# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_mss042
_audit_block_doi                 10.5517/cc8h5c8
_database_code_depnum_ccdc_archive 'CCDC 252909'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/jo048108a 2005
# 4271706 mss042
_audit_update_record             
;
2004-10-15 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             04-27-04
_audit_creation_method           CRYSTALS_ver_12-03-99
#==========================================================================

_chemical_name_systematic        # IUPAC name, in full
;
?
;

_chemical_melting_point          ?

# choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse'
_refine_ls_matrix_type           full

# choose from 'heavy, direct, difmap, geom'
_atom_sites_solution_primary     direct

# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

# choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed'
_refine_ls_hydrogen_treatment    noref

#****************************************************************************
# General computing
#=============================================================
_computing_structure_refinement  
;
CRYSTALS (Watkin et al 2003)
;
_computing_publication_material  
;
CRYSTALS (Watkin et al 2003)
;
_computing_molecular_graphics    
;
CAMERON (Watkin et al 1996)
;
#=============================================================

_cell_length_a                   10.81400(10)
_cell_angle_alpha                90
_cell_length_b                   13.7985(2)
_cell_angle_beta                 90
_cell_length_c                   23.5044(3)
_cell_angle_gamma                90
_cell_volume                     3507.26(7)

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

# choose from: rm (reference molecule of
# known chirality), ad (anomolous
# dispersion - ie. Flack param), rmad
# (both rm and ad), syn (known from
# synthetic pathway), unk (unknown)
# or . (not applicable).

_chemical_absolute_configuration .

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B


_cell_formula_units_Z            8
_chemical_formula_sum            ' C19 H20 O7 '
_chemical_formula_moiety         ' C19 H20 O7 '
_chemical_compound_source        
;
?
;
_chemical_formula_weight         360.36


_cell_measurement_reflns_used    41020
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27
_cell_measurement_temperature    200

_exptl_crystal_description       ' rod '
_exptl_crystal_colour            ' colourless '
_exptl_crystal_size_min          0.11
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_max          0.40

_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1520
_exptl_absorpt_coefficient_mu    0.105

_diffrn_measurement_device_type  
;
Nonius Kappa CCD
;
_diffrn_radiation_monochromator  graphite
_computing_data_collection       
;
COLLECT (Nonius BV, 1997)
;
_computing_data_reduction        
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_cell_refinement       
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_structure_solution    
;
SIR92 (Altomare et al, 1994)
;

_diffrn_measurement_method       ' φ and ω scans with CCD '
_diffrn_special_details          
;
CCD data collecting conditions-
phi and omega scans of width 1.3 deg at rate 130 sec/frame,
crystal-detector distance 36mm,
multiple scan sets so over 95 percent of data collected with 4-fold
redundancy or more.
;

# Absorption correction

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.200
0 1 0 0.070
0 -1 0 0.080
0 0 1 0.050
0 0 -1 0.060
-1 0 -2 0.187
-1 0 2 0.180
1 0 2 0.120
1 -1 0 0.159


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
#_diffrn_reflns_av_R_equivalents 0.035
# Sheldrick geometric definitions 0.98 0.99


_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0.00

_diffrn_ambient_temperature      200
_diffrn_reflns_number            46563
_reflns_number_total             4008
_diffrn_reflns_av_R_equivalents  0.03
# Number of reflections with Friedels Law is 4008
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4019


_diffrn_reflns_theta_min         2.559
_diffrn_reflns_theta_max         27.477
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        27.477
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_reflns_limit_h_min              0
_reflns_limit_h_max              14
_reflns_limit_k_min              0
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              30


_refine_diff_density_min         -0.17
_refine_diff_density_max         0.19


_refine_ls_number_reflns         2500
_refine_ls_number_restraints     0
_refine_ls_number_parameters     235

#_refine_ls_R_factor_ref 0.0339
_refine_ls_wR_factor_ref         0.0410
_refine_ls_goodness_of_fit_ref   1.0803

#_reflns_number_all 2903
_refine_ls_R_factor_all          0.0392
_refine_ls_wR_factor_all         0.0451

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>2.00u(I)
_reflns_number_gt                2500
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_gt          0.0410


_refine_ls_shift/su_max          0.000310
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.550 0.342 0.257
;
_refine_ls_extinction_method     None
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073

# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.36793(15) 0.06995(14) 0.17973(7) 0.0390 1.0000 Uani . . . . . .
O2 O 0.41378(10) 0.10132(9) 0.23578(5) 0.0386 1.0000 Uani . . . . . .
C3 C 0.53935(14) 0.09602(11) 0.23756(6) 0.0300 1.0000 Uani . . . . . .
C4 C 0.58299(12) 0.05801(11) 0.18087(6) 0.0269 1.0000 Uani . . . . . .
C5 C 0.70166(13) 0.00073(11) 0.17182(6) 0.0265 1.0000 Uani . . . . . .
C6 C 0.72089(13) -0.00759(11) 0.10673(6) 0.0282 1.0000 Uani . . . . . .
C7 C 0.59964(14) -0.02387(11) 0.07533(6) 0.0321 1.0000 Uani . . . . . .
C8 C 0.48704(15) -0.01921(12) 0.09761(7) 0.0345 1.0000 Uani . . . . . .
C9 C 0.47055(14) 0.00342(12) 0.15951(6) 0.0311 1.0000 Uani . . . . . .
O10 O 0.59603(10) 0.12397(8) 0.27838(4) 0.0356 1.0000 Uani . . . . . .
C11 C 0.69501(14) -0.09905(12) 0.19890(7) 0.0323 1.0000 Uani . . . . . .
O12 O 0.69409(14) -0.09120(8) 0.25540(5) 0.0489 1.0000 Uani . . . . . .
C13 C 0.6859(3) -0.18061(15) 0.28743(9) 0.0679 1.0000 Uani . . . . . .
C14 C 0.78888(13) 0.08117(10) 0.08097(6) 0.0263 1.0000 Uani . . . . . .
C15 C 0.90749(13) 0.11384(10) 0.11327(6) 0.0269 1.0000 Uani . . . . . .
C16 C 0.99639(14) 0.03074(12) 0.12162(6) 0.0320 1.0000 Uani . . . . . .
O17 O 1.11211(10) 0.05410(9) 0.10034(5) 0.0380 1.0000 Uani . . . . . .
C18 C 1.11265(15) 0.14774(14) 0.07959(7) 0.0414 1.0000 Uani . . . . . .
C19 C 0.98440(14) 0.19115(12) 0.08194(6) 0.0318 1.0000 Uani . . . . . .
C20 C 0.93415(15) 0.21833(11) 0.02194(6) 0.0337 1.0000 Uani . . . . . .
C21 C 0.89014(15) 0.12875(12) -0.00807(6) 0.0333 1.0000 Uani . . . . . .
C22 C 0.82209(13) 0.06397(12) 0.01949(6) 0.0313 1.0000 Uani . . . . . .
O23 O 0.98014(11) -0.04699(8) 0.14241(5) 0.0437 1.0000 Uani . . . . . .
O24 O 1.20746(12) 0.18155(14) 0.06336(7) 0.0722 1.0000 Uani . . . . . .
C25 C 1.02420(18) 0.27675(13) -0.01476(7) 0.0451 1.0000 Uani . . . . . .
O26 O 0.69043(14) -0.17499(9) 0.17409(6) 0.0536 1.0000 Uani . . . . . .
H11 H 0.35736(15) 0.12631(14) 0.15344(7) 0.0461 1.0000 Uiso R . . . . .
H12 H 0.28779(15) 0.03425(14) 0.18312(7) 0.0461 1.0000 Uiso R . . . . .
H41 H 0.59055(12) 0.11611(11) 0.15568(6) 0.0315 1.0000 Uiso R . . . . .
H51 H 0.77235(13) 0.03715(11) 0.18899(6) 0.0306 1.0000 Uiso R . . . . .
H61 H 0.77497(13) -0.06510(11) 0.09957(6) 0.0327 1.0000 Uiso R . . . . .
H71 H 0.60528(14) -0.03956(11) 0.03387(6) 0.0377 1.0000 Uiso R . . . . .
H81 H 0.41300(15) -0.03112(12) 0.07310(7) 0.0400 1.0000 Uiso R . . . . .
H91 H 0.46117(14) -0.05826(12) 0.18143(6) 0.0372 1.0000 Uiso R . . . . .
H131 H 0.6859(3) -0.16588(15) 0.32909(9) 0.0822 1.0000 Uiso R . . . . .
H132 H 0.7583(3) -0.22276(15) 0.27808(9) 0.0822 1.0000 Uiso R . . . . .
H133 H 0.6077(3) -0.21501(15) 0.27714(9) 0.0822 1.0000 Uiso R . . . . .
H141 H 0.72925(13) 0.13649(10) 0.08264(6) 0.0306 1.0000 Uiso R . . . . .
H151 H 0.88509(13) 0.13937(10) 0.15173(6) 0.0312 1.0000 Uiso R . . . . .
H191 H 0.98772(14) 0.25123(12) 0.10569(6) 0.0368 1.0000 Uiso R . . . . .
H201 H 0.85974(15) 0.26007(11) 0.02806(6) 0.0392 1.0000 Uiso R . . . . .
H211 H 0.91259(15) 0.11776(12) -0.04884(6) 0.0386 1.0000 Uiso R . . . . .
H221 H 0.79276(13) 0.00423(12) -0.00046(6) 0.0365 1.0000 Uiso R . . . . .
H251 H 0.98506(18) 0.29128(13) -0.05235(7) 0.0536 1.0000 Uiso R . . . . .
H252 H 1.10143(18) 0.23826(13) -0.02085(7) 0.0536 1.0000 Uiso R . . . . .
H253 H 1.04502(18) 0.33883(13) 0.00498(7) 0.0536 1.0000 Uiso R . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O2 . 1.4726(19) yes
C1 . C9 . 1.517(2) yes
C1 . H11 . 1.000 no
C1 . H12 . 1.000 no
O2 . C3 . 1.3605(18) yes
C3 . C4 . 1.508(2) yes
C3 . O10 . 1.2021(18) yes
C4 . C5 . 1.5221(19) yes
C4 . C9 . 1.516(2) yes
C4 . H41 . 1.000 no
C5 . C6 . 1.5482(19) yes
C5 . C11 . 1.518(2) yes
C5 . H51 . 1.000 no
C6 . C7 . 1.521(2) yes
C6 . C14 . 1.552(2) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.327(2) yes
C7 . H71 . 1.000 no
C8 . C9 . 1.499(2) yes
C8 . H81 . 1.000 no
C9 . H91 . 1.000 no
C11 . O12 . 1.3326(19) yes
C11 . O26 . 1.200(2) yes
O12 . C13 . 1.448(2) yes
C13 . H131 . 1.000 no
C13 . H132 . 1.000 no
C13 . H133 . 1.000 no
C14 . C15 . 1.5571(19) yes
C14 . C22 . 1.508(2) yes
C14 . H141 . 1.000 no
C15 . C16 . 1.509(2) yes
C15 . C19 . 1.540(2) yes
C15 . H151 . 1.000 no
C16 . O17 . 1.3857(18) yes
C16 . O23 . 1.192(2) yes
O17 . C18 . 1.381(2) yes
C18 . C19 . 1.512(2) yes
C18 . O24 . 1.189(2) yes
C19 . C20 . 1.557(2) yes
C19 . H191 . 1.000 no
C20 . C21 . 1.501(2) yes
C20 . C25 . 1.530(2) yes
C20 . H201 . 1.000 no
C21 . C22 . 1.327(2) yes
C21 . H211 . 1.000 no
C22 . H221 . 1.000 no
C25 . H251 . 1.000 no
C25 . H252 . 1.000 no
C25 . H253 . 1.000 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . C1 . C9 . 102.23(12) yes
O2 . C1 . H11 . 111.267 no
C9 . C1 . H11 . 111.151 no
O2 . C1 . H12 . 111.427 no
C9 . C1 . H12 . 111.158 no
H11 . C1 . H12 . 109.467 no
C1 . O2 . C3 . 110.35(11) yes
O2 . C3 . C4 . 107.69(12) yes
O2 . C3 . O10 . 121.08(14) yes
C4 . C3 . O10 . 131.11(14) yes
C3 . C4 . C5 . 124.61(12) yes
C3 . C4 . C9 . 102.38(12) yes
C5 . C4 . C9 . 111.84(12) yes
C3 . C4 . H41 . 105.657 no
C5 . C4 . H41 . 105.349 no
C9 . C4 . H41 . 105.539 no
C4 . C5 . C6 . 106.85(11) yes
C4 . C5 . C11 . 111.86(12) yes
C6 . C5 . C11 . 110.69(12) yes
C4 . C5 . H51 . 109.088 no
C6 . C5 . H51 . 109.487 no
C11 . C5 . H51 . 108.827 no
C5 . C6 . C7 . 112.00(12) yes
C5 . C6 . C14 . 113.00(11) yes
C7 . C6 . C14 . 109.62(12) yes
C5 . C6 . H61 . 107.676 no
C7 . C6 . H61 . 107.773 no
C14 . C6 . H61 . 106.473 no
C6 . C7 . C8 . 126.31(13) yes
C6 . C7 . H71 . 116.878 no
C8 . C7 . H71 . 116.810 no
C7 . C8 . C9 . 120.16(14) yes
C7 . C8 . H81 . 119.947 no
C9 . C8 . H81 . 119.895 no
C1 . C9 . C4 . 100.51(12) yes
C1 . C9 . C8 . 121.15(13) yes
C4 . C9 . C8 . 109.24(12) yes
C1 . C9 . H91 . 106.234 no
C4 . C9 . H91 . 109.497 no
C8 . C9 . H91 . 109.557 no
C5 . C11 . O12 . 110.14(13) yes
C5 . C11 . O26 . 126.15(14) yes
O12 . C11 . O26 . 123.70(15) yes
C11 . O12 . C13 . 116.70(15) yes
O12 . C13 . H131 . 109.628 no
O12 . C13 . H132 . 109.479 no
H131 . C13 . H132 . 109.476 no
O12 . C13 . H133 . 109.293 no
H131 . C13 . H133 . 109.475 no
H132 . C13 . H133 . 109.476 no
C6 . C14 . C15 . 115.38(12) yes
C6 . C14 . C22 . 111.26(12) yes
C15 . C14 . C22 . 108.46(11) yes
C6 . C14 . H141 . 106.362 no
C15 . C14 . H141 . 106.923 no
C22 . C14 . H141 . 108.136 no
C14 . C15 . C16 . 111.60(12) yes
C14 . C15 . C19 . 114.35(12) yes
C16 . C15 . C19 . 104.15(12) yes
C14 . C15 . H151 . 110.071 no
C16 . C15 . H151 . 107.721 no
C19 . C15 . H151 . 108.599 no
C15 . C16 . O17 . 110.58(13) yes
C15 . C16 . O23 . 130.04(14) yes
O17 . C16 . O23 . 119.37(14) yes
C16 . O17 . C18 . 110.42(12) yes
O17 . C18 . C19 . 110.72(13) yes
O17 . C18 . O24 . 118.94(17) yes
C19 . C18 . O24 . 130.33(18) yes
C15 . C19 . C18 . 103.80(13) yes
C15 . C19 . C20 . 114.29(12) yes
C18 . C19 . C20 . 112.48(13) yes
C15 . C19 . H191 . 109.080 no
C18 . C19 . H191 . 108.413 no
C20 . C19 . H191 . 108.561 no
C19 . C20 . C21 . 109.76(13) yes
C19 . C20 . C25 . 114.54(14) yes
C21 . C20 . C25 . 111.76(13) yes
C19 . C20 . H201 . 106.803 no
C21 . C20 . H201 . 106.673 no
C25 . C20 . H201 . 106.843 no
C20 . C21 . C22 . 120.09(14) yes
C20 . C21 . H211 . 119.885 no
C22 . C21 . H211 . 120.027 no
C14 . C22 . C21 . 119.61(14) yes
C14 . C22 . H221 . 120.231 no
C21 . C22 . H221 . 120.162 no
C20 . C25 . H251 . 109.531 no
C20 . C25 . H252 . 109.416 no
H251 . C25 . H252 . 109.476 no
C20 . C25 . H253 . 109.453 no
H251 . C25 . H253 . 109.476 no
H252 . C25 . H253 . 109.476 no

#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O2 C13 3.243(2) . 6_655 no
O2 C5 3.450(2) . 8_455 no
O2 O10 3.466(2) . 8_455 no
O2 C15 3.553(2) . 8_455 no
O2 O12 3.570(2) . 8_455 no
O2 O23 3.592(2) . 8_455 no
O10 C16 2.888(2) . 8_455 no
O10 O17 3.014(2) . 8_455 no
O10 C1 3.189(2) . 8 no
O10 O23 3.256(2) . 8_455 no
O10 C15 3.265(2) . 8_455 no
O10 C18 3.359(2) . 8_455 no
O10 C13 3.589(3) . 3_655 no
O12 C1 3.287(2) . 8 no
O12 O23 3.390(2) . 8_455 no
O17 C21 3.327(2) . 2_755 no
O17 C22 3.331(2) . 2_755 no
O17 C1 3.344(2) . 1_655 no
O23 C13 3.327(3) . 8 no
O23 C3 3.502(2) . 8 no
O24 C20 3.455(2) . 4 no
O24 C21 3.527(2) . 4 no
O24 C1 3.587(2) . 1_655 no
O26 C15 3.414(2) . 3_645 no
O26 C19 3.417(2) . 3_645 no
C1 C13 3.575(3) . 6_655 no
C3 C16 3.462(2) . 8_455 no
#------------------------------------------------------------------------------
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 C1 C9 C4 . . . . -38.6(1) no
O2 C1 C9 C8 . . . . -158.9(1) no
O2 C3 C4 C5 . . . . -152.0(1) no
O2 C3 C4 C9 . . . . -24.1(2) no
O10 C3 O2 C1 . . . . 175.5(1) no
O10 C3 C4 C5 . . . . 32.1(3) no
O10 C3 C4 C9 . . . . 160.0(2) no
O12 C11 C5 C4 . . . . -68.7(2) no
O12 C11 C5 C6 . . . . 172.2(1) no
O17 C16 C15 C14 . . . . 125.5(1) no
O17 C16 C15 C19 . . . . 1.7(2) no
O17 C18 C19 C15 . . . . 5.9(2) no
O17 C18 C19 C20 . . . . -118.2(1) no
O23 C16 O17 C18 . . . . -178.4(1) no
O23 C16 C15 C14 . . . . -54.0(2) no
O23 C16 C15 C19 . . . . -177.8(2) no
O24 C18 O17 C16 . . . . 174.8(2) no
O24 C18 C19 C15 . . . . -174.0(2) no
O24 C18 C19 C20 . . . . 61.9(2) no
O26 C11 O12 C13 . . . . -0.6(3) no
O26 C11 C5 C4 . . . . 110.9(2) no
O26 C11 C5 C6 . . . . -8.2(2) no
C1 O2 C3 C4 . . . . -0.9(2) no
C1 C9 C4 C3 . . . . 38.1(1) no
C1 C9 C4 C5 . . . . 173.7(1) no
C1 C9 C8 C7 . . . . 139.7(2) no
C3 O2 C1 C9 . . . . 25.5(2) no
C3 C4 C5 C6 . . . . -170.3(1) no
C3 C4 C5 C11 . . . . 68.4(2) no
C3 C4 C9 C8 . . . . 166.6(1) no
C4 C5 C6 C7 . . . . -38.9(2) no
C4 C5 C6 C14 . . . . 85.5(1) no
C4 C9 C8 C7 . . . . 23.8(2) no
C5 C4 C9 C8 . . . . -57.8(2) no
C5 C6 C7 C8 . . . . 8.6(2) no
C5 C6 C14 C15 . . . . 47.7(2) no
C5 C6 C14 C22 . . . . 171.8(1) no
C5 C11 O12 C13 . . . . 179.0(2) no
C6 C5 C4 C9 . . . . 65.8(1) no
C6 C7 C8 C9 . . . . -0.4(3) no
C6 C14 C15 C16 . . . . 52.9(2) no
C6 C14 C15 C19 . . . . 170.8(1) no
C6 C14 C22 C21 . . . . -174.2(1) no
C7 C6 C5 C11 . . . . 83.1(1) no
C7 C6 C14 C15 . . . . 173.3(1) no
C7 C6 C14 C22 . . . . -62.6(1) no
C8 C7 C6 C14 . . . . -117.6(2) no
C9 C4 C5 C11 . . . . -55.5(2) no
C11 C5 C6 C14 . . . . -152.5(1) no
C14 C15 C19 C18 . . . . -126.4(1) no
C14 C15 C19 C20 . . . . -3.5(2) no
C14 C22 C21 C20 . . . . 0.3(2) no
C15 C14 C22 C21 . . . . -46.3(2) no
C15 C16 O17 C18 . . . . 2.1(2) no
C15 C19 C20 C21 . . . . -40.1(2) no
C15 C19 C20 C25 . . . . -166.8(1) no
C16 O17 C18 C19 . . . . -5.1(2) no
C16 C15 C14 C22 . . . . -72.6(1) no
C16 C15 C19 C18 . . . . -4.3(1) no
C16 C15 C19 C20 . . . . 118.6(1) no
C18 C19 C20 C21 . . . . 77.9(2) no
C18 C19 C20 C25 . . . . -48.7(2) no
C19 C15 C14 C22 . . . . 45.3(2) no
C19 C20 C21 C22 . . . . 44.5(2) no
C22 C21 C20 C25 . . . . 172.7(1) no
####################################################################### 
# 
# 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_mss043
_audit_block_doi                 10.5517/cc8h5d9
_database_code_depnum_ccdc_archive 'CCDC 252910'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/jo048108a 2005
# 4281732 mss043
_audit_update_record             
;
2004-10-15 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             04-29-04
_audit_creation_method           CRYSTALS_ver_12-03-99


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

_chemical_name_systematic        # IUPAC name, in full
;
?
;

_chemical_melting_point          ?

# choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse'
_refine_ls_matrix_type           full

# choose from 'heavy, direct, difmap, geom'
_atom_sites_solution_primary     direct

# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

# choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed'
_refine_ls_hydrogen_treatment    noref

#****************************************************************************
# General computing
#=============================================================
_computing_structure_refinement  
;
CRYSTALS (Watkin et al 2003)
;
_computing_publication_material  
;
CRYSTALS (Watkin et al 2003)
;
_computing_molecular_graphics    
;
CAMERON (Watkin et al 1996)
;
#=============================================================

_cell_length_a                   8.81620(10)
_cell_angle_alpha                90
_cell_length_b                   10.3256(2)
_cell_angle_beta                 94.8911(6)
_cell_length_c                   19.0296(3)
_cell_angle_gamma                90
_cell_volume                     1726.01(5)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1 '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

# choose from: rm (reference molecule of
# known chirality), ad (anomolous
# dispersion - ie. Flack param), rmad
# (both rm and ad), syn (known from
# synthetic pathway), unk (unknown)
# or . (not applicable).

_chemical_absolute_configuration .

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B


_cell_formula_units_Z            4
_chemical_formula_sum            ' C19 H20 O7 '
_chemical_formula_moiety         ' C19 H20 O7 '
_chemical_compound_source        
;
?
;
_chemical_formula_weight         360.36


_cell_measurement_reflns_used    32339
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27
_cell_measurement_temperature    200

_exptl_crystal_description       ' block '
_exptl_crystal_colour            ' colourless '
_exptl_crystal_size_min          0.12
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_max          0.34

_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    0.106

_diffrn_measurement_device_type  
;
Nonius Kappa CCD
;
_diffrn_radiation_monochromator  graphite
_computing_data_collection       
;
COLLECT (Nonius BV, 1997)
;
_computing_data_reduction        
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_cell_refinement       
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_structure_solution    
;
SIR92 (Altomare et al, 1994)
;

_diffrn_measurement_method       ' φ and ω scans with CCD '
_diffrn_special_details          
;
CCD data collecting conditions-
phi and omega scans of width 1.7 deg at rate 204 sec/frame,
crystal-detector distance 32mm,
multiple scan sets so over 95 percent of data collected with 4-fold
redundancy or more.
;

# Absorption correction

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.070
0 1 1 0.030
0 -1 -1 0.120
0 1 -3 0.090
0 -1 4 0.063
-1 0 -1 0.150
1 0 -1 0.160
1 0 1 0.129


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
#_diffrn_reflns_av_R_equivalents 0.037
# Sheldrick geometric definitions 0.98 0.99


_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0.00

_diffrn_ambient_temperature      200
_diffrn_reflns_number            33220
_reflns_number_total             3955
_diffrn_reflns_av_R_equivalents  0.05
# Number of reflections with Friedels Law is 3955
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 3970


_diffrn_reflns_theta_min         2.637
_diffrn_reflns_theta_max         27.511
_diffrn_measured_fraction_theta_max 0.994

_diffrn_reflns_theta_full        26.961
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              24


_refine_diff_density_min         -0.15
_refine_diff_density_max         0.25


_refine_ls_number_reflns         2621
_refine_ls_number_restraints     0
_refine_ls_number_parameters     236

#_refine_ls_R_factor_ref 0.0318
_refine_ls_wR_factor_ref         0.0386
_refine_ls_goodness_of_fit_ref   1.1120

#_reflns_number_all 3094
_refine_ls_R_factor_all          0.0371
_refine_ls_wR_factor_all         0.0424

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>3.00u(I)
_reflns_number_gt                2621
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_gt          0.0386


_refine_ls_shift/su_max          0.000480
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.749 0.292 0.448
;
_refine_ls_extinction_coef       220(40)
_refine_ls_extinction_method     'Larson 1970 Crystallographic Computing eq 22'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073

# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.51969(17) 0.64914(14) 0.68369(7) 0.0339 1.0000 Uani . . . . . .
O2 O 0.64801(11) 0.62657(10) 0.64039(5) 0.0362 1.0000 Uani . . . . . .
C3 C 0.62877(15) 0.51380(13) 0.60486(7) 0.0299 1.0000 Uani . . . . . .
C4 C 0.47931(14) 0.45618(13) 0.62098(6) 0.0266 1.0000 Uani . . . . . .
C5 C 0.44993(14) 0.31183(13) 0.61688(7) 0.0261 1.0000 Uani . . . . . .
C6 C 0.27867(14) 0.29060(13) 0.62990(7) 0.0271 1.0000 Uani . . . . . .
C7 C 0.22203(15) 0.38639(15) 0.68229(7) 0.0313 1.0000 Uani . . . . . .
C8 C 0.29889(15) 0.48687(15) 0.71118(7) 0.0318 1.0000 Uani . . . . . .
C9 C 0.45804(15) 0.51318(13) 0.69329(6) 0.0286 1.0000 Uani . . . . . .
O10 O 0.71958(11) 0.47618(11) 0.56561(6) 0.0391 1.0000 Uani . . . . . .
C11 C 0.56105(15) 0.23575(14) 0.66622(7) 0.0294 1.0000 Uani . . . . . .
O12 O 0.51972(12) 0.11167(10) 0.66879(6) 0.0421 1.0000 Uani . . . . . .
C13 C 0.62393(19) 0.02656(17) 0.70966(11) 0.0528 1.0000 Uani . . . . . .
C14 C 0.18505(14) 0.29208(12) 0.55704(7) 0.0252 1.0000 Uani . . . . . .
C15 C 0.01156(14) 0.30900(13) 0.55860(7) 0.0255 1.0000 Uani . . . . . .
C16 C -0.06017(15) 0.19686(14) 0.59469(7) 0.0296 1.0000 Uani . . . . . .
O17 O -0.19561(11) 0.16206(10) 0.55752(5) 0.0346 1.0000 Uani . . . . . .
C18 C -0.21556(16) 0.23135(16) 0.49478(8) 0.0351 1.0000 Uani . . . . . .
C19 C -0.07541(14) 0.31130(13) 0.48470(7) 0.0275 1.0000 Uani . . . . . .
C20 C 0.02033(16) 0.25897(14) 0.42550(7) 0.0308 1.0000 Uani . . . . . .
C21 C 0.12924(16) 0.15554(14) 0.45331(7) 0.0328 1.0000 Uani . . . . . .
C22 C 0.21052(16) 0.17161(14) 0.51466(7) 0.0310 1.0000 Uani . . . . . .
O23 O -0.01762(12) 0.14024(11) 0.64732(5) 0.0387 1.0000 Uani . . . . . .
O24 O -0.33094(13) 0.22092(14) 0.45817(6) 0.0558 1.0000 Uani . . . . . .
C25 C -0.0746(2) 0.21687(19) 0.35856(8) 0.0480 1.0000 Uani . . . . . .
O26 O 0.67422(11) 0.27910(10) 0.69750(6) 0.0386 1.0000 Uani . . . . . .
H11 H 0.55512(17) 0.68894(14) 0.73012(7) 0.0397 1.0000 Uiso R . . . . .
H12 H 0.44095(17) 0.70607(14) 0.65853(7) 0.0397 1.0000 Uiso R . . . . .
H41 H 0.39980(14) 0.49768(13) 0.58772(6) 0.0303 1.0000 Uiso R . . . . .
H51 H 0.46457(14) 0.28529(13) 0.56737(7) 0.0300 1.0000 Uiso R . . . . .
H61 H 0.27332(14) 0.20157(13) 0.65022(7) 0.0310 1.0000 Uiso R . . . . .
H71 H 0.11663(15) 0.37263(15) 0.69653(7) 0.0365 1.0000 Uiso R . . . . .
H81 H 0.25015(15) 0.54478(15) 0.74486(7) 0.0371 1.0000 Uiso R . . . . .
H91 H 0.52645(15) 0.47267(13) 0.73178(6) 0.0330 1.0000 Uiso R . . . . .
H131 H 0.58235(19) -0.06359(17) 0.70804(11) 0.0619 1.0000 Uiso R . . . . .
H132 H 0.63613(19) 0.05722(17) 0.75967(11) 0.0619 1.0000 Uiso R . . . . .
H133 H 0.72513(19) 0.02745(17) 0.68959(11) 0.0619 1.0000 Uiso R . . . . .
H141 H 0.22338(14) 0.36521(12) 0.52899(7) 0.0293 1.0000 Uiso R . . . . .
H151 H -0.00792(14) 0.39247(13) 0.58292(7) 0.0292 1.0000 Uiso R . . . . .
H191 H -0.10840(14) 0.40167(13) 0.47222(7) 0.0314 1.0000 Uiso R . . . . .
H201 H 0.08171(16) 0.33395(14) 0.41051(7) 0.0355 1.0000 Uiso R . . . . .
H211 H 0.14048(16) 0.07434(14) 0.42559(7) 0.0382 1.0000 Uiso R . . . . .
H221 H 0.28704(16) 0.10530(14) 0.53248(7) 0.0357 1.0000 Uiso R . . . . .
H251 H -0.0058(2) 0.18468(19) 0.32323(8) 0.0559 1.0000 Uiso R . . . . .
H252 H -0.1458(2) 0.14608(19) 0.37019(8) 0.0559 1.0000 Uiso R . . . . .
H253 H -0.1347(2) 0.29239(19) 0.33844(8) 0.0559 1.0000 Uiso R . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O2 . 1.4738(17) yes
C1 . C9 . 1.5220(19) yes
C1 . H11 . 1.000 no
C1 . H12 . 1.000 no
O2 . C3 . 1.3498(17) yes
C3 . C4 . 1.5011(18) yes
C3 . O10 . 1.2049(17) yes
C4 . C5 . 1.5138(18) yes
C4 . C9 . 1.5228(17) yes
C4 . H41 . 1.000 no
C5 . C6 . 1.5662(17) yes
C5 . C11 . 1.5171(18) yes
C5 . H51 . 1.000 no
C6 . C7 . 1.5188(19) yes
C6 . C14 . 1.5520(18) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.332(2) yes
C7 . H71 . 1.000 no
C8 . C9 . 1.4965(18) yes
C8 . H81 . 1.000 no
C9 . H91 . 1.000 no
C11 . O12 . 1.3340(17) yes
C11 . O26 . 1.2037(17) yes
O12 . C13 . 1.4489(18) yes
C13 . H131 . 1.000 no
C13 . H132 . 1.000 no
C13 . H133 . 1.000 no
C14 . C15 . 1.5422(17) yes
C14 . C22 . 1.5096(18) yes
C14 . H141 . 1.000 no
C15 . C16 . 1.5121(18) yes
C15 . C19 . 1.5433(18) yes
C15 . H151 . 1.000 no
C16 . O17 . 1.3824(16) yes
C16 . O23 . 1.1923(17) yes
O17 . C18 . 1.3903(17) yes
C18 . C19 . 1.5117(19) yes
C18 . O24 . 1.1877(18) yes
C19 . C20 . 1.5607(18) yes
C19 . H191 . 1.000 no
C20 . C21 . 1.502(2) yes
C20 . C25 . 1.527(2) yes
C20 . H201 . 1.000 no
C21 . C22 . 1.327(2) yes
C21 . H211 . 1.000 no
C22 . H221 . 1.000 no
C25 . H251 . 1.000 no
C25 . H252 . 1.000 no
C25 . H253 . 1.000 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . C1 . C9 . 102.72(10) yes
O2 . C1 . H11 . 111.227 no
C9 . C1 . H11 . 111.157 no
O2 . C1 . H12 . 111.089 no
C9 . C1 . H12 . 111.055 no
H11 . C1 . H12 . 109.467 no
C1 . O2 . C3 . 110.29(10) yes
O2 . C3 . C4 . 108.33(11) yes
O2 . C3 . O10 . 121.79(13) yes
C4 . C3 . O10 . 129.80(13) yes
C3 . C4 . C5 . 121.94(11) yes
C3 . C4 . C9 . 102.08(10) yes
C5 . C4 . C9 . 113.17(11) yes
C3 . C4 . H41 . 106.317 no
C5 . C4 . H41 . 106.357 no
C9 . C4 . H41 . 105.823 no
C4 . C5 . C6 . 107.02(10) yes
C4 . C5 . C11 . 112.29(11) yes
C6 . C5 . C11 . 114.20(10) yes
C4 . C5 . H51 . 106.450 no
C6 . C5 . H51 . 108.316 no
C11 . C5 . H51 . 108.229 no
C5 . C6 . C7 . 112.83(11) yes
C5 . C6 . C14 . 107.68(10) yes
C7 . C6 . C14 . 113.60(11) yes
C5 . C6 . H61 . 105.528 no
C7 . C6 . H61 . 108.412 no
C14 . C6 . H61 . 108.394 no
C6 . C7 . C8 . 126.44(12) yes
C6 . C7 . H71 . 116.771 no
C8 . C7 . H71 . 116.785 no
C7 . C8 . C9 . 120.09(12) yes
C7 . C8 . H81 . 119.935 no
C9 . C8 . H81 . 119.977 no
C4 . C9 . C1 . 100.10(10) yes
C4 . C9 . C8 . 108.99(11) yes
C1 . C9 . C8 . 123.10(12) yes
C4 . C9 . H91 . 112.772 no
C1 . C9 . H91 . 105.931 no
C8 . C9 . H91 . 106.031 no
C5 . C11 . O12 . 110.85(11) yes
C5 . C11 . O26 . 125.29(13) yes
O12 . C11 . O26 . 123.82(13) yes
C11 . O12 . C13 . 116.07(12) yes
O12 . C13 . H131 . 109.512 no
O12 . C13 . H132 . 109.313 no
H131 . C13 . H132 . 109.476 no
O12 . C13 . H133 . 109.575 no
H131 . C13 . H133 . 109.476 no
H132 . C13 . H133 . 109.476 no
C6 . C14 . C15 . 115.89(10) yes
C6 . C14 . C22 . 112.15(11) yes
C15 . C14 . C22 . 107.25(10) yes
C6 . C14 . H141 . 107.825 no
C15 . C14 . H141 . 107.792 no
C22 . C14 . H141 . 105.341 no
C14 . C15 . C16 . 112.08(11) yes
C14 . C15 . C19 . 113.62(10) yes
C16 . C15 . C19 . 103.36(10) yes
C14 . C15 . H151 . 108.443 no
C16 . C15 . H151 . 110.778 no
C19 . C15 . H151 . 108.470 no
C15 . C16 . O17 . 110.07(11) yes
C15 . C16 . O23 . 130.03(12) yes
O17 . C16 . O23 . 119.89(12) yes
C16 . O17 . C18 . 110.25(11) yes
O17 . C18 . C19 . 110.18(11) yes
O17 . C18 . O24 . 119.76(13) yes
C19 . C18 . O24 . 130.06(14) yes
C15 . C19 . C18 . 102.95(11) yes
C15 . C19 . C20 . 113.27(10) yes
C18 . C19 . C20 . 113.62(11) yes
C15 . C19 . H191 . 110.033 no
C18 . C19 . H191 . 108.380 no
C20 . C19 . H191 . 108.412 no
C19 . C20 . C21 . 111.14(11) yes
C19 . C20 . C25 . 114.14(12) yes
C21 . C20 . C25 . 112.35(13) yes
C19 . C20 . H201 . 106.087 no
C21 . C20 . H201 . 107.812 no
C25 . C20 . H201 . 104.708 no
C20 . C21 . C22 . 120.13(13) yes
C20 . C21 . H211 . 119.957 no
C22 . C21 . H211 . 119.912 no
C14 . C22 . C21 . 118.64(12) yes
C14 . C22 . H221 . 120.650 no
C21 . C22 . H221 . 120.714 no
C20 . C25 . H251 . 109.550 no
C20 . C25 . H252 . 109.457 no
H251 . C25 . H252 . 109.476 no
C20 . C25 . H253 . 109.392 no
H251 . C25 . H253 . 109.476 no
H252 . C25 . H253 . 109.476 no

#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O2 C20 3.485(2) . 2_666 no
O2 C13 3.503(2) . 3_656 no
O2 C21 3.563(2) . 2_666 no
O2 O24 3.594(2) . 2_566 no
O10 C18 2.944(2) . 1_655 no
O10 C19 3.002(2) . 1_655 no
O10 C15 3.112(2) . 1_655 no
O10 O17 3.335(2) . 1_655 no
O10 O24 3.342(2) . 1_655 no
O10 C16 3.494(2) . 1_655 no
O10 C14 3.495(2) . 2_666 no
O10 C20 3.564(2) . 2_666 no
O12 O17 3.458(2) . 1_655 no
O17 C11 3.196(2) . 1_455 no
O17 O26 3.224(2) . 1_455 no
O17 C21 3.341(2) . 2_556 no
O23 C1 3.219(2) . 3_546 no
O23 O26 3.285(2) . 1_455 no
O23 C9 3.305(2) . 3_546 no
O23 C8 3.549(2) . 3_546 no
O24 C1 3.330(2) . 2_566 no
O26 C16 3.288(2) . 1_655 no
O26 C13 3.504(2) . 3_656 no
#------------------------------------------------------------------------------
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 C1 C9 C4 . . . . -37.2(1) no
O2 C1 C9 C8 . . . . -158.0(1) no
O2 C3 C4 C5 . . . . -153.7(1) no
O2 C3 C4 C9 . . . . -26.3(1) no
O10 C3 O2 C1 . . . . 179.4(1) no
O10 C3 C4 C5 . . . . 29.3(2) no
O10 C3 C4 C9 . . . . 156.8(1) no
O12 C11 C5 C4 . . . . 171.3(1) no
O12 C11 C5 C6 . . . . 49.3(2) no
O17 C16 C15 C14 . . . . -138.0(1) no
O17 C16 C15 C19 . . . . -15.2(1) no
O17 C18 C19 C15 . . . . -14.8(1) no
O17 C18 C19 C20 . . . . 108.1(1) no
O23 C16 O17 C18 . . . . -174.1(1) no
O23 C16 C15 C14 . . . . 42.6(2) no
O23 C16 C15 C19 . . . . 165.3(1) no
O24 C18 O17 C16 . . . . -174.7(1) no
O24 C18 C19 C15 . . . . 165.7(2) no
O24 C18 C19 C20 . . . . -71.4(2) no
O26 C11 O12 C13 . . . . -2.9(2) no
O26 C11 C5 C4 . . . . -10.8(2) no
O26 C11 C5 C6 . . . . -132.9(1) no
C1 O2 C3 C4 . . . . 2.2(1) no
C1 C9 C4 C3 . . . . 38.3(1) no
C1 C9 C4 C5 . . . . 171.2(1) no
C1 C9 C8 C7 . . . . 141.8(1) no
C3 O2 C1 C9 . . . . 22.9(1) no
C3 C4 C5 C6 . . . . -174.6(1) no
C3 C4 C5 C11 . . . . 59.3(2) no
C3 C4 C9 C8 . . . . 168.7(1) no
C4 C5 C6 C7 . . . . -34.7(1) no
C4 C5 C6 C14 . . . . 91.5(1) no
C4 C9 C8 C7 . . . . 25.3(2) no
C5 C4 C9 C8 . . . . -58.5(1) no
C5 C6 C7 C8 . . . . 5.8(2) no
C5 C6 C14 C15 . . . . -164.4(1) no
C5 C6 C14 C22 . . . . 72.0(1) no
C5 C11 O12 C13 . . . . 175.0(1) no
C6 C5 C4 C9 . . . . 63.0(1) no
C6 C7 C8 C9 . . . . -0.7(2) no
C6 C14 C15 C16 . . . . -63.9(1) no
C6 C14 C15 C19 . . . . 179.3(1) no
C6 C14 C22 C21 . . . . 175.2(1) no
C7 C6 C5 C11 . . . . 90.2(1) no
C7 C6 C14 C15 . . . . -38.7(2) no
C7 C6 C14 C22 . . . . -162.3(1) no
C8 C7 C6 C14 . . . . -117.1(1) no
C9 C4 C5 C11 . . . . -63.0(1) no
C11 C5 C6 C14 . . . . -143.6(1) no
C14 C15 C19 C18 . . . . 139.0(1) no
C14 C15 C19 C20 . . . . 15.8(2) no
C14 C22 C21 C20 . . . . 3.1(2) no
C15 C14 C22 C21 . . . . 46.9(2) no
C15 C16 O17 C18 . . . . 6.4(2) no
C15 C19 C20 C21 . . . . 31.9(2) no
C15 C19 C20 C25 . . . . 160.2(1) no
C16 O17 C18 C19 . . . . 5.7(2) no
C16 C15 C14 C22 . . . . 62.2(1) no
C16 C15 C19 C18 . . . . 17.3(1) no
C16 C15 C19 C20 . . . . -105.9(1) no
C18 C19 C20 C21 . . . . -85.1(1) no
C18 C19 C20 C25 . . . . 43.2(2) no
C19 C15 C14 C22 . . . . -54.5(1) no
C19 C20 C21 C22 . . . . -44.6(2) no
C22 C21 C20 C25 . . . . -173.9(1) no
#------------------------------------------------------------------------------

#===END

