# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_171204B
_database_code_depnum_ccdc_archive 'CCDC 1838685'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-11-26 downloaded from the CCDC.
;
_audit_creation_date             2018-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H30 O4, C H4 O'
_chemical_formula_sum            'C26 H34 O5'
_chemical_formula_weight         426.56
_chemical_absolute_configuration syn
_chemical_oxdiff_formula         CHO
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   7.7671(1)
_cell_length_b                   16.3554(3)
_cell_length_c                   17.5789(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2233.12(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7740
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.5690
_cell_measurement_theta_min      4.9990
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.30d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.2686
_exptl_crystal_description       block
_exptl_crystal_F_000             922.9450
_exptl_crystal_preparation       'in MeOH'
_exptl_crystal_recrystallization_method MeOH
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12629
_diffrn_reflns_theta_full        67.0752
_diffrn_reflns_theta_max         67.08
_diffrn_reflns_theta_min         5.03
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9939
_diffrn_measured_fraction_theta_max 0.9123
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -14.00   1.00    0.50    --  -86.25 125.00 150.00   58
  2  ω    -60.00  24.00   1.00    0.10    --  -48.45  57.00  90.00   84
  3  ω    -61.00 -22.00   1.00    0.10    --  -48.45  19.00  28.00   39
  4  ω     40.00 104.00   1.00    0.10    --   48.45  19.00  28.00   64
  5  ω    106.00 135.00   1.00    0.50    --  107.75  19.00  28.00   29
  6  ω    -79.00 -54.00   1.00    0.50    --  -86.25  19.00  28.00   25
  7  ω   -159.00-127.00   1.00    0.50    --  -86.25 -19.00-139.00   32
  8  ω   -104.00 -79.00   1.00    0.10    --  -48.45 -19.00-139.00   25
  9  ω    -26.00  39.00   1.00    0.10    --   48.45 -19.00-139.00   65
 10  ω     33.00 113.00   1.00    0.50    --  107.75 -19.00-139.00   80
 11  ω     37.00 119.00   1.00    0.50    --  107.75 -37.00-120.00   82
 12  ω     38.00 110.00   1.00    0.50    --  107.75 -99.00-120.00   72
 13  ω     45.00 116.00   1.00    0.50    --  107.75-125.00-120.00   71
 14  ω     36.00 104.00   1.00    0.50    --  107.75 -99.00  60.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0402806000
_diffrn_orient_matrix_UB_12      -0.0149198000
_diffrn_orient_matrix_UB_13      -0.0846651000
_diffrn_orient_matrix_UB_21      -0.1879066000
_diffrn_orient_matrix_UB_22      0.0205758000
_diffrn_orient_matrix_UB_23      -0.0206306000
_diffrn_orient_matrix_UB_31      0.0492548000
_diffrn_orient_matrix_UB_32      0.0906859000
_diffrn_orient_matrix_UB_33      -0.0092664000
_diffrn_oxdiff_ac3_digest_frames 
;
01d91ef1a8feaffe57d7fb2bed105e11d90004491e1
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0101cda8dc46fdb7cca871b59959bf53636ae9
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.939
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              19
_reflns_limit_k_min              -19
_reflns_limit_l_max              20
_reflns_limit_l_min              -20
_reflns_number_gt                3521
_reflns_number_total             3861
_reflns_odcompleteness_completeness 99.39
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.3978
_refine_diff_density_min         -0.4977
_refine_diff_density_rms         0.0602
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -9.43(3)
_refine_ls_d_res_high            0.8370
_refine_ls_d_res_low             8.7895
_refine_ls_goodness_of_fit_ref   1.0301
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3861
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.0301
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0728P)²+1.2933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1404
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C8(H8), C4(H4), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b), C9(H9a,H9b), C12(H12a,H12b), C5(H5a,H5b), C6(H6a,H6b), C3(H3a,
 H3b)
2.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C18(H18), C20(H20), C19(H19)
2.d Idealised Me refined as rotating group:
 C28(H28a,H28b,H28c), C29(H29a,H29b,H29c), C27(H27a,H27b,H27c), C30(H30a,H30b,
 H30c)
2.e Idealised tetrahedral OH refined as rotating group:
 O26(H26), O31(H31)
;
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
O15 O 0.9685(2) 0.42674(10) 0.30142(10) 0.0305(4) Uani 1.000000 .
O26 O 0.3454(3) 0.53968(11) 0.35040(11) 0.0399(5) Uani 1.000000 .
H26 H 0.292(4) 0.4987(12) 0.33742(16) 0.0599(7) Uiso 1.000000 GR
O24 O 0.6783(3) 0.18979(12) 0.38538(13) 0.0433(5) Uani 1.000000 .
O25 O 1.2448(3) 0.37272(12) 0.37298(13) 0.0436(5) Uani 1.000000 .
C1 C 0.9566(3) 0.35318(15) 0.33501(14) 0.0279(5) Uani 1.000000 .
C22 C 1.1263(4) 0.24435(15) 0.40563(14) 0.0284(5) Uani 1.000000 .
C2 C 0.8127(3) 0.30793(15) 0.33871(14) 0.0279(5) Uani 1.000000 .
C11 C 0.6996(3) 0.61595(14) 0.34943(13) 0.0263(5) Uani 1.000000 .
H11 H 0.6703(3) 0.56827(14) 0.38062(13) 0.0316(6) Uiso 1.000000 R
C17 C 0.9767(4) 0.19734(15) 0.41131(14) 0.0289(5) Uani 1.000000 .
C23 C 1.1206(3) 0.32735(15) 0.37187(15) 0.0297(5) Uani 1.000000 .
C8 C 0.5355(4) 0.64449(15) 0.30607(14) 0.0286(5) Uani 1.000000 .
H8 H 0.5697(4) 0.67640(15) 0.26136(14) 0.0343(6) Uiso 1.000000 R
C14 C 0.8298(3) 0.45123(15) 0.24827(13) 0.0284(5) Uani 1.000000 .
C4 C 0.6538(3) 0.42840(15) 0.28248(14) 0.0274(5) Uani 1.000000 .
H4 H 0.6387(3) 0.46034(15) 0.32918(14) 0.0329(6) Uiso 1.000000 R
C7 C 0.3933(3) 0.58568(16) 0.28410(15) 0.0322(6) Uani 1.000000 .
H7 H 0.2933(3) 0.61919(16) 0.27054(15) 0.0386(7) Uiso 1.000000 R
C10 C 0.6862(4) 0.69486(15) 0.39992(14) 0.0320(6) Uani 1.000000 .
C21 C 1.2806(4) 0.21317(17) 0.43324(15) 0.0349(6) Uani 1.000000 .
H21 H 1.3811(4) 0.24380(17) 0.42909(15) 0.0418(7) Uiso 1.000000 R
C16 C 0.8116(3) 0.22897(15) 0.37898(15) 0.0304(5) Uani 1.000000 .
C13 C 0.8626(4) 0.54291(16) 0.23767(14) 0.0305(5) Uani 1.000000 .
H13a H 0.9718(4) 0.54879(16) 0.21151(14) 0.0366(7) Uiso 1.000000 R
H13b H 0.7744(4) 0.56369(16) 0.20374(14) 0.0366(7) Uiso 1.000000 R
C18 C 0.9804(4) 0.12165(17) 0.44679(15) 0.0367(6) Uani 1.000000 .
H18 H 0.8801(4) 0.09110(17) 0.45181(15) 0.0440(7) Uiso 1.000000 R
C9 C 0.4981(4) 0.70318(15) 0.37310(15) 0.0334(6) Uani 1.000000 .
H9a H 0.4677(4) 0.75810(15) 0.35722(15) 0.0401(7) Uiso 1.000000 R
H9b H 0.4148(4) 0.68196(15) 0.40916(15) 0.0401(7) Uiso 1.000000 R
C12 C 0.8672(4) 0.59852(16) 0.30706(16) 0.0335(6) Uani 1.000000 .
H12a H 0.9149(4) 0.65059(16) 0.29113(16) 0.0402(7) Uiso 1.000000 R
H12b H 0.9474(4) 0.57493(16) 0.34320(16) 0.0402(7) Uiso 1.000000 R
C20 C 1.2853(4) 0.13680(18) 0.46684(16) 0.0391(7) Uani 1.000000 .
H20 H 1.3894(4) 0.11564(18) 0.48409(16) 0.0469(8) Uiso 1.000000 R
C5 C 0.4962(4) 0.44428(16) 0.23132(15) 0.0325(6) Uani 1.000000 .
H5a H 0.5206(4) 0.41921(16) 0.18249(15) 0.0390(7) Uiso 1.000000 R
H5b H 0.4007(4) 0.41422(16) 0.25325(15) 0.0390(7) Uiso 1.000000 R
C6 C 0.4310(4) 0.53084(17) 0.21503(15) 0.0340(6) Uani 1.000000 .
H6a H 0.3262(4) 0.52643(17) 0.18527(15) 0.0408(7) Uiso 1.000000 R
H6b H 0.5158(4) 0.55826(17) 0.18357(15) 0.0408(7) Uiso 1.000000 R
C19 C 1.1359(4) 0.09182(18) 0.47485(15) 0.0408(7) Uani 1.000000 .
H19 H 1.1392(4) 0.04133(18) 0.49913(15) 0.0490(8) Uiso 1.000000 R
C3 C 0.6485(4) 0.33740(15) 0.30427(16) 0.0329(6) Uani 1.000000 .
H3a H 0.6239(4) 0.30532(15) 0.25915(16) 0.0395(7) Uiso 1.000000 R
H3b H 0.5554(4) 0.32863(15) 0.34016(16) 0.0395(7) Uiso 1.000000 R
C28 C 0.8666(4) 0.40751(19) 0.17359(15) 0.0429(7) Uani 1.000000 .
H28a H 0.9841(9) 0.4168(12) 0.1591(7) 0.0643(10) Uiso 1.000000 GR
H28b H 0.847(3) 0.3499(3) 0.1798(4) 0.0643(10) Uiso 1.000000 GR
H28c H 0.791(2) 0.4283(10) 0.1347(3) 0.0643(10) Uiso 1.000000 GR
C29 C 0.7960(4) 0.76544(17) 0.37268(19) 0.0464(7) Uani 1.000000 .
H29a H 0.9153(5) 0.7527(7) 0.3804(13) 0.0696(11) Uiso 1.000000 GR
H29b H 0.775(2) 0.7746(10) 0.3195(4) 0.0696(11) Uiso 1.000000 GR
H29c H 0.767(2) 0.8138(4) 0.4008(10) 0.0696(11) Uiso 1.000000 GR
C27 C 0.7093(5) 0.68141(19) 0.48498(16) 0.0461(8) Uani 1.000000 .
H27a H 0.636(2) 0.6375(10) 0.5014(3) 0.0691(11) Uiso 1.000000 GR
H27b H 0.8272(8) 0.6678(15) 0.4954(2) 0.0691(11) Uiso 1.000000 GR
H27c H 0.679(3) 0.7305(5) 0.51183(19) 0.0691(11) Uiso 1.000000 GR
O31 O 0.2915(6) 0.5513(3) 0.50437(19) 0.1022(12) Uani 1.000000 .
H31 H 0.3248(16) 0.556(5) 0.4603(3) 0.1533(18) Uiso 1.000000 GR
C30 C 0.1183(9) 0.5393(5) 0.5050(3) 0.119(2) Uani 1.000000 .
H30a H 0.0630(11) 0.582(2) 0.476(3) 0.178(4) Uiso 1.000000 GR
H30b H 0.0923(10) 0.4872(16) 0.483(3) 0.178(4) Uiso 1.000000 GR
H30c H 0.0772(14) 0.540(4) 0.5565(4) 0.178(4) Uiso 1.000000 GR


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
O15 C1 1.343(3) . ?
O15 C14 1.481(3) . ?
O26 H26 0.8200 . ?
O26 C7 1.436(3) . ?
O24 C16 1.223(3) . ?
O25 C23 1.217(3) . ?
C1 C2 1.342(4) . ?
C1 C23 1.491(4) . ?
C22 C17 1.397(4) . ?
C22 C23 1.482(3) . ?
C22 C21 1.390(4) . ?
C2 C16 1.473(4) . ?
C2 C3 1.492(4) . ?
C11 H11 0.9800 . ?
C11 C8 1.556(4) . ?
C11 C10 1.570(3) . ?
C11 C12 1.527(4) . ?
C17 C16 1.495(4) . ?
C17 C18 1.386(4) . ?
C8 H8 0.9800 . ?
C8 C7 1.515(4) . ?
C8 C9 1.547(3) . ?
C14 C4 1.540(4) . ?
C14 C13 1.532(4) . ?
C14 C28 1.522(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.541(3) . ?
C4 C3 1.537(3) . ?
C7 H7 0.9800 . ?
C7 C6 1.538(4) . ?
C10 C9 1.541(4) . ?
C10 C29 1.513(4) . ?
C10 C27 1.522(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.382(4) . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C13 C12 1.522(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.393(4) . ?
C9 H9a 0.9700 . ?
C9 H9b 0.9700 . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C20 H20 0.9300 . ?
C20 C19 1.381(5) . ?
C5 H5a 0.9700 . ?
C5 H5b 0.9700 . ?
C5 C6 1.531(4) . ?
C6 H6a 0.9700 . ?
C6 H6b 0.9700 . ?
C19 H19 0.9300 . ?
C3 H3a 0.9700 . ?
C3 H3b 0.9700 . ?
C28 H28a 0.9600 . ?
C28 H28b 0.9600 . ?
C28 H28c 0.9600 . ?
C29 H29a 0.9600 . ?
C29 H29b 0.9600 . ?
C29 H29c 0.9600 . ?
C27 H27a 0.9600 . ?
C27 H27b 0.9600 . ?
C27 H27c 0.9600 . ?
O31 H31 0.8200 . ?
O31 C30 1.360(8) . ?
C30 H30a 0.9600 . ?
C30 H30b 0.9600 . ?
C30 H30c 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
C14 O15 C1 118.0(2) . . ?
C7 O26 H26 109.5 . . ?
C2 C1 O15 124.9(2) . . ?
C23 C1 O15 112.7(2) . . ?
C23 C1 C2 122.3(2) . . ?
C23 C22 C17 120.5(2) . . ?
C21 C22 C17 119.4(2) . . ?
C21 C22 C23 120.1(2) . . ?
C16 C2 C1 120.8(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 C16 118.3(2) . . ?
C8 C11 H11 108.81(13) . . ?
C10 C11 H11 108.81(13) . . ?
C10 C11 C8 88.64(18) . . ?
C12 C11 H11 108.81(13) . . ?
C12 C11 C8 121.0(2) . . ?
C12 C11 C10 119.1(2) . . ?
C16 C17 C22 119.7(2) . . ?
C18 C17 C22 120.4(3) . . ?
C18 C17 C16 119.9(2) . . ?
C1 C23 O25 120.8(2) . . ?
C22 C23 O25 121.9(2) . . ?
C22 C23 C1 117.3(2) . . ?
H8 C8 C11 109.34(13) . . ?
C7 C8 C11 122.1(2) . . ?
C7 C8 H8 109.34(14) . . ?
C9 C8 C11 88.10(19) . . ?
C9 C8 H8 109.34(13) . . ?
C9 C8 C7 116.8(2) . . ?
C4 C14 O15 109.51(18) . . ?
C13 C14 O15 102.7(2) . . ?
C13 C14 C4 115.6(2) . . ?
C28 C14 O15 106.3(2) . . ?
C28 C14 C4 112.9(2) . . ?
C28 C14 C13 108.9(2) . . ?
H4 C4 C14 107.71(13) . . ?
C5 C4 C14 115.9(2) . . ?
C5 C4 H4 107.71(13) . . ?
C3 C4 C14 110.8(2) . . ?
C3 C4 H4 107.71(14) . . ?
C3 C4 C5 106.7(2) . . ?
C8 C7 O26 108.4(2) . . ?
H7 C7 O26 106.55(14) . . ?
H7 C7 C8 106.55(14) . . ?
C6 C7 O26 112.6(2) . . ?
C6 C7 C8 115.7(2) . . ?
C6 C7 H7 106.55(14) . . ?
C9 C10 C11 87.84(19) . . ?
C29 C10 C11 114.3(2) . . ?
C29 C10 C9 111.7(2) . . ?
C27 C10 C11 115.4(2) . . ?
C27 C10 C9 115.1(2) . . ?
C27 C10 C29 110.8(3) . . ?
H21 C21 C22 119.89(16) . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 H21 119.89(17) . . ?
C2 C16 O24 120.6(2) . . ?
C17 C16 O24 120.7(2) . . ?
C17 C16 C2 118.8(2) . . ?
H13a C13 C14 107.46(14) . . ?
H13b C13 C14 107.46(14) . . ?
H13b C13 H13a 107.0 . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13a 107.46(15) . . ?
C12 C13 H13b 107.46(15) . . ?
H18 C18 C17 120.33(17) . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.33(17) . . ?
C10 C9 C8 90.00(19) . . ?
H9a C9 C8 113.64(13) . . ?
H9a C9 C10 113.64(13) . . ?
H9b C9 C8 113.64(14) . . ?
H9b C9 C10 113.64(14) . . ?
H9b C9 H9a 110.9 . . ?
C13 C12 C11 118.8(2) . . ?
H12a C12 C11 107.60(13) . . ?
H12a C12 C13 107.60(14) . . ?
H12b C12 C11 107.60(13) . . ?
H12b C12 C13 107.60(14) . . ?
H12b C12 H12a 107.0 . . ?
H20 C20 C21 119.90(17) . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.90(16) . . ?
H5a C5 C4 106.86(13) . . ?
H5b C5 C4 106.86(14) . . ?
H5b C5 H5a 106.7 . . ?
C6 C5 C4 121.9(2) . . ?
C6 C5 H5a 106.86(14) . . ?
C6 C5 H5b 106.86(16) . . ?
C5 C6 C7 117.0(2) . . ?
H6a C6 C7 108.04(14) . . ?
H6a C6 C5 108.04(14) . . ?
H6b C6 C7 108.04(15) . . ?
H6b C6 C5 108.04(16) . . ?
H6b C6 H6a 107.3 . . ?
C20 C19 C18 120.4(2) . . ?
H19 C19 C18 119.80(17) . . ?
H19 C19 C20 119.80(16) . . ?
C4 C3 C2 113.0(2) . . ?
H3a C3 C2 108.98(13) . . ?
H3a C3 C4 108.98(14) . . ?
H3b C3 C2 108.98(14) . . ?
H3b C3 C4 108.98(14) . . ?
H3b C3 H3a 107.8 . . ?
H28a C28 C14 109.5 . . ?
H28b C28 C14 109.5 . . ?
H28b C28 H28a 109.5 . . ?
H28c C28 C14 109.5 . . ?
H28c C28 H28a 109.5 . . ?
H28c C28 H28b 109.5 . . ?
H29a C29 C10 109.5 . . ?
H29b C29 C10 109.5 . . ?
H29b C29 H29a 109.5 . . ?
H29c C29 C10 109.5 . . ?
H29c C29 H29a 109.5 . . ?
H29c C29 H29b 109.5 . . ?
H27a C27 C10 109.5 . . ?
H27b C27 C10 109.5 . . ?
H27b C27 H27a 109.5 . . ?
H27c C27 C10 109.5 . . ?
H27c C27 H27a 109.5 . . ?
H27c C27 H27b 109.5 . . ?
C30 O31 H31 109.5 . . ?
H30a C30 O31 109.5 . . ?
H30b C30 O31 109.5 . . ?
H30b C30 H30a 109.5 . . ?
H30c C30 O31 109.5 . . ?
H30c C30 H30a 109.5 . . ?
H30c C30 H30b 109.5 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.839
_oxdiff_exptl_absorpt_empirical_full_min 0.631
####################################################################### 
# 
# 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_171109a
_database_code_depnum_ccdc_archive 'CCDC 1838687'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-11-26 downloaded from the CCDC.
;
_audit_creation_date             2017-11-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H36 O4'
_chemical_formula_sum            'C25 H36 O4'
_chemical_formula_weight         400.54
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.2880(5)
_cell_length_b                   6.3903(2)
_cell_length_c                   14.4021(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.827(4)
_cell_angle_gamma                90
_cell_volume                     1135.26(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3489
_cell_measurement_temperature    297.99(11)
_cell_measurement_theta_max      76.4720
_cell_measurement_theta_min      3.5440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.30d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6212
_diffrn_reflns_point_group_measured_fraction_full 0.769
_diffrn_reflns_point_group_measured_fraction_max 0.780
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.583
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.99(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  24.00   1.00    0.15    --  -48.45  44.00 113.00   85
  2  ω   -120.00 -36.00   1.00    0.15    --  -48.45 -44.00 -37.00   84
  3  ω     54.00  96.00   1.00    0.15    --   48.45  44.00 113.00   42
  4  ω     -6.00  20.00   1.00    0.15    --   48.45 -44.00 -37.00   26
  5  ω    -65.00 -38.00   1.00    1.50    --  -86.25  44.00 113.00   27
  6  ω   -108.00 -73.00   1.00    1.50    --  -86.25 -44.00 -37.00   35
  7  ω     55.00 119.00   1.00    1.50    --  107.75 -44.00 -37.00   64
  8  ω     95.00 177.00   1.00    1.50    --  107.75  44.00 113.00   82
  9  ω    -70.00 -16.00   1.00    1.50    --  -86.25 125.00 150.00   54
 10  ω     82.00 108.00   1.00    1.50    --  107.75 -99.00 150.00   26
 11  ω     37.00 120.00   1.00    1.50    --  107.75 -37.00 120.00   83
 12  ω     37.00 115.00   1.00    1.50    --  107.75 -57.00  60.00   78
 13  ω     36.00 115.00   1.00    1.50    --  107.75 -19.00 -60.00   79
 14  ω     42.00  68.00   1.00    1.50    --  107.75 -99.00 150.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0810978000
_diffrn_orient_matrix_UB_12      0.0982259000
_diffrn_orient_matrix_UB_13      0.0965159000
_diffrn_orient_matrix_UB_21      -0.0947890000
_diffrn_orient_matrix_UB_22      0.0725459000
_diffrn_orient_matrix_UB_23      0.0292385000
_diffrn_orient_matrix_UB_31      0.0051764000
_diffrn_orient_matrix_UB_32      -0.2078790000
_diffrn_orient_matrix_UB_33      0.0557647000
_diffrn_oxdiff_ac3_digest_frames 
;
015e709bf492fc39d8caff2a3eb84a1cb3007918bdd
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01ec23c5882e1a05a3d26502cb01c48472551a
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.468
_reflns_Friedel_fraction_full    0.544
_reflns_Friedel_fraction_max     0.552
_reflns_number_gt                2805
_reflns_number_total             3159
_reflns_odcompleteness_completeness 97.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 850 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       0.0077(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3159
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0521
_refine_ls_restrained_S_all      1.114
_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)+(0.0810P)²+0.1915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1488
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C20(H20), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,
 H18B), C23(H23A,H23B)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C14(H14A,
 H14B,H14C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7405(5) 0.7455(11) 0.7471(3) 0.0715(16) Uani 1 1 d . . . . .
H1A H 0.7738 0.8672 0.7318 0.107 Uiso 1 1 calc GR . . . .
H1B H 0.7826 0.6988 0.8136 0.107 Uiso 1 1 calc GR . . . .
H1C H 0.6685 0.7796 0.7426 0.107 Uiso 1 1 calc GR . . . .
C2 C 0.6838(5) 0.3747(10) 0.6983(4) 0.0666(15) Uani 1 1 d . . . . .
H2A H 0.6152 0.4105 0.7020 0.100 Uiso 1 1 calc GR . . . .
H2B H 0.7310 0.3201 0.7617 0.100 Uiso 1 1 calc GR . . . .
H2C H 0.6731 0.2708 0.6474 0.100 Uiso 1 1 calc GR . . . .
C3 C 0.7352(3) 0.5716(8) 0.6725(3) 0.0440(10) Uani 1 1 d . . . . .
C4 C 0.8489(3) 0.5163(9) 0.6793(3) 0.0508(12) Uani 1 1 d . . . . .
C5 C 0.6627(3) 0.6311(8) 0.5660(3) 0.0448(10) Uani 1 1 d . . . . .
C6 C 0.8665(3) 0.4001(8) 0.5936(3) 0.0418(10) Uani 1 1 d . . . . .
C7 C 0.8836(5) 0.1643(10) 0.6204(4) 0.0711(17) Uani 1 1 d . . . . .
H7A H 0.8164 0.1036 0.6173 0.107 Uiso 1 1 calc GR . . . .
H7B H 0.9369 0.1489 0.6869 0.107 Uiso 1 1 calc GR . . . .
H7C H 0.9083 0.0945 0.5738 0.107 Uiso 1 1 calc GR . . . .
C8 C 0.9672(4) 0.4865(14) 0.5816(4) 0.087(2) Uani 1 1 d . . . . .
H8A H 0.9797 0.4132 0.5287 0.130 Uiso 1 1 calc GR . . . .
H8B H 1.0285 0.4682 0.6429 0.130 Uiso 1 1 calc GR . . . .
H8C H 0.9573 0.6327 0.5656 0.130 Uiso 1 1 calc GR . . . .
C9 C 0.7699(3) 0.4241(6) 0.4963(2) 0.0296(8) Uani 1 1 d . . . . .
C10 C 0.6785(3) 0.5292(6) 0.4826(2) 0.0302(8) Uani 1 1 d . . . . .
C11 C 0.5896(3) 0.5430(6) 0.3807(2) 0.0333(8) Uani 1 1 d . . . . .
H11A H 0.5624 0.6853 0.3692 0.040 Uiso 1 1 calc R . . . .
H11B H 0.5303 0.4524 0.3786 0.040 Uiso 1 1 calc R . . . .
C12 C 0.6288(3) 0.4795(6) 0.2970(2) 0.0287(8) Uani 1 1 d . . . . .
H12 H 0.6729 0.5948 0.2879 0.034 Uiso 1 1 calc R . . . .
C13 C 0.7010(3) 0.2863(6) 0.3265(2) 0.0310(8) Uani 1 1 d . . . . .
C14 C 0.6406(4) 0.0916(7) 0.3405(3) 0.0476(10) Uani 1 1 d . . . . .
H14A H 0.6904 -0.0233 0.3624 0.071 Uiso 1 1 calc GR . . . .
H14B H 0.5839 0.0565 0.2780 0.071 Uiso 1 1 calc GR . . . .
H14C H 0.6096 0.1199 0.3897 0.071 Uiso 1 1 calc GR . . . .
C15 C 0.7608(3) 0.2404(6) 0.2562(2) 0.0335(8) Uani 1 1 d . . . . .
H15A H 0.7077 0.2046 0.1909 0.040 Uiso 1 1 calc R . . . .
H15B H 0.8065 0.1187 0.2812 0.040 Uiso 1 1 calc R . . . .
C16 C 0.8315(3) 0.4194(7) 0.2432(2) 0.0388(9) Uani 1 1 d . . . . .
H16A H 0.8495 0.5096 0.3014 0.047 Uiso 1 1 calc R . . . .
H16B H 0.8989 0.3589 0.2443 0.047 Uiso 1 1 calc R . . . .
C17 C 0.5322(3) 0.4502(7) 0.1974(3) 0.0371(9) Uani 1 1 d . . . . .
H17A H 0.5486 0.3371 0.1604 0.045 Uiso 1 1 calc R . . . .
H17B H 0.4691 0.4093 0.2116 0.045 Uiso 1 1 calc R . . . .
C18 C 0.5049(3) 0.6454(7) 0.1325(3) 0.0429(10) Uani 1 1 d . . . . .
H18A H 0.4396 0.6182 0.0745 0.051 Uiso 1 1 calc R . . . .
H18B H 0.4886 0.7576 0.1701 0.051 Uiso 1 1 calc R . . . .
C19 C 0.5916(3) 0.7205(7) 0.0964(2) 0.0378(9) Uani 1 1 d . . . . .
C20 C 0.6655(3) 0.5641(7) 0.0763(2) 0.0358(9) Uani 1 1 d . . . . .
H20 H 0.6336 0.4238 0.0683 0.043 Uiso 1 1 calc R . . . .
C21 C 0.7860(3) 0.5580(7) 0.1499(2) 0.0368(9) Uani 1 1 d . . . . .
H21 H 0.8071 0.7022 0.1714 0.044 Uiso 1 1 calc R . . . .
C22 C 0.8185(3) 0.5165(8) 0.0577(3) 0.0472(11) Uani 1 1 d . . . . .
C23 C 0.7080(3) 0.6088(8) -0.0076(3) 0.0491(11) Uani 1 1 d . . . . .
H23A H 0.6710 0.5302 -0.0684 0.059 Uiso 1 1 calc R . . . .
H23B H 0.7107 0.7565 -0.0220 0.059 Uiso 1 1 calc R . . . .
C24 C 0.9192(4) 0.6308(12) 0.0581(4) 0.0758(18) Uani 1 1 d . . . . .
H24A H 0.9135 0.7767 0.0714 0.114 Uiso 1 1 calc GR . . . .
H24B H 0.9252 0.6151 -0.0059 0.114 Uiso 1 1 calc GR . . . .
H24C H 0.9822 0.5728 0.1091 0.114 Uiso 1 1 calc GR . . . .
C25 C 0.8254(4) 0.2854(10) 0.0376(3) 0.0606(13) Uani 1 1 d . . . . .
H25A H 0.7628 0.2151 0.0405 0.091 Uiso 1 1 calc GR . . . .
H25B H 0.8897 0.2277 0.0872 0.091 Uiso 1 1 calc GR . . . .
H25C H 0.8282 0.2671 -0.0275 0.091 Uiso 1 1 calc GR . . . .
O1 O 0.9260(3) 0.5588(10) 0.7531(3) 0.0991(18) Uani 1 1 d . . . . .
O2 O 0.5884(4) 0.7542(8) 0.5524(3) 0.0882(15) Uani 1 1 d . . . . .
O3 O 0.79058(18) 0.3225(4) 0.42264(16) 0.0325(6) Uani 1 1 d . . . . .
O4 O 0.5997(3) 0.9065(6) 0.0829(2) 0.0573(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.528(7) . ?
C2 C3 1.542(7) . ?
C3 C4 1.519(6) . ?
C3 C5 1.525(5) . ?
C4 C6 1.531(5) . ?
C4 O1 1.202(5) . ?
C5 C10 1.449(5) . ?
C5 O2 1.220(5) . ?
C6 C7 1.551(8) . ?
C6 C8 1.515(6) . ?
C6 C9 1.515(5) . ?
C9 C10 1.337(5) . ?
C9 O3 1.357(4) . ?
C10 C11 1.506(5) . ?
C11 C12 1.534(4) . ?
C12 C13 1.524(5) . ?
C12 C17 1.539(5) . ?
C13 C14 1.533(6) . ?
C13 C15 1.531(5) . ?
C13 O3 1.471(4) . ?
C15 C16 1.534(6) . ?
C16 C21 1.534(5) . ?
C17 C18 1.521(6) . ?
C18 C19 1.507(6) . ?
C19 C20 1.503(6) . ?
C19 O4 1.216(6) . ?
C20 C21 1.558(5) . ?
C20 C23 1.539(5) . ?
C21 C22 1.563(4) . ?
C22 C23 1.537(6) . ?
C22 C24 1.522(7) . ?
C22 C25 1.514(8) . ?

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
C1 C3 C2 109.5(4) . . ?
C4 C3 C1 109.8(4) . . ?
C4 C3 C2 108.3(4) . . ?
C4 C3 C5 111.3(3) . . ?
C5 C3 C1 111.9(4) . . ?
C5 C3 C2 106.0(4) . . ?
C3 C4 C6 120.5(3) . . ?
O1 C4 C3 120.3(4) . . ?
O1 C4 C6 119.2(4) . . ?
C10 C5 C3 119.4(3) . . ?
O2 C5 C3 119.6(3) . . ?
O2 C5 C10 120.9(4) . . ?
C4 C6 C7 108.8(4) . . ?
C8 C6 C4 108.8(4) . . ?
C8 C6 C7 109.2(5) . . ?
C9 C6 C4 111.4(3) . . ?
C9 C6 C7 108.9(4) . . ?
C9 C6 C8 109.7(3) . . ?
C10 C9 C6 126.7(3) . . ?
C10 C9 O3 124.2(3) . . ?
O3 C9 C6 109.1(3) . . ?
C5 C10 C11 118.7(3) . . ?
C9 C10 C5 120.5(3) . . ?
C9 C10 C11 120.9(3) . . ?
C10 C11 C12 112.3(3) . . ?
C11 C12 C17 110.8(3) . . ?
C13 C12 C11 110.9(3) . . ?
C13 C12 C17 112.4(3) . . ?
C12 C13 C14 112.8(3) . . ?
C12 C13 C15 113.5(3) . . ?
C15 C13 C14 110.9(3) . . ?
O3 C13 C12 109.9(3) . . ?
O3 C13 C14 106.5(3) . . ?
O3 C13 C15 102.4(3) . . ?
C13 C15 C16 115.4(3) . . ?
C21 C16 C15 118.5(3) . . ?
C18 C17 C12 113.5(3) . . ?
C19 C18 C17 115.8(3) . . ?
C20 C19 C18 119.5(4) . . ?
O4 C19 C18 119.4(4) . . ?
O4 C19 C20 121.1(4) . . ?
C19 C20 C21 117.8(3) . . ?
C19 C20 C23 119.0(4) . . ?
C23 C20 C21 87.4(3) . . ?
C16 C21 C20 125.5(3) . . ?
C16 C21 C22 120.2(4) . . ?
C20 C21 C22 88.0(3) . . ?
C23 C22 C21 87.3(3) . . ?
C24 C22 C21 115.8(4) . . ?
C24 C22 C23 117.1(4) . . ?
C25 C22 C21 112.5(4) . . ?
C25 C22 C23 111.7(4) . . ?
C25 C22 C24 110.7(4) . . ?
C22 C23 C20 89.6(3) . . ?
C9 O3 C13 118.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 20.553
_oxdiff_exptl_absorpt_empirical_full_min 0.460
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_0125_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1838686'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-11-26 downloaded from the CCDC.
;
_audit_creation_date             2018-01-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H50 O6, C2 H3 N'
_chemical_formula_sum            'C39 H53 N O6'
_chemical_formula_weight         631.82
_chemical_absolute_configuration rm
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.9171(3)
_cell_length_b                   18.5603(4)
_cell_length_c                   27.1890(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7023.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9215
_cell_measurement_temperature    150
_cell_measurement_theta_max      74.40
_cell_measurement_theta_min      3.57
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.858
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.6851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0838 before and 0.0590 after correction.
The Ratio of minimum to maximum transmission is 0.9089.
The λ/2 correction factor is Not present.
;
_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    1.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2736
_exptl_crystal_preparation       'solvent MeCN'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            38119
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.097
_diffrn_reflns_theta_min         3.568
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.801
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                12154
_reflns_number_total             13595
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.172
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 4938 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     845
_refine_ls_number_reflns         13595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.058
_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)+(0.0408P)²+1.1069P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0904
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00M(H00M), C00Q(H00Q), C00W(H00W), C00X(H00X), C014(H014), C015(H015),
 C01L(H5AA), C01N(H6AA), C01O(H01O), C01U(H8AA), C021(H021), C02A(H02F)
2.b Secondary CH2 refined with riding coordinates:
 C00O(H00C,H00D), C00P(H00A,H00B), C00R(H00E,H00F), C00Y(H00G,H00H), C012(H01Z,
 H), C013(H01,HA), C019(H01A,H01B), C01B(H0AA,HB), C01D(H2AA,HE), C01E(H01C,
 H01D), C01F(H01E,H01F), C01H(H3AA,HF), C01I(H01G,H01H), C01K(H01I,H01J),
 C01P(H01K,H01L), C01Q(H7AA,HI), C01S(H01M,H01N), C01W(H01V,H01W), C01X(H9AA,
 HJ), C01Z(H01X,H01Y), C020(H02R,H02S), C025(H02W,H02X), C026(H02A,H02B),
 C02G(H02M,H02N)
2.c Aromatic/amide H refined with riding coordinates:
 C00S(H00S), C018(H018)
2.d Idealised Me refined as rotating group:
 C01C(H1AA,HC,HD), C01J(H4AA,HG,HH), C01T(H01P,H01Q,H01R), C01V(H01S,H01T,
 H01U), C01Y(H0BA,HK,HL), C024(H02T,H02U,H02V), C027(H02C,H02D,H02E), C02B(H1BA,
 HM,HN), C02C(H02G,H02H,H02I), C02D(H02J,H02K,H02L), C02E(H02Y,HO,HP),
 C02F(H02Z,HQ,HR), C02H(H02O,H02P,H02Q), C02J(H02,HS,HT)
2.e Idealised tetrahedral OH refined as rotating group:
 O004(H004), O007(H007)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.64822(12) 0.48883(9) 0.49019(6) 0.0238(4) Uani 1 1 d . . . . .
O002 O 0.50516(11) 0.04276(9) 0.69051(6) 0.0217(3) Uani 1 1 d . . . . .
O003 O 0.27888(12) -0.11134(9) 0.61586(6) 0.0248(4) Uani 1 1 d . . . . .
O004 O 0.85847(12) 0.34700(10) 0.39282(6) 0.0258(4) Uani 1 1 d . . . . .
H004 H 0.821193 0.362792 0.371044 0.039 Uiso 1 1 calc GR . . . .
O005 O 0.89725(12) 0.35701(9) 0.56649(6) 0.0235(3) Uani 1 1 d . . . . .
O006 O 0.39133(14) -0.08495(10) 0.48162(6) 0.0329(4) Uani 1 1 d . . . . .
O007 O 0.52796(13) -0.00774(9) 0.51936(6) 0.0267(4) Uani 1 1 d . . . . .
H007 H 0.494075 -0.026189 0.497111 0.040 Uiso 1 1 calc GR . . . .
O008 O 0.57821(14) 0.29786(10) 0.60982(6) 0.0318(4) Uani 1 1 d . . . . .
O009 O 0.71174(13) 0.41406(10) 0.35636(6) 0.0317(4) Uani 1 1 d . . . . .
O00A O 1.27549(15) 0.38805(12) 0.50084(7) 0.0420(5) Uani 1 1 d . . . . .
O00B O 0.04362(15) -0.01489(11) 0.77020(7) 0.0388(5) Uani 1 1 d . . . . .
O00C O 0.68303(16) 0.64924(12) 0.66602(7) 0.0411(5) Uani 1 1 d . . . . .
C00D C 0.47786(16) 0.00792(12) 0.64893(8) 0.0195(4) Uani 1 1 d . . . . .
C00E C 0.48518(17) -0.01797(12) 0.56336(8) 0.0204(5) Uani 1 1 d . . . . .
C00F C 0.72257(16) 0.44124(12) 0.48870(8) 0.0199(5) Uani 1 1 d . . . . .
C00G C 0.83066(16) 0.37214(12) 0.43732(8) 0.0205(5) Uani 1 1 d . . . . .
C00H C 0.74927(16) 0.41700(12) 0.44127(8) 0.0197(4) Uani 1 1 d . . . . .
C00I C 0.35944(16) -0.06969(12) 0.61415(8) 0.0207(5) Uani 1 1 d . . . . .
C00J C 0.39529(16) -0.03550(12) 0.65500(8) 0.0206(5) Uani 1 1 d . . . . .
C00K C 0.77035(16) 0.41914(12) 0.53023(8) 0.0198(4) Uani 1 1 d . . . . .
C00L C 0.40220(17) -0.06149(12) 0.56697(8) 0.0215(5) Uani 1 1 d . . . . .
C00M C 0.46565(17) 0.23371(12) 0.70648(8) 0.0208(5) Uani 1 1 d . . . . .
H00M H 0.447797 0.209390 0.674958 0.025 Uiso 1 1 calc R . . . .
C00N C 0.52499(16) 0.01620(12) 0.60420(8) 0.0203(5) Uani 1 1 d . . . . .
C00O C 0.49131(17) 0.17634(13) 0.74399(8) 0.0226(5) Uani 1 1 d . . . . .
H00C H 0.437043 0.141927 0.745547 0.027 Uiso 1 1 calc R . . . .
H00D H 0.495428 0.200072 0.776527 0.027 Uiso 1 1 calc R . . . .
C00P C 0.73589(17) 0.44051(13) 0.58051(8) 0.0223(5) Uani 1 1 d . . . . .
H00A H 0.791778 0.455775 0.600486 0.027 Uiso 1 1 calc R . . . .
H00B H 0.706902 0.397962 0.596696 0.027 Uiso 1 1 calc R . . . .
C00Q C 1.03786(16) 0.31716(12) 0.51819(8) 0.0209(5) Uani 1 1 d . . . . .
H00Q H 1.060676 0.368206 0.516737 0.025 Uiso 1 1 calc R . . . .
C00R C 0.60963(17) 0.06576(13) 0.59990(8) 0.0221(5) Uani 1 1 d . . . . .
H00E H 0.607692 0.090662 0.567710 0.027 Uiso 1 1 calc R . . . .
H00F H 0.669758 0.037354 0.601486 0.027 Uiso 1 1 calc R . . . .
C00S C 0.69366(19) 0.43524(14) 0.39867(9) 0.0266(5) Uani 1 1 d . . . . .
H00S H 0.639346 0.465553 0.403110 0.032 Uiso 1 1 calc R . . . .
C00T C 0.60228(18) 0.28295(12) 0.65165(9) 0.0239(5) Uani 1 1 d . . . . .
C00U C 0.88331(16) 0.35102(12) 0.47828(8) 0.0200(4) Uani 1 1 d . . . . .
C00V C 0.85145(16) 0.37449(12) 0.52407(8) 0.0193(4) Uani 1 1 d . . . . .
C00W C 0.66163(17) 0.50194(12) 0.57964(8) 0.0221(5) Uani 1 1 d . . . . .
H00W H 0.697521 0.548156 0.575209 0.027 Uiso 1 1 calc R . . . .
C00X C 0.60895(16) 0.12190(12) 0.64151(8) 0.0204(5) Uani 1 1 d . . . . .
H00X H 0.551680 0.153530 0.636309 0.024 Uiso 1 1 calc R . . . .
C00Y C 0.69600(18) 0.24427(14) 0.66139(9) 0.0264(5) Uani 1 1 d . . . . .
H00G H 0.704607 0.238421 0.697313 0.032 Uiso 1 1 calc R . . . .
H00H H 0.749865 0.273920 0.648907 0.032 Uiso 1 1 calc R . . . .
C00Z C 0.59557(16) 0.08354(12) 0.69158(8) 0.0202(5) Uani 1 1 d . . . . .
C010 C 0.38754(18) 0.29164(13) 0.71856(9) 0.0244(5) Uani 1 1 d . . . . .
C011 C 0.04723(18) -0.07471(14) 0.75174(9) 0.0269(5) Uani 1 1 d . . . . .
C012 C 0.34766(17) -0.04229(14) 0.70429(8) 0.0228(5) Uani 1 1 d . . . . .
H01Z H 0.339319 0.006389 0.718550 0.027 Uiso 1 1 calc R . . . .
H H 0.390164 -0.070010 0.726520 0.027 Uiso 1 1 calc R . . . .
C013 C 0.58383(17) 0.13239(13) 0.73674(8) 0.0224(5) Uani 1 1 d . . . . .
H01 H 0.638084 0.166882 0.736546 0.027 Uiso 1 1 calc R . . . .
HA H 0.591883 0.101705 0.766244 0.027 Uiso 1 1 calc R . . . .
C014 C 1.13698(18) 0.44398(13) 0.59175(9) 0.0253(5) Uani 1 1 d . . . . .
H014 H 1.109546 0.454449 0.558514 0.030 Uiso 1 1 calc R . . . .
C015 C 0.24889(17) -0.07981(13) 0.70176(8) 0.0215(5) Uani 1 1 d . . . . .
H015 H 0.200705 -0.043249 0.690738 0.026 Uiso 1 1 calc R . . . .
C016 C 0.6131(2) 0.63884(15) 0.64028(9) 0.0322(6) Uani 1 1 d . . . . .
C017 C 0.24977(17) -0.14127(13) 0.66347(9) 0.0227(5) Uani 1 1 d . . . . .
C018 C 0.35958(18) -0.09260(14) 0.52395(9) 0.0268(5) Uani 1 1 d . . . . .
H018 H 0.303330 -0.120952 0.528105 0.032 Uiso 1 1 calc R . . . .
C019 C 0.97125(17) 0.30492(13) 0.47424(8) 0.0231(5) Uani 1 1 d . . . . .
H01A H 1.005823 0.316611 0.443431 0.028 Uiso 1 1 calc R . . . .
H01B H 0.952199 0.253562 0.472904 0.028 Uiso 1 1 calc R . . . .
C01A C 1.24747(17) 0.36243(15) 0.53944(10) 0.0292(6) Uani 1 1 d . . . . .
C01B C 0.69904(17) 0.16965(13) 0.63663(9) 0.0244(5) Uani 1 1 d . . . . .
H0AA H 0.754256 0.142761 0.650427 0.029 Uiso 1 1 calc R . . . .
HB H 0.711937 0.176860 0.601166 0.029 Uiso 1 1 calc R . . . .
C01C C 0.67542(18) 0.02970(14) 0.70197(10) 0.0269(5) Uani 1 1 d . . . . .
H1AA H 0.660011 0.002423 0.731809 0.040 Uiso 1 1 calc GR . . . .
HC H 0.736163 0.055511 0.706676 0.040 Uiso 1 1 calc GR . . . .
HD H 0.681548 -0.003521 0.674134 0.040 Uiso 1 1 calc GR . . . .
C01D C 0.22447(17) -0.10062(14) 0.75533(9) 0.0264(5) Uani 1 1 d . . . . .
H2AA H 0.270368 -0.138567 0.765477 0.032 Uiso 1 1 calc R . . . .
HE H 0.237530 -0.057966 0.776146 0.032 Uiso 1 1 calc R . . . .
C01E C 1.03331(18) 0.32980(14) 0.61367(9) 0.0258(5) Uani 1 1 d . . . . .
H01C H 1.093728 0.301690 0.614886 0.031 Uiso 1 1 calc R . . . .
H01D H 0.993445 0.313501 0.641700 0.031 Uiso 1 1 calc R . . . .
C01F C 1.21633(18) 0.28432(14) 0.54228(10) 0.0285(5) Uani 1 1 d . . . . .
H01E H 1.203816 0.271774 0.577086 0.034 Uiso 1 1 calc R . . . .
H01F H 1.269533 0.253410 0.530494 0.034 Uiso 1 1 calc R . . . .
C01G C 0.98062(17) 0.30793(12) 0.56653(9) 0.0216(5) Uani 1 1 d . . . . .
C01H C 0.07507(17) -0.12820(15) 0.62670(9) 0.0278(5) Uani 1 1 d . . . . .
H3AA H 0.105577 -0.101971 0.599109 0.033 Uiso 1 1 calc R . . . .
HF H 0.026088 -0.160624 0.612302 0.033 Uiso 1 1 calc R . . . .
C01I C 0.61517(19) 0.50363(14) 0.63096(9) 0.0285(5) Uani 1 1 d . . . . .
H01G H 0.667113 0.497514 0.655481 0.034 Uiso 1 1 calc R . . . .
H01H H 0.572827 0.460951 0.633676 0.034 Uiso 1 1 calc R . . . .
C01J C 0.3203(2) -0.20148(15) 0.67671(10) 0.0313(6) Uani 1 1 d . . . . .
H4AA H 0.326701 -0.234565 0.648806 0.047 Uiso 1 1 calc GR . . . .
HG H 0.296306 -0.227899 0.705389 0.047 Uiso 1 1 calc GR . . . .
HH H 0.383209 -0.180533 0.684406 0.047 Uiso 1 1 calc GR . . . .
C01K C 0.52739(19) 0.55935(14) 0.52528(9) 0.0281(5) Uani 1 1 d . . . . .
H01I H 0.482319 0.545466 0.498747 0.034 Uiso 1 1 calc R . . . .
H01J H 0.488338 0.568191 0.555105 0.034 Uiso 1 1 calc R . . . .
C01L C -0.01759(17) -0.09547(15) 0.71023(9) 0.0275(5) Uani 1 1 d . . . . .
H5AA H -0.034919 -0.147727 0.711463 0.033 Uiso 1 1 calc R . . . .
C01M C 0.59204(17) 0.49400(13) 0.53575(9) 0.0235(5) Uani 1 1 d . . . . .
C01N C 0.53658(18) 0.29698(13) 0.69458(9) 0.0234(5) Uani 1 1 d . . . . .
H6AA H 0.573855 0.311479 0.724429 0.028 Uiso 1 1 calc R . . . .
C01O C 1.23764(18) 0.40745(14) 0.58517(9) 0.0280(5) Uani 1 1 d . . . . .
H01O H 1.255363 0.379015 0.615068 0.034 Uiso 1 1 calc R . . . .
C01P C 1.05967(19) 0.40880(15) 0.62328(10) 0.0315(6) Uani 1 1 d . . . . .
H01K H 1.000307 0.437727 0.619740 0.038 Uiso 1 1 calc R . . . .
H01L H 1.080158 0.412751 0.658046 0.038 Uiso 1 1 calc R . . . .
C01Q C 0.15229(17) -0.17535(13) 0.65092(10) 0.0261(5) Uani 1 1 d . . . . .
H7AA H 0.164491 -0.216797 0.628866 0.031 Uiso 1 1 calc R . . . .
HI H 0.124915 -0.194945 0.681753 0.031 Uiso 1 1 calc R . . . .
C01R C 1.19084(19) 0.51316(15) 0.61093(10) 0.0306(6) Uani 1 1 d . . . . .
C01S C 0.5560(2) 0.56999(14) 0.64619(10) 0.0310(6) Uani 1 1 d . . . . .
H01M H 0.497246 0.572690 0.625712 0.037 Uiso 1 1 calc R . . . .
H01N H 0.535859 0.564850 0.680946 0.037 Uiso 1 1 calc R . . . .
C01T C 0.9412(2) 0.23168(14) 0.57276(10) 0.0317(6) Uani 1 1 d . . . . .
H01P H 0.901499 0.229446 0.602483 0.048 Uiso 1 1 calc GR . . . .
H01Q H 0.994745 0.197658 0.575735 0.048 Uiso 1 1 calc GR . . . .
H01R H 0.902111 0.219019 0.544056 0.048 Uiso 1 1 calc GR . . . .
C01U C 0.02321(17) -0.07335(14) 0.65846(9) 0.0250(5) Uani 1 1 d . . . . .
H8AA H 0.065526 -0.030234 0.662601 0.030 Uiso 1 1 calc R . . . .
C01V C 0.53055(19) 0.42625(14) 0.53887(10) 0.0295(5) Uani 1 1 d . . . . .
H01S H 0.493070 0.421052 0.508564 0.044 Uiso 1 1 calc GR . . . .
H01T H 0.486858 0.430009 0.567019 0.044 Uiso 1 1 calc GR . . . .
H01U H 0.572177 0.384100 0.543039 0.044 Uiso 1 1 calc GR . . . .
C01W C 1.12630(17) 0.26808(13) 0.51199(9) 0.0259(5) Uani 1 1 d . . . . .
H01V H 1.106116 0.218188 0.519670 0.031 Uiso 1 1 calc R . . . .
H01W H 1.144807 0.269005 0.476840 0.031 Uiso 1 1 calc R . . . .
C01X C 0.12316(18) -0.12746(15) 0.76812(9) 0.0297(6) Uani 1 1 d . . . . .
H9AA H 0.111913 -0.174513 0.751964 0.036 Uiso 1 1 calc R . . . .
HJ H 0.118248 -0.134654 0.804108 0.036 Uiso 1 1 calc R . . . .
C01Y C 0.3842(2) 0.31400(15) 0.77253(9) 0.0321(6) Uani 1 1 d . . . . .
H0BA H 0.357086 0.274655 0.792168 0.048 Uiso 1 1 calc GR . . . .
HK H 0.343880 0.356992 0.776055 0.048 Uiso 1 1 calc GR . . . .
HL H 0.449361 0.324701 0.784019 0.048 Uiso 1 1 calc GR . . . .
C01Z C 0.5735(2) 0.63108(13) 0.51051(9) 0.0317(6) Uani 1 1 d . . . . .
H01X H 0.617352 0.621389 0.482616 0.038 Uiso 1 1 calc R . . . .
H01Y H 0.521724 0.662714 0.497955 0.038 Uiso 1 1 calc R . . . .
C020 C -0.10587(19) -0.04786(16) 0.69948(10) 0.0327(6) Uani 1 1 d . . . . .
H02R H -0.102645 0.000262 0.715108 0.039 Uiso 1 1 calc R . . . .
H02S H -0.167845 -0.071698 0.706863 0.039 Uiso 1 1 calc R . . . .
C021 C 0.6294(2) 0.67349(14) 0.54861(9) 0.0294(6) Uani 1 1 d . . . . .
H021 H 0.693034 0.649573 0.553652 0.035 Uiso 1 1 calc R . . . .
C022 C -0.08047(18) -0.04713(14) 0.64392(10) 0.0294(5) Uani 1 1 d . . . . .
C023 C 0.6466(2) 0.75646(15) 0.54116(10) 0.0381(7) Uani 1 1 d . . . . .
C024 C 0.28683(19) 0.27416(17) 0.70050(11) 0.0353(6) Uani 1 1 d . . . . .
H02T H 0.288681 0.264152 0.665119 0.053 Uiso 1 1 calc GR . . . .
H02U H 0.244407 0.315305 0.706731 0.053 Uiso 1 1 calc GR . . . .
H02V H 0.262477 0.231766 0.717994 0.053 Uiso 1 1 calc GR . . . .
C025 C 0.44755(19) 0.34556(14) 0.68747(10) 0.0305(6) Uani 1 1 d . . . . .
H02W H 0.426158 0.349470 0.652850 0.037 Uiso 1 1 calc R . . . .
H02X H 0.453947 0.393767 0.702704 0.037 Uiso 1 1 calc R . . . .
C026 C 1.2829(2) 0.48292(16) 0.58683(11) 0.0385(7) Uani 1 1 d . . . . .
H02A H 1.296280 0.503380 0.553909 0.046 Uiso 1 1 calc R . . . .
H02B H 1.340355 0.485968 0.608187 0.046 Uiso 1 1 calc R . . . .
C027 C 1.2003(2) 0.51639(18) 0.66669(11) 0.0433(7) Uani 1 1 d . . . . .
H02C H 1.136886 0.524659 0.681344 0.065 Uiso 1 1 calc GR . . . .
H02D H 1.243525 0.555871 0.675775 0.065 Uiso 1 1 calc GR . . . .
H02E H 1.226462 0.470719 0.678829 0.065 Uiso 1 1 calc GR . . . .
C028 C 0.4455(3) 0.33454(18) 0.26967(13) 0.0505(8) Uani 1 1 d . . . . .
N029 N 0.3665(3) 0.3272(2) 0.26235(14) 0.0709(10) Uani 1 1 d . . . . .
C02A C 0.5850(2) 0.69086(14) 0.60023(10) 0.0351(6) Uani 1 1 d . . . . .
H02F H 0.513628 0.696555 0.598240 0.042 Uiso 1 1 calc R . . . .
C02B C 0.8897(2) 0.59333(18) 0.63971(11) 0.0447(7) Uani 1 1 d . . . . .
H1BA H 0.891172 0.586714 0.603959 0.067 Uiso 1 1 calc GR . . . .
HM H 0.824357 0.585062 0.651850 0.067 Uiso 1 1 calc GR . . . .
HN H 0.933755 0.558971 0.655249 0.067 Uiso 1 1 calc GR . . . .
C02C C 0.5649(3) 0.79406(15) 0.51437(12) 0.0484(8) Uani 1 1 d . . . . .
H02G H 0.567487 0.782013 0.479304 0.073 Uiso 1 1 calc GR . . . .
H02H H 0.571100 0.846313 0.518475 0.073 Uiso 1 1 calc GR . . . .
H02I H 0.503299 0.778105 0.528068 0.073 Uiso 1 1 calc GR . . . .
C02D C 0.7429(3) 0.77617(17) 0.51921(12) 0.0492(8) Uani 1 1 d . . . . .
H02J H 0.794125 0.751525 0.537332 0.074 Uiso 1 1 calc GR . . . .
H02K H 0.752309 0.828398 0.521441 0.074 Uiso 1 1 calc GR . . . .
H02L H 0.744673 0.761373 0.484620 0.074 Uiso 1 1 calc GR . . . .
C02E C -0.1388(2) -0.10300(18) 0.61560(12) 0.0411(7) Uani 1 1 d . . . . .
H02Y H -0.113948 -0.106883 0.581976 0.062 Uiso 1 1 calc GR . . . .
HO H -0.206326 -0.088183 0.614620 0.062 Uiso 1 1 calc GR . . . .
HP H -0.133487 -0.149841 0.632021 0.062 Uiso 1 1 calc GR . . . .
C02F C -0.0837(2) 0.02541(16) 0.61787(11) 0.0381(6) Uani 1 1 d . . . . .
H02Z H -0.049546 0.061382 0.637650 0.057 Uiso 1 1 calc GR . . . .
HQ H -0.150672 0.040347 0.613591 0.057 Uiso 1 1 calc GR . . . .
HR H -0.052793 0.021198 0.585600 0.057 Uiso 1 1 calc GR . . . .
C02G C 0.6366(3) 0.76460(15) 0.59784(11) 0.0470(8) Uani 1 1 d . . . . .
H02M H 0.698862 0.765521 0.615411 0.056 Uiso 1 1 calc R . . . .
H02N H 0.595607 0.805621 0.607939 0.056 Uiso 1 1 calc R . . . .
C02H C 1.1558(3) 0.58469(17) 0.59051(13) 0.0509(8) Uani 1 1 d . . . . .
H02O H 1.150639 0.581427 0.554628 0.076 Uiso 1 1 calc GR . . . .
H02P H 1.201503 0.622774 0.599236 0.076 Uiso 1 1 calc GR . . . .
H02Q H 1.092670 0.596016 0.604476 0.076 Uiso 1 1 calc GR . . . .
C02I C 0.9191(3) 0.6658(2) 0.65160(15) 0.0558(9) Uani 1 1 d . . . . .
C02J C 0.5472(3) 0.3447(2) 0.27956(17) 0.0697(11) Uani 1 1 d . . . . .
H02 H 0.567588 0.391735 0.266940 0.105 Uiso 1 1 calc GR . . . .
HS H 0.584087 0.306569 0.263314 0.105 Uiso 1 1 calc GR . . . .
HT H 0.558408 0.342686 0.315119 0.105 Uiso 1 1 calc GR . . . .
N02K N 0.9410(4) 0.7228(2) 0.66269(19) 0.1009(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00F 1.361(3) . ?
O001 C01M 1.468(3) . ?
O002 C00D 1.357(3) . ?
O002 C00Z 1.469(3) . ?
O003 C00I 1.363(3) . ?
O003 C017 1.466(3) . ?
O004 H004 0.8400 . ?
O004 C00G 1.353(3) . ?
O005 C00V 1.357(3) . ?
O005 C01G 1.475(3) . ?
O006 C018 1.241(3) . ?
O007 H007 0.8400 . ?
O007 C00E 1.350(3) . ?
O008 C00T 1.218(3) . ?
O009 C00S 1.241(3) . ?
O00A C01A 1.216(3) . ?
O00B C011 1.219(3) . ?
O00C C016 1.214(4) . ?
C00D C00J 1.413(3) . ?
C00D C00N 1.390(3) . ?
C00E C00L 1.413(3) . ?
C00E C00N 1.394(3) . ?
C00F C00H 1.416(3) . ?
C00F C00K 1.373(3) . ?
C00G C00H 1.410(3) . ?
C00G C00U 1.389(3) . ?
C00H C00S 1.434(3) . ?
C00I C00J 1.373(3) . ?
C00I C00L 1.422(3) . ?
C00J C012 1.500(3) . ?
C00K C00P 1.502(3) . ?
C00K C00V 1.410(3) . ?
C00L C018 1.433(3) . ?
C00M H00M 1.0000 . ?
C00M C00O 1.517(3) . ?
C00M C010 1.564(3) . ?
C00M C01N 1.568(3) . ?
C00N C00R 1.499(3) . ?
C00O H00C 0.9900 . ?
C00O H00D 0.9900 . ?
C00O C013 1.537(3) . ?
C00P H00A 0.9900 . ?
C00P H00B 0.9900 . ?
C00P C00W 1.539(3) . ?
C00Q H00Q 1.0000 . ?
C00Q C019 1.530(3) . ?
C00Q C01G 1.546(3) . ?
C00Q C01W 1.540(3) . ?
C00R H00E 0.9900 . ?
C00R H00F 0.9900 . ?
C00R C00X 1.538(3) . ?
C00S H00S 0.9500 . ?
C00T C00Y 1.512(4) . ?
C00T C01N 1.505(3) . ?
C00U C00V 1.392(3) . ?
C00U C019 1.497(3) . ?
C00W H00W 1.0000 . ?
C00W C01I 1.538(3) . ?
C00W C01M 1.544(3) . ?
C00X H00X 1.0000 . ?
C00X C00Z 1.547(3) . ?
C00X C01B 1.541(3) . ?
C00Y H00G 0.9900 . ?
C00Y H00H 0.9900 . ?
C00Y C01B 1.540(3) . ?
C00Z C013 1.535(3) . ?
C00Z C01C 1.521(3) . ?
C010 C01Y 1.525(3) . ?
C010 C024 1.520(4) . ?
C010 C025 1.553(3) . ?
C011 C01L 1.495(4) . ?
C011 C01X 1.508(4) . ?
C012 H01Z 0.9900 . ?
C012 H 0.9900 . ?
C012 C015 1.542(3) . ?
C013 H01 0.9900 . ?
C013 HA 0.9900 . ?
C014 H014 1.0000 . ?
C014 C01O 1.567(3) . ?
C014 C01P 1.523(4) . ?
C014 C01R 1.576(4) . ?
C015 H015 1.0000 . ?
C015 C017 1.544(3) . ?
C015 C01D 1.545(3) . ?
C016 C01S 1.514(4) . ?
C016 C02A 1.507(4) . ?
C017 C01J 1.531(3) . ?
C017 C01Q 1.535(3) . ?
C018 H018 0.9500 . ?
C019 H01A 0.9900 . ?
C019 H01B 0.9900 . ?
C01A C01F 1.515(4) . ?
C01A C01O 1.504(4) . ?
C01B H0AA 0.9900 . ?
C01B HB 0.9900 . ?
C01C H1AA 0.9800 . ?
C01C HC 0.9800 . ?
C01C HD 0.9800 . ?
C01D H2AA 0.9900 . ?
C01D HE 0.9900 . ?
C01D C01X 1.535(3) . ?
C01E H01C 0.9900 . ?
C01E H01D 0.9900 . ?
C01E C01G 1.532(3) . ?
C01E C01P 1.534(4) . ?
C01F H01E 0.9900 . ?
C01F H01F 0.9900 . ?
C01F C01W 1.529(3) . ?
C01G C01T 1.527(3) . ?
C01H H3AA 0.9900 . ?
C01H HF 0.9900 . ?
C01H C01Q 1.534(4) . ?
C01H C01U 1.518(3) . ?
C01I H01G 0.9900 . ?
C01I H01H 0.9900 . ?
C01I C01S 1.539(3) . ?
C01J H4AA 0.9800 . ?
C01J HG 0.9800 . ?
C01J HH 0.9800 . ?
C01K H01I 0.9900 . ?
C01K H01J 0.9900 . ?
C01K C01M 1.537(3) . ?
C01K C01Z 1.532(4) . ?
C01L H5AA 1.0000 . ?
C01L C01U 1.572(3) . ?
C01L C020 1.541(4) . ?
C01M C01V 1.523(3) . ?
C01N H6AA 1.0000 . ?
C01N C025 1.544(4) . ?
C01O H01O 1.0000 . ?
C01O C026 1.536(4) . ?
C01P H01K 0.9900 . ?
C01P H01L 0.9900 . ?
C01Q H7AA 0.9900 . ?
C01Q HI 0.9900 . ?
C01R C026 1.545(4) . ?
C01R C027 1.523(4) . ?
C01R C02H 1.519(4) . ?
C01S H01M 0.9900 . ?
C01S H01N 0.9900 . ?
C01T H01P 0.9800 . ?
C01T H01Q 0.9800 . ?
C01T H01R 0.9800 . ?
C01U H8AA 1.0000 . ?
C01U C022 1.573(3) . ?
C01V H01S 0.9800 . ?
C01V H01T 0.9800 . ?
C01V H01U 0.9800 . ?
C01W H01V 0.9900 . ?
C01W H01W 0.9900 . ?
C01X H9AA 0.9900 . ?
C01X HJ 0.9900 . ?
C01Y H0BA 0.9800 . ?
C01Y HK 0.9800 . ?
C01Y HL 0.9800 . ?
C01Z H01X 0.9900 . ?
C01Z H01Y 0.9900 . ?
C01Z C021 1.516(4) . ?
C020 H02R 0.9900 . ?
C020 H02S 0.9900 . ?
C020 C022 1.552(4) . ?
C021 H021 1.0000 . ?
C021 C023 1.572(4) . ?
C021 C02A 1.567(3) . ?
C022 C02E 1.525(4) . ?
C022 C02F 1.522(4) . ?
C023 C02C 1.521(5) . ?
C023 C02D 1.512(5) . ?
C023 C02G 1.555(4) . ?
C024 H02T 0.9800 . ?
C024 H02U 0.9800 . ?
C024 H02V 0.9800 . ?
C025 H02W 0.9900 . ?
C025 H02X 0.9900 . ?
C026 H02A 0.9900 . ?
C026 H02B 0.9900 . ?
C027 H02C 0.9800 . ?
C027 H02D 0.9800 . ?
C027 H02E 0.9800 . ?
C028 N029 1.126(5) . ?
C028 C02J 1.452(6) . ?
C02A H02F 1.0000 . ?
C02A C02G 1.547(4) . ?
C02B H1BA 0.9800 . ?
C02B HM 0.9800 . ?
C02B HN 0.9800 . ?
C02B C02I 1.443(5) . ?
C02C H02G 0.9800 . ?
C02C H02H 0.9800 . ?
C02C H02I 0.9800 . ?
C02D H02J 0.9800 . ?
C02D H02K 0.9800 . ?
C02D H02L 0.9800 . ?
C02E H02Y 0.9800 . ?
C02E HO 0.9800 . ?
C02E HP 0.9800 . ?
C02F H02Z 0.9800 . ?
C02F HQ 0.9800 . ?
C02F HR 0.9800 . ?
C02G H02M 0.9900 . ?
C02G H02N 0.9900 . ?
C02H H02O 0.9800 . ?
C02H H02P 0.9800 . ?
C02H H02Q 0.9800 . ?
C02I N02K 1.141(5) . ?
C02J H02 0.9800 . ?
C02J HS 0.9800 . ?
C02J HT 0.9800 . ?

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
C00F O001 C01M 118.18(17) . . ?
C00D O002 C00Z 120.14(17) . . ?
C00I O003 C017 118.19(17) . . ?
C00G O004 H004 109.5 . . ?
C00V O005 C01G 121.18(17) . . ?
C00E O007 H007 109.5 . . ?
O002 C00D C00J 113.71(19) . . ?
O002 C00D C00N 123.0(2) . . ?
C00N C00D C00J 123.3(2) . . ?
O007 C00E C00L 120.2(2) . . ?
O007 C00E C00N 117.8(2) . . ?
C00N C00E C00L 122.0(2) . . ?
O001 C00F C00H 115.6(2) . . ?
O001 C00F C00K 122.5(2) . . ?
C00K C00F C00H 121.8(2) . . ?
O004 C00G C00H 120.1(2) . . ?
O004 C00G C00U 117.9(2) . . ?
C00U C00G C00H 122.0(2) . . ?
C00F C00H C00S 121.3(2) . . ?
C00G C00H C00F 117.9(2) . . ?
C00G C00H C00S 120.8(2) . . ?
O003 C00I C00J 122.2(2) . . ?
O003 C00I C00L 115.83(19) . . ?
C00J C00I C00L 121.9(2) . . ?
C00D C00J C012 120.8(2) . . ?
C00I C00J C00D 117.7(2) . . ?
C00I C00J C012 121.5(2) . . ?
C00F C00K C00P 121.0(2) . . ?
C00F C00K C00V 117.8(2) . . ?
C00V C00K C00P 121.2(2) . . ?
C00E C00L C00I 117.8(2) . . ?
C00E C00L C018 120.8(2) . . ?
C00I C00L C018 121.3(2) . . ?
C00O C00M H00M 108.5 . . ?
C00O C00M C010 120.33(19) . . ?
C00O C00M C01N 121.1(2) . . ?
C010 C00M H00M 108.5 . . ?
C010 C00M C01N 88.05(18) . . ?
C01N C00M H00M 108.5 . . ?
C00D C00N C00E 117.3(2) . . ?
C00D C00N C00R 120.5(2) . . ?
C00E C00N C00R 122.0(2) . . ?
C00M C00O H00C 107.6 . . ?
C00M C00O H00D 107.6 . . ?
C00M C00O C013 118.9(2) . . ?
H00C C00O H00D 107.0 . . ?
C013 C00O H00C 107.6 . . ?
C013 C00O H00D 107.6 . . ?
C00K C00P H00A 108.9 . . ?
C00K C00P H00B 108.9 . . ?
C00K C00P C00W 113.33(19) . . ?
H00A C00P H00B 107.7 . . ?
C00W C00P H00A 108.9 . . ?
C00W C00P H00B 108.9 . . ?
C019 C00Q H00Q 107.6 . . ?
C019 C00Q C01G 109.59(18) . . ?
C019 C00Q C01W 108.11(19) . . ?
C01G C00Q H00Q 107.6 . . ?
C01W C00Q H00Q 107.6 . . ?
C01W C00Q C01G 116.05(19) . . ?
C00N C00R H00E 109.5 . . ?
C00N C00R H00F 109.5 . . ?
C00N C00R C00X 110.69(18) . . ?
H00E C00R H00F 108.1 . . ?
C00X C00R H00E 109.5 . . ?
C00X C00R H00F 109.5 . . ?
O009 C00S C00H 124.4(2) . . ?
O009 C00S H00S 117.8 . . ?
C00H C00S H00S 117.8 . . ?
O008 C00T C00Y 120.6(2) . . ?
O008 C00T C01N 121.2(2) . . ?
C01N C00T C00Y 118.0(2) . . ?
C00G C00U C00V 117.4(2) . . ?
C00G C00U C019 122.2(2) . . ?
C00V C00U C019 120.3(2) . . ?
O005 C00V C00K 114.56(19) . . ?
O005 C00V C00U 122.4(2) . . ?
C00U C00V C00K 123.0(2) . . ?
C00P C00W H00W 107.6 . . ?
C00P C00W C01M 111.25(19) . . ?
C01I C00W C00P 106.47(19) . . ?
C01I C00W H00W 107.6 . . ?
C01I C00W C01M 116.1(2) . . ?
C01M C00W H00W 107.6 . . ?
C00R C00X H00X 107.4 . . ?
C00R C00X C00Z 109.65(18) . . ?
C00R C00X C01B 108.74(18) . . ?
C00Z C00X H00X 107.4 . . ?
C01B C00X H00X 107.4 . . ?
C01B C00X C00Z 115.98(19) . . ?
C00T C00Y H00G 109.2 . . ?
C00T C00Y H00H 109.2 . . ?
C00T C00Y C01B 112.0(2) . . ?
H00G C00Y H00H 107.9 . . ?
C01B C00Y H00G 109.2 . . ?
C01B C00Y H00H 109.2 . . ?
O002 C00Z C00X 108.83(17) . . ?
O002 C00Z C013 103.23(17) . . ?
O002 C00Z C01C 106.92(18) . . ?
C013 C00Z C00X 116.41(19) . . ?
C01C C00Z C00X 112.20(19) . . ?
C01C C00Z C013 108.48(19) . . ?
C01Y C010 C00M 114.2(2) . . ?
C01Y C010 C025 111.4(2) . . ?
C024 C010 C00M 115.2(2) . . ?
C024 C010 C01Y 109.9(2) . . ?
C024 C010 C025 117.2(2) . . ?
C025 C010 C00M 87.42(18) . . ?
O00B C011 C01L 121.4(2) . . ?
O00B C011 C01X 119.9(2) . . ?
C01L C011 C01X 118.6(2) . . ?
C00J C012 H01Z 109.0 . . ?
C00J C012 H 109.0 . . ?
C00J C012 C015 113.07(19) . . ?
H01Z C012 H 107.8 . . ?
C015 C012 H01Z 109.0 . . ?
C015 C012 H 109.0 . . ?
C00O C013 H01 107.2 . . ?
C00O C013 HA 107.2 . . ?
C00Z C013 C00O 120.34(19) . . ?
C00Z C013 H01 107.2 . . ?
C00Z C013 HA 107.2 . . ?
H01 C013 HA 106.9 . . ?
C01O C014 H014 108.8 . . ?
C01O C014 C01R 88.00(19) . . ?
C01P C014 H014 108.8 . . ?
C01P C014 C01O 120.7(2) . . ?
C01P C014 C01R 119.9(2) . . ?
C01R C014 H014 108.8 . . ?
C012 C015 H015 107.7 . . ?
C012 C015 C017 110.88(19) . . ?
C012 C015 C01D 105.48(19) . . ?
C017 C015 H015 107.7 . . ?
C017 C015 C01D 116.9(2) . . ?
C01D C015 H015 107.7 . . ?
O00C C016 C01S 119.6(3) . . ?
O00C C016 C02A 121.5(3) . . ?
C02A C016 C01S 118.7(3) . . ?
O003 C017 C015 108.52(18) . . ?
O003 C017 C01J 107.88(19) . . ?
O003 C017 C01Q 101.78(18) . . ?
C01J C017 C015 112.7(2) . . ?
C01J C017 C01Q 108.6(2) . . ?
C01Q C017 C015 116.6(2) . . ?
O006 C018 C00L 124.3(2) . . ?
O006 C018 H018 117.9 . . ?
C00L C018 H018 117.9 . . ?
C00Q C019 H01A 109.5 . . ?
C00Q C019 H01B 109.5 . . ?
C00U C019 C00Q 110.68(19) . . ?
C00U C019 H01A 109.5 . . ?
C00U C019 H01B 109.5 . . ?
H01A C019 H01B 108.1 . . ?
O00A C01A C01F 120.6(2) . . ?
O00A C01A C01O 121.7(3) . . ?
C01O C01A C01F 117.6(2) . . ?
C00X C01B H0AA 108.0 . . ?
C00X C01B HB 108.0 . . ?
C00Y C01B C00X 117.2(2) . . ?
C00Y C01B H0AA 108.0 . . ?
C00Y C01B HB 108.0 . . ?
H0AA C01B HB 107.2 . . ?
C00Z C01C H1AA 109.5 . . ?
C00Z C01C HC 109.5 . . ?
C00Z C01C HD 109.5 . . ?
H1AA C01C HC 109.5 . . ?
H1AA C01C HD 109.5 . . ?
HC C01C HD 109.5 . . ?
C015 C01D H2AA 107.4 . . ?
C015 C01D HE 107.4 . . ?
H2AA C01D HE 106.9 . . ?
C01X C01D C015 119.8(2) . . ?
C01X C01D H2AA 107.4 . . ?
C01X C01D HE 107.4 . . ?
H01C C01E H01D 106.8 . . ?
C01G C01E H01C 107.2 . . ?
C01G C01E H01D 107.2 . . ?
C01G C01E C01P 120.7(2) . . ?
C01P C01E H01C 107.2 . . ?
C01P C01E H01D 107.2 . . ?
C01A C01F H01E 108.9 . . ?
C01A C01F H01F 108.9 . . ?
C01A C01F C01W 113.3(2) . . ?
H01E C01F H01F 107.7 . . ?
C01W C01F H01E 108.9 . . ?
C01W C01F H01F 108.9 . . ?
O005 C01G C00Q 109.65(18) . . ?
O005 C01G C01E 102.34(18) . . ?
O005 C01G C01T 106.85(19) . . ?
C01E C01G C00Q 115.80(19) . . ?
C01T C01G C00Q 112.5(2) . . ?
C01T C01G C01E 108.9(2) . . ?
H3AA C01H HF 107.1 . . ?
C01Q C01H H3AA 107.8 . . ?
C01Q C01H HF 107.8 . . ?
C01U C01H H3AA 107.8 . . ?
C01U C01H HF 107.8 . . ?
C01U C01H C01Q 118.1(2) . . ?
C00W C01I H01G 107.6 . . ?
C00W C01I H01H 107.6 . . ?
C00W C01I C01S 119.1(2) . . ?
H01G C01I H01H 107.0 . . ?
C01S C01I H01G 107.6 . . ?
C01S C01I H01H 107.6 . . ?
C017 C01J H4AA 109.5 . . ?
C017 C01J HG 109.5 . . ?
C017 C01J HH 109.5 . . ?
H4AA C01J HG 109.5 . . ?
H4AA C01J HH 109.5 . . ?
HG C01J HH 109.5 . . ?
H01I C01K H01J 107.0 . . ?
C01M C01K H01I 107.5 . . ?
C01M C01K H01J 107.5 . . ?
C01Z C01K H01I 107.5 . . ?
C01Z C01K H01J 107.5 . . ?
C01Z C01K C01M 119.3(2) . . ?
C011 C01L H5AA 111.7 . . ?
C011 C01L C01U 113.0(2) . . ?
C011 C01L C020 118.4(2) . . ?
C01U C01L H5AA 111.7 . . ?
C020 C01L H5AA 111.7 . . ?
C020 C01L C01U 88.19(19) . . ?
O001 C01M C00W 108.93(18) . . ?
O001 C01M C01K 101.95(18) . . ?
O001 C01M C01V 107.00(19) . . ?
C01K C01M C00W 115.8(2) . . ?
C01V C01M C00W 112.8(2) . . ?
C01V C01M C01K 109.4(2) . . ?
C00M C01N H6AA 111.1 . . ?
C00T C01N C00M 114.37(19) . . ?
C00T C01N H6AA 111.1 . . ?
C00T C01N C025 119.4(2) . . ?
C025 C01N C00M 87.59(18) . . ?
C025 C01N H6AA 111.1 . . ?
C014 C01O H01O 110.9 . . ?
C01A C01O C014 114.6(2) . . ?
C01A C01O H01O 110.9 . . ?
C01A C01O C026 119.6(2) . . ?
C026 C01O C014 88.2(2) . . ?
C026 C01O H01O 110.9 . . ?
C014 C01P C01E 118.9(2) . . ?
C014 C01P H01K 107.6 . . ?
C014 C01P H01L 107.6 . . ?
C01E C01P H01K 107.6 . . ?
C01E C01P H01L 107.6 . . ?
H01K C01P H01L 107.0 . . ?
C017 C01Q H7AA 107.7 . . ?
C017 C01Q HI 107.7 . . ?
C01H C01Q C017 118.6(2) . . ?
C01H C01Q H7AA 107.7 . . ?
C01H C01Q HI 107.7 . . ?
H7AA C01Q HI 107.1 . . ?
C026 C01R C014 87.59(19) . . ?
C027 C01R C014 113.7(2) . . ?
C027 C01R C026 111.4(2) . . ?
C02H C01R C014 116.0(2) . . ?
C02H C01R C026 115.4(3) . . ?
C02H C01R C027 110.9(3) . . ?
C016 C01S C01I 111.4(2) . . ?
C016 C01S H01M 109.3 . . ?
C016 C01S H01N 109.3 . . ?
C01I C01S H01M 109.3 . . ?
C01I C01S H01N 109.3 . . ?
H01M C01S H01N 108.0 . . ?
C01G C01T H01P 109.5 . . ?
C01G C01T H01Q 109.5 . . ?
C01G C01T H01R 109.5 . . ?
H01P C01T H01Q 109.5 . . ?
H01P C01T H01R 109.5 . . ?
H01Q C01T H01R 109.5 . . ?
C01H C01U C01L 120.4(2) . . ?
C01H C01U H8AA 108.7 . . ?
C01H C01U C022 120.0(2) . . ?
C01L C01U H8AA 108.7 . . ?
C01L C01U C022 88.54(18) . . ?
C022 C01U H8AA 108.7 . . ?
C01M C01V H01S 109.5 . . ?
C01M C01V H01T 109.5 . . ?
C01M C01V H01U 109.5 . . ?
H01S C01V H01T 109.5 . . ?
H01S C01V H01U 109.5 . . ?
H01T C01V H01U 109.5 . . ?
C00Q C01W H01V 107.7 . . ?
C00Q C01W H01W 107.7 . . ?
C01F C01W C00Q 118.6(2) . . ?
C01F C01W H01V 107.7 . . ?
C01F C01W H01W 107.7 . . ?
H01V C01W H01W 107.1 . . ?
C011 C01X C01D 111.5(2) . . ?
C011 C01X H9AA 109.3 . . ?
C011 C01X HJ 109.3 . . ?
C01D C01X H9AA 109.3 . . ?
C01D C01X HJ 109.3 . . ?
H9AA C01X HJ 108.0 . . ?
C010 C01Y H0BA 109.5 . . ?
C010 C01Y HK 109.5 . . ?
C010 C01Y HL 109.5 . . ?
H0BA C01Y HK 109.5 . . ?
H0BA C01Y HL 109.5 . . ?
HK C01Y HL 109.5 . . ?
C01K C01Z H01X 107.5 . . ?
C01K C01Z H01Y 107.5 . . ?
H01X C01Z H01Y 107.0 . . ?
C021 C01Z C01K 119.2(2) . . ?
C021 C01Z H01X 107.5 . . ?
C021 C01Z H01Y 107.5 . . ?
C01L C020 H02R 113.6 . . ?
C01L C020 H02S 113.6 . . ?
C01L C020 C022 90.46(19) . . ?
H02R C020 H02S 110.8 . . ?
C022 C020 H02R 113.6 . . ?
C022 C020 H02S 113.6 . . ?
C01Z C021 H021 108.5 . . ?
C01Z C021 C023 119.9(2) . . ?
C01Z C021 C02A 121.1(2) . . ?
C023 C021 H021 108.5 . . ?
C02A C021 H021 108.5 . . ?
C02A C021 C023 88.5(2) . . ?
C020 C022 C01U 87.79(19) . . ?
C02E C022 C01U 113.9(2) . . ?
C02E C022 C020 111.4(2) . . ?
C02F C022 C01U 114.7(2) . . ?
C02F C022 C020 117.0(2) . . ?
C02F C022 C02E 110.6(2) . . ?
C02C C023 C021 113.4(3) . . ?
C02C C023 C02G 111.3(3) . . ?
C02D C023 C021 115.0(2) . . ?
C02D C023 C02C 111.3(3) . . ?
C02D C023 C02G 116.6(3) . . ?
C02G C023 C021 87.4(2) . . ?
C010 C024 H02T 109.5 . . ?
C010 C024 H02U 109.5 . . ?
C010 C024 H02V 109.5 . . ?
H02T C024 H02U 109.5 . . ?
H02T C024 H02V 109.5 . . ?
H02U C024 H02V 109.5 . . ?
C010 C025 H02W 113.8 . . ?
C010 C025 H02X 113.8 . . ?
C01N C025 C010 89.26(18) . . ?
C01N C025 H02W 113.8 . . ?
C01N C025 H02X 113.8 . . ?
H02W C025 H02X 111.0 . . ?
C01O C026 C01R 90.2(2) . . ?
C01O C026 H02A 113.6 . . ?
C01O C026 H02B 113.6 . . ?
C01R C026 H02A 113.6 . . ?
C01R C026 H02B 113.6 . . ?
H02A C026 H02B 110.9 . . ?
C01R C027 H02C 109.5 . . ?
C01R C027 H02D 109.5 . . ?
C01R C027 H02E 109.5 . . ?
H02C C027 H02D 109.5 . . ?
H02C C027 H02E 109.5 . . ?
H02D C027 H02E 109.5 . . ?
N029 C028 C02J 179.3(5) . . ?
C016 C02A C021 114.4(2) . . ?
C016 C02A H02F 111.4 . . ?
C016 C02A C02G 118.5(3) . . ?
C021 C02A H02F 111.4 . . ?
C02G C02A C021 87.8(2) . . ?
C02G C02A H02F 111.4 . . ?
H1BA C02B HM 109.5 . . ?
H1BA C02B HN 109.5 . . ?
HM C02B HN 109.5 . . ?
C02I C02B H1BA 109.5 . . ?
C02I C02B HM 109.5 . . ?
C02I C02B HN 109.5 . . ?
C023 C02C H02G 109.5 . . ?
C023 C02C H02H 109.5 . . ?
C023 C02C H02I 109.5 . . ?
H02G C02C H02H 109.5 . . ?
H02G C02C H02I 109.5 . . ?
H02H C02C H02I 109.5 . . ?
C023 C02D H02J 109.5 . . ?
C023 C02D H02K 109.5 . . ?
C023 C02D H02L 109.5 . . ?
H02J C02D H02K 109.5 . . ?
H02J C02D H02L 109.5 . . ?
H02K C02D H02L 109.5 . . ?
C022 C02E H02Y 109.5 . . ?
C022 C02E HO 109.5 . . ?
C022 C02E HP 109.5 . . ?
H02Y C02E HO 109.5 . . ?
H02Y C02E HP 109.5 . . ?
HO C02E HP 109.5 . . ?
C022 C02F H02Z 109.5 . . ?
C022 C02F HQ 109.5 . . ?
C022 C02F HR 109.5 . . ?
H02Z C02F HQ 109.5 . . ?
H02Z C02F HR 109.5 . . ?
HQ C02F HR 109.5 . . ?
C023 C02G H02M 113.7 . . ?
C023 C02G H02N 113.7 . . ?
C02A C02G C023 89.9(2) . . ?
C02A C02G H02M 113.7 . . ?
C02A C02G H02N 113.7 . . ?
H02M C02G H02N 110.9 . . ?
C01R C02H H02O 109.5 . . ?
C01R C02H H02P 109.5 . . ?
C01R C02H H02Q 109.5 . . ?
H02O C02H H02P 109.5 . . ?
H02O C02H H02Q 109.5 . . ?
H02P C02H H02Q 109.5 . . ?
N02K C02I C02B 177.5(5) . . ?
C028 C02J H02 109.5 . . ?
C028 C02J HS 109.5 . . ?
C028 C02J HT 109.5 . . ?
H02 C02J HS 109.5 . . ?
H02 C02J HT 109.5 . . ?
HS C02J HT 109.5 . . ?

_shelx_SHELXL_version_number     2016/6
_olex2_submission_original_sample_id 92-51
_olex2_submission_special_instructions 'No special instructions were received'
