# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_AALEUOMe
_database_code_depnum_ccdc_archive 'CCDC 1533670'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_chemical_formula_moiety         'C23 H36 N2 O6'
_chemical_formula_sum            'C23 H36 N2 O6'
_chemical_formula_weight         436.55
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 '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 '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 '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 '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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z
3 x+1/2,y+1/2,z
4 -x+1/2,y+1/2,-z

_cell_length_a                   18.8735(10)
_cell_length_b                   9.5367(4)
_cell_length_c                   27.4383(17)
_cell_angle_alpha                90
_cell_angle_beta                 104.585(6)
_cell_angle_gamma                90
_cell_volume                     4779.5(5)
_cell_formula_units_Z            8
_cell_measurement_theta_max      24.9870
_cell_measurement_theta_min      2.0930
_cell_measurement_reflns_used    4421
_cell_measurement_temperature    100.00(10)
_exptl_absorpt_coefficient_mu    0.087
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.359
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.125
_exptl_crystal_density_diffrn    1.2133
_exptl_crystal_F_000             1889.0224
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8577
_diffrn_reflns_theta_full        25.015557
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.17
_diffrn_measured_fraction_theta_max 0.767697
_diffrn_measured_fraction_theta_full 1.000
_diffrn_radiation_wavelength     0.71073
_diffrn_ambient_temperature      100.00(10)
_diffrn_measurement_device       'four-circle diffractometer'
_reflns_Friedel_coverage         0.504
_reflns_limit_h_max              22
_reflns_limit_h_min              -22
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              32
_reflns_limit_l_min              -32
_reflns_number_gt                6005
_reflns_number_total             6507
_reflns_threshold_expression     I>=2u(I)
_refine_diff_density_max         0.343778
_refine_diff_density_min         -0.309707
_refine_diff_density_rms         0.082756
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.0(10)
_refine_ls_d_res_high            0.840376
_refine_ls_d_res_low             9.394266
_refine_ls_goodness_of_fit_ref   1.166788
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    110
_refine_ls_number_parameters     572
_refine_ls_number_reflns         6507
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.050435
_refine_ls_R_factor_gt           0.046071
_refine_ls_restrained_S_all      1.166788
_refine_ls_shift/su_max          0.09
_refine_ls_shift/su_mean         0.0045
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.159827
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
O O -0.39964(12) -0.0381(2) -1.02057(8) 0.0214(5) Uani 1.000000 .
O1 O -0.38884(11) 0.0817(3) -0.83341(8) 0.0228(6) Uani 1.000000 .
O2 O -0.71315(11) -1.0625(3) -0.34856(8) 0.0215(5) Uani 1.000000 .
O3 O -0.33082(12) -0.4194(2) -0.47029(8) 0.0213(5) Uani 1.000000 .
O4 O -0.41216(13) -0.2410(3) -0.85528(9) 0.0267(6) Uani 1.000000 .
O5 O -0.41601(12) -0.3640(3) -0.28068(8) 0.0241(6) Uani 1.000000 .
N6 N -0.49707(13) -0.0191(3) -0.86904(9) 0.0168(6) Uani 1.000000 .
C7 C -0.44043(17) -0.2192(4) -0.81631(12) 0.0179(7) Uani 1.000000 .
C8 C -0.37285(16) 0.1331(4) -0.93295(12) 0.0180(7) Uani 1.000000 .
C9 C -0.59752(17) 0.2764(4) -0.91777(12) 0.0195(7) Uani 1.000000 .
C10 C -0.49654(16) -0.1000(3) -0.82456(11) 0.0173(7) Uani 1.000000 .
C11 C -0.57143(17) -0.1561(4) -0.82333(12) 0.0213(7) Uani 1.000000 .
C12 C -0.60413(18) -0.6408(4) -0.31170(13) 0.0260(8) Uani 1.000000 .
C13 C -0.44990(17) -0.9317(3) -0.40371(13) 0.0212(8) Uani 1.000000 .
C14 C -0.52877(15) -0.5690(4) -0.29740(11) 0.0183(7) Uani 1.000000 .
C15 C -0.42545(17) -0.3479(4) -1.03801(14) 0.0290(8) Uani 1.000000 .
C17 C -0.66632(18) -0.5324(5) -0.31821(14) 0.0339(9) Uani 1.000000 .
O18 O -0.34113(12) -0.2171(2) -0.97067(8) 0.0220(6) Uani 1.000000 .
O19 O -0.40214(11) -0.5926(3) -0.51589(8) 0.0208(5) Uani 1.000000 .
O1a O -0.72075(11) 0.4130(3) -0.84724(8) 0.0222(5) Uani 1.000000 .
O1b O -0.39362(11) -0.6868(3) -0.33320(8) 0.0221(5) Uani 1.000000 .
O1c O -0.42352(12) -0.2864(3) -0.77747(8) 0.0259(6) Uani 1.000000 .
O1d O -0.40709(12) -0.3749(3) -0.36027(8) 0.0234(5) Uani 1.000000 .
N1e N -0.34124(13) -0.6212(3) -0.43365(9) 0.0176(6) Uani 1.000000 .
N1f N -0.34943(13) -0.0110(3) -0.93659(10) 0.0176(6) Uani 1.000000 .
N1g N -0.49860(13) -0.5939(3) -0.38031(9) 0.0155(6) Uani 1.000000 .
C1h C -0.44090(16) 0.0668(4) -0.86985(11) 0.0155(7) Uani 1.000000 .
C1i C -0.44193(16) -0.6830(4) -0.37306(12) 0.0157(7) Uani 1.000000 .
C1j C -0.51763(17) -1.0521(4) -0.34757(11) 0.0192(7) Uani 1.000000 .
C1k C -0.64751(16) -1.0358(4) -0.35959(11) 0.0183(7) Uani 1.000000 .
C1l C -0.36196(15) -0.5481(4) -0.47693(11) 0.0157(7) Uani 1.000000 .
C1m C -0.51926(16) -0.9655(3) -0.38845(12) 0.0168(7) Uani 1.000000 .
C1n C -0.52650(16) 0.4093(3) -0.84972(12) 0.0176(7) Uani 1.000000 .
C1o C -0.44588(16) 0.1454(4) -0.91852(12) 0.0170(7) Uani 1.000000 .
C1p C -0.65573(16) 0.3893(4) -0.85980(11) 0.0175(7) Uani 1.000000 .
C1q C -0.36439(16) -0.7641(4) -0.42897(12) 0.0177(7) Uani 1.000000 .
C1r C -0.36651(15) -0.0845(4) -0.97949(11) 0.0169(7) Uani 1.000000 .
C1s C -0.58838(16) 0.4408(4) -0.83311(12) 0.0182(7) Uani 1.000000 .
C1t C -0.65968(17) 0.3060(4) -0.90199(12) 0.0192(7) Uani 1.000000 .
C1u C -0.52940(17) 0.3290(4) -0.89235(12) 0.0190(7) Uani 1.000000 .
C1v C -0.43794(17) -0.4075(4) -0.32251(12) 0.0185(7) Uani 1.000000 .
C1w C -0.65078(17) -0.9493(4) -0.40083(12) 0.0198(7) Uani 1.000000 .
C1x C -0.58792(17) -0.9141(4) -0.41508(12) 0.0198(7) Uani 1.000000 .
C1y C -0.58066(16) -1.0893(4) -0.33281(12) 0.0183(7) Uani 1.000000 .
C1z C -0.71157(17) -1.1342(4) -0.30295(13) 0.0273(9) Uani 1.000000 .
C20 C -0.43916(17) -0.7778(4) -0.41698(12) 0.0172(7) Uani 1.000000 .
C21 C -0.34257(17) -0.3167(4) -0.51130(12) 0.0200(7) Uani 1.000000 .
C22 C -0.71643(18) 0.4820(4) -0.80027(12) 0.0280(9) Uani 1.000000 .
C23 C -0.34580(18) -0.3181(4) -1.01223(12) 0.0220(8) Uani 1.000000 .
C24 C -0.29630(19) -0.1936(4) -0.48703(14) 0.0288(8) Uani 1.000000 .
C25 C -0.3102(2) -0.4485(4) -0.98457(15) 0.0379(10) Uani 1.000000 .
C26 C -0.46150(17) 0.3013(4) -0.91057(13) 0.0209(8) Uani 1.000000 .
C27 C -0.34020(18) -0.2966(4) -0.34565(14) 0.0286(8) Uani 1.000000 .
C28 C -0.30252(18) -0.2654(4) -1.04744(13) 0.0283(9) Uani 1.000000 .
C29 C -0.42299(17) -0.2750(4) -0.52755(14) 0.0299(9) Uani 1.000000 .
C2a C -0.50704(16) -0.4965(3) -0.34120(12) 0.0176(7) Uani 1.000000 .
C2b C -0.35317(19) -0.3424(4) -0.84773(15) 0.0311(9) Uani 1.000000 .
C2d C -0.31462(18) -0.3737(4) -0.55474(13) 0.0271(8) Uani 1.000000 .
C2e C -0.6108(2) -0.7478(4) -0.27270(16) 0.0360(10) Uani 1.000000 .
C1 C -0.63063(17) -0.0428(4) -0.82708(13) 0.0244(8) Uani 1.000000 .
C2 C -0.6076(2) 0.0709(4) -0.78743(15) 0.0372(10) Uani 1.000000 .
C3 C -0.7016(2) -0.1128(5) -0.82283(16) 0.0392(10) Uani 1.000000 .
H1n H -0.48139(16) 0.4434(3) -0.83157(12) 0.0211(8) Uiso 1.000000 R
H1s H -0.58470(16) 0.4955(4) -0.80452(12) 0.0218(8) Uiso 1.000000 R
H1t H -0.70458(17) 0.2699(4) -0.91968(12) 0.0230(9) Uiso 1.000000 R
H9 H -0.60113(17) 0.2201(4) -0.94597(12) 0.0234(9) Uiso 1.000000 R
H1y H -0.57790(16) -1.1488(4) -0.30553(12) 0.0219(8) Uiso 1.000000 R
H1j H -0.47275(17) -1.0868(4) -0.32927(11) 0.0230(9) Uiso 1.000000 R
H1x H -0.59104(17) -0.8555(4) -0.44265(12) 0.0237(9) Uiso 1.000000 R
H1w H -0.69575(17) -0.9147(4) -0.41902(12) 0.0238(9) Uiso 1.000000 R
H6 H -0.53341(13) -0.0259(3) -0.89513(9) 0.0202(7) Uiso 1.000000 R
H8a H -0.33545(16) 0.1820(4) -0.90802(12) 0.0216(8) Uiso 1.000000 R
H8b H -0.37728(16) 0.1791(4) -0.96510(12) 0.0216(8) Uiso 1.000000 R
H10 H -0.48120(16) -0.0363(3) -0.79579(11) 0.0207(8) Uiso 1.000000 R
H11a H -0.58756(17) -0.2215(4) -0.85099(12) 0.0255(9) Uiso 1.000000 R
H11b H -0.56677(17) -0.2079(4) -0.79224(12) 0.0255(9) Uiso 1.000000 R
H12 H -0.60917(18) -0.6893(4) -0.34388(13) 0.0312(10) Uiso 1.000000 R
H13a H -0.40868(17) -0.9590(3) -0.37641(13) 0.0255(9) Uiso 1.000000 R
H13b H -0.44846(17) -0.9890(3) -0.43263(13) 0.0255(9) Uiso 1.000000 R
H14a H -0.52872(15) -0.5000(4) -0.27143(11) 0.0219(8) Uiso 1.000000 R
H14b H -0.49198(15) -0.6388(4) -0.28318(11) 0.0219(8) Uiso 1.000000 R
H15a H -0.4482(4) -0.394(2) -1.0148(3) 0.0435(13) Uiso 1.000000 G
H15b H -0.4504(4) -0.2613(5) -1.0488(8) 0.0435(13) Uiso 1.000000 G
H15c H -0.42810(18) -0.407(2) -1.0667(6) 0.0435(13) Uiso 1.000000 G
H17a H -0.6632(9) -0.486(2) -0.2867(3) 0.0508(14) Uiso 1.000000 G
H17b H -0.6618(9) -0.4646(17) -0.3431(7) 0.0508(14) Uiso 1.000000 G
H17c H -0.71270(18) -0.5792(6) -0.3289(10) 0.0508(14) Uiso 1.000000 G
H1e H -0.31314(13) -0.5814(3) -0.40779(9) 0.0212(7) Uiso 1.000000 R
H1f H -0.32340(13) -0.0508(3) -0.90992(10) 0.0211(7) Uiso 1.000000 R
H1g H -0.53078(13) -0.5942(3) -0.40876(9) 0.0186(7) Uiso 1.000000 R
H1o H -0.48532(16) 0.1060(4) -0.94533(12) 0.0204(8) Uiso 1.000000 R
H1qa H -0.36618(16) -0.8132(4) -0.46022(12) 0.0212(8) Uiso 1.000000 R
H1qb H -0.32792(16) -0.8102(4) -0.40256(12) 0.0212(8) Uiso 1.000000 R
H1za H -0.6904(12) -1.2254(11) -0.3037(4) 0.0410(13) Uiso 1.000000 G
H1zb H -0.6827(11) -1.0818(13) -0.27508(14) 0.0410(13) Uiso 1.000000 G
H1zc H -0.7606(2) -1.144(2) -0.2992(5) 0.0410(13) Uiso 1.000000 G
H20 H -0.47782(17) -0.7506(4) -0.44658(12) 0.0206(8) Uiso 1.000000 R
H22a H -0.6939(12) 0.5722(11) -0.8004(3) 0.0419(13) Uiso 1.000000 G
H22b H -0.7648(2) 0.494(2) -0.7956(5) 0.0419(13) Uiso 1.000000 G
H22c H -0.6877(11) 0.4263(13) -0.77328(13) 0.0419(13) Uiso 1.000000 G
H24a H -0.3121(9) -0.1631(16) -0.4581(5) 0.0431(13) Uiso 1.000000 G
H24b H -0.2459(2) -0.2215(8) -0.4768(8) 0.0431(13) Uiso 1.000000 G
H24c H -0.3016(10) -0.1180(10) -0.5108(3) 0.0431(13) Uiso 1.000000 G
H25a H -0.3377(9) -0.4792(17) -0.9615(7) 0.0569(15) Uiso 1.000000 G
H25b H -0.3094(13) -0.5216(10) -1.00849(17) 0.0569(15) Uiso 1.000000 G
H25c H -0.2610(5) -0.4270(9) -0.9663(8) 0.0569(15) Uiso 1.000000 G
H26a H -0.41966(17) 0.3405(4) -0.88634(13) 0.0250(9) Uiso 1.000000 R
H26b H -0.46615(17) 0.3505(4) -0.94217(13) 0.0250(9) Uiso 1.000000 R
H27a H -0.3225(8) -0.277(2) -0.3748(2) 0.0429(13) Uiso 1.000000 G
H27b H -0.3490(3) -0.2099(13) -0.3304(9) 0.0429(13) Uiso 1.000000 G
H27c H -0.3043(5) -0.3502(12) -0.3220(7) 0.0429(13) Uiso 1.000000 G
H28a H -0.3047(12) -0.3327(13) -1.0738(6) 0.0425(13) Uiso 1.000000 G
H28b H -0.3227(9) -0.1779(14) -1.0619(7) 0.0425(13) Uiso 1.000000 G
H28c H -0.2525(4) -0.252(3) -1.0292(2) 0.0425(13) Uiso 1.000000 G
H29a H -0.4517(2) -0.3542(9) -0.5426(9) 0.0448(14) Uiso 1.000000 G
H29b H -0.4389(4) -0.244(3) -0.4987(2) 0.0448(14) Uiso 1.000000 G
H29c H -0.4291(3) -0.200(2) -0.5516(8) 0.0448(14) Uiso 1.000000 G
H2a H -0.54689(16) -0.4323(3) -0.35665(12) 0.0211(8) Uiso 1.000000 R
H2ba H -0.3369(10) -0.351(2) -0.8781(3) 0.0466(13) Uiso 1.000000 G
H2bb H -0.3132(6) -0.3118(14) -0.8207(7) 0.0466(13) Uiso 1.000000 G
H2bc H -0.3704(4) -0.4318(8) -0.8394(9) 0.0466(13) Uiso 1.000000 G
H2da H -0.2656(5) -0.408(2) -0.54216(17) 0.0407(12) Uiso 1.000000 G
H2db H -0.3457(8) -0.4488(17) -0.5708(6) 0.0407(12) Uiso 1.000000 G
H2dc H -0.3149(13) -0.3002(8) -0.5787(5) 0.0407(12) Uiso 1.000000 G
H2ea H -0.5726(9) -0.8162(16) -0.2693(7) 0.0540(14) Uiso 1.000000 G
H2eb H -0.6066(15) -0.7019(6) -0.2410(3) 0.0540(14) Uiso 1.000000 G
H2ec H -0.6576(6) -0.793(2) -0.2830(5) 0.0540(14) Uiso 1.000000 G
H1 H -0.63941(17) 0.0012(4) -0.86035(13) 0.0292(9) Uiso 1.000000 R
H2b H -0.5937(14) 0.0287(5) -0.75464(17) 0.0558(15) Uiso 1.000000 G
H2c H -0.5667(10) 0.1216(18) -0.7935(6) 0.0558(15) Uiso 1.000000 G
H2d H -0.6477(5) 0.1341(16) -0.7891(7) 0.0558(15) Uiso 1.000000 G
H3a H -0.7137(9) -0.188(2) -0.8469(8) 0.0588(15) Uiso 1.000000 G
H3b H -0.6953(5) -0.150(3) -0.7895(4) 0.0588(15) Uiso 1.000000 G
H3c H -0.7405(4) -0.0450(8) -0.8295(11) 0.0588(15) Uiso 1.000000 G


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O C1r 1.226(4) .
O1 C1h 1.221(4) .
O2 C1k 1.371(4) .
O2 C1z 1.420(4) .
O3 C1l 1.353(4) .
O3 C21 1.466(4) .
O4 C7 1.326(4) .
O4 C2b 1.450(4) .
O5 C1v 1.192(4) .
N6 C10 1.442(4) .
N6 C1h 1.345(4) .
N6 H6 0.8600 .
C7 C10 1.531(4) .
C7 O1c 1.215(4) .
C8 N1f 1.455(4) .
C8 C1o 1.531(4) .
C8 H8a 0.9700 .
C8 H8b 0.9700 .
C9 C1t 1.378(4) .
C9 C1u 1.393(4) .
C9 H9 0.9300 .
C10 C11 1.520(4) .
C10 H10 0.9800 .
C11 C1 1.540(5) .
C11 H11a 0.9700 .
C11 H11b 0.9700 .
C12 C14 1.538(4) .
C12 C17 1.540(5) .
C12 C2e 1.506(5) .
C12 H12 0.9800 .
C13 C1m 1.506(4) .
C13 C20 1.538(5) .
C13 H13a 0.9700 .
C13 H13b 0.9700 .
C14 C2a 1.529(4) .
C14 H14a 0.9700 .
C14 H14b 0.9700 .
C15 C23 1.518(4) .
C15 H15a 0.9600 .
C15 H15b 0.9600 .
C15 H15c 0.9600 .
C17 H17a 0.9600 .
C17 H17b 0.9600 .
C17 H17c 0.9600 .
O18 C1r 1.352(4) .
O18 C23 1.478(4) .
O19 C1l 1.220(4) .
O1a C1p 1.374(4) .
O1a C22 1.431(4) .
O1b C1i 1.236(4) .
O1d C1v 1.346(4) .
O1d C27 1.434(4) .
N1e C1l 1.348(4) .
N1e C1q 1.447(4) .
N1e H1e 0.8600 .
N1f C1r 1.338(4) .
N1f H1f 0.8600 .
N1g C1i 1.341(4) .
N1g C2a 1.458(4) .
N1g H1g 0.8600 .
C1h C1o 1.513(4) .
C1i C20 1.518(5) .
C1j C1m 1.387(5) .
C1j C1y 1.396(4) .
C1j H1j 0.9300 .
C1k C1w 1.389(5) .
C1k C1y 1.387(4) .
C1m C1x 1.406(4) .
C1n C1s 1.389(4) .
C1n C1u 1.388(4) .
C1n H1n 0.9300 .
C1o C26 1.542(5) .
C1o H1o 0.9800 .
C1p C1s 1.387(4) .
C1p C1t 1.391(5) .
C1q C20 1.533(4) .
C1q H1qa 0.9700 .
C1q H1qb 0.9700 .
C1s H1s 0.9300 .
C1t H1t 0.9300 .
C1u C26 1.512(4) .
C1v C2a 1.532(4) .
C1w C1x 1.381(4) .
C1w H1w 0.9300 .
C1x H1x 0.9300 .
C1y H1y 0.9300 .
C1z H1za 0.9600 .
C1z H1zb 0.9600 .
C1z H1zc 0.9600 .
C20 H20 0.9800 .
C21 C24 1.514(5) .
C21 C29 1.523(4) .
C21 C2d 1.520(5) .
C22 H22a 0.9600 .
C22 H22b 0.9600 .
C22 H22c 0.9600 .
C23 C25 1.523(5) .
C23 C28 1.500(5) .
C24 H24a 0.9600 .
C24 H24b 0.9600 .
C24 H24c 0.9600 .
C25 H25a 0.9600 .
C25 H25b 0.9600 .
C25 H25c 0.9600 .
C26 H26a 0.9700 .
C26 H26b 0.9700 .
C27 H27a 0.9600 .
C27 H27b 0.9600 .
C27 H27c 0.9600 .
C28 H28a 0.9600 .
C28 H28b 0.9600 .
C28 H28c 0.9600 .
C29 H29a 0.9600 .
C29 H29b 0.9600 .
C29 H29c 0.9600 .
C2a H2a 0.9800 .
C2b H2ba 0.9600 .
C2b H2bb 0.9600 .
C2b H2bc 0.9600 .
C2d H2da 0.9600 .
C2d H2db 0.9600 .
C2d H2dc 0.9600 .
C2e H2ea 0.9600 .
C2e H2eb 0.9600 .
C2e H2ec 0.9600 .
C1 C2 1.519(5) .
C1 C3 1.528(5) .
C1 H1 0.9800 .
C2 H2b 0.9600 .
C2 H2c 0.9600 .
C2 H2d 0.9600 .
C3 H3a 0.9600 .
C3 H3b 0.9600 .
C3 H3c 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
C1z O2 C1k 117.7(2) . .
C21 O3 C1l 121.7(2) . .
C2b O4 C7 116.1(3) . .
C1h N6 C10 120.2(2) . .
H6 N6 C10 119.92(15) . .
H6 N6 C1h 119.92(16) . .
C10 C7 O4 113.6(3) . .
O1c C7 O4 123.7(3) . .
O1c C7 C10 122.7(3) . .
C1o C8 N1f 113.5(3) . .
H8a C8 N1f 108.86(16) . .
H8a C8 C1o 108.86(17) . .
H8b C8 N1f 108.86(17) . .
H8b C8 C1o 108.86(17) . .
H8b C8 H8a 107.7 . .
C1u C9 C1t 121.4(3) . .
H9 C9 C1t 119.32(19) . .
H9 C9 C1u 119.32(19) . .
C7 C10 N6 112.3(2) . .
C11 C10 N6 113.5(2) . .
C11 C10 C7 110.3(3) . .
H10 C10 N6 106.75(17) . .
H10 C10 C7 106.75(16) . .
H10 C10 C11 106.75(17) . .
C1 C11 C10 114.5(3) . .
H11a C11 C10 108.64(17) . .
H11a C11 C1 108.64(18) . .
H11b C11 C10 108.64(16) . .
H11b C11 C1 108.64(18) . .
H11b C11 H11a 107.6 . .
C17 C12 C14 111.1(3) . .
C2e C12 C14 111.0(3) . .
C2e C12 C17 109.8(3) . .
H12 C12 C14 108.30(17) . .
H12 C12 C17 108.30(19) . .
H12 C12 C2e 108.3(2) . .
C20 C13 C1m 116.5(3) . .
H13a C13 C1m 108.17(18) . .
H13a C13 C20 108.17(18) . .
H13b C13 C1m 108.17(18) . .
H13b C13 C20 108.17(18) . .
H13b C13 H13a 107.3 . .
C2a C14 C12 114.5(2) . .
H14a C14 C12 108.64(18) . .
H14a C14 C2a 108.64(17) . .
H14b C14 C12 108.64(19) . .
H14b C14 C2a 108.64(16) . .
H14b C14 H14a 107.6 . .
H15a C15 C23 109.5 . .
H15b C15 C23 109.5 . .
H15b C15 H15a 109.5 . .
H15c C15 C23 109.5 . .
H15c C15 H15a 109.5 . .
H15c C15 H15b 109.5 . .
H17a C17 C12 109.5 . .
H17b C17 C12 109.5 . .
H17b C17 H17a 109.5 . .
H17c C17 C12 109.5 . .
H17c C17 H17a 109.5 . .
H17c C17 H17b 109.5 . .
C23 O18 C1r 121.4(2) . .
C22 O1a C1p 116.7(2) . .
C27 O1d C1v 115.2(3) . .
C1q N1e C1l 122.6(3) . .
H1e N1e C1l 118.70(17) . .
H1e N1e C1q 118.70(17) . .
C1r N1f C8 123.1(3) . .
H1f N1f C8 118.47(17) . .
H1f N1f C1r 118.47(17) . .
C2a N1g C1i 121.7(2) . .
H1g N1g C1i 119.16(17) . .
H1g N1g C2a 119.16(15) . .
N6 C1h O1 122.2(3) . .
C1o C1h O1 121.6(3) . .
C1o C1h N6 116.2(2) . .
N1g C1i O1b 122.3(3) . .
C20 C1i O1b 121.3(3) . .
C20 C1i N1g 116.4(3) . .
C1y C1j C1m 122.6(3) . .
H1j C1j C1m 118.69(18) . .
H1j C1j C1y 118.69(19) . .
C1w C1k O2 115.6(3) . .
C1y C1k O2 124.5(3) . .
C1y C1k C1w 119.8(3) . .
O19 C1l O3 125.9(3) . .
N1e C1l O3 109.3(2) . .
N1e C1l O19 124.8(3) . .
C1j C1m C13 120.6(3) . .
C1x C1m C13 122.2(3) . .
C1x C1m C1j 117.2(3) . .
C1u C1n C1s 122.5(3) . .
H1n C1n C1s 118.74(18) . .
H1n C1n C1u 118.74(17) . .
C1h C1o C8 109.3(2) . .
C26 C1o C8 109.1(3) . .
C26 C1o C1h 108.9(3) . .
H1o C1o C8 109.85(17) . .
H1o C1o C1h 109.85(16) . .
H1o C1o C26 109.85(18) . .
C1s C1p O1a 124.6(3) . .
C1t C1p O1a 116.0(3) . .
C1t C1p C1s 119.4(3) . .
C20 C1q N1e 114.5(3) . .
H1qa C1q N1e 108.65(17) . .
H1qa C1q C20 108.65(17) . .
H1qb C1q N1e 108.65(16) . .
H1qb C1q C20 108.65(17) . .
H1qb C1q H1qa 107.6 . .
O18 C1r O 125.3(3) . .
N1f C1r O 125.0(3) . .
N1f C1r O18 109.7(3) . .
C1p C1s C1n 119.0(3) . .
H1s C1s C1n 120.49(18) . .
H1s C1s C1p 120.49(19) . .
C1p C1t C9 120.5(3) . .
H1t C1t C9 119.77(19) . .
H1t C1t C1p 119.77(18) . .
C1n C1u C9 117.2(3) . .
C26 C1u C9 121.6(3) . .
C26 C1u C1n 121.2(3) . .
O1d C1v O5 123.2(3) . .
C2a C1v O5 125.1(3) . .
C2a C1v O1d 111.5(3) . .
C1x C1w C1k 120.7(3) . .
H1w C1w C1k 119.67(18) . .
H1w C1w C1x 119.67(19) . .
C1w C1x C1m 120.9(3) . .
H1x C1x C1m 119.56(19) . .
H1x C1x C1w 119.56(19) . .
C1k C1y C1j 118.7(3) . .
H1y C1y C1j 120.63(19) . .
H1y C1y C1k 120.63(19) . .
H1za C1z O2 109.5 . .
H1zb C1z O2 109.5 . .
H1zb C1z H1za 109.5 . .
H1zc C1z O2 109.5 . .
H1zc C1z H1za 109.5 . .
H1zc C1z H1zb 109.5 . .
C1i C20 C13 110.3(3) . .
C1q C20 C13 108.4(3) . .
C1q C20 C1i 109.7(3) . .
H20 C20 C13 109.47(18) . .
H20 C20 C1i 109.47(16) . .
H20 C20 C1q 109.47(16) . .
C24 C21 O3 102.8(2) . .
C29 C21 O3 110.3(3) . .
C29 C21 C24 110.4(3) . .
C2d C21 O3 110.3(3) . .
C2d C21 C24 110.3(3) . .
C2d C21 C29 112.4(3) . .
H22a C22 O1a 109.5 . .
H22b C22 O1a 109.5 . .
H22b C22 H22a 109.5 . .
H22c C22 O1a 109.5 . .
H22c C22 H22a 109.5 . .
H22c C22 H22b 109.5 . .
O18 C23 C15 109.9(3) . .
C25 C23 C15 109.9(3) . .
C25 C23 O18 102.4(2) . .
C28 C23 C15 113.5(3) . .
C28 C23 O18 110.0(3) . .
C28 C23 C25 110.5(3) . .
H24a C24 C21 109.5 . .
H24b C24 C21 109.5 . .
H24b C24 H24a 109.5 . .
H24c C24 C21 109.5 . .
H24c C24 H24a 109.5 . .
H24c C24 H24b 109.5 . .
H25a C25 C23 109.5 . .
H25b C25 C23 109.5 . .
H25b C25 H25a 109.5 . .
H25c C25 C23 109.5 . .
H25c C25 H25a 109.5 . .
H25c C25 H25b 109.5 . .
C1u C26 C1o 115.1(3) . .
H26a C26 C1o 108.50(18) . .
H26a C26 C1u 108.50(18) . .
H26b C26 C1o 108.50(18) . .
H26b C26 C1u 108.50(18) . .
H26b C26 H26a 107.5 . .
H27a C27 O1d 109.5 . .
H27b C27 O1d 109.5 . .
H27b C27 H27a 109.5 . .
H27c C27 O1d 109.5 . .
H27c C27 H27a 109.5 . .
H27c C27 H27b 109.5 . .
H28a C28 C23 109.5 . .
H28b C28 C23 109.5 . .
H28b C28 H28a 109.5 . .
H28c C28 C23 109.5 . .
H28c C28 H28a 109.5 . .
H28c C28 H28b 109.5 . .
H29a C29 C21 109.5 . .
H29b C29 C21 109.5 . .
H29b C29 H29a 109.5 . .
H29c C29 C21 109.5 . .
H29c C29 H29a 109.5 . .
H29c C29 H29b 109.5 . .
N1g C2a C14 113.0(3) . .
C1v C2a C14 111.2(2) . .
C1v C2a N1g 111.0(2) . .
H2a C2a C14 107.10(16) . .
H2a C2a N1g 107.10(15) . .
H2a C2a C1v 107.10(17) . .
H2ba C2b O4 109.5 . .
H2bb C2b O4 109.5 . .
H2bb C2b H2ba 109.5 . .
H2bc C2b O4 109.5 . .
H2bc C2b H2ba 109.5 . .
H2bc C2b H2bb 109.5 . .
H2da C2d C21 109.5 . .
H2db C2d C21 109.5 . .
H2db C2d H2da 109.5 . .
H2dc C2d C21 109.5 . .
H2dc C2d H2da 109.5 . .
H2dc C2d H2db 109.5 . .
H2ea C2e C12 109.5 . .
H2eb C2e C12 109.5 . .
H2eb C2e H2ea 109.5 . .
H2ec C2e C12 109.5 . .
H2ec C2e H2ea 109.5 . .
H2ec C2e H2eb 109.5 . .
C2 C1 C11 112.4(3) . .
C3 C1 C11 108.9(3) . .
C3 C1 C2 110.9(3) . .
H1 C1 C11 108.21(18) . .
H1 C1 C2 108.2(2) . .
H1 C1 C3 108.2(2) . .
H2b C2 C1 109.5 . .
H2c C2 C1 109.5 . .
H2c C2 H2b 109.5 . .
H2d C2 C1 109.5 . .
H2d C2 H2b 109.5 . .
H2d C2 H2c 109.5 . .
H3a C3 C1 109.5 . .
H3b C3 C1 109.5 . .
H3b C3 H3a 109.5 . .
H3c C3 C1 109.5 . .
H3c C3 H3a 109.5 . .
H3c C3 H3b 109.5 . .
####################################################################### 
# 
# 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_ap_002
_database_code_depnum_ccdc_archive 'CCDC 1533671'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_audit_creation_date             2015-03-13
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H25 N O5'
_chemical_formula_sum            'C17 H25 N O5'
_chemical_formula_weight         323.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         C18H23N1O5
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   19.4462(7)
_cell_length_b                   10.2917(4)
_cell_length_c                   9.0894(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.477(3)
_cell_angle_gamma                90.00
_cell_volume                     1794.29(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3228
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7350
_cell_measurement_theta_min      3.9470
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       neddle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.359
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.125
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7649
_diffrn_reflns_theta_full        28.99
_diffrn_reflns_theta_max         28.99
_diffrn_reflns_theta_min         3.01
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.8518
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   66.00   1.0000   13.6850
omega____ theta____ kappa____ phi______ frames
    -       20.0382  -19.0000    0.0000 114

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   25.00   1.0000   13.6850
omega____ theta____ kappa____ phi______ frames
    -      -18.1632  -99.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00   10.00   1.0000   13.6850
omega____ theta____ kappa____ phi______ frames
    -      -18.1632  -99.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega  -18.00    9.00   1.0000   13.6850
omega____ theta____ kappa____ phi______ frames
    -       20.0382   89.0000  -94.3956 27

#__ type_ start__ end____ width___ exp.time_
  5 omega  -88.00  -52.00   1.0000   13.6850
omega____ theta____ kappa____ phi______ frames
    -      -18.1632  146.0000   47.0000 36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0342011000
_diffrn_orient_matrix_UB_12      0.0259451000
_diffrn_orient_matrix_UB_13      0.0095353000
_diffrn_orient_matrix_UB_21      0.0137800000
_diffrn_orient_matrix_UB_22      -0.0613452000
_diffrn_orient_matrix_UB_23      0.0255321000
_diffrn_orient_matrix_UB_31      0.0026167000
_diffrn_orient_matrix_UB_32      -0.0176315000
_diffrn_orient_matrix_UB_33      -0.0743360000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3182
_reflns_number_total             4059
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         4059
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0522
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0131P)²+2.0731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1232
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O1 O 0.50755(7) -0.16783(16) 0.13420(16) 0.0294(4) Uani 1 1 d . . .
O2 O 0.27624(7) 0.01684(15) 0.56284(15) 0.0272(3) Uani 1 1 d . . .
O3 O 0.31705(9) 0.20870(17) 0.49937(17) 0.0359(4) Uani 1 1 d . . .
O4 O 0.12940(9) 0.34943(16) 0.19243(14) 0.0333(4) Uani 1 1 d . . .
O5 O 0.10484(7) 0.44233(14) 0.40514(14) 0.0230(3) Uani 1 1 d . . .
N1 N 0.13963(9) 0.23703(17) 0.40878(17) 0.0221(4) Uani 1 1 d . . .
H1 H 0.1396 0.2416 0.5032 0.027 Uiso 1 1 calc R . .
C1 C 0.54392(12) -0.2785(2) 0.2043(3) 0.0359(6) Uani 1 1 d . . .
H1A H 0.5852 -0.2937 0.1616 0.054 Uiso 1 1 calc R . .
H1B H 0.5142 -0.3535 0.1889 0.054 Uiso 1 1 calc R . .
H1C H 0.5567 -0.2626 0.3093 0.054 Uiso 1 1 calc R . .
C2 C 0.44403(10) -0.1399(2) 0.1729(2) 0.0229(4) Uani 1 1 d . . .
C3 C 0.40497(11) -0.0456(2) 0.0863(2) 0.0243(4) Uani 1 1 d . . .
H3 H 0.4229 -0.0048 0.0096 0.029 Uiso 1 1 calc R . .
C4 C 0.33979(11) -0.0131(2) 0.1146(2) 0.0237(4) Uani 1 1 d . . .
H4 H 0.3140 0.0495 0.0558 0.028 Uiso 1 1 calc R . .
C5 C 0.31151(10) -0.0719(2) 0.2293(2) 0.0226(4) Uani 1 1 d . . .
C6 C 0.35207(11) -0.1627(2) 0.3171(2) 0.0257(4) Uani 1 1 d . . .
H6 H 0.3347 -0.2013 0.3959 0.031 Uiso 1 1 calc R . .
C7 C 0.41792(11) -0.1977(2) 0.2905(2) 0.0270(5) Uani 1 1 d . . .
H7 H 0.4442 -0.2590 0.3505 0.032 Uiso 1 1 calc R . .
C8 C 0.23902(10) -0.0384(2) 0.2562(2) 0.0242(4) Uani 1 1 d . . .
H8A H 0.2247 -0.1028 0.3230 0.029 Uiso 1 1 calc R . .
H8B H 0.2073 -0.0445 0.1622 0.029 Uiso 1 1 calc R . .
C9 C 0.23126(10) 0.0967(2) 0.3227(2) 0.0200(4) Uani 1 1 d . . .
H9 H 0.2421 0.1622 0.2516 0.024 Uiso 1 1 calc R . .
C10 C 0.27987(10) 0.1160(2) 0.4693(2) 0.0223(4) Uani 1 1 d . . .
C11 C 0.32212(12) 0.0259(3) 0.7053(2) 0.0359(6) Uani 1 1 d . . .
H11A H 0.3695 0.0332 0.6890 0.054 Uiso 1 1 calc R . .
H11B H 0.3172 -0.0507 0.7630 0.054 Uiso 1 1 calc R . .
H11C H 0.3100 0.1011 0.7581 0.054 Uiso 1 1 calc R . .
C12 C 0.15535(10) 0.1144(2) 0.3442(2) 0.0221(4) Uani 1 1 d . . .
H12A H 0.1257 0.1053 0.2480 0.027 Uiso 1 1 calc R . .
H12B H 0.1435 0.0448 0.4076 0.027 Uiso 1 1 calc R . .
C13 C 0.12514(10) 0.3436(2) 0.3249(2) 0.0216(4) Uani 1 1 d . . .
C14 C 0.08911(11) 0.5700(2) 0.3338(2) 0.0248(4) Uani 1 1 d . . .
C15 C 0.15500(12) 0.6272(2) 0.2922(3) 0.0367(6) Uani 1 1 d . . .
H15A H 0.1910 0.6281 0.3783 0.055 Uiso 1 1 calc R . .
H15B H 0.1460 0.7143 0.2566 0.055 Uiso 1 1 calc R . .
H15C H 0.1698 0.5753 0.2153 0.055 Uiso 1 1 calc R . .
C16 C 0.06400(14) 0.6484(2) 0.4563(3) 0.0392(6) Uani 1 1 d . . .
H16A H 0.0214 0.6116 0.4780 0.059 Uiso 1 1 calc R . .
H16B H 0.0559 0.7366 0.4238 0.059 Uiso 1 1 calc R . .
H16C H 0.0988 0.6465 0.5445 0.059 Uiso 1 1 calc R . .
C17 C 0.03073(11) 0.5586(2) 0.2010(2) 0.0319(5) Uani 1 1 d . . .
H17A H 0.0482 0.5181 0.1194 0.048 Uiso 1 1 calc R . .
H17B H 0.0134 0.6436 0.1715 0.048 Uiso 1 1 calc R . .
H17C H -0.0063 0.5068 0.2280 0.048 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
O1 C1 1.434(3) . ?
O1 C2 1.370(2) . ?
O2 C10 1.337(2) . ?
O2 C11 1.449(2) . ?
O3 C10 1.201(3) . ?
O4 C13 1.222(2) . ?
O5 C13 1.347(2) . ?
O5 C14 1.474(2) . ?
N1 C12 1.446(3) . ?
N1 C13 1.339(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.390(3) . ?
C3 C4 1.375(3) . ?
C4 C5 1.395(3) . ?
C5 C6 1.387(3) . ?
C5 C8 1.510(3) . ?
C6 C7 1.389(3) . ?
C8 C9 1.533(3) . ?
C9 C10 1.515(3) . ?
C9 C12 1.531(3) . ?
C14 C15 1.514(3) . ?
C14 C16 1.519(3) . ?
C14 C17 1.520(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 116.92(17) . . ?
C10 O2 C11 115.44(17) . . ?
C13 O5 C14 119.48(14) . . ?
C13 N1 C12 121.51(15) . . ?
O1 C2 C3 115.60(18) . . ?
O1 C2 C7 124.50(19) . . ?
C7 C2 C3 119.89(19) . . ?
C4 C3 C2 119.83(19) . . ?
C3 C4 C5 121.54(19) . . ?
C4 C5 C8 121.05(19) . . ?
C6 C5 C4 117.73(19) . . ?
C6 C5 C8 121.22(18) . . ?
C5 C6 C7 121.84(19) . . ?
C6 C7 C2 119.1(2) . . ?
C5 C8 C9 115.22(17) . . ?
C10 C9 C8 112.18(17) . . ?
C10 C9 C12 110.29(15) . . ?
C12 C9 C8 108.50(16) . . ?
O2 C10 C9 111.65(17) . . ?
O3 C10 O2 123.68(18) . . ?
O3 C10 C9 124.67(19) . . ?
N1 C12 C9 115.35(17) . . ?
O4 C13 O5 124.73(19) . . ?
O4 C13 N1 124.01(19) . . ?
N1 C13 O5 111.26(15) . . ?
O5 C14 C15 109.48(17) . . ?
O5 C14 C16 102.68(16) . . ?
O5 C14 C17 110.76(18) . . ?
C15 C14 C16 111.3(2) . . ?
C15 C14 C17 112.57(18) . . ?
C16 C14 C17 109.58(18) . . ?
####################################################################### 
# 
# 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_d_phe_leu_2
_database_code_depnum_ccdc_archive 'CCDC 1533669'
_audit_update_record             
;
2017-02-20 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_audit_creation_date             2017-02-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H32 N2 O5'
_chemical_formula_sum            'C21 H32 N2 O5'
_chemical_formula_weight         392.49
_chemical_absolute_configuration R
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.8333(4)
_cell_length_b                   18.5688(6)
_cell_length_c                   11.5795(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.444(4)
_cell_angle_gamma                90
_cell_volume                     2255.72(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4421
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      24.9870
_cell_measurement_theta_min      2.0930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             924
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3589
_exptl_crystal_size_mid          0.25589
_exptl_crystal_size_min          0.1258
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7513
_diffrn_reflns_point_group_measured_fraction_full 0.771
_diffrn_reflns_point_group_measured_fraction_max 0.771
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.816
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   25.00   72.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898  -99.0000   90.0000 47

#__ type_ start__ end____ width___ exp.time_
  2 omega  -14.00   98.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898   38.0000  150.0000 112

#__ type_ start__ end____ width___ exp.time_
  3 omega   -4.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898   77.0000    0.0000 96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0451953000
_diffrn_orient_matrix_UB_12      -0.0098447000
_diffrn_orient_matrix_UB_13      -0.0532438000
_diffrn_orient_matrix_UB_21      -0.0490250000
_diffrn_orient_matrix_UB_22      0.0006622000
_diffrn_orient_matrix_UB_23      0.0307350000
_diffrn_orient_matrix_UB_31      -0.0112639000
_diffrn_orient_matrix_UB_32      0.0369059000
_diffrn_orient_matrix_UB_33      -0.0148075000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.493
_reflns_Friedel_fraction_full    0.527
_reflns_Friedel_fraction_max     0.527
_reflns_number_gt                5790
_reflns_number_total             6142
_reflns_odcompleteness_completeness 93.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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         0.224
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Flack x determined using 1829 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         6142
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+0.9988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1090
_refine_ls_wR_factor_ref         0.1115
_refine_special_details          ?
_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
2.a Ternary CH refined with riding coordinates:
 C36(H36), C27(H27), C15(H15), C38(H38), C6(H6), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C7(H7A,H7B), C37(H37A,H37B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N2(H2), N1(H1), C9(H9), C30(H30), C13(H13), C11(H11),
 C12(H12), C33(H33), C10(H10), C34(H34), C31(H31), C32(H32)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C18(H18A,H18B,H18C), C24(H24A,H24B,H24C), C23(H23A,H23B,
 H23C), C19(H19A,H19B,H19C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,
 H42B,H42C), C21(H21A,H21B,H21C), C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C2(H2A,H2B,
 H2C)
;
_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
O6 O 0.1011(2) 0.68120(13) 0.3402(2) 0.0195(6) Uani 1 1 d . . . . .
O8 O 0.4866(2) 0.48387(13) 0.5104(2) 0.0197(5) Uani 1 1 d . . . . .
O7 O 0.1686(2) 0.56884(13) 0.3024(2) 0.0237(6) Uani 1 1 d . . . . .
O1 O 0.7233(2) 0.38632(14) 0.3671(3) 0.0279(6) Uani 1 1 d . . . . .
O3 O 0.5676(2) 0.23772(13) 0.6641(2) 0.0210(6) Uani 1 1 d . . . . .
O2 O 0.6941(3) 0.26651(14) 0.3932(2) 0.0314(7) Uani 1 1 d . . . . .
O5 O 0.5412(3) 0.32005(16) 0.9786(2) 0.0335(7) Uani 1 1 d . . . . .
N3 N 0.2541(3) 0.62814(16) 0.4753(2) 0.0162(6) Uani 1 1 d . . . . .
H3 H 0.2625 0.6690 0.5114 0.019 Uiso 1 1 calc R . . . .
O10 O 0.8172(2) 0.6070(2) 0.4497(2) 0.0415(9) Uani 1 1 d . . . . .
O4 O 0.3771(3) 0.32761(16) 0.8159(3) 0.0375(7) Uani 1 1 d . . . . .
O9 O 0.6938(3) 0.62943(18) 0.5729(2) 0.0359(7) Uani 1 1 d . . . . .
N4 N 0.4795(3) 0.58991(15) 0.4133(2) 0.0163(6) Uani 1 1 d . . . . .
H4 H 0.4353 0.6278 0.3880 0.020 Uiso 1 1 calc R . . . .
N2 N 0.5455(3) 0.35794(16) 0.6746(3) 0.0214(7) Uani 1 1 d . . . . .
H2 H 0.5246 0.3975 0.6360 0.026 Uiso 1 1 calc R . . . .
N1 N 0.5535(3) 0.35053(16) 0.4241(2) 0.0187(6) Uani 1 1 d . . . . .
H1 H 0.5277 0.3942 0.4099 0.022 Uiso 1 1 calc R . . . .
C8 C 0.2709(3) 0.3304(2) 0.3235(3) 0.0179(7) Uani 1 1 d . . . . .
C26 C 0.1733(3) 0.6217(2) 0.3650(3) 0.0161(7) Uani 1 1 d . . . . .
C35 C 0.4372(3) 0.54390(18) 0.4817(3) 0.0150(7) Uani 1 1 d . . . . .
C9 C 0.2409(3) 0.2697(2) 0.2507(3) 0.0220(8) Uani 1 1 d . . . . .
H9 H 0.2666 0.2243 0.2814 0.026 Uiso 1 1 calc R . . . .
C36 C 0.5987(3) 0.57830(19) 0.3795(3) 0.0170(7) Uani 1 1 d . . . . .
H36 H 0.6117 0.5262 0.3763 0.020 Uiso 1 1 calc R . . . .
C5 C 0.6607(3) 0.32906(19) 0.3954(3) 0.0192(8) Uani 1 1 d . . . . .
C29 C 0.2810(3) 0.5736(2) 0.7375(3) 0.0184(7) Uani 1 1 d . . . . .
C30 C 0.2201(4) 0.6337(2) 0.7690(3) 0.0252(9) Uani 1 1 d . . . . .
H30 H 0.2366 0.6790 0.7423 0.030 Uiso 1 1 calc R . . . .
C27 C 0.3257(3) 0.56638(19) 0.5319(3) 0.0159(7) Uani 1 1 d . . . . .
H27 H 0.2669 0.5255 0.5233 0.019 Uiso 1 1 calc R . . . .
C25 C 0.0207(3) 0.6937(2) 0.2190(3) 0.0210(8) Uani 1 1 d . . . . .
C14 C 0.5358(3) 0.29556(19) 0.6139(3) 0.0176(7) Uani 1 1 d . . . . .
C41 C 0.7059(3) 0.6084(2) 0.4782(3) 0.0209(8) Uani 1 1 d . . . . .
C13 C 0.2323(3) 0.3975(2) 0.2744(3) 0.0224(8) Uani 1 1 d . . . . .
H13 H 0.2524 0.4385 0.3216 0.027 Uiso 1 1 calc R . . . .
C15 C 0.5903(3) 0.36017(19) 0.8034(3) 0.0186(8) Uani 1 1 d . . . . .
H15 H 0.6652 0.3289 0.8274 0.022 Uiso 1 1 calc R . . . .
C11 C 0.1339(4) 0.3439(2) 0.0860(3) 0.0258(9) Uani 1 1 d . . . . .
H11 H 0.0873 0.3482 0.0072 0.031 Uiso 1 1 calc R . . . .
C12 C 0.1643(4) 0.4044(2) 0.1565(3) 0.0256(9) Uani 1 1 d . . . . .
H12 H 0.1393 0.4497 0.1249 0.031 Uiso 1 1 calc R . . . .
C28 C 0.3787(3) 0.58093(19) 0.6665(3) 0.0177(7) Uani 1 1 d . . . . .
H28A H 0.4478 0.5475 0.6977 0.021 Uiso 1 1 calc R . . . .
H28B H 0.4136 0.6293 0.6769 0.021 Uiso 1 1 calc R . . . .
C7 C 0.3395(3) 0.3239(2) 0.4539(3) 0.0183(7) Uani 1 1 d . . . . .
H7A H 0.2944 0.2891 0.4907 0.022 Uiso 1 1 calc R . . . .
H7B H 0.3353 0.3700 0.4920 0.022 Uiso 1 1 calc R . . . .
C37 C 0.5927(3) 0.6087(2) 0.2555(3) 0.0180(7) Uani 1 1 d . . . . .
H37A H 0.6718 0.5974 0.2346 0.022 Uiso 1 1 calc R . . . .
H37B H 0.5858 0.6607 0.2583 0.022 Uiso 1 1 calc R . . . .
C33 C 0.1701(4) 0.4991(2) 0.8501(3) 0.0313(10) Uani 1 1 d . . . . .
H33 H 0.1537 0.4538 0.8774 0.038 Uiso 1 1 calc R . . . .
C20 C 0.4892(4) 0.3332(2) 0.8632(3) 0.0241(8) Uani 1 1 d . . . . .
C10 C 0.1728(4) 0.2769(2) 0.1328(3) 0.0263(9) Uani 1 1 d . . . . .
H10 H 0.1532 0.2362 0.0848 0.032 Uiso 1 1 calc R . . . .
C34 C 0.2535(4) 0.5062(2) 0.7778(3) 0.0243(8) Uani 1 1 d . . . . .
H34 H 0.2919 0.4654 0.7557 0.029 Uiso 1 1 calc R . . . .
C22 C 0.1071(4) 0.7066(2) 0.1362(3) 0.0260(9) Uani 1 1 d . . . . .
H22A H 0.1700 0.7421 0.1705 0.039 Uiso 1 1 calc GR . . . .
H22B H 0.0572 0.7235 0.0606 0.039 Uiso 1 1 calc GR . . . .
H22C H 0.1486 0.6624 0.1251 0.039 Uiso 1 1 calc GR . . . .
C38 C 0.4813(3) 0.5796(2) 0.1578(3) 0.0217(8) Uani 1 1 d . . . . .
H38 H 0.4020 0.5900 0.1807 0.026 Uiso 1 1 calc R . . . .
C6 C 0.4800(3) 0.30088(19) 0.4790(3) 0.0170(7) Uani 1 1 d . . . . .
H6 H 0.4836 0.2530 0.4444 0.020 Uiso 1 1 calc R . . . .
C17 C 0.7187(4) 0.4769(2) 0.7876(3) 0.0230(8) Uani 1 1 d . . . . .
H17 H 0.6727 0.4856 0.7045 0.028 Uiso 1 1 calc R . . . .
C31 C 0.1349(4) 0.6265(3) 0.8399(3) 0.0331(10) Uani 1 1 d . . . . .
H31 H 0.0937 0.6671 0.8590 0.040 Uiso 1 1 calc R . . . .
C18 C 0.7531(4) 0.5503(2) 0.8483(3) 0.0290(9) Uani 1 1 d . . . . .
H18A H 0.6764 0.5765 0.8475 0.044 Uiso 1 1 calc GR . . . .
H18B H 0.8037 0.5772 0.8062 0.044 Uiso 1 1 calc GR . . . .
H18C H 0.8007 0.5431 0.9293 0.044 Uiso 1 1 calc GR . . . .
C16 C 0.6288(4) 0.4369(2) 0.8490(3) 0.0205(8) Uani 1 1 d . . . . .
H16A H 0.5519 0.4653 0.8400 0.025 Uiso 1 1 calc R . . . .
H16B H 0.6695 0.4341 0.9336 0.025 Uiso 1 1 calc R . . . .
C24 C -0.0524(4) 0.7612(2) 0.2362(3) 0.0289(9) Uani 1 1 d . . . . .
H24A H -0.1001 0.7520 0.2942 0.043 Uiso 1 1 calc GR . . . .
H24B H -0.1097 0.7744 0.1617 0.043 Uiso 1 1 calc GR . . . .
H24C H 0.0066 0.7998 0.2635 0.043 Uiso 1 1 calc GR . . . .
C32 C 0.1106(4) 0.5600(3) 0.8823(3) 0.0344(10) Uani 1 1 d . . . . .
H32 H 0.0553 0.5558 0.9317 0.041 Uiso 1 1 calc R . . . .
C23 C -0.0723(4) 0.6322(2) 0.1773(3) 0.0290(9) Uani 1 1 d . . . . .
H23A H -0.0274 0.5915 0.1568 0.044 Uiso 1 1 calc GR . . . .
H23B H -0.1369 0.6472 0.1087 0.044 Uiso 1 1 calc GR . . . .
H23C H -0.1113 0.6190 0.2402 0.044 Uiso 1 1 calc GR . . . .
C4 C 0.8462(4) 0.3786(2) 0.3348(4) 0.0323(10) Uani 1 1 d . . . . .
C19 C 0.8370(4) 0.4327(2) 0.7876(4) 0.0361(10) Uani 1 1 d . . . . .
H19A H 0.8919 0.4599 0.7504 0.054 Uiso 1 1 calc GR . . . .
H19B H 0.8124 0.3888 0.7442 0.054 Uiso 1 1 calc GR . . . .
H19C H 0.8814 0.4217 0.8682 0.054 Uiso 1 1 calc GR . . . .
C39 C 0.4775(4) 0.6187(3) 0.0416(3) 0.0394(11) Uani 1 1 d . . . . .
H39A H 0.4637 0.6692 0.0513 0.059 Uiso 1 1 calc GR . . . .
H39B H 0.4093 0.5997 -0.0204 0.059 Uiso 1 1 calc GR . . . .
H39C H 0.5570 0.6119 0.0206 0.059 Uiso 1 1 calc GR . . . .
C40 C 0.4902(5) 0.4984(2) 0.1419(4) 0.0380(11) Uani 1 1 d . . . . .
H40A H 0.5696 0.4869 0.1235 0.057 Uiso 1 1 calc GR . . . .
H40B H 0.4209 0.4827 0.0778 0.057 Uiso 1 1 calc GR . . . .
H40C H 0.4858 0.4745 0.2142 0.057 Uiso 1 1 calc GR . . . .
C42 C 0.9267(4) 0.6292(4) 0.5437(3) 0.0520(15) Uani 1 1 d . . . . .
H42A H 1.0008 0.6314 0.5126 0.078 Uiso 1 1 calc GR . . . .
H42B H 0.9407 0.5950 0.6079 0.078 Uiso 1 1 calc GR . . . .
H42C H 0.9107 0.6758 0.5728 0.078 Uiso 1 1 calc GR . . . .
C21 C 0.4535(5) 0.3015(3) 1.0506(4) 0.0485(13) Uani 1 1 d . . . . .
H21A H 0.4086 0.2582 1.0203 0.073 Uiso 1 1 calc GR . . . .
H21B H 0.3937 0.3400 1.0474 0.073 Uiso 1 1 calc GR . . . .
H21C H 0.5005 0.2940 1.1317 0.073 Uiso 1 1 calc GR . . . .
C1 C 0.8829(5) 0.4554(3) 0.3176(6) 0.0595(16) Uani 1 1 d . . . . .
H1A H 0.8179 0.4775 0.2561 0.089 Uiso 1 1 calc GR . . . .
H1B H 0.9623 0.4561 0.2949 0.089 Uiso 1 1 calc GR . . . .
H1C H 0.8920 0.4815 0.3908 0.089 Uiso 1 1 calc GR . . . .
C3 C 0.8268(8) 0.3383(4) 0.2202(6) 0.090(3) Uani 1 1 d . . . . .
H3A H 0.7861 0.2931 0.2268 0.135 Uiso 1 1 calc GR . . . .
H3B H 0.9078 0.3297 0.2031 0.135 Uiso 1 1 calc GR . . . .
H3C H 0.7739 0.3661 0.1569 0.135 Uiso 1 1 calc GR . . . .
C2 C 0.9427(5) 0.3442(5) 0.4376(7) 0.102(3) Uani 1 1 d . . . . .
H2A H 0.9447 0.3702 0.5097 0.154 Uiso 1 1 calc GR . . . .
H2B H 1.0255 0.3456 0.4218 0.154 Uiso 1 1 calc GR . . . .
H2C H 0.9190 0.2951 0.4464 0.154 Uiso 1 1 calc GR . . . .


_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
O6 C26 1.342(4) . ?
O6 C25 1.473(4) . ?
O8 C35 1.246(4) . ?
O7 C26 1.214(4) . ?
O1 C5 1.345(4) . ?
O1 C4 1.476(5) . ?
O3 C14 1.229(4) . ?
O2 C5 1.219(4) . ?
O5 C20 1.337(4) . ?
O5 C21 1.452(5) . ?
N3 H3 0.8600 . ?
N3 C26 1.362(4) . ?
N3 C27 1.447(4) . ?
O10 C41 1.328(5) . ?
O10 C42 1.455(5) . ?
O4 C20 1.206(5) . ?
O9 C41 1.201(4) . ?
N4 H4 0.8600 . ?
N4 C35 1.323(4) . ?
N4 C36 1.456(4) . ?
N2 H2 0.8600 . ?
N2 C14 1.345(5) . ?
N2 C15 1.449(4) . ?
N1 H1 0.8600 . ?
N1 C5 1.345(5) . ?
N1 C6 1.463(4) . ?
C8 C9 1.397(5) . ?
C8 C13 1.389(5) . ?
C8 C7 1.513(4) . ?
C35 C27 1.523(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.387(5) . ?
C36 H36 0.9800 . ?
C36 C41 1.519(5) . ?
C36 C37 1.529(4) . ?
C29 C30 1.390(5) . ?
C29 C28 1.500(5) . ?
C29 C34 1.394(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(6) . ?
C27 H27 0.9800 . ?
C27 C28 1.545(4) . ?
C25 C22 1.516(5) . ?
C25 C24 1.522(5) . ?
C25 C23 1.520(5) . ?
C14 C6 1.531(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.387(5) . ?
C15 H15 0.9800 . ?
C15 C20 1.519(5) . ?
C15 C16 1.540(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(6) . ?
C11 C10 1.380(5) . ?
C12 H12 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.537(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.532(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(6) . ?
C33 C32 1.398(6) . ?
C10 H10 0.9300 . ?
C34 H34 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C38 H38 0.9800 . ?
C38 C39 1.519(5) . ?
C38 C40 1.526(6) . ?
C6 H6 0.9800 . ?
C17 H17 0.9800 . ?
C17 C18 1.537(5) . ?
C17 C16 1.533(5) . ?
C17 C19 1.522(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.378(7) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C32 H32 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C4 C1 1.507(6) . ?
C4 C3 1.493(7) . ?
C4 C2 1.516(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 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
C26 O6 C25 120.5(3) . . ?
C5 O1 C4 121.8(3) . . ?
C20 O5 C21 116.4(3) . . ?
C26 N3 H3 119.9 . . ?
C26 N3 C27 120.2(3) . . ?
C27 N3 H3 119.9 . . ?
C41 O10 C42 115.5(3) . . ?
C35 N4 H4 119.0 . . ?
C35 N4 C36 121.9(3) . . ?
C36 N4 H4 119.0 . . ?
C14 N2 H2 119.2 . . ?
C14 N2 C15 121.6(3) . . ?
C15 N2 H2 119.2 . . ?
C5 N1 H1 119.4 . . ?
C5 N1 C6 121.2(3) . . ?
C6 N1 H1 119.4 . . ?
C9 C8 C7 121.3(3) . . ?
C13 C8 C9 118.5(3) . . ?
C13 C8 C7 120.2(3) . . ?
O6 C26 N3 109.4(3) . . ?
O7 C26 O6 127.1(3) . . ?
O7 C26 N3 123.5(3) . . ?
O8 C35 N4 123.2(3) . . ?
O8 C35 C27 118.2(3) . . ?
N4 C35 C27 118.5(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(4) . . ?
C10 C9 H9 119.9 . . ?
N4 C36 H36 107.6 . . ?
N4 C36 C41 107.8(3) . . ?
N4 C36 C37 111.4(3) . . ?
C41 C36 H36 107.6 . . ?
C41 C36 C37 114.6(3) . . ?
C37 C36 H36 107.6 . . ?
O2 C5 O1 125.3(3) . . ?
O2 C5 N1 124.5(3) . . ?
N1 C5 O1 110.2(3) . . ?
C30 C29 C28 121.2(3) . . ?
C30 C29 C34 118.6(3) . . ?
C34 C29 C28 120.2(3) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.6(4) . . ?
C31 C30 H30 119.7 . . ?
N3 C27 C35 115.5(3) . . ?
N3 C27 H27 107.8 . . ?
N3 C27 C28 109.9(3) . . ?
C35 C27 H27 107.8 . . ?
C35 C27 C28 107.6(3) . . ?
C28 C27 H27 107.8 . . ?
O6 C25 C22 108.4(3) . . ?
O6 C25 C24 102.1(3) . . ?
O6 C25 C23 111.8(3) . . ?
C22 C25 C24 112.1(3) . . ?
C22 C25 C23 112.5(3) . . ?
C23 C25 C24 109.6(3) . . ?
O3 C14 N2 121.9(3) . . ?
O3 C14 C6 122.1(3) . . ?
N2 C14 C6 115.9(3) . . ?
O10 C41 C36 112.2(3) . . ?
O9 C41 O10 123.1(3) . . ?
O9 C41 C36 124.7(3) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 C8 121.2(3) . . ?
C12 C13 H13 119.4 . . ?
N2 C15 H15 108.4 . . ?
N2 C15 C20 111.4(3) . . ?
N2 C15 C16 111.8(3) . . ?
C20 C15 H15 108.4 . . ?
C20 C15 C16 108.3(3) . . ?
C16 C15 H15 108.4 . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.9(3) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.8(4) . . ?
C11 C12 H12 120.1 . . ?
C29 C28 C27 113.7(3) . . ?
C29 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C8 C7 H7A 108.4 . . ?
C8 C7 H7B 108.4 . . ?
C8 C7 C6 115.4(3) . . ?
H7A C7 H7B 107.5 . . ?
C6 C7 H7A 108.4 . . ?
C6 C7 H7B 108.4 . . ?
C36 C37 H37A 108.8 . . ?
C36 C37 H37B 108.8 . . ?
C36 C37 C38 113.9(3) . . ?
H37A C37 H37B 107.7 . . ?
C38 C37 H37A 108.8 . . ?
C38 C37 H37B 108.8 . . ?
C34 C33 H33 120.1 . . ?
C34 C33 C32 119.9(4) . . ?
C32 C33 H33 120.1 . . ?
O5 C20 C15 110.2(3) . . ?
O4 C20 O5 124.3(4) . . ?
O4 C20 C15 125.4(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C29 C34 H34 119.5 . . ?
C33 C34 C29 120.9(4) . . ?
C33 C34 H34 119.5 . . ?
C25 C22 H22A 109.5 . . ?
C25 C22 H22B 109.5 . . ?
C25 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C37 C38 H38 108.3 . . ?
C39 C38 C37 109.2(3) . . ?
C39 C38 H38 108.3 . . ?
C39 C38 C40 110.7(3) . . ?
C40 C38 C37 112.1(3) . . ?
C40 C38 H38 108.3 . . ?
N1 C6 C14 111.4(3) . . ?
N1 C6 C7 111.3(3) . . ?
N1 C6 H6 108.2 . . ?
C14 C6 C7 109.4(3) . . ?
C14 C6 H6 108.2 . . ?
C7 C6 H6 108.2 . . ?
C18 C17 H17 108.0 . . ?
C16 C17 H17 108.0 . . ?
C16 C17 C18 109.1(3) . . ?
C19 C17 H17 108.0 . . ?
C19 C17 C18 111.7(3) . . ?
C19 C17 C16 111.8(3) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 C30 120.8(4) . . ?
C32 C31 H31 119.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C16 H16A 108.3 . . ?
C15 C16 H16B 108.3 . . ?
C17 C16 C15 116.0(3) . . ?
C17 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C33 C32 H32 120.4 . . ?
C31 C32 C33 119.3(4) . . ?
C31 C32 H32 120.4 . . ?
C25 C23 H23A 109.5 . . ?
C25 C23 H23B 109.5 . . ?
C25 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 C4 C1 103.1(3) . . ?
O1 C4 C3 109.8(4) . . ?
O1 C4 C2 109.3(4) . . ?
C1 C4 C2 110.4(5) . . ?
C3 C4 C1 109.9(4) . . ?
C3 C4 C2 113.8(6) . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O10 C42 H42A 109.5 . . ?
O10 C42 H42B 109.5 . . ?
O10 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.136 -0.083 0.409 18.0 0.6 ?
2 0.136 0.417 0.591 18.0 0.6 ?
3 -0.111 0.456 0.067 7.3 0.8 ?
4 0.111 0.956 0.933 7.3 0.8 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_l_phe_leu
_database_code_depnum_ccdc_archive 'CCDC 1533809'
_audit_update_record             
;
2017-02-21 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_audit_creation_date             2017-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '(C21 H32 N2 O5)'
_chemical_formula_sum            'C21 H32 N2 O5'
_chemical_formula_weight         392.49
_chemical_absolute_configuration S
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      hexagonal
_space_group_IT_number           170
_space_group_name_H-M_alt        'P 65'
_space_group_name_Hall           'P 65'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'

_cell_length_a                   25.1584(8)
_cell_length_b                   25.1584(8)
_cell_length_c                   24.8801(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     13637.9(9)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    11501
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      23.6180
_cell_measurement_theta_min      1.7760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.860
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Neddle
_exptl_crystal_F_000             5608
_exptl_crystal_size_max          0.3589
_exptl_crystal_size_mid          0.25589
_exptl_crystal_size_min          0.1258
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            55465
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         1.619
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -60.00   71.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898  -77.0000  -90.0000 131

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   20.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.6054  -99.0000   90.0000 40

#__ type_ start__ end____ width___ exp.time_
  3 omega  -32.00  110.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       27.0898   38.0000  -60.0000 142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0185625000
_diffrn_orient_matrix_UB_12      -0.0132740000
_diffrn_orient_matrix_UB_13      0.0053998000
_diffrn_orient_matrix_UB_21      -0.0267032000
_diffrn_orient_matrix_UB_22      -0.0293242000
_diffrn_orient_matrix_UB_23      0.0021001000
_diffrn_orient_matrix_UB_31      0.0015721000
_diffrn_orient_matrix_UB_32      -0.0047750000
_diffrn_orient_matrix_UB_33      -0.0279104000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.945
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                12769
_reflns_number_total             15969
_reflns_odcompleteness_completeness 92.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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         0.269
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 4698 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         15969
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0584
_refine_ls_restrained_S_all      1.052
_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)+(0.0814P)²+1.9012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1484
_refine_ls_wR_factor_ref         0.1562
_refine_special_details          ?
_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
2.a Ternary CH refined with riding coordinates:
 C6(H6), C15(H15), C17(H17), C48(H48), C57(H57), C59(H59), C27(H27), C36(H36),
 C38(H38)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C16(H16A,H16B), C49(H49A,H49B), C58(H58A,H58B), C28(H28A,H28B),
 C37(H37A,H37B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), N5(H5),
 N6(H6A), C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), N3(H3), N4(H4),
 C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C18(H18A,H18B,H18C),
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C43(H43A,H43B,H43C), C44(H44A,H44B,
 H44C), C45(H45A,H45B,H45C), C60(H60A,H60B,H60C), C61(H61A,H61B,H61C), C63(H63A,
 H63B,H63C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C),
 C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C)
;
_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
O1 O 0.58505(16) 0.58002(16) 0.54297(13) 0.0299(8) Uani 1 1 d . . . . .
O2 O 0.56607(17) 0.55895(16) 0.63230(13) 0.0320(8) Uani 1 1 d . . . . .
O3 O 0.41664(16) 0.51922(15) 0.58615(13) 0.0295(8) Uani 1 1 d . . . . .
O4 O 0.29161(15) 0.50254(16) 0.62614(14) 0.0311(8) Uani 1 1 d . . . . .
O5 O 0.27829(16) 0.40920(17) 0.61229(15) 0.0377(9) Uani 1 1 d . . . . .
N1 N 0.53475(18) 0.61623(18) 0.58723(15) 0.0241(9) Uani 1 1 d . . . . .
H1 H 0.5410 0.6397 0.5600 0.029 Uiso 1 1 calc R . . . .
N2 N 0.40483(17) 0.52848(18) 0.67476(14) 0.0223(9) Uani 1 1 d . . . . .
H2 H 0.4174 0.5508 0.7033 0.027 Uiso 1 1 calc R . . . .
C1 C 0.5728(3) 0.4773(3) 0.5507(2) 0.0435(15) Uani 1 1 d . . . . .
H1A H 0.5668 0.4740 0.5889 0.065 Uiso 1 1 calc GR . . . .
H1B H 0.5908 0.4532 0.5395 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.5340 0.4626 0.5331 0.065 Uiso 1 1 calc GR . . . .
C2 C 0.6731(3) 0.5707(3) 0.5681(2) 0.0499(16) Uani 1 1 d . . . . .
H2A H 0.6975 0.6135 0.5593 0.075 Uiso 1 1 calc GR . . . .
H2B H 0.6955 0.5502 0.5597 0.075 Uiso 1 1 calc GR . . . .
H2C H 0.6635 0.5664 0.6058 0.075 Uiso 1 1 calc GR . . . .
C3 C 0.6288(3) 0.5499(3) 0.4754(2) 0.0400(14) Uani 1 1 d . . . . .
H3A H 0.5913 0.5347 0.4555 0.060 Uiso 1 1 calc GR . . . .
H3B H 0.6487 0.5271 0.4659 0.060 Uiso 1 1 calc GR . . . .
H3C H 0.6554 0.5925 0.4672 0.060 Uiso 1 1 calc GR . . . .
C4 C 0.6145(2) 0.5426(2) 0.53605(19) 0.0293(12) Uani 1 1 d . . . . .
C5 C 0.5630(2) 0.5827(2) 0.59063(18) 0.0239(10) Uani 1 1 d . . . . .
C6 C 0.4944(2) 0.6123(2) 0.62946(18) 0.0247(11) Uani 1 1 d . . . . .
H6 H 0.5149 0.6163 0.6639 0.030 Uiso 1 1 calc R . . . .
C7 C 0.4791(2) 0.6645(2) 0.6251(2) 0.0334(13) Uani 1 1 d . . . . .
H7A H 0.4617 0.6634 0.5900 0.040 Uiso 1 1 calc R . . . .
H7B H 0.4491 0.6591 0.6522 0.040 Uiso 1 1 calc R . . . .
C8 C 0.5367(3) 0.7252(3) 0.6329(2) 0.0356(13) Uani 1 1 d . . . . .
C9 C 0.5654(3) 0.7405(3) 0.6826(2) 0.0392(14) Uani 1 1 d . . . . .
H9 H 0.5480 0.7134 0.7111 0.047 Uiso 1 1 calc R . . . .
C10 C 0.6196(3) 0.7957(3) 0.6906(3) 0.0561(18) Uani 1 1 d . . . . .
H10 H 0.6382 0.8057 0.7243 0.067 Uiso 1 1 calc R . . . .
C11 C 0.6459(3) 0.8359(3) 0.6473(4) 0.064(2) Uani 1 1 d . . . . .
H11 H 0.6828 0.8724 0.6516 0.077 Uiso 1 1 calc R . . . .
C12 C 0.6166(3) 0.8211(3) 0.5981(3) 0.060(2) Uani 1 1 d . . . . .
H12 H 0.6333 0.8486 0.5697 0.071 Uiso 1 1 calc R . . . .
C13 C 0.5627(3) 0.7659(3) 0.5903(3) 0.0493(16) Uani 1 1 d . . . . .
H13 H 0.5441 0.7561 0.5567 0.059 Uiso 1 1 calc R . . . .
C14 C 0.4347(2) 0.5494(2) 0.62805(18) 0.0222(10) Uani 1 1 d . . . . .
C15 C 0.3512(2) 0.4679(2) 0.67650(18) 0.0242(10) Uani 1 1 d . . . . .
H15 H 0.3632 0.4374 0.6675 0.029 Uiso 1 1 calc R . . . .
C16 C 0.3228(2) 0.4544(2) 0.73264(19) 0.0283(11) Uani 1 1 d . . . . .
H16A H 0.3112 0.4849 0.7412 0.034 Uiso 1 1 calc R . . . .
H16B H 0.2855 0.4147 0.7320 0.034 Uiso 1 1 calc R . . . .
C17 C 0.3632(3) 0.4541(3) 0.7767(2) 0.0481(16) Uani 1 1 d . . . . .
H17 H 0.4001 0.4948 0.7773 0.058 Uiso 1 1 calc R . . . .
C18 C 0.3839(3) 0.4073(3) 0.7662(3) 0.0586(19) Uani 1 1 d . . . . .
H18A H 0.3485 0.3672 0.7619 0.088 Uiso 1 1 calc GR . . . .
H18B H 0.4078 0.4069 0.7961 0.088 Uiso 1 1 calc GR . . . .
H18C H 0.4083 0.4183 0.7341 0.088 Uiso 1 1 calc GR . . . .
C19 C 0.3334(3) 0.4438(3) 0.8305(3) 0.068(2) Uani 1 1 d . . . . .
H19A H 0.3318 0.4798 0.8410 0.101 Uiso 1 1 calc GR . . . .
H19B H 0.3567 0.4358 0.8565 0.101 Uiso 1 1 calc GR . . . .
H19C H 0.2925 0.4093 0.8287 0.101 Uiso 1 1 calc GR . . . .
C20 C 0.3047(2) 0.4642(2) 0.63551(19) 0.0286(12) Uani 1 1 d . . . . .
C21 C 0.2342(3) 0.3992(3) 0.5706(3) 0.0510(17) Uani 1 1 d . . . . .
H21A H 0.2288 0.3659 0.5481 0.077 Uiso 1 1 calc GR . . . .
H21B H 0.2489 0.4357 0.5494 0.077 Uiso 1 1 calc GR . . . .
H21C H 0.1957 0.3893 0.5867 0.077 Uiso 1 1 calc GR . . . .
O11 O 0.46317(15) 0.55587(14) 0.21999(12) 0.0239(7) Uani 1 1 d . . . . .
O12 O 0.45360(16) 0.53570(15) 0.30918(12) 0.0261(7) Uani 1 1 d . . . . .
O13 O 0.51572(15) 0.39595(15) 0.26167(12) 0.0243(7) Uani 1 1 d . . . . .
O14 O 0.45842(16) 0.27220(15) 0.32632(14) 0.0303(8) Uani 1 1 d . . . . .
O15 O 0.55802(16) 0.30272(16) 0.31768(13) 0.0322(8) Uani 1 1 d . . . . .
N5 N 0.45637(17) 0.46988(17) 0.24914(14) 0.0209(8) Uani 1 1 d . . . . .
H5 H 0.4666 0.4657 0.2171 0.025 Uiso 1 1 calc R . . . .
N6 N 0.49658(18) 0.39601(18) 0.34930(15) 0.0246(9) Uani 1 1 d . . . . .
H6A H 0.4796 0.4065 0.3739 0.030 Uiso 1 1 calc R . . . .
C43 C 0.5091(2) 0.6589(2) 0.2611(2) 0.0354(13) Uani 1 1 d . . . . .
H43A H 0.5049 0.6428 0.2968 0.053 Uiso 1 1 calc GR . . . .
H43B H 0.5065 0.6957 0.2622 0.053 Uiso 1 1 calc GR . . . .
H43C H 0.5481 0.6681 0.2465 0.053 Uiso 1 1 calc GR . . . .
C44 C 0.4671(3) 0.6346(3) 0.1677(2) 0.0371(13) Uani 1 1 d . . . . .
H44A H 0.5073 0.6447 0.1557 0.056 Uiso 1 1 calc GR . . . .
H44B H 0.4629 0.6705 0.1659 0.056 Uiso 1 1 calc GR . . . .
H44C H 0.4368 0.6032 0.1450 0.056 Uiso 1 1 calc GR . . . .
C45 C 0.3943(2) 0.5936(3) 0.2447(2) 0.0356(13) Uani 1 1 d . . . . .
H45A H 0.3645 0.5646 0.2200 0.053 Uiso 1 1 calc GR . . . .
H45B H 0.3901 0.6294 0.2465 0.053 Uiso 1 1 calc GR . . . .
H45C H 0.3877 0.5753 0.2797 0.053 Uiso 1 1 calc GR . . . .
C46 C 0.4578(2) 0.6115(2) 0.22557(19) 0.0265(11) Uani 1 1 d . . . . .
C47 C 0.4562(2) 0.5217(2) 0.26293(17) 0.0193(10) Uani 1 1 d . . . . .
C48 C 0.4392(2) 0.4211(2) 0.28861(17) 0.0200(10) Uani 1 1 d . . . . .
H48 H 0.4313 0.4352 0.3228 0.024 Uiso 1 1 calc R . . . .
C49 C 0.3793(2) 0.3617(2) 0.2716(2) 0.0255(11) Uani 1 1 d . . . . .
H49A H 0.3851 0.3487 0.2364 0.031 Uiso 1 1 calc R . . . .
H49B H 0.3707 0.3292 0.2970 0.031 Uiso 1 1 calc R . . . .
C50 C 0.3252(2) 0.3724(2) 0.2695(2) 0.0281(11) Uani 1 1 d . . . . .
C51 C 0.2990(2) 0.3739(2) 0.2217(2) 0.0355(13) Uani 1 1 d . . . . .
H51 H 0.3140 0.3673 0.1897 0.043 Uiso 1 1 calc R . . . .
C52 C 0.2500(3) 0.3853(3) 0.2203(3) 0.0551(17) Uani 1 1 d . . . . .
H52 H 0.2317 0.3852 0.1878 0.066 Uiso 1 1 calc R . . . .
C53 C 0.2288(3) 0.3968(3) 0.2686(3) 0.0500(16) Uani 1 1 d . . . . .
H53 H 0.1968 0.4052 0.2684 0.060 Uiso 1 1 calc R . . . .
C54 C 0.2559(3) 0.3954(3) 0.3161(3) 0.0534(17) Uani 1 1 d . . . . .
H54 H 0.2416 0.4026 0.3482 0.064 Uiso 1 1 calc R . . . .
C55 C 0.3041(2) 0.3835(3) 0.3174(2) 0.0374(13) Uani 1 1 d . . . . .
H55 H 0.3221 0.3830 0.3500 0.045 Uiso 1 1 calc R . . . .
C56 C 0.4879(2) 0.4044(2) 0.29794(17) 0.0217(10) Uani 1 1 d . . . . .
C57 C 0.5344(2) 0.3693(2) 0.36496(17) 0.0220(10) Uani 1 1 d . . . . .
H57 H 0.5774 0.3975 0.3555 0.026 Uiso 1 1 calc R . . . .
C58 C 0.5288(2) 0.3571(2) 0.42547(18) 0.0221(10) Uani 1 1 d . . . . .
H58A H 0.4867 0.3267 0.4336 0.027 Uiso 1 1 calc R . . . .
H58B H 0.5380 0.3947 0.4440 0.027 Uiso 1 1 calc R . . . .
C59 C 0.5710(2) 0.3346(2) 0.44755(19) 0.0288(11) Uani 1 1 d . . . . .
H59 H 0.5657 0.3002 0.4252 0.035 Uiso 1 1 calc R . . . .
C60 C 0.6384(3) 0.3834(3) 0.4466(2) 0.0465(15) Uani 1 1 d . . . . .
H60A H 0.6502 0.3983 0.4105 0.070 Uiso 1 1 calc GR . . . .
H60B H 0.6626 0.3661 0.4590 0.070 Uiso 1 1 calc GR . . . .
H60C H 0.6450 0.4168 0.4696 0.070 Uiso 1 1 calc GR . . . .
C61 C 0.5515(3) 0.3106(3) 0.5056(2) 0.0357(13) Uani 1 1 d . . . . .
H61A H 0.5525 0.3425 0.5276 0.054 Uiso 1 1 calc GR . . . .
H61B H 0.5792 0.2984 0.5200 0.054 Uiso 1 1 calc GR . . . .
H61C H 0.5106 0.2759 0.5053 0.054 Uiso 1 1 calc GR . . . .
C62 C 0.5104(2) 0.3092(2) 0.33381(18) 0.0247(11) Uani 1 1 d . . . . .
C63 C 0.5422(3) 0.2501(3) 0.2855(2) 0.0459(15) Uani 1 1 d . . . . .
H63A H 0.5244 0.2532 0.2523 0.069 Uiso 1 1 calc GR . . . .
H63B H 0.5132 0.2139 0.3044 0.069 Uiso 1 1 calc GR . . . .
H63C H 0.5785 0.2479 0.2780 0.069 Uiso 1 1 calc GR . . . .
O6 O 0.57434(15) 0.65108(14) 0.39953(13) 0.0266(8) Uani 1 1 d . . . . .
O7 O 0.52777(15) 0.64863(14) 0.47856(12) 0.0249(7) Uani 1 1 d . . . . .
O8 O 0.43494(15) 0.43610(15) 0.42059(12) 0.0274(8) Uani 1 1 d . . . . .
O9 O 0.29517(17) 0.33614(17) 0.47126(16) 0.0425(10) Uani 1 1 d . . . . .
O10 O 0.34854(17) 0.28960(16) 0.45067(14) 0.0360(9) Uani 1 1 d . . . . .
N3 N 0.49205(16) 0.56515(16) 0.42420(15) 0.0196(8) Uani 1 1 d . . . . .
H3 H 0.4990 0.5500 0.3959 0.024 Uiso 1 1 calc R . . . .
N4 N 0.41108(19) 0.43360(17) 0.50749(14) 0.0233(9) Uani 1 1 d . . . . .
H4 H 0.4097 0.4537 0.5349 0.028 Uiso 1 1 calc R . . . .
C22 C 0.6599(3) 0.7270(3) 0.3548(3) 0.0531(18) Uani 1 1 d . . . . .
H22A H 0.6760 0.6995 0.3544 0.080 Uiso 1 1 calc GR . . . .
H22B H 0.6933 0.7686 0.3546 0.080 Uiso 1 1 calc GR . . . .
H22C H 0.6347 0.7199 0.3237 0.080 Uiso 1 1 calc GR . . . .
C23 C 0.6590(3) 0.7269(3) 0.4557(2) 0.0393(13) Uani 1 1 d . . . . .
H23A H 0.6332 0.7195 0.4866 0.059 Uiso 1 1 calc GR . . . .
H23B H 0.6921 0.7686 0.4563 0.059 Uiso 1 1 calc GR . . . .
H23C H 0.6753 0.6996 0.4564 0.059 Uiso 1 1 calc GR . . . .
C24 C 0.5922(3) 0.7553(2) 0.4035(2) 0.0384(13) Uani 1 1 d . . . . .
H24A H 0.5723 0.7502 0.3695 0.058 Uiso 1 1 calc GR . . . .
H24B H 0.6231 0.7976 0.4082 0.058 Uiso 1 1 calc GR . . . .
H24C H 0.5625 0.7432 0.4318 0.058 Uiso 1 1 calc GR . . . .
C25 C 0.6217(2) 0.7160(2) 0.40515(18) 0.0257(11) Uani 1 1 d . . . . .
C26 C 0.5308(2) 0.6242(2) 0.43726(18) 0.0223(10) Uani 1 1 d . . . . .
C27 C 0.4387(2) 0.5266(2) 0.45704(17) 0.0224(10) Uani 1 1 d . . . . .
H27 H 0.4453 0.5439 0.4934 0.027 Uiso 1 1 calc R . . . .
C28 C 0.3783(2) 0.5203(2) 0.4339(2) 0.0268(11) Uani 1 1 d . . . . .
H28A H 0.3725 0.5052 0.3973 0.032 Uiso 1 1 calc R . . . .
H28B H 0.3437 0.4908 0.4551 0.032 Uiso 1 1 calc R . . . .
C29 C 0.3808(2) 0.5814(2) 0.43489(18) 0.0224(10) Uani 1 1 d . . . . .
C30 C 0.3569(2) 0.5992(2) 0.4785(2) 0.0350(13) Uani 1 1 d . . . . .
H30 H 0.3389 0.5728 0.5075 0.042 Uiso 1 1 calc R . . . .
C31 C 0.3606(3) 0.6551(2) 0.4777(2) 0.0389(14) Uani 1 1 d . . . . .
H31 H 0.3439 0.6659 0.5061 0.047 Uiso 1 1 calc R . . . .
C32 C 0.3879(2) 0.6955(2) 0.4368(2) 0.0379(13) Uani 1 1 d . . . . .
H32 H 0.3904 0.7336 0.4377 0.045 Uiso 1 1 calc R . . . .
C33 C 0.4119(2) 0.6797(2) 0.3938(2) 0.0283(11) Uani 1 1 d . . . . .
H33 H 0.4303 0.7070 0.3655 0.034 Uiso 1 1 calc R . . . .
C34 C 0.4088(2) 0.6232(2) 0.3929(2) 0.0280(11) Uani 1 1 d . . . . .
H34 H 0.4254 0.6129 0.3641 0.034 Uiso 1 1 calc R . . . .
C35 C 0.4294(2) 0.4621(2) 0.46014(17) 0.0198(10) Uani 1 1 d . . . . .
C36 C 0.3936(2) 0.3703(2) 0.51368(18) 0.0237(10) Uani 1 1 d . . . . .
H36 H 0.4285 0.3647 0.5052 0.028 Uiso 1 1 calc R . . . .
C37 C 0.3737(2) 0.3515(2) 0.5725(2) 0.0291(11) Uani 1 1 d . . . . .
H37A H 0.4089 0.3750 0.5956 0.035 Uiso 1 1 calc R . . . .
H37B H 0.3430 0.3626 0.5817 0.035 Uiso 1 1 calc R . . . .
C38 C 0.3473(2) 0.2831(2) 0.5848(2) 0.0318(12) Uani 1 1 d . . . . .
H38 H 0.3099 0.2599 0.5634 0.038 Uiso 1 1 calc R . . . .
C39 C 0.3900(3) 0.2589(2) 0.5719(2) 0.0403(14) Uani 1 1 d . . . . .
H39A H 0.3971 0.2612 0.5339 0.060 Uiso 1 1 calc GR . . . .
H39B H 0.3717 0.2170 0.5835 0.060 Uiso 1 1 calc GR . . . .
H39C H 0.4283 0.2831 0.5903 0.060 Uiso 1 1 calc GR . . . .
C40 C 0.3296(3) 0.2716(3) 0.6432(2) 0.0479(16) Uani 1 1 d . . . . .
H40A H 0.3658 0.2922 0.6650 0.072 Uiso 1 1 calc GR . . . .
H40B H 0.3093 0.2283 0.6502 0.072 Uiso 1 1 calc GR . . . .
H40C H 0.3025 0.2869 0.6515 0.072 Uiso 1 1 calc GR . . . .
C41 C 0.3406(2) 0.3319(2) 0.47591(19) 0.0281(11) Uani 1 1 d . . . . .
C42 C 0.2997(3) 0.2489(3) 0.4140(2) 0.0519(17) Uani 1 1 d . . . . .
H42A H 0.2789 0.2695 0.4006 0.078 Uiso 1 1 calc GR . . . .
H42B H 0.2710 0.2124 0.4327 0.078 Uiso 1 1 calc GR . . . .
H42C H 0.3171 0.2383 0.3844 0.078 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.469(5) . ?
O1 C5 1.325(6) . ?
O2 C5 1.218(5) . ?
O3 C14 1.235(5) . ?
O4 C20 1.189(6) . ?
O5 C20 1.330(6) . ?
O5 C21 1.444(6) . ?
N1 H1 0.8600 . ?
N1 C5 1.351(6) . ?
N1 C6 1.430(6) . ?
N2 H2 0.8600 . ?
N2 C14 1.341(6) . ?
N2 C15 1.446(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C4 1.486(8) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C4 1.506(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C4 1.540(7) . ?
C6 H6 0.9800 . ?
C6 C7 1.545(7) . ?
C6 C14 1.543(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.503(8) . ?
C8 C9 1.384(8) . ?
C8 C13 1.390(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.391(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.397(10) . ?
C11 H11 0.9300 . ?
C11 C12 1.381(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(9) . ?
C13 H13 0.9300 . ?
C15 H15 0.9800 . ?
C15 C16 1.528(7) . ?
C15 C20 1.519(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.497(8) . ?
C17 H17 0.9800 . ?
C17 C18 1.530(10) . ?
C17 C19 1.494(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O11 C46 1.477(5) . ?
O11 C47 1.327(5) . ?
O12 C47 1.215(5) . ?
O13 C56 1.224(5) . ?
O14 C62 1.181(6) . ?
O15 C62 1.347(6) . ?
O15 C63 1.423(6) . ?
N5 H5 0.8600 . ?
N5 C47 1.349(6) . ?
N5 C48 1.459(6) . ?
N6 H6A 0.8600 . ?
N6 C56 1.331(6) . ?
N6 C57 1.465(6) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C43 C46 1.526(7) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C44 C46 1.527(7) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C45 C46 1.505(7) . ?
C48 H48 0.9800 . ?
C48 C49 1.559(7) . ?
C48 C56 1.499(6) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C50 1.514(7) . ?
C50 C51 1.371(7) . ?
C50 C55 1.389(7) . ?
C51 H51 0.9300 . ?
C51 C52 1.397(8) . ?
C52 H52 0.9300 . ?
C52 C53 1.401(9) . ?
C53 H53 0.9300 . ?
C53 C54 1.375(9) . ?
C54 H54 0.9300 . ?
C54 C55 1.387(8) . ?
C55 H55 0.9300 . ?
C57 H57 0.9800 . ?
C57 C58 1.529(6) . ?
C57 C62 1.531(7) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 C59 1.532(6) . ?
C59 H59 0.9800 . ?
C59 C60 1.518(8) . ?
C59 C61 1.548(7) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
O6 C25 1.470(6) . ?
O6 C26 1.340(6) . ?
O7 C26 1.220(5) . ?
O8 C35 1.227(5) . ?
O9 C41 1.207(6) . ?
O10 C41 1.332(6) . ?
O10 C42 1.460(7) . ?
N3 H3 0.8600 . ?
N3 C26 1.346(6) . ?
N3 C27 1.452(6) . ?
N4 H4 0.8600 . ?
N4 C35 1.335(6) . ?
N4 C36 1.433(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 C25 1.518(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23 C25 1.510(7) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C24 C25 1.505(7) . ?
C27 H27 0.9800 . ?
C27 C28 1.556(7) . ?
C27 C35 1.523(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.506(6) . ?
C29 C30 1.416(7) . ?
C29 C34 1.397(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.363(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.358(7) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(7) . ?
C34 H34 0.9300 . ?
C36 H36 0.9800 . ?
C36 C37 1.544(7) . ?
C36 C41 1.518(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.533(7) . ?
C38 H38 0.9800 . ?
C38 C39 1.512(8) . ?
C38 C40 1.503(7) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 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
C5 O1 C4 119.7(4) . . ?
C20 O5 C21 115.7(4) . . ?
C5 N1 H1 120.4 . . ?
C5 N1 C6 119.2(4) . . ?
C6 N1 H1 120.4 . . ?
C14 N2 H2 120.5 . . ?
C14 N2 C15 119.0(4) . . ?
C15 N2 H2 120.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 112.1(4) . . ?
O1 C4 C2 109.0(4) . . ?
O1 C4 C3 101.7(4) . . ?
C1 C4 C2 111.9(5) . . ?
C1 C4 C3 111.4(5) . . ?
C2 C4 C3 110.2(5) . . ?
O1 C5 N1 109.9(4) . . ?
O2 C5 O1 127.3(4) . . ?
O2 C5 N1 122.8(4) . . ?
N1 C6 H6 108.5 . . ?
N1 C6 C7 111.0(4) . . ?
N1 C6 C14 110.3(4) . . ?
C7 C6 H6 108.5 . . ?
C14 C6 H6 108.5 . . ?
C14 C6 C7 110.0(4) . . ?
C6 C7 H7A 109.8 . . ?
C6 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 C6 109.4(4) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C9 C8 C7 120.2(5) . . ?
C9 C8 C13 119.2(6) . . ?
C13 C8 C7 120.6(5) . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(6) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 118.9(7) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.6(6) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.1(6) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 H13 120.2 . . ?
C12 C13 C8 119.7(7) . . ?
C12 C13 H13 120.2 . . ?
O3 C14 N2 121.9(4) . . ?
O3 C14 C6 121.3(4) . . ?
N2 C14 C6 116.7(4) . . ?
N2 C15 H15 109.2 . . ?
N2 C15 C16 110.4(4) . . ?
N2 C15 C20 109.2(4) . . ?
C16 C15 H15 109.2 . . ?
C20 C15 H15 109.2 . . ?
C20 C15 C16 109.8(4) . . ?
C15 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C17 C16 C15 115.2(4) . . ?
C17 C16 H16A 108.5 . . ?
C17 C16 H16B 108.5 . . ?
C16 C17 H17 107.3 . . ?
C16 C17 C18 111.9(5) . . ?
C18 C17 H17 107.3 . . ?
C19 C17 C16 111.9(5) . . ?
C19 C17 H17 107.3 . . ?
C19 C17 C18 110.7(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 O5 124.2(5) . . ?
O4 C20 C15 126.9(5) . . ?
O5 C20 C15 108.9(4) . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C47 O11 C46 119.5(3) . . ?
C62 O15 C63 115.3(4) . . ?
C47 N5 H5 120.0 . . ?
C47 N5 C48 119.9(4) . . ?
C48 N5 H5 120.0 . . ?
C56 N6 H6A 119.2 . . ?
C56 N6 C57 121.6(4) . . ?
C57 N6 H6A 119.2 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C46 C43 H43A 109.5 . . ?
C46 C43 H43B 109.5 . . ?
C46 C43 H43C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C44 H44A 109.5 . . ?
C46 C44 H44B 109.5 . . ?
C46 C44 H44C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C46 C45 H45A 109.5 . . ?
C46 C45 H45B 109.5 . . ?
C46 C45 H45C 109.5 . . ?
O11 C46 C43 110.7(4) . . ?
O11 C46 C44 101.7(4) . . ?
O11 C46 C45 109.4(4) . . ?
C43 C46 C44 109.8(4) . . ?
C45 C46 C43 114.0(4) . . ?
C45 C46 C44 110.4(4) . . ?
O11 C47 N5 111.0(4) . . ?
O12 C47 O11 125.7(4) . . ?
O12 C47 N5 123.2(4) . . ?
N5 C48 H48 108.0 . . ?
N5 C48 C49 111.1(4) . . ?
N5 C48 C56 113.6(4) . . ?
C49 C48 H48 108.0 . . ?
C56 C48 H48 108.0 . . ?
C56 C48 C49 108.0(4) . . ?
C48 C49 H49A 109.4 . . ?
C48 C49 H49B 109.4 . . ?
H49A C49 H49B 108.0 . . ?
C50 C49 C48 111.3(4) . . ?
C50 C49 H49A 109.4 . . ?
C50 C49 H49B 109.4 . . ?
C51 C50 C49 121.4(5) . . ?
C51 C50 C55 120.2(5) . . ?
C55 C50 C49 118.3(5) . . ?
C50 C51 H51 119.6 . . ?
C50 C51 C52 120.8(5) . . ?
C52 C51 H51 119.6 . . ?
C51 C52 H52 120.4 . . ?
C53 C52 C51 119.2(6) . . ?
C53 C52 H52 120.4 . . ?
C52 C53 H53 120.4 . . ?
C54 C53 C52 119.2(5) . . ?
C54 C53 H53 120.4 . . ?
C53 C54 H54 119.2 . . ?
C53 C54 C55 121.6(6) . . ?
C55 C54 H54 119.2 . . ?
C50 C55 C54 119.1(5) . . ?
C50 C55 H55 120.5 . . ?
C54 C55 H55 120.5 . . ?
O13 C56 N6 121.8(4) . . ?
O13 C56 C48 123.6(4) . . ?
N6 C56 C48 114.5(4) . . ?
N6 C57 H57 109.9 . . ?
N6 C57 C58 109.8(4) . . ?
N6 C57 C62 107.0(4) . . ?
C58 C57 H57 109.9 . . ?
C62 C57 H57 109.9 . . ?
C62 C57 C58 110.4(4) . . ?
C57 C58 H58A 108.6 . . ?
C57 C58 H58B 108.6 . . ?
C57 C58 C59 114.6(4) . . ?
H58A C58 H58B 107.6 . . ?
C59 C58 H58A 108.6 . . ?
C59 C58 H58B 108.6 . . ?
C58 C59 H59 108.0 . . ?
C58 C59 C61 109.7(4) . . ?
C60 C59 C58 113.3(4) . . ?
C60 C59 H59 108.0 . . ?
C60 C59 C61 109.8(4) . . ?
C61 C59 H59 108.0 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 H61A 109.5 . . ?
C59 C61 H61B 109.5 . . ?
C59 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
O14 C62 O15 124.0(4) . . ?
O14 C62 C57 126.3(5) . . ?
O15 C62 C57 109.6(4) . . ?
O15 C63 H63A 109.5 . . ?
O15 C63 H63B 109.5 . . ?
O15 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C26 O6 C25 119.9(3) . . ?
C41 O10 C42 116.4(4) . . ?
C26 N3 H3 119.4 . . ?
C26 N3 C27 121.2(4) . . ?
C27 N3 H3 119.4 . . ?
C35 N4 H4 119.2 . . ?
C35 N4 C36 121.5(4) . . ?
C36 N4 H4 119.2 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C22 H22A 109.5 . . ?
C25 C22 H22B 109.5 . . ?
C25 C22 H22C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C23 H23A 109.5 . . ?
C25 C23 H23B 109.5 . . ?
C25 C23 H23C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
O6 C25 C22 102.3(4) . . ?
O6 C25 C23 111.5(4) . . ?
O6 C25 C24 109.6(4) . . ?
C22 C25 C23 112.0(5) . . ?
C24 C25 C22 109.5(4) . . ?
C24 C25 C23 111.6(4) . . ?
O6 C26 N3 110.3(4) . . ?
O7 C26 O6 125.2(4) . . ?
O7 C26 N3 124.5(4) . . ?
N3 C27 H27 109.1 . . ?
N3 C27 C28 113.0(4) . . ?
N3 C27 C35 109.7(4) . . ?
C28 C27 H27 109.1 . . ?
C35 C27 H27 109.1 . . ?
C35 C27 C28 106.7(4) . . ?
C27 C28 H28A 109.6 . . ?
C27 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C29 C28 C27 110.4(4) . . ?
C29 C28 H28A 109.6 . . ?
C29 C28 H28B 109.6 . . ?
C30 C29 C28 121.8(4) . . ?
C34 C29 C28 120.3(4) . . ?
C34 C29 C30 117.9(4) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.7(5) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.0 . . ?
C32 C31 C30 122.1(5) . . ?
C32 C31 H31 119.0 . . ?
C31 C32 H32 120.2 . . ?
C31 C32 C33 119.7(5) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.0(5) . . ?
C34 C33 H33 120.0 . . ?
C29 C34 H34 119.7 . . ?
C33 C34 C29 120.7(5) . . ?
C33 C34 H34 119.7 . . ?
O8 C35 N4 121.5(4) . . ?
O8 C35 C27 122.0(4) . . ?
N4 C35 C27 116.4(4) . . ?
N4 C36 H36 109.8 . . ?
N4 C36 C37 108.4(4) . . ?
N4 C36 C41 109.0(4) . . ?
C37 C36 H36 109.8 . . ?
C41 C36 H36 109.8 . . ?
C41 C36 C37 110.1(4) . . ?
C36 C37 H37A 108.5 . . ?
C36 C37 H37B 108.5 . . ?
H37A C37 H37B 107.5 . . ?
C38 C37 C36 115.2(4) . . ?
C38 C37 H37A 108.5 . . ?
C38 C37 H37B 108.5 . . ?
C37 C38 H38 107.9 . . ?
C39 C38 C37 114.4(4) . . ?
C39 C38 H38 107.9 . . ?
C40 C38 C37 109.2(5) . . ?
C40 C38 H38 107.9 . . ?
C40 C38 C39 109.2(5) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O9 C41 O10 123.5(5) . . ?
O9 C41 C36 124.9(5) . . ?
O10 C41 C36 111.5(4) . . ?
O10 C42 H42A 109.5 . . ?
O10 C42 H42B 109.5 . . ?
O10 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.222 4181.4 778.4 ?


_olex2_date_sample_data_collection 2017-02-17
_olex2_submission_special_instructions 'No special instructions were received'
