# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_p20231105a
_database_code_depnum_ccdc_archive 'CCDC 2314695'
loop_
_audit_author_name
_audit_author_address
hzlAa Aa
_audit_update_record             
;
2023-12-15 deposited with the CCDC.	2024-08-06 downloaded from the CCDC.
;
_audit_creation_date             2023-11-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H22 N2 O5'
_chemical_formula_sum            'C18 H22 N2 O5'
_chemical_formula_weight         346.37
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_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      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   33.1148(2)
_cell_length_b                   11.25710(10)
_cell_length_c                   9.68660(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3610.94(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    30034
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      78.7630
_cell_measurement_theta_min      4.1290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            50987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.139
_diffrn_reflns_theta_min         4.148
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00 -20.00   0.50    0.50    --    5.00 -31.00 122.00   50
  2  ω    -47.00 -22.00   0.50    0.50    --  -49.00  31.00 -77.00   50
  3  ω    -81.00 -55.00   0.50    0.50    --  -49.00 -31.00 122.00   52
  4  ω   -136.00-110.00   0.50    0.50    --  -49.00 -31.00 122.00   52
  5  ω   -140.00-114.00   0.50    1.50    -- -110.00 -31.00 122.00   52
  6  ω    -84.00 -59.00   0.50    1.50    -- -110.00  31.00 -77.00   50
  7  ω     17.00  43.00   0.50    0.50    --    5.00  57.00  30.00   52
  8  ω      9.00  36.00   0.50    0.50    --    5.00  31.00 -77.00   54
  9  ω    -70.00  40.00   0.50    0.50    --  -49.00  38.00  30.00  220
 10  ω   -138.00 -20.00   0.50    0.50    --  -49.00 -57.00-120.00  236
 11  ω    -50.00 -24.00   0.50    1.50    -- -110.00  38.00  60.00   52
 12  ω   -196.00-170.00   0.50    1.50    -- -110.00 -72.00-180.00   52
 13  ω    -79.00 -39.00   0.50    1.50    -- -110.00  47.00  96.58   80
 14  ω    -96.00 -65.00   0.50    1.50    -- -110.00  72.00 120.00   62
 15  ω    -68.00 -24.00   0.50    1.50    -- -110.00  72.00 -90.00   88
 16  ω   -125.00 -70.00   0.50    1.50    -- -110.00  57.00 120.00  110
 17  ω    -62.00 -37.00   0.50    1.50    -- -110.00  57.00 120.00   50
 18  ω   -135.00 -23.00   0.50    1.50    -- -110.00  61.00  -8.28  224
 19  ω   -162.00 -99.00   0.50    1.50    -- -110.00  19.00 -60.00  126
 20  ω    -74.00 -21.00   0.50    1.50    -- -110.00  19.00 -60.00  106
 21  ω   -114.00 -37.00   0.50    1.50    -- -110.00  61.00 146.94  154
 22  ω   -141.00 -74.00   0.50    1.50    -- -110.00  72.00 -90.00  134
 23  ω   -135.00-109.00   0.50    1.50    -- -110.00  57.00 -60.00   52
 24  ω    -70.00 -45.00   0.50    1.50    -- -110.00  38.00 150.00   50
 25  ω   -126.00 -89.00   0.50    1.50    -- -110.00 -72.00  30.00   74
 26  ω   -121.00 -52.00   0.50    1.50    -- -110.00 -19.00-120.00  138
 27  ω   -148.00 -52.00   0.50    1.50    -- -110.00 -19.00  60.00  192
 28  ω    -87.00 -61.00   0.50    1.50    -- -110.00  57.00  60.00   52
 29  ω    -46.00 -21.00   0.50    1.50    -- -110.00  57.00  60.00   50
 30  ω   -137.00-101.00   0.50    1.50    -- -110.00  57.00 150.00   72
 31  ω    -75.00 -50.00   0.50    1.50    -- -110.00  57.00 150.00   50
 32  ω   -184.00-159.00   0.50    1.50    -- -110.00 -38.00 120.00   50
 33  ω   -125.00-100.00   0.50    1.50    -- -110.00 -38.00 120.00   50
 34  ω   -131.00 -79.00   0.50    1.50    -- -110.00  72.00-120.00  104
 35  ω   -100.00 -53.00   0.50    1.50    -- -110.00  72.00  60.00   94
 36  ω   -176.00-151.00   0.50    1.50    -- -110.00 -49.00 -84.45   50
 37  ω    -81.00 -56.00   0.50    1.50    -- -110.00  57.00  90.00   50
 38  ω   -152.00 -81.00   0.50    1.50    -- -110.00 -43.00 173.22  142
 39  ω   -137.00-112.00   0.50    1.50    -- -110.00  57.00  90.00   50
 40  ω    -69.00 -44.00   0.50    1.50    -- -110.00  57.00 -60.00   50
 41  ω   -195.00-170.00   0.50    1.50    -- -110.00 -57.00 -30.00   50
 42  ω   -197.00-132.00   0.50    1.50    -- -110.00 -49.00 -94.62  130
 43  ω   -135.00-110.00   0.50    1.50    -- -110.00 -72.00-180.00   50
 44  ω   -124.00 -99.00   0.50    1.50    -- -110.00 -72.00 -30.00   50
 45  ω   -125.00 -25.00   0.50    1.50    -- -110.00  72.00  90.00  200
 46  ω   -135.00-110.00   0.50    1.50    -- -110.00  47.00  96.58   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0082628000
_diffrn_orient_matrix_UB_12      -0.0507692000
_diffrn_orient_matrix_UB_13      0.1450333000
_diffrn_orient_matrix_UB_21      -0.0455609000
_diffrn_orient_matrix_UB_22      -0.0215206000
_diffrn_orient_matrix_UB_23      0.0202230000
_diffrn_orient_matrix_UB_31      0.0044668000
_diffrn_orient_matrix_UB_32      -0.1252264000
_diffrn_orient_matrix_UB_33      -0.0621431000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                7592
_reflns_number_total             7787
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 3211 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         7787
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+0.5024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0784
_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:
 C00P(H00P), C014(H014)
2.b Secondary CH2 refined with riding coordinates:
 C011(H01A,H01B), C017(H01I,H01J), C012(H01Q,H01R), C018(H01S,H01T)
2.c Aromatic/amide H refined with riding coordinates:
 C013(H013), C00M(H00M), C00Q(H00Q), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C00N(H00N), C00S(H00S), C00V(H00V), C00X(H00X)
2.d Idealised Me refined as rotating group:
 C015(H01C,H01D,H01E), C016(H01F,H01G,H01H), C01A(H01K,H01L,H01M), C01C(H01N,
 H01O,H01P), C019(H01U,H01V,H01W), C01B(H01X,H01Y,H), C01D(H01Z,HA,HB),
 C01E(H01,HC,HD)
;
_atom_sites_solution_hydrogens   geom
_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
O001 O 0.66446(3) 0.29106(10) 0.24644(11) 0.0258(2) Uani 1 1 d . . . . .
O002 O 0.55510(4) 0.53927(11) 0.41201(12) 0.0295(2) Uani 1 1 d . . . . .
O005 O 0.59731(4) 0.39889(11) 0.49441(13) 0.0341(3) Uani 1 1 d . . . . .
O007 O 0.67109(3) 0.14409(11) 0.40405(13) 0.0304(3) Uani 1 1 d . . . . .
O00A O 0.54647(3) 0.14202(13) 0.38702(15) 0.0392(3) Uani 1 1 d . . . . .
N00D N 0.60866(4) 0.19993(11) 0.32115(13) 0.0216(2) Uani 1 1 d . . . . .
N00E N 0.58977(4) 0.27802(12) 0.23150(13) 0.0218(2) Uani 1 1 d . . . . .
C011 C 0.60021(5) 0.03614(15) 0.49548(18) 0.0291(3) Uani 1 1 d . . . . .
H01A H 0.616591 0.076411 0.567035 0.035 Uiso 1 1 calc R U . . .
H01B H 0.618354 -0.016323 0.441804 0.035 Uiso 1 1 calc R U . . .
C013 C 0.57027(5) 0.25930(16) -0.18584(17) 0.0312(3) Uani 1 1 d . . . . .
H013 H 0.565655 0.259247 -0.282640 0.037 Uiso 1 1 calc R U . . .
C015 C 0.51753(5) 0.66536(17) 0.5638(2) 0.0350(4) Uani 1 1 d . . . . .
H01C H 0.512098 0.717674 0.485087 0.053 Uiso 1 1 calc R U . . .
H01D H 0.518712 0.712642 0.648639 0.053 Uiso 1 1 calc R U . . .
H01E H 0.495915 0.606281 0.571549 0.053 Uiso 1 1 calc R U . . .
C016 C 0.71248(6) 0.3619(2) 0.08800(19) 0.0404(4) Uani 1 1 d . . . . .
H01F H 0.695947 0.322813 0.017447 0.061 Uiso 1 1 calc R U . . .
H01G H 0.740826 0.361612 0.058951 0.061 Uiso 1 1 calc R U . . .
H01H H 0.703326 0.444060 0.099934 0.061 Uiso 1 1 calc R U . . .
C017 C 0.55709(5) 0.60340(17) 0.54252(19) 0.0335(4) Uani 1 1 d . . . . .
H01I H 0.579344 0.662096 0.540056 0.040 Uiso 1 1 calc R U . . .
H01J H 0.562218 0.547331 0.619278 0.040 Uiso 1 1 calc R U . . .
C01A C 0.56783(6) -0.03846(18) 0.5648(2) 0.0391(4) Uani 1 1 d . . . . .
H01K H 0.551335 -0.077554 0.494113 0.059 Uiso 1 1 calc R U . . .
H01L H 0.550644 0.012760 0.621680 0.059 Uiso 1 1 calc R U . . .
H01M H 0.580616 -0.098750 0.623217 0.059 Uiso 1 1 calc R U . . .
C01C C 0.72886(5) 0.35720(18) 0.34194(19) 0.0350(4) Uani 1 1 d . . . . .
H01N H 0.716606 0.435486 0.356165 0.052 Uiso 1 1 calc R U . . .
H01O H 0.757650 0.366706 0.321270 0.052 Uiso 1 1 calc R U . . .
H01P H 0.725697 0.309362 0.425774 0.052 Uiso 1 1 calc R U . . .
C00I C 0.58492(4) 0.25544(14) 0.09315(15) 0.0216(3) Uani 1 1 d . . . . .
C00J C 0.65104(4) 0.20735(13) 0.33162(15) 0.0222(3) Uani 1 1 d . . . . .
C00K C 0.57702(4) 0.44018(14) 0.40277(16) 0.0236(3) Uani 1 1 d . . . . .
C00M C 0.55864(5) 0.43740(14) 0.14444(17) 0.0258(3) Uani 1 1 d . . . . .
H00M H 0.545680 0.512385 0.136430 0.031 Uiso 1 1 calc R U . . .
C00P C 0.70836(4) 0.29593(15) 0.22329(18) 0.0269(3) Uani 1 1 d . . . . .
H00P H 0.719282 0.213563 0.213136 0.032 Uiso 1 1 calc R U . . .
C00Q C 0.59671(5) 0.15650(15) 0.01618(17) 0.0262(3) Uani 1 1 d . . . . .
H00Q H 0.609322 0.089815 0.058057 0.031 Uiso 1 1 calc R U . . .
C00T C 0.57390(4) 0.38908(13) 0.26317(16) 0.0217(3) Uani 1 1 d . . . . .
C00U C 0.58215(4) 0.12768(14) 0.40096(16) 0.0241(3) Uani 1 1 d . . . . .
C00W C 0.56563(4) 0.35514(14) 0.03472(16) 0.0243(3) Uani 1 1 d . . . . .
C00Y C 0.55839(5) 0.35616(16) -0.10868(17) 0.0298(3) Uani 1 1 d . . . . .
H00Y H 0.545599 0.422203 -0.151289 0.036 Uiso 1 1 calc R U . . .
C00Z C 0.58909(5) 0.16050(16) -0.12418(17) 0.0290(3) Uani 1 1 d . . . . .
H00Z H 0.596746 0.095042 -0.180279 0.035 Uiso 1 1 calc R U . . .
O003 O 0.58553(3) 0.76654(11) 0.03568(12) 0.0275(2) Uani 1 1 d . . . . .
O004 O 0.58403(3) 0.63808(11) -0.14323(12) 0.0307(3) Uani 1 1 d . . . . .
O006 O 0.69270(4) 1.03991(11) -0.11541(13) 0.0343(3) Uani 1 1 d . . . . .
O008 O 0.70787(3) 0.65432(12) -0.10768(15) 0.0366(3) Uani 1 1 d . . . . .
O009 O 0.65397(5) 0.89670(12) -0.20805(13) 0.0391(3) Uani 1 1 d . . . . .
N00B N 0.66014(4) 0.77175(11) 0.05413(13) 0.0213(2) Uani 1 1 d . . . . .
N00C N 0.64397(4) 0.69260(11) -0.04005(13) 0.0211(2) Uani 1 1 d . . . . .
C010 C 0.68735(5) 0.84756(15) 0.39865(17) 0.0277(3) Uani 1 1 d . . . . .
H010 H 0.698697 0.914566 0.443911 0.033 Uiso 1 1 calc R U . . .
C012 C 0.65731(5) 0.53762(15) -0.22063(17) 0.0300(3) Uani 1 1 d . . . . .
H01Q H 0.639995 0.575488 -0.291374 0.036 Uiso 1 1 calc R U . . .
H01R H 0.640597 0.479719 -0.169128 0.036 Uiso 1 1 calc R U . . .
C014 C 0.54122(4) 0.77550(16) 0.03579(19) 0.0302(3) Uani 1 1 d . . . . .
H014 H 0.529246 0.696656 0.011566 0.036 Uiso 1 1 calc R U . . .
C018 C 0.69341(6) 1.10507(18) -0.2452(2) 0.0362(4) Uani 1 1 d . . . . .
H01S H 0.670648 1.162001 -0.249080 0.043 Uiso 1 1 calc R U . . .
H01T H 0.690963 1.049516 -0.324026 0.043 Uiso 1 1 calc R U . . .
C019 C 0.73273(5) 1.16980(16) -0.2519(2) 0.0366(4) Uani 1 1 d . . . . .
H01U H 0.733739 1.217508 -0.336457 0.055 Uiso 1 1 calc R U . . .
H01V H 0.754964 1.112365 -0.252200 0.055 Uiso 1 1 calc R U . . .
H01W H 0.735274 1.222012 -0.171412 0.055 Uiso 1 1 calc R U . . .
C01B C 0.69187(7) 0.47260(18) -0.2914(2) 0.0411(4) Uani 1 1 d . . . . .
H01X H 0.707670 0.529115 -0.346230 0.062 Uiso 1 1 calc R U . . .
H01Y H 0.680924 0.410817 -0.352079 0.062 Uiso 1 1 calc R U . . .
H H 0.709277 0.435986 -0.221525 0.062 Uiso 1 1 calc R U . . .
C01D C 0.52892(6) 0.86583(17) -0.0697(3) 0.0432(5) Uani 1 1 d . . . . .
H01Z H 0.540204 0.943399 -0.044758 0.065 Uiso 1 1 calc R U . . .
HA H 0.499395 0.871147 -0.072711 0.065 Uiso 1 1 calc R U . . .
HB H 0.539114 0.842034 -0.160533 0.065 Uiso 1 1 calc R U . . .
C01E C 0.53041(7) 0.8068(3) 0.1819(3) 0.0621(7) Uani 1 1 d . . . . .
H01 H 0.541199 0.746181 0.244488 0.093 Uiso 1 1 calc R U . . .
HC H 0.500970 0.810236 0.191196 0.093 Uiso 1 1 calc R U . . .
HD H 0.542022 0.884263 0.205292 0.093 Uiso 1 1 calc R U . . .
C00F C 0.60171(4) 0.69492(13) -0.05762(15) 0.0217(3) Uani 1 1 d . . . . .
C00G C 0.67207(4) 0.93832(14) -0.11182(17) 0.0237(3) Uani 1 1 d . . . . .
C00H C 0.66395(4) 0.74740(14) 0.19246(15) 0.0210(3) Uani 1 1 d . . . . .
C00L C 0.67418(4) 0.88577(13) 0.02700(16) 0.0216(3) Uani 1 1 d . . . . .
C00N C 0.65323(4) 0.64539(14) 0.26598(16) 0.0246(3) Uani 1 1 d . . . . .
H00N H 0.641895 0.577935 0.221583 0.030 Uiso 1 1 calc R U . . .
C00O C 0.68095(4) 0.84881(14) 0.25510(15) 0.0231(3) Uani 1 1 d . . . . .
C00R C 0.67262(5) 0.63103(14) -0.12269(16) 0.0245(3) Uani 1 1 d . . . . .
C00S C 0.66000(5) 0.64782(16) 0.40672(17) 0.0282(3) Uani 1 1 d . . . . .
H00S H 0.653072 0.580317 0.460605 0.034 Uiso 1 1 calc R U . . .
C00V C 0.68747(5) 0.93406(14) 0.14855(17) 0.0249(3) Uani 1 1 d . . . . .
H00V H 0.698995 1.010726 0.159858 0.030 Uiso 1 1 calc R U . . .
C00X C 0.67692(5) 0.74787(16) 0.47240(17) 0.0300(3) Uani 1 1 d . . . . .
H00X H 0.681184 0.746364 0.569367 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00J 1.3289(19) . ?
O001 C00P 1.4721(18) . ?
O002 C017 1.457(2) . ?
O002 C00K 1.3339(19) . ?
O005 C00K 1.206(2) . ?
O007 C00J 1.2001(19) . ?
O00A C00U 1.2002(19) . ?
N00D N00E 1.3851(17) . ?
N00D C00J 1.4096(18) . ?
N00D C00U 1.4247(19) . ?
N00E C00I 1.3734(19) . ?
N00E C00T 1.3905(19) . ?
C011 H01A 0.9900 . ?
C011 H01B 0.9900 . ?
C011 C01A 1.518(2) . ?
C011 C00U 1.503(2) . ?
C013 H013 0.9500 . ?
C013 C00Y 1.379(3) . ?
C013 C00Z 1.408(3) . ?
C015 H01C 0.9800 . ?
C015 H01D 0.9800 . ?
C015 H01E 0.9800 . ?
C015 C017 1.498(2) . ?
C016 H01F 0.9800 . ?
C016 H01G 0.9800 . ?
C016 H01H 0.9800 . ?
C016 C00P 1.513(2) . ?
C017 H01I 0.9900 . ?
C017 H01J 0.9900 . ?
C01A H01K 0.9800 . ?
C01A H01L 0.9800 . ?
C01A H01M 0.9800 . ?
C01C H01N 0.9800 . ?
C01C H01O 0.9800 . ?
C01C H01P 0.9800 . ?
C01C C00P 1.502(2) . ?
C00I C00Q 1.396(2) . ?
C00I C00W 1.410(2) . ?
C00K C00T 1.473(2) . ?
C00M H00M 0.9500 . ?
C00M C00T 1.369(2) . ?
C00M C00W 1.429(2) . ?
C00P H00P 1.0000 . ?
C00Q H00Q 0.9500 . ?
C00Q C00Z 1.384(2) . ?
C00W C00Y 1.410(2) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
O003 C014 1.4707(17) . ?
O003 C00F 1.3244(19) . ?
O004 C00F 1.2000(19) . ?
O006 C018 1.456(2) . ?
O006 C00G 1.333(2) . ?
O008 C00R 1.205(2) . ?
O009 C00G 1.203(2) . ?
N00B N00C 1.3830(17) . ?
N00B C00H 1.3735(19) . ?
N00B C00L 1.3903(19) . ?
N00C C00F 1.4099(19) . ?
N00C C00R 1.4218(19) . ?
C010 H010 0.9500 . ?
C010 C00O 1.407(2) . ?
C010 C00X 1.374(3) . ?
C012 H01Q 0.9900 . ?
C012 H01R 0.9900 . ?
C012 C01B 1.522(2) . ?
C012 C00R 1.504(2) . ?
C014 H014 1.0000 . ?
C014 C01D 1.498(3) . ?
C014 C01E 1.501(3) . ?
C018 H01S 0.9900 . ?
C018 H01T 0.9900 . ?
C018 C019 1.493(3) . ?
C019 H01U 0.9800 . ?
C019 H01V 0.9800 . ?
C019 H01W 0.9800 . ?
C01B H01X 0.9800 . ?
C01B H01Y 0.9800 . ?
C01B H 0.9800 . ?
C01D H01Z 0.9800 . ?
C01D HA 0.9800 . ?
C01D HB 0.9800 . ?
C01E H01 0.9800 . ?
C01E HC 0.9800 . ?
C01E HD 0.9800 . ?
C00G C00L 1.471(2) . ?
C00H C00N 1.397(2) . ?
C00H C00O 1.410(2) . ?
C00L C00V 1.369(2) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.382(2) . ?
C00O C00V 1.426(2) . ?
C00S H00S 0.9500 . ?
C00S C00X 1.410(3) . ?
C00V H00V 0.9500 . ?
C00X H00X 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00J O001 C00P 116.82(12) . . ?
C00K O002 C017 116.60(13) . . ?
N00E N00D C00J 117.21(12) . . ?
N00E N00D C00U 115.09(12) . . ?
C00J N00D C00U 127.47(12) . . ?
N00D N00E C00T 127.08(12) . . ?
C00I N00E N00D 123.18(13) . . ?
C00I N00E C00T 109.73(13) . . ?
H01A C011 H01B 108.0 . . ?
C01A C011 H01A 109.3 . . ?
C01A C011 H01B 109.3 . . ?
C00U C011 H01A 109.3 . . ?
C00U C011 H01B 109.3 . . ?
C00U C011 C01A 111.56(14) . . ?
C00Y C013 H013 119.3 . . ?
C00Y C013 C00Z 121.39(15) . . ?
C00Z C013 H013 119.3 . . ?
H01C C015 H01D 109.5 . . ?
H01C C015 H01E 109.5 . . ?
H01D C015 H01E 109.5 . . ?
C017 C015 H01C 109.5 . . ?
C017 C015 H01D 109.5 . . ?
C017 C015 H01E 109.5 . . ?
H01F C016 H01G 109.5 . . ?
H01F C016 H01H 109.5 . . ?
H01G C016 H01H 109.5 . . ?
C00P C016 H01F 109.5 . . ?
C00P C016 H01G 109.5 . . ?
C00P C016 H01H 109.5 . . ?
O002 C017 C015 108.07(14) . . ?
O002 C017 H01I 110.1 . . ?
O002 C017 H01J 110.1 . . ?
C015 C017 H01I 110.1 . . ?
C015 C017 H01J 110.1 . . ?
H01I C017 H01J 108.4 . . ?
C011 C01A H01K 109.5 . . ?
C011 C01A H01L 109.5 . . ?
C011 C01A H01M 109.5 . . ?
H01K C01A H01L 109.5 . . ?
H01K C01A H01M 109.5 . . ?
H01L C01A H01M 109.5 . . ?
H01N C01C H01O 109.5 . . ?
H01N C01C H01P 109.5 . . ?
H01O C01C H01P 109.5 . . ?
C00P C01C H01N 109.5 . . ?
C00P C01C H01O 109.5 . . ?
C00P C01C H01P 109.5 . . ?
N00E C00I C00Q 129.49(15) . . ?
N00E C00I C00W 107.30(13) . . ?
C00Q C00I C00W 123.19(14) . . ?
O001 C00J N00D 109.28(12) . . ?
O007 C00J O001 126.79(14) . . ?
O007 C00J N00D 123.89(14) . . ?
O002 C00K C00T 110.49(13) . . ?
O005 C00K O002 125.16(15) . . ?
O005 C00K C00T 124.33(14) . . ?
C00T C00M H00M 126.0 . . ?
C00T C00M C00W 107.91(13) . . ?
C00W C00M H00M 126.0 . . ?
O001 C00P C016 103.84(13) . . ?
O001 C00P C01C 110.28(13) . . ?
O001 C00P H00P 109.7 . . ?
C016 C00P H00P 109.7 . . ?
C01C C00P C016 113.37(15) . . ?
C01C C00P H00P 109.7 . . ?
C00I C00Q H00Q 121.7 . . ?
C00Z C00Q C00I 116.60(16) . . ?
C00Z C00Q H00Q 121.7 . . ?
N00E C00T C00K 121.82(13) . . ?
C00M C00T N00E 108.14(13) . . ?
C00M C00T C00K 129.93(14) . . ?
O00A C00U N00D 117.96(14) . . ?
O00A C00U C011 123.55(15) . . ?
N00D C00U C011 118.48(13) . . ?
C00I C00W C00M 106.91(13) . . ?
C00Y C00W C00I 118.62(15) . . ?
C00Y C00W C00M 134.45(16) . . ?
C013 C00Y C00W 118.63(16) . . ?
C013 C00Y H00Y 120.7 . . ?
C00W C00Y H00Y 120.7 . . ?
C013 C00Z H00Z 119.2 . . ?
C00Q C00Z C013 121.56(16) . . ?
C00Q C00Z H00Z 119.2 . . ?
C00F O003 C014 116.48(12) . . ?
C00G O006 C018 117.59(14) . . ?
N00C N00B C00L 126.83(13) . . ?
C00H N00B N00C 123.41(13) . . ?
C00H N00B C00L 109.75(12) . . ?
N00B N00C C00F 116.87(12) . . ?
N00B N00C C00R 115.29(12) . . ?
C00F N00C C00R 127.11(13) . . ?
C00O C010 H010 120.5 . . ?
C00X C010 H010 120.5 . . ?
C00X C010 C00O 118.96(16) . . ?
H01Q C012 H01R 108.0 . . ?
C01B C012 H01Q 109.3 . . ?
C01B C012 H01R 109.3 . . ?
C00R C012 H01Q 109.3 . . ?
C00R C012 H01R 109.3 . . ?
C00R C012 C01B 111.53(16) . . ?
O003 C014 H014 109.6 . . ?
O003 C014 C01D 108.50(14) . . ?
O003 C014 C01E 104.75(15) . . ?
C01D C014 H014 109.6 . . ?
C01D C014 C01E 114.76(19) . . ?
C01E C014 H014 109.6 . . ?
O006 C018 H01S 110.3 . . ?
O006 C018 H01T 110.3 . . ?
O006 C018 C019 107.29(15) . . ?
H01S C018 H01T 108.5 . . ?
C019 C018 H01S 110.3 . . ?
C019 C018 H01T 110.3 . . ?
C018 C019 H01U 109.5 . . ?
C018 C019 H01V 109.5 . . ?
C018 C019 H01W 109.5 . . ?
H01U C019 H01V 109.5 . . ?
H01U C019 H01W 109.5 . . ?
H01V C019 H01W 109.5 . . ?
C012 C01B H01X 109.5 . . ?
C012 C01B H01Y 109.5 . . ?
C012 C01B H 109.5 . . ?
H01X C01B H01Y 109.5 . . ?
H01X C01B H 109.5 . . ?
H01Y C01B H 109.5 . . ?
C014 C01D H01Z 109.5 . . ?
C014 C01D HA 109.5 . . ?
C014 C01D HB 109.5 . . ?
H01Z C01D HA 109.5 . . ?
H01Z C01D HB 109.5 . . ?
HA C01D HB 109.5 . . ?
C014 C01E H01 109.5 . . ?
C014 C01E HC 109.5 . . ?
C014 C01E HD 109.5 . . ?
H01 C01E HC 109.5 . . ?
H01 C01E HD 109.5 . . ?
HC C01E HD 109.5 . . ?
O003 C00F N00C 109.30(12) . . ?
O004 C00F O003 126.77(14) . . ?
O004 C00F N00C 123.92(14) . . ?
O006 C00G C00L 110.16(13) . . ?
O009 C00G O006 124.71(15) . . ?
O009 C00G C00L 125.12(14) . . ?
N00B C00H C00N 129.64(14) . . ?
N00B C00H C00O 107.16(13) . . ?
C00N C00H C00O 123.19(14) . . ?
N00B C00L C00G 121.89(13) . . ?
C00V C00L N00B 108.14(13) . . ?
C00V C00L C00G 129.92(14) . . ?
C00H C00N H00N 121.8 . . ?
C00S C00N C00H 116.45(15) . . ?
C00S C00N H00N 121.8 . . ?
C010 C00O C00H 118.52(15) . . ?
C010 C00O C00V 134.39(16) . . ?
C00H C00O C00V 107.09(13) . . ?
O008 C00R N00C 118.19(14) . . ?
O008 C00R C012 123.68(15) . . ?
N00C C00R C012 118.09(13) . . ?
C00N C00S H00S 119.1 . . ?
C00N C00S C00X 121.70(16) . . ?
C00X C00S H00S 119.1 . . ?
C00L C00V C00O 107.85(14) . . ?
C00L C00V H00V 126.1 . . ?
C00O C00V H00V 126.1 . . ?
C010 C00X C00S 121.17(15) . . ?
C010 C00X H00X 119.4 . . ?
C00S C00X H00X 119.4 . . ?

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
O002 C00K C00T N00E -171.80(13) . . . . ?
O002 C00K C00T C00M 12.4(2) . . . . ?
O005 C00K C00T N00E 9.6(2) . . . . ?
O005 C00K C00T C00M -166.17(16) . . . . ?
N00D N00E C00I C00Q 0.3(2) . . . . ?
N00D N00E C00I C00W -178.36(12) . . . . ?
N00D N00E C00T C00K 2.4(2) . . . . ?
N00D N00E C00T C00M 178.97(14) . . . . ?
N00E N00D C00J O001 -1.16(18) . . . . ?
N00E N00D C00J O007 -179.07(14) . . . . ?
N00E N00D C00U O00A -1.8(2) . . . . ?
N00E N00D C00U C011 176.90(13) . . . . ?
N00E C00I C00Q C00Z -177.54(15) . . . . ?
N00E C00I C00W C00M -0.84(16) . . . . ?
N00E C00I C00W C00Y 177.75(14) . . . . ?
C017 O002 C00K O005 1.9(2) . . . . ?
C017 O002 C00K C00T -176.70(13) . . . . ?
C01A C011 C00U O00A 2.6(2) . . . . ?
C01A C011 C00U N00D -176.00(15) . . . . ?
C00I N00E C00T C00K -176.28(13) . . . . ?
C00I N00E C00T C00M 0.33(17) . . . . ?
C00I C00Q C00Z C013 -0.2(2) . . . . ?
C00I C00W C00Y C013 0.4(2) . . . . ?
C00J O001 C00P C016 158.88(14) . . . . ?
C00J O001 C00P C01C -79.35(17) . . . . ?
C00J N00D N00E C00I 85.94(18) . . . . ?
C00J N00D N00E C00T -92.52(17) . . . . ?
C00J N00D C00U O00A 172.55(16) . . . . ?
C00J N00D C00U C011 -8.7(2) . . . . ?
C00K O002 C017 C015 -149.90(15) . . . . ?
C00M C00W C00Y C013 178.48(17) . . . . ?
C00P O001 C00J O007 9.3(2) . . . . ?
C00P O001 C00J N00D -168.54(12) . . . . ?
C00Q C00I C00W C00M -179.60(14) . . . . ?
C00Q C00I C00W C00Y -1.0(2) . . . . ?
C00T N00E C00I C00Q 178.99(15) . . . . ?
C00T N00E C00I C00W 0.34(16) . . . . ?
C00T C00M C00W C00I 1.05(17) . . . . ?
C00T C00M C00W C00Y -177.22(17) . . . . ?
C00U N00D N00E C00I -99.09(16) . . . . ?
C00U N00D N00E C00T 82.45(18) . . . . ?
C00U N00D C00J O001 -175.42(14) . . . . ?
C00U N00D C00J O007 6.7(3) . . . . ?
C00W C00I C00Q C00Z 0.9(2) . . . . ?
C00W C00M C00T N00E -0.86(17) . . . . ?
C00W C00M C00T C00K 175.39(15) . . . . ?
C00Y C013 C00Z C00Q -0.4(3) . . . . ?
C00Z C013 C00Y C00W 0.3(2) . . . . ?
O006 C00G C00L N00B -170.74(13) . . . . ?
O006 C00G C00L C00V 12.0(2) . . . . ?
O009 C00G C00L N00B 10.1(2) . . . . ?
O009 C00G C00L C00V -167.12(17) . . . . ?
N00B N00C C00F O003 -7.33(18) . . . . ?
N00B N00C C00F O004 173.90(14) . . . . ?
N00B N00C C00R O008 -2.1(2) . . . . ?
N00B N00C C00R C012 175.97(13) . . . . ?
N00B C00H C00N C00S -178.59(15) . . . . ?
N00B C00H C00O C010 178.84(13) . . . . ?
N00B C00H C00O C00V -0.56(16) . . . . ?
N00B C00L C00V C00O -1.02(17) . . . . ?
N00C N00B C00H C00N -0.2(2) . . . . ?
N00C N00B C00H C00O -179.14(12) . . . . ?
N00C N00B C00L C00G 1.9(2) . . . . ?
N00C N00B C00L C00V 179.72(13) . . . . ?
C010 C00O C00V C00L -178.28(17) . . . . ?
C014 O003 C00F O004 1.2(2) . . . . ?
C014 O003 C00F N00C -177.52(13) . . . . ?
C018 O006 C00G O009 -0.1(2) . . . . ?
C018 O006 C00G C00L -179.24(14) . . . . ?
C01B C012 C00R O008 3.1(2) . . . . ?
C01B C012 C00R N00C -174.81(14) . . . . ?
C00F O003 C014 C01D -84.35(18) . . . . ?
C00F O003 C014 C01E 152.64(17) . . . . ?
C00F N00C C00R O008 167.74(15) . . . . ?
C00F N00C C00R C012 -14.2(2) . . . . ?
C00G O006 C018 C019 -149.50(15) . . . . ?
C00G C00L C00V C00O 176.53(14) . . . . ?
C00H N00B N00C C00F 87.22(17) . . . . ?
C00H N00B N00C C00R -101.88(16) . . . . ?
C00H N00B C00L C00G -177.10(13) . . . . ?
C00H N00B C00L C00V 0.68(16) . . . . ?
C00H C00N C00S C00X -0.2(2) . . . . ?
C00H C00O C00V C00L 0.98(17) . . . . ?
C00L N00B N00C C00F -91.69(17) . . . . ?
C00L N00B N00C C00R 79.21(18) . . . . ?
C00L N00B C00H C00N 178.88(14) . . . . ?
C00L N00B C00H C00O -0.06(16) . . . . ?
C00N C00H C00O C010 -0.2(2) . . . . ?
C00N C00H C00O C00V -179.59(14) . . . . ?
C00N C00S C00X C010 0.1(3) . . . . ?
C00O C010 C00X C00S -0.1(2) . . . . ?
C00O C00H C00N C00S 0.2(2) . . . . ?
C00R N00C C00F O003 -177.00(13) . . . . ?
C00R N00C C00F O004 4.2(2) . . . . ?
C00X C010 C00O C00H 0.1(2) . . . . ?
C00X C010 C00O C00V 179.31(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 2.804
_oxdiff_exptl_absorpt_empirical_full_min 0.590
