#------------------------------------------------------------------------------
#$Date: 2008-03-30 11:21:05 +0100 (Sun, 30 Mar 2008) $
#$Revision: 321 $
#$URL: svn://www.crystallography.net/cod/cif/2/2204412.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2204412
loop_
_publ_author_name
'Guo-Bin Zhou'
'Yong Ni'
'Peng-Fei Zhang'
'Yuan-Jiang Pan'
_publ_section_title
;
4-Chloro-N-(2,3,4,6-tetra-O-pivaloyl-\b-D-galactopyranosyl)benzylideneamine
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o1905
_journal_page_last               o1906
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C33 H48 Cl N O9'
_chemical_formula_moiety         'C33 H48 Cl N O9'
_chemical_formula_sum            'C33 H48 Cl N O9'
_chemical_formula_weight         638.20
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9898(4)
_cell_length_b                   15.7406(7)
_cell_length_c                   20.7781(6)
_cell_measurement_reflns_used    22991
_cell_measurement_temperature    295.0(10)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.7
_cell_volume                     3594.3(2)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  CrystalStructure
_computing_structure_refinement  'CRYSTALS (Watkin et al., 1996)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.065
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            31396
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1368.00
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.30
_refine_ls_abs_structure_details 'Flack (1983), 3568 Friedel pairs'
_refine_ls_abs_structure_Flack   0.10(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     398
_refine_ls_number_reflns         4014
_refine_ls_R_factor_gt           0.0550
_refine_ls_shift/su_max          0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[0.0024Fo^2^ + \s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1340
_reflns_number_gt                4014
_reflns_number_total             8173
_reflns_threshold_expression     F^2^>2\s(F^2^)
_[local]_cod_data_source_file    wn6281.cif
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cl(1) 0.22500(10) 0.19640(10) 0.78921(7) 0.0923(5) Uani d . 1.00 Cl
O(1) 0.6053(3) 0.5964(2) 0.56930(10) 0.0556(9) Uani d . 1.00 O
O(2) 0.8007(3) 0.4090(2) 0.56170(10) 0.0510(8) Uani d . 1.00 O
O(3) 0.7188(4) 0.3128(2) 0.4959(2) 0.1000(10) Uani d . 1.00 O
O(4) 0.8494(2) 0.4870(2) 0.44240(10) 0.0517(8) Uani d . 1.00 O
O(5) 1.0129(3) 0.5710(3) 0.4346(2) 0.0860(10) Uani d . 1.00 O
O(6) 0.6361(2) 0.5866(2) 0.43480(10) 0.0515(8) Uani d . 1.00 O
O(7) 0.7271(3) 0.6392(3) 0.34720(10) 0.0800(10) Uani d . 1.00 O
O(8) 0.6672(3) 0.7881(2) 0.48130(10) 0.0630(10) Uani d . 1.00 O
O(9) 0.5000(3) 0.8233(2) 0.4257(2) 0.0730(10) Uani d . 1.00 O
N(1) 0.5698(3) 0.4701(2) 0.6183(2) 0.0530(10) Uani d . 1.00 N
C(1) 0.6651(4) 0.5220(3) 0.5914(2) 0.0520(10) Uani d . 1.00 C
C(2) 0.7257(4) 0.4757(3) 0.5350(2) 0.0460(10) Uani d . 1.00 C
C(3) 0.8067(4) 0.5347(3) 0.4968(2) 0.0450(10) Uani d . 1.00 C
C(4) 0.7365(3) 0.6133(3) 0.4757(2) 0.0440(10) Uani d . 1.00 C
C(5) 0.6828(4) 0.6553(3) 0.5356(2) 0.0500(10) Uani d . 1.00 C
C(6) 0.5948(4) 0.4235(3) 0.6658(2) 0.0520(10) Uani d . 1.00 C
C(7) 0.5046(4) 0.3649(3) 0.6951(2) 0.0500(10) Uani d . 1.00 C
C(8) 0.5342(5) 0.3178(3) 0.7500(2) 0.0590(10) Uani d . 1.00 C
C(9) 0.4483(5) 0.2660(3) 0.7784(2) 0.0610(10) Uani d . 1.00 C
C(10) 0.3348(5) 0.2619(3) 0.7541(2) 0.063(2) Uani d . 1.00 C
C(11) 0.3022(5) 0.3070(4) 0.6983(2) 0.069(2) Uani d . 1.00 C
C(12) 0.3887(5) 0.3585(3) 0.6695(2) 0.064(2) Uani d . 1.00 C
C(13) 0.7900(4) 0.3298(3) 0.5377(2) 0.0580(10) Uani d . 1.00 C
C(14) 0.8786(4) 0.2676(3) 0.5695(2) 0.0610(10) Uani d . 1.00 C
C(15) 1.0027(5) 0.3068(4) 0.5786(3) 0.083(2) Uani d . 1.00 C
C(16) 0.8884(6) 0.1899(4) 0.5263(3) 0.094(2) Uani d . 1.00 C
C(17) 0.8246(6) 0.2442(4) 0.6342(3) 0.092(2) Uani d . 1.00 C
C(18) 0.9578(4) 0.5112(3) 0.4167(2) 0.0590(10) Uani d . 1.00 C
C(19) 0.9960(4) 0.4507(3) 0.3631(2) 0.0570(10) Uani d . 1.00 C
C(20) 1.0038(6) 0.3590(4) 0.3886(3) 0.089(2) Uani d . 1.00 C
C(21) 1.1181(5) 0.4787(4) 0.3364(3) 0.095(2) Uani d . 1.00 C
C(22) 0.8993(6) 0.4538(4) 0.3095(2) 0.082(2) Uani d . 1.00 C
C(23) 0.6429(4) 0.6036(3) 0.3713(2) 0.0560(10) Uani d . 1.00 C
C(24) 0.5310(5) 0.5723(3) 0.3362(2) 0.078(2) Uani d . 1.00 C
C(25) 0.5234(8) 0.4786(5) 0.3400(4) 0.136(3) Uani d . 1.00 C
C(26) 0.4170(6) 0.6112(6) 0.3682(4) 0.133(3) Uani d . 1.00 C
C(27) 0.5339(8) 0.6029(7) 0.2688(3) 0.136(4) Uani d . 1.00 C
C(28) 0.5976(4) 0.7284(3) 0.5194(2) 0.0620(10) Uani d . 1.00 C
C(29) 0.6069(5) 0.8319(3) 0.4366(2) 0.0570(10) Uani d . 1.00 C
C(30) 0.6887(5) 0.8949(3) 0.4010(3) 0.088(2) Uani d . 1.00 C
C(31) 0.8000(8) 0.8550(5) 0.3770(5) 0.136(4) Uani d . 1.00 C
C(32) 0.7430(10) 0.9587(6) 0.4544(5) 0.131(6) Uani d . 1.00 C
C(33) 0.6226(8) 0.9434(9) 0.3580(7) 0.130(6) Uani d . 1.00 C
H(1) 0.7260 0.5363 0.6235 0.062 Uiso c R 1.00 H
H(2) 0.6634 0.4520 0.5072 0.054 Uiso c R 1.00 H
H(3) 0.8753 0.5513 0.5234 0.054 Uiso c R 1.00 H
H(4) 0.7893 0.6526 0.4530 0.053 Uiso c R 1.00 H
H(5) 0.7466 0.6759 0.5638 0.060 Uiso c R 1.00 H
H(6) 0.6759 0.4257 0.6841 0.063 Uiso c R 1.00 H
H(7) 0.6157 0.3207 0.7678 0.071 Uiso c R 1.00 H
H(8) 0.4682 0.2328 0.8163 0.073 Uiso c R 1.00 H
H(9) 0.2217 0.3004 0.6798 0.082 Uiso c R 1.00 H
H(10) 0.3675 0.3911 0.6315 0.077 Uiso c R 1.00 H
H(11) 1.0525 0.2959 0.5410 0.100 Uiso c R 1.00 H
H(12) 1.0409 0.2821 0.6162 0.099 Uiso c R 1.00 H
H(13) 0.9943 0.3677 0.5847 0.099 Uiso c R 1.00 H
H(14) 0.8270 0.1489 0.5388 0.113 Uiso c R 1.00 H
H(15) 0.9685 0.1648 0.5309 0.113 Uiso c R 1.00 H
H(16) 0.8757 0.2064 0.4818 0.113 Uiso c R 1.00 H
H(17) 0.8547 0.2839 0.6662 0.110 Uiso c R 1.00 H
H(18) 0.8494 0.1870 0.6457 0.110 Uiso c R 1.00 H
H(19) 0.7366 0.2472 0.6325 0.110 Uiso c R 1.00 H
H(20) 1.0855 0.3482 0.4044 0.107 Uiso c R 1.00 H
H(21) 0.9853 0.3199 0.3539 0.106 Uiso c R 1.00 H
H(22) 0.9459 0.3510 0.4234 0.107 Uiso c R 1.00 H
H(23) 1.1078 0.5192 0.3016 0.114 Uiso c R 1.00 H
H(24) 1.1612 0.4291 0.3206 0.114 Uiso c R 1.00 H
H(25) 1.1644 0.5048 0.3709 0.114 Uiso c R 1.00 H
H(26) 0.8388 0.4105 0.3185 0.098 Uiso c R 1.00 H
H(27) 0.9361 0.4431 0.2679 0.098 Uiso c R 1.00 H
H(28) 0.8607 0.5092 0.3092 0.098 Uiso c R 1.00 H
H(29) 0.5655 0.4535 0.3037 0.136 Uiso c R 1.00 H
H(30) 0.4382 0.4626 0.3388 0.136 Uiso c R 1.00 H
H(31) 0.5596 0.4584 0.3798 0.136 Uiso c R 1.00 H
H(32) 0.3887 0.5745 0.4026 0.140 Uiso c R 1.00 H
H(33) 0.3528 0.6184 0.3367 0.140 Uiso c R 1.00 H
H(34) 0.4390 0.6662 0.3859 0.140 Uiso c R 1.00 H
H(35) 0.4929 0.6574 0.2667 0.139 Uiso c R 1.00 H
H(36) 0.4930 0.5628 0.2407 0.139 Uiso c R 1.00 H
H(37) 0.6177 0.6096 0.2550 0.139 Uiso c R 1.00 H
H(38) 0.5668 0.7550 0.5583 0.074 Uiso c R 1.00 H
H(39) 0.5299 0.7076 0.4939 0.074 Uiso c R 1.00 H
H(40) 0.8627 0.8609 0.4095 0.139 Uiso c R 1.00 H
H(41) 0.8264 0.8823 0.3375 0.139 Uiso c R 1.00 H
H(42) 0.7850 0.7952 0.3689 0.139 Uiso c R 1.00 H
H(43) 0.6894 1.0067 0.4608 0.138 Uiso c R 1.00 H
H(44) 0.8229 0.9790 0.4413 0.137 Uiso c R 1.00 H
H(45) 0.7509 0.9271 0.4943 0.138 Uiso c R 1.00 H
H(46) 0.6191 0.9155 0.3165 0.141 Uiso c R 1.00 H
H(47) 0.6624 0.9981 0.3535 0.141 Uiso c R 1.00 H
H(48) 0.5407 0.9517 0.3743 0.141 Uiso c R 1.00 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cl(1) 0.0940(10) 0.0786(9) 0.1040(10) -0.0032(8) 0.0315(8) 0.0240(8)
O(1) 0.056(2) 0.049(2) 0.061(2) 0.012(2) 0.0160(10) 0.0130(10)
O(2) 0.055(2) 0.040(2) 0.058(2) 0.0060(10) -0.0140(10) -0.0030(10)
O(3) 0.104(3) 0.062(2) 0.134(3) -0.001(2) -0.069(3) -0.016(2)
O(4) 0.046(2) 0.050(2) 0.060(2) -0.0040(10) .0040(10) -0.0110(10)
O(5) 0.069(2) 0.083(3) 0.107(3) -0.036(2) .021(2) -0.039(2)
O(6) 0.046(2) 0.056(2) 0.052(2) -0.0040(10) 0.0000(10) 0.0130(10)
O(7) 0.076(2) 0.103(3) 0.061(2) -0.033(2) 0.007(2) 0.014(2)
O(8) 0.056(2) 0.053(2) 0.079(2) 0.006(2) 0.009(2) 0.018(2)
O(9) 0.062(2) 0.072(2) 0.086(2) -0.001(2) -0.004(2) 0.010(2)
N(1) 0.058(2) 0.048(2) 0.054(2) 0.004(2) 0.005(2) 0.010(2)
C(1) 0.062(3) 0.043(3) 0.049(2) 0.007(2) 0.001(2) 0.005(2)
C(2) 0.047(2) 0.040(2) 0.050(2) 0.007(2) -0.010(2) 0.001(2)
C(3) 0.042(2) 0.046(2) 0.046(2) 0.001(2) -0.001(2) -0.008(2)
C(4) 0.034(2) 0.045(2) 0.054(2) -0.003(2) -0.001(2) 0.003(2)
C(5) 0.056(3) 0.041(3) 0.054(2) 0.003(2) 0.008(2) 0.002(2)
C(6) 0.057(3) 0.051(3) 0.050(2) -0.001(2) -0.001(2) -0.004(2)
C(7) 0.058(3) 0.051(3) 0.042(2) 0.009(2) 0.004(2) 0.000(2)
C(8) 0.071(3) 0.061(3) 0.046(2) 0.009(3) -0.009(2) 0.004(2)
C(9) 0.079(3) 0.058(3) 0.046(2) 0.001(3) -0.003(3) 0.014(2)
C(10) 0.081(4) 0.052(3) 0.058(3) 0.016(3) 0.019(3) 0.009(2)
C(11) 0.054(3) 0.076(3) 0.076(3) 0.006(3) -0.004(2) 0.011(3)
C(12) 0.074(3) 0.063(3) 0.055(3) 0.006(3) 0.006(3) 0.019(2)
C(13) 0.056(3) 0.043(3) 0.075(3) -0.001(2) -0.007(2) -0.002(2)
C(14) 0.068(3) 0.043(3) 0.072(3) 0.009(2) -0.004(2) -0.002(2)
C(15) 0.059(3) 0.080(4) 0.109(4) 0.025(3) -0.008(3) 0.010(3)
C(16) 0.127(5) 0.048(3) 0.107(4) 0.022(3) -0.028(4) -0.007(3)
C(17) 0.103(5) 0.081(4) 0.092(4) 0.007(4) -0.003(3) 0.018(3)
C(18) 0.050(3) 0.067(3) 0.060(3) 0.001(3) 0.002(2) 0.001(2)
C(19) 0.059(3) 0.047(3) 0.064(3) 0.005(2) 0.009(2) -0.003(2)
C(20) 0.106(5) 0.063(4) 0.096(4) 0.025(3) 0.022(4) 0.002(3)
C(21) 0.086(4) 0.098(5) 0.100(4) 0.005(4) 0.040(3) -0.003(4)
C(22) 0.103(4) 0.075(4) 0.066(3) 0.006(3) -0.002(3) -0.015(3)
C(23) 0.061(3) 0.050(3) 0.056(3) -0.004(2) 0.005(2) 0.004(2)
C(24) 0.065(3) 0.072(4) 0.067(3) -0.014(3) -0.015(3) 0.016(2)
C(25) 0.163(8) 0.088(5) 0.188(8) -0.043(5) -0.090(7) 0.001(5)
C(26) 0.061(4) 0.175(8) 0.164(7) -0.007(5) -0.021(4) -0.009(6)
C(27) 0.151(7) 0.180(10) 0.072(4) -0.104(8) -0.041(4) 0.056(5)
C(28) 0.064(3) 0.047(3) 0.075(3) 0.011(2) 0.021(2) 0.014(2)
C(29) 0.057(3) 0.042(3) 0.072(3) 0.012(2) 0.011(3) 0.006(2)
C(30) 0.075(3) 0.065(3) 0.096(3) 0.018(3) 0.023(3) 0.035(3)
C(31) 0.139(7) 0.105(6) 0.180(10) 0.023(6) 0.118(8) 0.069(7)
C(32) 0.17(2) 0.138(8) 0.183(9) -0.090(10) 0.060(10) -0.013(7)
C(33) 0.099(6) 0.18(2) 0.18(2) -0.021(8) -0.012(9) 0.16(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl(1) C(10) 1.747(5)
O(1) C(1) 1.420(5)
O(1) C(5) 1.440(5)
O(2) C(2) 1.446(5)
O(2) C(13) 1.347(5)
O(3) C(13) 1.201(6)
O(4) C(3) 1.435(5)
O(4) C(18) 1.360(5)
O(5) C(18) 1.180(6)
O(6) C(4) 1.456(5)
O(6) C(23) 1.348(5)
O(7) C(23) 1.192(6)
O(8) C(28) 1.448(6)
O(8) C(29) 1.334(6)
O(9) C(29) 1.204(6)
N(1) C(1) 1.441(6)
N(1) C(6) 1.259(6)
C(1) C(2) 1.532(6)
C(2) C(3) 1.511(6)
C(3) C(4) 1.523(6)
C(4) C(5) 1.528(6)
C(5) C(28) 1.522(6)
C(6) C(7) 1.485(6)
C(7) C(8) 1.398(6)
C(7) C(12) 1.383(7)
C(8) C(9) 1.380(7)
C(9) C(10) 1.347(8)
C(10) C(11) 1.405(7)
C(11) C(12) 1.386(7)
C(13) C(14) 1.530(7)
C(14) C(15) 1.509(7)
C(14) C(16) 1.520(7)
C(14) C(17) 1.515(8)
C(18) C(19) 1.524(7)
C(19) C(20) 1.539(7)
C(19) C(21) 1.517(7)
C(19) C(22) 1.540(7)
C(23) C(24) 1.512(7)
C(24) C(25) 1.480(9)
C(24) C(26) 1.545(9)
C(24) C(27) 1.482(8)
C(29) C(30) 1.529(7)
C(30) C(31) 1.460(9)
C(30) C(32) 1.610(9)
C(30) C(33) 1.380(9)
C(1) H(1) 0.9700
C(2) H(2) 0.9700
C(3) H(3) 0.9700
C(4) H(4) 0.9700
C(5) H(5) 0.9700
C(6) H(6) 0.9700
C(8) H(7) 0.9700
C(9) H(8) 0.9700
C(11) H(9) 0.9700
C(12) H(10) 0.9700
C(15) H(11) 0.9700
C(15) H(12) 0.9700
C(15) H(13) 0.9700
C(16) H(14) 0.9700
C(16) H(15) 0.9700
C(16) H(16) 0.9700
C(17) H(17) 0.9700
C(17) H(18) 0.9700
C(17) H(19) 0.9700
C(20) H(20) 0.9700
C(20) H(21) 0.9700
C(20) H(22) 0.9700
C(21) H(23) 0.9700
C(21) H(24) 0.9700
C(21) H(25) 0.9700
C(22) H(26) 0.9700
C(22) H(27) 0.9700
C(22) H(28) 0.9700
C(25) H(29) 0.9700
C(25) H(30) 0.9700
C(25) H(31) 0.9700
C(26) H(32) 0.9700
C(26) H(33) 0.9700
C(26) H(34) 0.9700
C(27) H(35) 0.9700
C(27) H(36) 0.9700
C(27) H(37) 0.9700
C(28) H(38) 0.9700
C(28) H(39) 0.9700
C(31) H(40) 0.9700
C(31) H(41) 0.9700
C(31) H(42) 0.9700
C(32) H(43) 0.9700
C(32) H(44) 0.9700
C(32) H(45) 0.9700
C(33) H(46) 0.9700
C(33) H(47) 0.9700
C(33) H(48) 0.9700
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
Cl(1) C(10) C(9) 120.7(4)
Cl(1) C(10) C(11) 117.8(4)
O(1) C(1) N(1) 104.9(3)
O(1) C(1) C(2) 110.2(3)
C(5) O(1) C(1) 114.5(3)
O(1) C(5) C(4) 110.3(3)
O(1) C(5) C(28) 103.3(3)
O(2) C(2) C(1) 107.4(3)
O(2) C(2) C(3) 108.1(3)
C(13) O(2) C(2) 118.7(3)
O(2) C(13) O(3) 122.1(4)
O(2) C(13) C(14) 112.2(4)
O(3) C(13) C(14) 125.8(4)
O(4) C(3) C(2) 106.6(3)
O(4) C(3) C(4) 111.3(3)
C(18) O(4) C(3) 116.8(3)
O(4) C(18) O(5) 123.3(4)
O(4) C(18) C(19) 110.7(4)
O(5) C(18) C(19) 126.0(4)
O(6) C(4) C(3) 108.5(3)
O(6) C(4) C(5) 107.9(3)
C(23) O(6) C(4) 118.3(3)
O(6) C(23) O(7) 123.1(4)
O(6) C(23) C(24) 111.3(4)
O(7) C(23) C(24) 125.6(4)
O(8) C(28) C(5) 106.6(4)
C(29) O(8) C(28) 117.0(4)
O(8) C(29) O(9) 123.9(4)
O(8) C(29) C(30) 112.3(4)
O(9) C(29) C(30) 123.8(4)
N(1) C(1) C(2) 110.0(3)
C(6) N(1) C(1) 118.4(4)
N(1) C(6) C(7) 122.6(4)
C(1) C(2) C(3) 111.5(3)
C(2) C(3) C(4) 110.6(3)
C(3) C(4) C(5) 108.2(3)
C(4) C(5) C(28) 112.7(3)
C(6) C(7) C(12) 120.1(4)
C(6) C(7) C(8) 120.6(4)
C(7) C(8) C(9) 120.2(5)
C(12) C(7) C(8) 119.3(4)
C(7) C(12) C(11) 120.5(4)
C(8) C(9) C(10) 120.0(4)
C(9) C(10) C(11) 121.4(5)
C(10) C(11) C(12) 118.4(5)
C(13) C(14) C(15) 111.5(4)
C(13) C(14) C(17) 106.8(4)
C(13) C(14) C(16) 107.8(4)
C(17) C(14) C(15) 109.9(4)
C(16) C(14) C(15) 109.8(4)
C(17) C(14) C(16) 110.9(4)
C(18) C(19) C(20) 110.5(4)
C(18) C(19) C(22) 108.6(4)
C(18) C(19) C(21) 109.3(4)
C(22) C(19) C(20) 108.5(4)
C(21) C(19) C(20) 110.4(4)
C(22) C(19) C(21) 109.6(4)
C(23) C(24) C(25) 110.2(5)
C(23) C(24) C(26) 108.8(5)
C(23) C(24) C(27) 109.4(5)
C(26) C(24) C(25) 109.0(6)
C(27) C(24) C(25) 112.1(6)
C(27) C(24) C(26) 107.2(6)
C(29) C(30) C(31) 112.3(5)
C(29) C(30) C(32) 106.8(6)
C(29) C(30) C(33) 111.2(6)
C(32) C(30) C(31) 101.0(7)
C(33) C(30) C(31) 117.2(8)
C(33) C(30) C(32) 107.2(8)
O(1) C(1) H(1) 110.4630
O(1) C(5) H(5) 110.4391
O(2) C(2) H(2) 110.4975
O(4) C(3) H(3) 109.5223
O(6) C(4) H(4) 110.6392
O(8) C(28) H(38) 111.1241
O(8) C(28) H(39) 108.9611
N(1) C(1) H(1) 111.5388
N(1) C(6) H(6) 119.1041
H(1) C(1) C(2) 109.6243
C(1) C(2) H(2) 109.3854
H(2) C(2) C(3) 109.8849
C(2) C(3) H(3) 108.9559
H(3) C(3) C(4) 109.7686
C(3) C(4) H(4) 110.8694
H(4) C(4) C(5) 110.5480
C(4) C(5) H(5) 110.8693
H(5) C(5) C(28) 109.0030
C(5) C(28) H(38) 110.9229
C(5) C(28) H(39) 109.6736
H(6) C(6) C(7) 118.3162
C(7) C(8) H(7) 119.9569
C(7) C(12) H(10) 119.7677
C(8) C(9) H(8) 120.7893
H(7) C(8) C(9) 119.8169
H(8) C(9) C(10) 119.1647
C(10) C(11) H(9) 120.4289
H(9) C(11) C(12) 121.1121
C(11) C(12) H(10) 119.6840
C(14) C(15) H(11) 109.6615
C(14) C(15) H(12) 109.1761
C(14) C(15) H(13) 109.5708
C(14) C(16) H(14) 109.1603
C(14) C(16) H(16) 109.7155
C(14) C(16) H(15) 109.5307
C(14) C(17) H(17) 108.5754
C(14) C(17) H(19) 110.2629
C(14) C(17) H(18) 109.5653
H(12) C(15) H(11) 109.4716
H(13) C(15) H(11) 109.4685
H(13) C(15) H(12) 109.4783
H(16) C(16) H(14) 109.4735
H(15) C(16) H(14) 109.4746
H(16) C(16) H(15) 109.4723
H(19) C(17) H(17) 109.4728
H(18) C(17) H(17) 109.4737
H(19) C(17) H(18) 109.4727
C(19) C(20) H(22) 109.9341
C(19) C(20) H(20) 109.3854
C(19) C(20) H(21) 109.0923
C(19) C(21) H(23) 111.1387
C(19) C(21) H(25) 108.4551
C(19) C(21) H(24) 108.8015
C(19) C(22) H(26) 108.2127
C(19) C(22) H(28) 109.5759
C(19) C(22) H(27) 110.6169
H(22) C(20) H(20) 109.4661
H(21) C(20) H(20) 109.4716
H(22) C(20) H(21) 109.4767
H(25) C(21) H(23) 109.4781
H(24) C(21) H(23) 109.4694
H(25) C(21) H(24) 109.4716
H(28) C(22) H(26) 109.4746
H(27) C(22) H(26) 109.4706
H(28) C(22) H(27) 109.4677
C(24) C(25) H(31) 110.4561
C(24) C(25) H(29) 109.7201
C(24) C(25) H(30) 108.2263
C(24) C(26) H(32) 109.9376
C(24) C(26) H(34) 108.2899
C(24) C(26) H(33) 110.1774
C(24) C(27) H(35) 108.6469
C(24) C(27) H(36) 110.2276
C(24) C(27) H(37) 109.5379
H(31) C(25) H(29) 109.4691
H(30) C(25) H(29) 109.4761
H(31) C(25) H(30) 109.4717
H(34) C(26) H(32) 109.4713
H(33) C(26) H(32) 109.4716
H(34) C(26) H(33) 109.4728
H(36) C(27) H(35) 109.4716
H(37) C(27) H(35) 109.4666
H(37) C(27) H(36) 109.4728
H(39) C(28) H(38) 109.4613
C(30) C(31) H(42) 109.5199
C(30) C(31) H(40) 108.4409
C(30) C(31) H(41) 110.4446
C(30) C(32) H(43) 110.5829
C(30) C(32) H(44) 110.2746
C(30) C(32) H(45) 107.5439
C(30) C(33) H(46) 110.1638
C(30) C(33) H(48) 109.8056
C(30) C(33) H(47) 108.4324
H(42) C(31) H(40) 109.4705
H(41) C(31) H(40) 109.4706
H(42) C(31) H(41) 109.4746
H(44) C(32) H(43) 109.4717
H(45) C(32) H(43) 109.4664
H(45) C(32) H(44) 109.4700
H(48) C(33) H(46) 109.4758
H(47) C(33) H(46) 109.4766
H(48) C(33) H(47) 109.4678
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
C3 H3 O9 4_664 0.97 2.63 3.479(4) 147
C8 H7 O7 2_456 0.97 2.47 3.379(5) 156
C15 H11 O3 2_556 0.97 2.62 3.403(7) 138