##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_journal_date_recd_electronic     2004-03-03
_journal_date_accepted     2004-04-05
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2004
_journal_volume     60
_journal_issue      5
_journal_page_first     o766
_journal_page_last     o767
_journal_paper_category     EO
_publ_contact_author_name
;
D. M. Tooke
;
_publ_contact_author_address
;   Bijvoet Center for Biomolecular Research
    Department of Crystal and Structural Chemistry
    Utrecht University
    Padualaan 8
    3584 CH Utrecht
    The Netherlands
;
_publ_contact_author_email     d.m.tooke@chem.uu.nl
_publ_contact_author_fax     '+31 30 2532533'
_publ_contact_author_phone     '+31 30 2532538'
_publ_section_title
;
3,5-Di-tert-butyl-2-hydroxybenzaldehyde
;
loop_
    _publ_author_name
    _publ_author_address
    'Duncan M. Tooke'
;
Bijvoet Center for Biomolecular Research
Department of Crystal and Structural Chemistry
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
    'Anthony L. Spek'
;
Bijvoet Center for Biomolecular Research
Department of Crystal and Structural Chemistry
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
data_I
_chemical_name_systematic
;
3,5-di-tert-butyl-2-hydroxybenzaldehyde
;
_chemical_name_common     ?
_chemical_formula_moiety     'C15 H22 O2'
_chemical_formula_sum     'C15 H22 O2'
_chemical_formula_iupac     'C15 H22 O2'
_chemical_formula_weight     234.33
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    x,y,z
    -x,1/2+y,1/2-z
    -x,-y,-z
    x,1/2-y,1/2+z
_cell_length_a     11.6270(10)
_cell_length_b     10.1214(7)
_cell_length_c     25.461(2)
_cell_angle_alpha     90
_cell_angle_beta     111.326(3)
_cell_angle_gamma     90
_cell_volume     2791.1(4)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     56
_cell_measurement_theta_min     4.000
_cell_measurement_theta_max     18.299
_cell_measurement_temperature     150
_cell_special_details
;
Least Squares Treatment of 25 SET4 setting angles.
;
_exptl_crystal_description     'block'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.300
_exptl_crystal_size_mid     0.100
_exptl_crystal_size_min     0.100
_exptl_crystal_density_diffrn     1.115
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'Not Measured'
_exptl_crystal_F_000     1024
_exptl_absorpt_coefficient_mu     0.072
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
; ?
;
_diffrn_ambient_temperature     150
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Rotating Anode'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     18.4
_diffrn_reflns_number     28855
_diffrn_reflns_av_R_equivalents     0.0628
_diffrn_reflns_av_sigmaI/netI     0.0343
_diffrn_reflns_theta_min     1.72
_diffrn_reflns_theta_max     26.50
_diffrn_reflns_theta_full     26.50
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -31
_diffrn_reflns_limit_l_max     31
_diffrn_reflns_reduction_process
; ?
;
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement on F^2 for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F^2, conventional R-factors R are based
 on F, with F set to zero for negative F^2. The
 observed criterion of F^2 > 2sigma(F^2) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F^2 are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_reflns_number_total     5782
_reflns_number_gt     4178
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0788
_refine_ls_R_factor_gt     0.0526
_refine_ls_wR_factor_gt     0.1292
_refine_ls_wR_factor_ref     0.1461
_refine_ls_goodness_of_fit_ref     1.038
_refine_ls_restrained_S_all     1.038
_refine_ls_number_reflns     5782
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_number_constraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0694P)²+1.0702P] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.358
_refine_diff_density_min     -0.202
_refine_ls_extinction_method     none
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    O O 0.0106 0.0060 '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'
    C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1998)'
_computing_cell_refinement     'DIRAX (Duisenberg, 1992)'
_computing_data_reduction     'EVAL14 (Duisenberg et al., 2003)'
_computing_structure_solution     'SHELXS86 (Sheldrick, 1985)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'PLATON'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_type_symbol
    O3 0.05469(11) 0.58351(12) 0.25345(5) 0.0400(4) Uani . . 1.00 O
    O4 0.14002(11) 0.65291(11) 0.17592(5) 0.0318(4) Uani . . 1.00 O
    C16 0.06343(15) 0.46869(17) 0.23992(7) 0.0310(5) Uani . . 1.00 C
    C17 0.10307(14) 0.42828(15) 0.19448(6) 0.0242(5) Uani . . 1.00 C
    C18 0.10537(14) 0.29377(15) 0.18269(6) 0.0249(5) Uani . . 1.00 C
    C19 0.14227(14) 0.25093(14) 0.13983(6) 0.0222(4) Uani . . 1.00 C
    C20 0.17529(14) 0.34792(14) 0.10863(6) 0.0218(4) Uani . . 1.00 C
    C21 0.17493(13) 0.48333(14) 0.11826(6) 0.0216(4) Uani . . 1.00 C
    C22 0.13873(13) 0.52287(14) 0.16290(7) 0.0230(4) Uani . . 1.00 C
    C23 0.14686(15) 0.10371(15) 0.12602(7) 0.0269(5) Uani . . 1.00 C
    C24 0.2773(3) 0.0679(2) 0.12946(15) 0.0423(10) Uani . . 0.696(3) C
    C25 0.1091(3) 0.0141(2) 0.16444(12) 0.0437(10) Uani . . 0.696(3) C
    C26 0.0568(3) 0.0797(2) 0.06482(11) 0.0370(8) Uani . . 0.696(3) C
    C27 0.21264(14) 0.58495(14) 0.08260(7) 0.0254(4) Uani . . 1.00 C
    C28 0.32707(16) 0.66135(17) 0.12018(8) 0.0337(5) Uani . . 1.00 C
    C29 0.10537(17) 0.68104(16) 0.05447(8) 0.0356(5) Uani . . 1.00 C
    C30 0.24443(17) 0.51942(16) 0.03554(7) 0.0331(5) Uani . . 1.00 C
    C24A 0.2244(8) 0.0309(6) 0.1821(3) 0.052(3) Uani . . 0.304(3) C
    C25A 0.0151(6) 0.0490(6) 0.1072(3) 0.045(2) Uani . . 0.304(3) C
    C26A 0.2021(8) 0.0757(6) 0.0829(3) 0.048(3) Uani . . 0.304(3) C
    O1 0.44413(12) 0.28484(12) 0.24092(5) 0.0400(4) Uani . . 1.00 O
    O2 0.35678(11) 0.21365(11) 0.31776(5) 0.0320(4) Uani . . 1.00 O
    C1 0.43296(15) 0.39938(17) 0.25400(7) 0.0313(5) Uani . . 1.00 C
    C2 0.38928(14) 0.43908(15) 0.29836(6) 0.0232(5) Uani . . 1.00 C
    C3 0.38316(14) 0.57356(15) 0.30901(6) 0.0240(5) Uani . . 1.00 C
    C4 0.34309(13) 0.61643(14) 0.35105(6) 0.0227(4) Uani . . 1.00 C
    C5 0.31350(14) 0.51900(15) 0.38298(7) 0.0251(5) Uani . . 1.00 C
    C6 0.31904(14) 0.38357(15) 0.37473(7) 0.0248(5) Uani . . 1.00 C
    C7 0.35523(14) 0.34401(14) 0.33018(6) 0.0231(4) Uani . . 1.00 C
    C8 0.33727(15) 0.76439(15) 0.36271(7) 0.0274(5) Uani . . 1.00 C
    C9 0.46935(18) 0.81790(18) 0.38711(9) 0.0453(6) Uani . . 1.00 C
    C10 0.2720(2) 0.79241(18) 0.40363(9) 0.0489(7) Uani . . 1.00 C
    C11 0.2680(2) 0.83824(17) 0.30757(8) 0.0471(7) Uani . . 1.00 C
    C12 0.28823(16) 0.28196(16) 0.41254(7) 0.0319(5) Uani . . 1.00 C
    C13 0.39972(18) 0.19048(17) 0.43969(8) 0.0391(6) Uani . . 1.00 C
    C14 0.2601(2) 0.34849(19) 0.46063(9) 0.0499(7) Uani . . 1.00 C
    C15 0.17470(18) 0.20140(19) 0.37759(9) 0.0464(7) Uani . . 1.00 C
    H20 0.1997 0.3192 0.0787 0.026 Uiso calc R 1.00 H
    H24A 0.3360 0.0846 0.1677 0.063 Uiso calc R 0.696(3) H
    H24B 0.2994 0.1219 0.1026 0.063 Uiso calc R 0.696(3) H
    H24C 0.2800 -0.0258 0.1203 0.063 Uiso calc R 0.696(3) H
    H4 0.112(2) 0.656(2) 0.2037(11) 0.071(8) Uiso . . 1.00 H
    H16 0.0427 0.4011 0.2608 0.037 Uiso calc R 1.00 H
    H18 0.0812 0.2310 0.2044 0.030 Uiso calc R 1.00 H
    H26A 0.0583 -0.0140 0.0554 0.055 Uiso calc R 0.696(3) H
    H26B 0.0822 0.1333 0.0388 0.055 Uiso calc R 0.696(3) H
    H26C -0.0270 0.1046 0.0615 0.055 Uiso calc R 0.696(3) H
    H28A 0.3961 0.5999 0.1363 0.051 Uiso calc R 1.00 H
    H28B 0.3090 0.7048 0.1507 0.051 Uiso calc R 1.00 H
    H28C 0.3491 0.7281 0.0976 0.051 Uiso calc R 1.00 H
    H29A 0.1302 0.7456 0.0319 0.053 Uiso calc R 1.00 H
    H29B 0.0842 0.7272 0.0836 0.053 Uiso calc R 1.00 H
    H29C 0.0334 0.6316 0.0300 0.053 Uiso calc R 1.00 H
    H30A 0.3138 0.4584 0.0520 0.050 Uiso calc R 1.00 H
    H30B 0.2674 0.5874 0.0137 0.050 Uiso calc R 1.00 H
    H30C 0.1725 0.4704 0.0107 0.050 Uiso calc R 1.00 H
    H25A 0.1154 -0.0783 0.1542 0.065 Uiso calc R 0.696(3) H
    H25B 0.0236 0.0334 0.1604 0.065 Uiso calc R 0.696(3) H
    H25C 0.1636 0.0290 0.2036 0.065 Uiso calc R 0.696(3) H
    H24D 0.2206 -0.0646 0.1755 0.077 Uiso calc R 0.304(3) H
    H24E 0.1906 0.0515 0.2112 0.077 Uiso calc R 0.304(3) H
    H24F 0.3104 0.0604 0.1946 0.077 Uiso calc R 0.304(3) H
    H25D 0.0159 -0.0455 0.0990 0.067 Uiso calc R 0.304(3) H
    H25E -0.0374 0.0957 0.0732 0.067 Uiso calc R 0.304(3) H
    H25F -0.0174 0.0619 0.1373 0.067 Uiso calc R 0.304(3) H
    H26D 0.2849 0.1144 0.0949 0.072 Uiso calc R 0.304(3) H
    H26E 0.1501 0.1144 0.0467 0.072 Uiso calc R 0.304(3) H
    H26F 0.2076 -0.0200 0.0786 0.072 Uiso calc R 0.304(3) H
    H1 0.4545 0.4674 0.2336 0.038 Uiso calc R 1.00 H
    H2 0.384(2) 0.209(2) 0.2897(10) 0.054(6) Uiso . . 1.00 H
    H3 0.4068 0.6365 0.2871 0.029 Uiso calc R 1.00 H
    H5 0.2877 0.5474 0.4125 0.030 Uiso calc R 1.00 H
    H9A 0.5155 0.7707 0.4220 0.068 Uiso calc R 1.00 H
    H9B 0.4673 0.9124 0.3951 0.068 Uiso calc R 1.00 H
    H9C 0.5097 0.8049 0.3598 0.068 Uiso calc R 1.00 H
    H10A 0.3177 0.7508 0.4400 0.073 Uiso calc R 1.00 H
    H10B 0.1880 0.7564 0.3884 0.073 Uiso calc R 1.00 H
    H10C 0.2682 0.8881 0.4088 0.073 Uiso calc R 1.00 H
    H11A 0.2684 0.9332 0.3152 0.071 Uiso calc R 1.00 H
    H11B 0.1826 0.8066 0.2917 0.071 Uiso calc R 1.00 H
    H11C 0.3088 0.8221 0.2806 0.071 Uiso calc R 1.00 H
    H13A 0.3812 0.1280 0.4649 0.059 Uiso calc R 1.00 H
    H13B 0.4720 0.2435 0.4613 0.059 Uiso calc R 1.00 H
    H13C 0.4171 0.1417 0.4102 0.059 Uiso calc R 1.00 H
    H14A 0.1878 0.4060 0.4449 0.075 Uiso calc R 1.00 H
    H14B 0.3314 0.4013 0.4835 0.075 Uiso calc R 1.00 H
    H14C 0.2432 0.2807 0.4843 0.075 Uiso calc R 1.00 H
    H15A 0.1038 0.2606 0.3616 0.070 Uiso calc R 1.00 H
    H15B 0.1564 0.1359 0.4018 0.070 Uiso calc R 1.00 H
    H15C 0.1912 0.1562 0.3470 0.070 Uiso calc R 1.00 H
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O3 C16 . . 1.227(2) yes
    O4 C22 . . 1.3560(18) yes
    O4 H4 . . 0.88(3) no
    O1 C1 . . 1.226(2) yes
    O2 C7 . . 1.3584(18) yes
    O2 H2 . . 0.88(2) no
    C16 C17 . . 1.451(2) no
    C17 C18 . . 1.397(2) no
    C17 C22 . . 1.406(2) no
    C18 C19 . . 1.380(2) no
    C19 C20 . . 1.401(2) no
    C19 C23 . . 1.536(2) no
    C20 C21 . . 1.393(2) no
    C21 C22 . . 1.406(2) no
    C21 C27 . . 1.538(2) no
    C23 C24 . . 1.531(4) no
    C23 C25 . . 1.512(3) no
    C23 C26 . . 1.548(3) no
    C23 C24A . . 1.568(7) no
    C23 C26A . . 1.487(9) no
    C23 C25A . . 1.533(8) no
    C27 C29 . . 1.538(2) no
    C27 C30 . . 1.528(2) no
    C27 C28 . . 1.536(3) no
    C16 H16 . . 0.9497 no
    C18 H18 . . 0.9493 no
    C20 H20 . . 0.9503 no
    C24 H24B . . 0.9799 no
    C24 H24A . . 0.9793 no
    C24 H24C . . 0.9799 no
    C24A H24D . . 0.9793 no
    C24A H24E . . 0.9791 no
    C24A H24F . . 0.9792 no
    C25 H25A . . 0.9807 no
    C25 H25C . . 0.9792 no
    C25 H25B . . 0.9811 no
    C25A H25F . . 0.9787 no
    C25A H25E . . 0.9803 no
    C25A H25D . . 0.9798 no
    C26 H26C . . 0.9798 no
    C26 H26B . . 0.9812 no
    C26 H26A . . 0.9799 no
    C26A H26E . . 0.9814 no
    C26A H26D . . 0.9796 no
    C26A H26F . . 0.9795 no
    C28 H28A . . 0.9797 no
    C28 H28B . . 0.9799 no
    C28 H28C . . 0.9796 no
    C29 H29A . . 0.9804 no
    C29 H29B . . 0.9807 no
    C29 H29C . . 0.9796 no
    C30 H30B . . 0.9808 no
    C30 H30C . . 0.9802 no
    C30 H30A . . 0.9807 no
    C1 C2 . . 1.453(2) no
    C2 C7 . . 1.404(2) no
    C2 C3 . . 1.395(2) no
    C3 C4 . . 1.383(2) no
    C4 C5 . . 1.398(2) no
    C4 C8 . . 1.533(2) no
    C5 C6 . . 1.392(2) no
    C6 C7 . . 1.404(2) no
    C6 C12 . . 1.537(2) no
    C8 C10 . . 1.522(3) no
    C8 C11 . . 1.535(2) no
    C8 C9 . . 1.531(3) no
    C12 C14 . . 1.533(3) no
    C12 C15 . . 1.531(3) no
    C12 C13 . . 1.537(3) no
    C1 H1 . . 0.9493 no
    C3 H3 . . 0.9508 no
    C5 H5 . . 0.9495 no
    C9 H9A . . 0.9791 no
    C9 H9B . . 0.9800 no
    C9 H9C . . 0.9789 no
    C10 H10A . . 0.9795 no
    C10 H10B . . 0.9806 no
    C10 H10C . . 0.9806 no
    C11 H11A . . 0.9802 no
    C11 H11B . . 0.9797 no
    C11 H11C . . 0.9799 no
    C13 H13A . . 0.9792 no
    C13 H13B . . 0.9801 no
    C13 H13C . . 0.9791 no
    C14 H14A . . 0.9803 no
    C14 H14B . . 0.9802 no
    C14 H14C . . 0.9791 no
    C15 H15A . . 0.9799 no
    C15 H15B . . 0.9799 no
    C15 H15C . . 0.9805 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
    O1 O2 2.6122(18) . . no
    O2 C15 3.027(3) . . no
    O2 O1 2.6122(18) . . no
    O2 C13 2.969(2) . . no
    O3 C4 3.387(2) . . no
    O3 C25 3.374(4) . 2_555 no
    O3 O4 2.6075(18) . . no
    O4 O3 2.6075(18) . . no
    O4 C29 2.983(2) . . no
    O4 C28 2.999(2) . . no
    O1 H9C 2.8120 . 2_645 no
    O1 H3 2.5820 . 2_645 no
    O1 H24F 2.7632 . . no
    O1 H2 1.80(2) . . no
    O1 H24A 2.7311 . . no
    O2 H13C 2.3154 . . no
    O2 H28A 2.9162 . 2_645 no
    O2 H15C 2.3751 . . no
    O3 H11B 2.6842 . . no
    O3 H25B 2.7110 . 2_555 no
    O3 H18 2.6664 . 2_555 no
    O3 H4 1.79(2) . . no
    O4 H25A 2.7702 . 1_565 no
    O4 H28B 2.3379 . . no
    O4 H29B 2.3243 . . no
    O4 H15A 2.8578 . 2_555 no
    C1 C17 3.587(3) . . no
    C1 C22 3.588(2) . . no
    C2 C17 3.418(2) . . no
    C2 C16 3.544(3) . . no
    C4 O3 3.387(2) . . no
    C7 C16 3.566(2) . . no
    C13 O2 2.969(2) . . no
    C14 C26A 3.502(8) . 4_555 no
    C15 O2 3.027(3) . . no
    C16 C7 3.566(2) . . no
    C16 C2 3.544(3) . . no
    C17 C2 3.418(2) . . no
    C17 C1 3.587(3) . . no
    C22 C1 3.588(2) . . no
    C25 O3 3.374(4) . 2_545 no
    C26 C26 3.474(4) . 3_555 no
    C26A C14 3.502(8) . 4_554 no
    C28 O4 2.999(2) . . no
    C29 O4 2.983(2) . . no
    C1 H2 2.29(2) . . no
    C3 H11C 2.6728 . . no
    C3 H9C 2.8170 . . no
    C5 H10A 2.7501 . . no
    C5 H14B 2.7614 . . no
    C5 H14A 2.7578 . . no
    C5 H10B 2.8405 . . no
    C7 H13C 2.7920 . . no
    C7 H15C 2.8334 . . no
    C9 H3 3.0062 . . no
    C9 H30A 2.8177 . 2_655 no
    C10 H30B 3.0734 . 4_565 no
    C10 H5 2.4908 . . no
    C11 H3 2.7671 . . no
    C14 H26E 2.9356 . 4_555 no
    C14 H5 2.4380 . . no
    C16 H4 2.27(2) . . no
    C18 H25B 2.7890 . . no
    C18 H25F 2.7715 . . no
    C18 H25C 2.7679 . . no
    C18 H24E 2.6455 . . no
    C20 H30C 2.7742 . . no
    C20 H26E 2.7969 . . no
    C20 H26B 2.7662 . . no
    C20 H26D 2.7671 . . no
    C20 H30A 2.7589 . . no
    C20 H24B 2.7387 . . no
    C22 H29B 2.7973 . . no
    C22 H28B 2.8024 . . no
    C24 H20 2.8470 . . no
    C24A H18 2.8078 . . no
    C25 H18 2.4900 . . no
    C25A H14A 2.6727 . 2_545 no
    C25A H18 2.9539 . . no
    C26 H20 2.8869 . . no
    C26 H26A 2.9365 . 3_555 no
    C26A H20 2.4666 . . no
    C26A H14C 3.0848 . 4_554 no
    C30 H20 2.4496 . . no
    H1 H3 2.3753 . . no
    H2 O1 1.80(2) . . no
    H2 C1 2.29(2) . . no
    H3 C11 2.7671 . . no
    H3 H1 2.3753 . . no
    H3 C9 3.0062 . . no
    H3 H9C 2.4803 . . no
    H3 H11C 2.1720 . . no
    H3 O1 2.5820 . 2_655 no
    H4 O3 1.79(2) . . no
    H4 H11B 2.5845 . . no
    H4 C16 2.27(2) . . no
    H5 C10 2.4908 . . no
    H5 C14 2.4380 . . no
    H5 H10A 2.1616 . . no
    H5 H14A 2.1851 . . no
    H5 H14B 2.2460 . . no
    H5 H10B 2.3828 . . no
    H9A H10A 2.5112 . . no
    H9B H30A 2.4526 . 2_655 no
    H9B H13C 2.4572 . 1_565 no
    H9B H10C 2.4755 . . no
    H9B H11A 2.4716 . . no
    H9C H3 2.4803 . . no
    H9C H11C 2.4752 . . no
    H9C O1 2.8120 . 2_655 no
    H9C C3 2.8170 . . no
    H10A H5 2.1616 . . no
    H10A H9A 2.5112 . . no
    H10A C5 2.7501 . . no
    H10B H11B 2.4923 . . no
    H10B C5 2.8405 . . no
    H10B H5 2.3828 . . no
    H10C H11A 2.4273 . . no
    H10C H9B 2.4755 . . no
    H11A H9B 2.4716 . . no
    H11A H10C 2.4273 . . no
    H11B H10B 2.4923 . . no
    H11B H4 2.5845 . . no
    H11B O3 2.6842 . . no
    H11C H9C 2.4752 . . no
    H11C C3 2.6728 . . no
    H11C H3 2.1720 . . no
    H13A H14C 2.4049 . . no
    H13A H15B 2.5228 . . no
    H13B H14B 2.4929 . . no
    H13C O2 2.3154 . . no
    H13C C7 2.7920 . . no
    H13C H9B 2.4572 . 1_545 no
    H13C H15C 2.5368 . . no
    H14A H25E 2.5240 . 2_555 no
    H14A C25A 2.6727 . 2_555 no
    H14A H25D 2.2746 . 2_555 no
    H14A H5 2.1851 . . no
    H14A H15A 2.4721 . . no
    H14A C5 2.7578 . . no
    H14B C5 2.7614 . . no
    H14B H5 2.2460 . . no
    H14B H13B 2.4929 . . no
    H14C H13A 2.4049 . . no
    H14C H15B 2.4570 . . no
    H14C H26E 2.4646 . 4_555 no
    H14C C26A 3.0848 . 4_555 no
    H15A H14A 2.4721 . . no
    H15A O4 2.8578 . 2_545 no
    H15B H13A 2.5228 . . no
    H15B H14C 2.4570 . . no
    H15C O2 2.3751 . . no
    H15C H13C 2.5368 . . no
    H15C C7 2.8334 . . no
    H16 H18 2.3862 . . no
    H18 H16 2.3862 . . no
    H18 H24E 2.1882 . . no
    H18 H25B 2.2711 . . no
    H18 C25 2.4900 . . no
    H18 C24A 2.8078 . . no
    H18 C25A 2.9539 . . no
    H18 H25C 2.2611 . . no
    H18 O3 2.6664 . 2_545 no
    H18 H25F 2.3954 . . no
    H20 C26A 2.4666 . . no
    H20 H30C 2.2453 . . no
    H20 C24 2.8470 . . no
    H20 H26D 2.2696 . . no
    H20 H26E 2.2252 . . no
    H20 H24B 2.2779 . . no
    H20 H26B 2.3301 . . no
    H20 H30A 2.2052 . . no
    H20 C30 2.4496 . . no
    H20 C26 2.8869 . . no
    H24A O1 2.7311 . . no
    H24A H25C 2.5500 . . no
    H24B H20 2.2779 . . no
    H24B H26B 2.4588 . . no
    H24B C20 2.7387 . . no
    H24C H26A 2.5082 . . no
    H24C H25A 2.4272 . . no
    H24D H25D 2.4746 . . no
    H24D H26F 2.4581 . . no
    H24E C18 2.6455 . . no
    H24E H25F 2.4678 . . no
    H24E H18 2.1882 . . no
    H24F O1 2.7632 . . no
    H24F H26D 2.5066 . . no
    H25A H26A 2.4449 . . no
    H25A H24C 2.4272 . . no
    H25A O4 2.7702 . 1_545 no
    H25B H26C 2.4757 . . no
    H25B C18 2.7890 . . no
    H25B H18 2.2711 . . no
    H25B O3 2.7110 . 2_545 no
    H25C H18 2.2611 . . no
    H25C H24A 2.5500 . . no
    H25C C18 2.7679 . . no
    H25D H14A 2.2746 . 2_545 no
    H25D H24D 2.4746 . . no
    H25D H29B 2.5107 . 1_545 no
    H25D H26F 2.4791 . . no
    H25E H26E 2.5126 . . no
    H25E H14A 2.5240 . 2_545 no
    H25F C18 2.7715 . . no
    H25F H18 2.3954 . . no
    H25F H24E 2.4678 . . no
    H26A H25A 2.4449 . . no
    H26A H24C 2.5082 . . no
    H26A C26 2.9365 . 3_555 no
    H26B H24B 2.4588 . . no
    H26B C20 2.7662 . . no
    H26B H20 2.3301 . . no
    H26C H25B 2.4757 . . no
    H26D H20 2.2696 . . no
    H26D C20 2.7671 . . no
    H26D H24F 2.5066 . . no
    H26E H25E 2.5126 . . no
    H26E C20 2.7969 . . no
    H26E H20 2.2252 . . no
    H26E C14 2.9356 . 4_554 no
    H26E H14C 2.4646 . 4_554 no
    H26F H24D 2.4581 . . no
    H26F H25D 2.4791 . . no
    H28A H30A 2.4657 . . no
    H28A O2 2.9162 . 2_655 no
    H28B O4 2.3379 . . no
    H28B H29B 2.5600 . . no
    H28B C22 2.8024 . . no
    H28C H29A 2.4921 . . no
    H28C H30B 2.4531 . . no
    H29A H30B 2.4209 . . no
    H29A H28C 2.4921 . . no
    H29B H28B 2.5600 . . no
    H29B O4 2.3243 . . no
    H29B C22 2.7973 . . no
    H29B H25D 2.5107 . 1_565 no
    H29C H30C 2.4630 . 3_565 no
    H29C H30C 2.4692 . . no
    H30A C20 2.7589 . . no
    H30A H28A 2.4657 . . no
    H30A C9 2.8177 . 2_645 no
    H30A H20 2.2052 . . no
    H30A H9B 2.4526 . 2_645 no
    H30B C10 3.0734 . 4_564 no
    H30B H29A 2.4209 . . no
    H30B H28C 2.4531 . . no
    H30C C20 2.7742 . . no
    H30C H29C 2.4630 . 3_565 no
    H30C H20 2.2453 . . no
    H30C H29C 2.4692 . . no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C22 O4 H4 . . . 104.9(13) no
    C7 O2 H2 . . . 106.2(13) no
    O3 C16 C17 . . . 125.00(16) yes
    C16 C17 C18 . . . 118.86(14) no
    C18 C17 C22 . . . 120.54(14) no
    C16 C17 C22 . . . 120.61(14) no
    C17 C18 C19 . . . 120.81(14) no
    C18 C19 C23 . . . 122.18(14) no
    C20 C19 C23 . . . 120.68(14) no
    C18 C19 C20 . . . 117.15(13) no
    C19 C20 C21 . . . 124.79(14) no
    C20 C21 C27 . . . 122.32(13) no
    C20 C21 C22 . . . 116.32(13) no
    C22 C21 C27 . . . 121.36(13) no
    O4 C22 C21 . . . 119.60(14) yes
    C17 C22 C21 . . . 120.37(13) no
    O4 C22 C17 . . . 120.03(14) yes
    C19 C23 C25 . . . 113.04(15) no
    C19 C23 C24 . . . 109.44(15) no
    C19 C23 C25A . . . 107.9(3) no
    C19 C23 C26 . . . 108.39(14) no
    C24 C23 C25 . . . 109.62(19) no
    C24 C23 C26 . . . 108.3(2) no
    C25 C23 C26 . . . 107.93(19) no
    C24A C23 C25A . . . 107.1(4) no
    C24A C23 C26A . . . 108.9(4) no
    C25A C23 C26A . . . 110.6(4) no
    C19 C23 C26A . . . 114.5(3) no
    C19 C23 C24A . . . 107.7(3) no
    C21 C27 C29 . . . 109.94(14) no
    C21 C27 C30 . . . 112.02(12) no
    C28 C27 C30 . . . 107.78(15) no
    C29 C27 C30 . . . 107.21(14) no
    C28 C27 C29 . . . 110.12(13) no
    C21 C27 C28 . . . 109.72(13) no
    O3 C16 H16 . . . 117.48 no
    C17 C16 H16 . . . 117.52 no
    C19 C18 H18 . . . 119.56 no
    C17 C18 H18 . . . 119.63 no
    C19 C20 H20 . . . 117.62 no
    C21 C20 H20 . . . 117.59 no
    C23 C24 H24B . . . 109.50 no
    C23 C24 H24C . . . 109.42 no
    C23 C24 H24A . . . 109.50 no
    H24A C24 H24C . . . 109.43 no
    H24B C24 H24C . . . 109.54 no
    H24A C24 H24B . . . 109.44 no
    C23 C24A H24E . . . 109.45 no
    C23 C24A H24F . . . 109.49 no
    H24D C24A H24F . . . 109.50 no
    H24E C24A H24F . . . 109.42 no
    H24D C24A H24E . . . 109.55 no
    C23 C24A H24D . . . 109.42 no
    H25A C25 H25C . . . 109.53 no
    C23 C25 H25B . . . 109.53 no
    C23 C25 H25A . . . 109.44 no
    H25A C25 H25B . . . 109.44 no
    C23 C25 H25C . . . 109.50 no
    H25B C25 H25C . . . 109.38 no
    C23 C25A H25F . . . 109.49 no
    C23 C25A H25D . . . 109.48 no
    H25D C25A H25E . . . 109.49 no
    C23 C25A H25E . . . 109.42 no
    H25E C25A H25F . . . 109.48 no
    H25D C25A H25F . . . 109.48 no
    H26B C26 H26C . . . 109.48 no
    C23 C26 H26B . . . 109.47 no
    C23 C26 H26C . . . 109.50 no
    C23 C26 H26A . . . 109.42 no
    H26A C26 H26C . . . 109.48 no
    H26A C26 H26B . . . 109.47 no
    H26D C26A H26E . . . 109.46 no
    C23 C26A H26F . . . 109.53 no
    C23 C26A H26D . . . 109.44 no
    C23 C26A H26E . . . 109.47 no
    H26D C26A H26F . . . 109.49 no
    H26E C26A H26F . . . 109.43 no
    C27 C28 H28B . . . 109.46 no
    H28B C28 H28C . . . 109.46 no
    H28A C28 H28C . . . 109.54 no
    C27 C28 H28A . . . 109.48 no
    C27 C28 H28C . . . 109.50 no
    H28A C28 H28B . . . 109.39 no
    C27 C29 H29B . . . 109.46 no
    C27 C29 H29C . . . 109.49 no
    H29A C29 H29B . . . 109.52 no
    H29A C29 H29C . . . 109.46 no
    H29B C29 H29C . . . 109.46 no
    C27 C29 H29A . . . 109.43 no
    C27 C30 H30C . . . 109.44 no
    H30B C30 H30C . . . 109.49 no
    H30A C30 H30B . . . 109.44 no
    H30A C30 H30C . . . 109.45 no
    C27 C30 H30B . . . 109.48 no
    C27 C30 H30A . . . 109.52 no
    O1 C1 C2 . . . 125.03(16) yes
    C1 C2 C3 . . . 118.55(14) no
    C3 C2 C7 . . . 120.76(14) no
    C1 C2 C7 . . . 120.69(14) no
    C2 C3 C4 . . . 120.79(14) no
    C3 C4 C8 . . . 120.48(14) no
    C5 C4 C8 . . . 122.60(14) no
    C3 C4 C5 . . . 116.87(14) no
    C4 C5 C6 . . . 124.90(15) no
    C5 C6 C12 . . . 122.02(15) no
    C7 C6 C12 . . . 121.44(13) no
    C5 C6 C7 . . . 116.53(14) no
    O2 C7 C6 . . . 119.89(14) yes
    C2 C7 C6 . . . 120.06(13) no
    O2 C7 C2 . . . 120.05(14) yes
    C4 C8 C9 . . . 108.41(14) no
    C4 C8 C10 . . . 112.50(14) no
    C9 C8 C10 . . . 109.42(15) no
    C9 C8 C11 . . . 108.31(15) no
    C4 C8 C11 . . . 110.12(13) no
    C10 C8 C11 . . . 108.00(16) no
    C6 C12 C14 . . . 111.85(14) no
    C6 C12 C15 . . . 109.89(14) no
    C6 C12 C13 . . . 109.52(16) no
    C13 C12 C15 . . . 110.38(14) no
    C14 C12 C15 . . . 107.99(17) no
    C13 C12 C14 . . . 107.17(15) no
    O1 C1 H1 . . . 117.52 no
    C2 C1 H1 . . . 117.45 no
    C2 C3 H3 . . . 119.58 no
    C4 C3 H3 . . . 119.63 no
    C4 C5 H5 . . . 117.52 no
    C6 C5 H5 . . . 117.58 no
    C8 C9 H9A . . . 109.48 no
    C8 C9 H9B . . . 109.45 no
    C8 C9 H9C . . . 109.47 no
    H9A C9 H9B . . . 109.55 no
    H9A C9 H9C . . . 109.44 no
    H9B C9 H9C . . . 109.44 no
    C8 C10 H10A . . . 109.45 no
    C8 C10 H10B . . . 109.44 no
    C8 C10 H10C . . . 109.51 no
    H10A C10 H10B . . . 109.50 no
    H10A C10 H10C . . . 109.46 no
    H10B C10 H10C . . . 109.46 no
    C8 C11 H11A . . . 109.46 no
    C8 C11 H11B . . . 109.51 no
    C8 C11 H11C . . . 109.46 no
    H11A C11 H11B . . . 109.47 no
    H11A C11 H11C . . . 109.50 no
    H11B C11 H11C . . . 109.44 no
    C12 C13 H13A . . . 109.47 no
    C12 C13 H13B . . . 109.47 no
    C12 C13 H13C . . . 109.53 no
    H13A C13 H13B . . . 109.49 no
    H13A C13 H13C . . . 109.45 no
    H13B C13 H13C . . . 109.43 no
    C12 C14 H14A . . . 109.56 no
    C12 C14 H14B . . . 109.51 no
    C12 C14 H14C . . . 109.43 no
    H14A C14 H14B . . . 109.46 no
    H14A C14 H14C . . . 109.47 no
    H14B C14 H14C . . . 109.40 no
    C12 C15 H15A . . . 109.45 no
    C12 C15 H15B . . . 109.46 no
    C12 C15 H15C . . . 109.50 no
    H15A C15 H15B . . . 109.44 no
    H15A C15 H15C . . . 109.47 no
    H15B C15 H15C . . . 109.51 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
    O3 C16 C17 C22 . . . . 1.9(3) no
    O3 C16 C17 C18 . . . . -178.20(17) no
    C16 C17 C22 O4 . . . . 2.1(2) no
    C18 C17 C22 C21 . . . . 1.2(2) no
    C16 C17 C22 C21 . . . . -178.85(15) no
    C18 C17 C22 O4 . . . . -177.83(15) no
    C22 C17 C18 C19 . . . . -0.2(2) no
    C16 C17 C18 C19 . . . . 179.92(17) no
    C17 C18 C19 C20 . . . . -0.8(2) no
    C17 C18 C19 C23 . . . . 179.52(15) no
    C18 C19 C23 C26 . . . . 118.8(2) no
    C18 C19 C23 C24 . . . . -123.3(2) no
    C18 C19 C23 C25 . . . . -0.9(3) no
    C18 C19 C20 C21 . . . . 0.8(2) no
    C23 C19 C20 C21 . . . . -179.50(15) no
    C20 C19 C23 C26 . . . . -60.9(2) no
    C20 C19 C23 C24 . . . . 57.0(2) no
    C20 C19 C23 C25 . . . . 179.51(19) no
    C19 C20 C21 C27 . . . . 179.79(15) no
    C19 C20 C21 C22 . . . . 0.2(2) no
    C20 C21 C22 C17 . . . . -1.2(2) no
    C27 C21 C22 O4 . . . . -1.8(2) no
    C20 C21 C22 O4 . . . . 177.86(14) no
    C22 C21 C27 C28 . . . . 62.1(2) no
    C22 C21 C27 C29 . . . . -59.17(19) no
    C22 C21 C27 C30 . . . . -178.26(15) no
    C27 C21 C22 C17 . . . . 179.17(15) no
    C20 C21 C27 C28 . . . . -117.52(17) no
    C20 C21 C27 C29 . . . . 121.24(16) no
    C20 C21 C27 C30 . . . . 2.2(2) no
    O1 C1 C2 C3 . . . . 179.07(17) no
    O1 C1 C2 C7 . . . . -0.3(3) no
    C7 C2 C3 C4 . . . . -0.2(2) no
    C1 C2 C7 O2 . . . . -3.4(2) no
    C3 C2 C7 O2 . . . . 177.25(15) no
    C3 C2 C7 C6 . . . . -2.5(2) no
    C1 C2 C7 C6 . . . . 176.84(16) no
    C1 C2 C3 C4 . . . . -179.52(15) no
    C2 C3 C4 C8 . . . . 179.68(15) no
    C2 C3 C4 C5 . . . . 2.0(2) no
    C8 C4 C5 C6 . . . . -178.97(16) no
    C3 C4 C5 C6 . . . . -1.4(3) no
    C3 C4 C8 C11 . . . . 50.3(2) no
    C3 C4 C8 C9 . . . . -68.05(19) no
    C3 C4 C8 C10 . . . . 170.80(16) no
    C5 C4 C8 C11 . . . . -132.23(18) no
    C5 C4 C8 C10 . . . . -11.7(2) no
    C5 C4 C8 C9 . . . . 109.44(18) no
    C4 C5 C6 C12 . . . . 178.40(16) no
    C4 C5 C6 C7 . . . . -1.1(3) no
    C12 C6 C7 O2 . . . . 3.8(2) no
    C5 C6 C7 O2 . . . . -176.69(15) no
    C5 C6 C7 C2 . . . . 3.0(2) no
    C5 C6 C12 C14 . . . . -3.5(2) no
    C5 C6 C12 C15 . . . . 116.39(18) no
    C7 C6 C12 C13 . . . . 57.3(2) no
    C7 C6 C12 C14 . . . . 175.98(17) no
    C7 C6 C12 C15 . . . . -64.1(2) no
    C12 C6 C7 C2 . . . . -176.51(15) no
    C5 C6 C12 C13 . . . . -122.20(18) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    O2 H2 O1 . 0.88(2) 1.80(2) 2.6122(18) 151.5(19) yes
    O4 H4 O3 . 0.88(3) 1.79(2) 2.6075(18) 153.7(19) yes
