107.97 112.00 -90.00   77
 10  ω     38.00 112.00   1.00    1.00    --  107.97-112.00-120.00   74
 11  ω     39.00 110.00   1.00    1.00    --  107.97 -95.00  30.00   71
 12  ω    101.00 178.00   1.00    1.00    --  107.97 112.00 120.00   77
 13  ω     87.00 178.00   1.00    1.00    --  107.97  30.00-120.00   91
 14  ω     39.00 110.00   1.00    1.00    --  107.97 -95.00 -60.00   71
 15  ω    101.00 178.00   1.00    1.00    --  107.97 112.00-120.00   77
 16  ω     41.00 126.00   1.00    1.00    --  107.97 -61.00-150.00   85
 17  ω     41.00 126.00   1.00    1.00    --  107.97 -61.00 120.00   85
 18  ω     90.00 175.00   1.00    1.00    --  107.97  61.00 -30.00   85
 19  ω     91.00 176.00   1.00    1.00    --  107.97  45.00-180.00   85
 20  ω     38.00 129.00   1.00    1.00    --  107.97 -30.00-180.00   91
 21  ω   -103.00 -19.00   1.00    1.00    --  -36.10 -57.00 150.00   84
 22  ω   -103.00 -19.00   1.00    1.00    --  -36.10 -57.00  60.00   84
 23  ω   -104.00  -9.00   1.00    1.00    --  -36.10 -77.00 -90.00   95
 24  ω    -55.00  33.00   1.00    1.00    --  -36.10  38.00  60.00   88
 25  ω   -104.00  -9.00   1.00    1.00    --  -36.10 -77.00   0.00   95
 26  ω      9.00 104.00   1.00    1.00    --   36.10  77.00-180.00   95
 27  ω     70.00 178.00   1.00    1.00    --  107.97  15.00  90.00  108
 28  ω     87.00 178.00   1.00    1.00    --  107.97  30.00 -60.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1998156000
_diffrn_orient_matrix_UB_12      0.0221640000
_diffrn_orient_matrix_UB_13      -0.1476385000
_diffrn_orient_matrix_UB_21      -0.0875016000
_diffrn_orient_matrix_UB_22      -0.0847409000
_diffrn_orient_matrix_UB_23      0.0331343000
_diffrn_orient_matrix_UB_31      -0.0658875000
_diffrn_orient_matrix_UB_32      0.0452911000
_diffrn_orient_matrix_UB_33      0.1343367000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                3277
_reflns_number_total             3335
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Flack x determined using 1511 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.033(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3335
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.041
_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)+(0.0730P)²+0.2510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1063
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N3-H3B \\sim N3-H3A
 with sigma of 0.001
3.a Ternary CH refined with riding coordinates:
 C12(H12)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C15(H15A,H15B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C9(H9), C10(H10)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Br1 Br 0.76227(11) 0.77244(8) -0.31499(9) 0.0821(3) Uani 1 1 d . . . . .
O1 O 1.1627(4) 0.53135(19) 0.5483(4) 0.0467(7) Uani 1 1 d . . . . .
O2 O 1.1881(6) 0.6733(2) 0.5932(5) 0.0612(9) Uani 1 1 d . . . . .
O3 O 0.4526(6) 0.4842(3) 0.2473(7) 0.0715(11) Uani 1 1 d . . . . .
O4 O 0.5635(4) 0.60537(19) 0.1727(4) 0.0466(6) Uani 1 1 d . . . . .
N1 N 1.0008(5) 0.6179(2) 0.3244(4) 0.0374(6) Uani 1 1 d . . . . .
N2 N 0.8296(6) 0.4103(2) 0.2986(5) 0.0483(8) Uani 1 1 d . . . . .
N3 N 0.7093(9) 0.3563(2) 0.3300(8) 0.0672(12) Uani 1 1 d D . . . .
C1 C 1.3144(13) 0.4253(4) 0.7567(10) 0.098(3) Uani 1 1 d . . . . .
H1A H 1.381313 0.403317 0.685751 0.147 Uiso 1 1 calc GR . . . .
H1B H 1.187399 0.398278 0.723292 0.147 Uiso 1 1 calc GR . . . .
H1C H 1.391760 0.413580 0.878132 0.147 Uiso 1 1 calc GR . . . .
C2 C 1.2877(8) 0.5186(4) 0.7304(7) 0.0602(12) Uani 1 1 d . . . . .
H2A H 1.225987 0.542184 0.805588 0.072 Uiso 1 1 calc R . . . .
H2B H 1.414454 0.546505 0.757888 0.072 Uiso 1 1 calc R . . . .
C3 C 1.1232(6) 0.6122(3) 0.4978(5) 0.0419(8) Uani 1 1 d . . . . .
C4 C 0.9495(6) 0.7003(3) 0.2541(6) 0.0443(8) Uani 1 1 d . . . . .
H4 H 0.968864 0.746089 0.331061 0.053 Uiso 1 1 calc R . . . .
C5 C 0.8747(7) 0.7160(3) 0.0829(6) 0.0481(9) Uani 1 1 d . . . . .
H5 H 0.841890 0.771759 0.042675 0.058 Uiso 1 1 calc R . . . .
C6 C 0.8434(5) 0.6462(3) -0.0429(5) 0.0419(8) Uani 1 1 d . . . . .
C7 C 0.7898(7) 0.6594(3) -0.2218(6) 0.0537(10) Uani 1 1 d . . . . .
C8 C 0.7635(9) 0.5922(5) -0.3382(7) 0.0680(14) Uani 1 1 d . . . . .
H8 H 0.726299 0.602540 -0.457610 0.082 Uiso 1 1 calc R . . . .
C9 C 0.7931(9) 0.5108(4) -0.2749(8) 0.0698(14) Uani 1 1 d . . . . .
H9 H 0.775798 0.465277 -0.352138 0.084 Uiso 1 1 calc R . . . .
C10 C 0.8490(7) 0.4945(3) -0.0962(6) 0.0525(10) Uani 1 1 d . . . . .
H10 H 0.869762 0.438507 -0.054848 0.063 Uiso 1 1 calc R . . . .
C11 C 0.8737(5) 0.5619(2) 0.0200(5) 0.0393(8) Uani 1 1 d . . . . .
C12 C 0.9347(5) 0.5405(2) 0.2141(5) 0.0365(7) Uani 1 1 d . . . . .
H12 H 1.051033 0.503303 0.245108 0.044 Uiso 1 1 calc R . . . .
C13 C 0.7789(5) 0.4890(2) 0.2498(5) 0.0383(7) Uani 1 1 d . . . . .
C14 C 0.5827(6) 0.5231(3) 0.2229(5) 0.0414(8) Uani 1 1 d . . . . .
C15 C 0.3797(7) 0.6482(4) 0.1524(8) 0.0627(12) Uani 1 1 d . . . . .
H15A H 0.267728 0.612839 0.084055 0.075 Uiso 1 1 calc R . . . .
H15B H 0.374536 0.658206 0.266574 0.075 Uiso 1 1 calc R . . . .
C16 C 0.3719(10) 0.7285(4) 0.0642(16) 0.101(3) Uani 1 1 d . . . . .
H16A H 0.389203 0.718431 -0.043800 0.152 Uiso 1 1 calc GR . . . .
H16B H 0.475352 0.765324 0.138061 0.152 Uiso 1 1 calc GR . . . .
H16C H 0.245949 0.755136 0.039536 0.152 Uiso 1 1 calc GR . . . .
H3A H 0.610(5) 0.370(4) 0.326(8) 0.07(2) Uiso 1 1 d D . . . .
H3B H 0.743(9) 0.311(2) 0.355(9) 0.068(19) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C7 1.906(5) . ?
O1 C2 1.441(5) . ?
O1 C3 1.326(5) . ?
O2 C3 1.213(5) . ?
O3 C14 1.210(5) . ?
O4 C14 1.342(5) . ?
O4 C15 1.454(5) . ?
N1 C3 1.368(5) . ?
N1 C4 1.403(5) . ?
N1 C12 1.479(4) . ?
N2 N3 1.315(6) . ?
N2 C13 1.303(5) . ?
C1 C2 1.476(8) . ?
C4 C5 1.327(7) . ?
C5 C6 1.461(6) . ?
C6 C7 1.389(6) . ?
C6 C11 1.402(6) . ?
C7 C8 1.386(8) . ?
C8 C9 1.360(10) . ?
C9 C10 1.393(8) . ?
C10 C11 1.389(6) . ?
C11 C12 1.525(5) . ?
C12 C13 1.515(5) . ?
C13 C14 1.467(5) . ?
C15 C16 1.439(9) . ?

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
C3 O1 C2 115.7(3) . . ?
C14 O4 C15 117.3(3) . . ?
C3 N1 C4 117.1(3) . . ?
C3 N1 C12 121.2(3) . . ?
C4 N1 C12 121.6(3) . . ?
C13 N2 N3 122.2(4) . . ?
O1 C2 C1 106.5(5) . . ?
O1 C3 N1 111.5(3) . . ?
O2 C3 O1 124.2(4) . . ?
O2 C3 N1 124.2(4) . . ?
C5 C4 N1 123.0(4) . . ?
C4 C5 C6 120.4(4) . . ?
C7 C6 C5 123.1(4) . . ?
C7 C6 C11 118.2(4) . . ?
C11 C6 C5 118.6(4) . . ?
C6 C7 Br1 120.6(4) . . ?
C8 C7 Br1 117.2(4) . . ?
C8 C7 C6 122.1(5) . . ?
C9 C8 C7 118.9(5) . . ?
C8 C9 C10 121.0(5) . . ?
C11 C10 C9 120.0(5) . . ?
C6 C11 C12 122.4(3) . . ?
C10 C11 C6 119.8(4) . . ?
C10 C11 C12 117.8(4) . . ?
N1 C12 C11 111.2(3) . . ?
N1 C12 C13 114.0(3) . . ?
C13 C12 C11 112.5(3) . . ?
N2 C13 C12 114.5(3) . . ?
N2 C13 C14 122.4(4) . . ?
C14 C13 C12 123.0(3) . . ?
O3 C14 O4 122.4(4) . . ?
O3 C14 C13 125.5(4) . . ?
O4 C14 C13 112.0(3) . . ?
C16 C15 O4 108.3(4) . . ?


_olex2_date_sample_data_collection 2019-11-08
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.748
_oxdiff_exptl_absorpt_empirical_full_min 0.760
