#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/33/2223383.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_2223383
loop_
_publ_author_name
'Zeng, Tao'
'Ren, Wan-Zhong'
_publ_section_title
;
 Bis(1,2,2,6,6-pentamethylpiperidin-4-yl)
 2-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate (Tinuvin
 144)
;
_journal_coeditor_code           HB5067
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2357
_journal_paper_doi               10.1107/S1600536809035260
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C42 H72 N2 O5'
_chemical_formula_moiety         'C42 H72 N2 O5'
_chemical_formula_sum            'C42 H72 N2 O5'
_chemical_formula_weight         685.02
_chemical_name_systematic
;
Bis(1,2,2,6,6-pentamethylpiperidin-4-yl)
2-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.679(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.736(6)
_cell_length_b                   18.827(8)
_cell_length_c                   17.185(7)
_cell_measurement_reflns_used    4000
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      21.23
_cell_measurement_theta_min      2.16
_cell_volume                     4210(3)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.0802
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            23750
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         8524
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0519P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1325
_reflns_number_gt                4124
_reflns_number_total             8524
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5067.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2223383
_cod_database_fobs_code          2223383
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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_disorder_assembly
_atom_site_disorder_group
O O1 0.11801(11) 0.03727(8) 0.22237(9) 0.0545(4) Uani d . 1 . .
O O2 0.27568(10) 0.03307(7) 0.31285(8) 0.0450(4) Uani d . 1 . .
O O3 0.34336(10) 0.12854(7) 0.21144(10) 0.0518(4) Uani d . 1 . .
O O4 0.44526(10) 0.03948(7) 0.20033(9) 0.0472(4) Uani d . 1 . .
O O5 0.34155(11) 0.00858(9) -0.17848(9) 0.0580(5) Uani d . 1 . .
H H5 0.4033 0.0170 -0.1647 0.087 Uiso calc R 1 . .
N N1 0.26679(14) 0.08817(10) 0.54521(10) 0.0545(5) Uani d . 1 . .
N N2 0.47991(13) 0.31688(9) 0.31576(11) 0.0480(5) Uani d . 1 . .
C C1 0.23602(16) 0.03915(11) 0.38210(12) 0.0400(5) Uani d . 1 . .
H H1 0.1712 0.0131 0.3705 0.048 Uiso calc R 1 . .
C C2 0.31606(18) 0.00701(13) 0.45378(13) 0.0592(7) Uani d . 1 . .
H H2A 0.3812 0.0304 0.4607 0.071 Uiso calc R 1 . .
H H2B 0.3239 -0.0427 0.4423 0.071 Uiso calc R 1 . .
C C3 0.2906(2) 0.01285(14) 0.53422(14) 0.0628(7) Uani d . 1 . .
C C4 0.19126(18) 0.12587(12) 0.47700(14) 0.0505(6) Uani d . 1 . .
C C5 0.22108(18) 0.11474(11) 0.39962(13) 0.0502(6) Uani d . 1 . .
H H5A 0.1678 0.1348 0.3531 0.060 Uiso calc R 1 . .
H H5B 0.2842 0.1405 0.4054 0.060 Uiso calc R 1 . .
C C6 0.3888(3) -0.00737(19) 0.60225(18) 0.1186(13) Uani d U 1 . .
H H6A 0.4380 0.0304 0.6101 0.178 Uiso calc R 1 . .
H H6B 0.4167 -0.0500 0.5871 0.178 Uiso calc R 1 . .
H H6C 0.3737 -0.0153 0.6523 0.178 Uiso calc R 1 . .
C C7 0.2054(3) -0.04052(15) 0.53448(18) 0.1022(11) Uani d U 1 . .
H H7A 0.1872 -0.0342 0.5835 0.153 Uiso calc R 1 . .
H H7B 0.2300 -0.0881 0.5329 0.153 Uiso calc R 1 . .
H H7C 0.1461 -0.0325 0.4873 0.153 Uiso calc R 1 . .
C C8 0.2519(2) 0.10123(17) 0.62494(15) 0.0968(10) Uani d . 1 . .
H H8A 0.2521 0.1515 0.6346 0.145 Uiso calc R 1 . .
H H8B 0.3065 0.0793 0.6677 0.145 Uiso calc R 1 . .
H H8C 0.1873 0.0815 0.6245 0.145 Uiso calc R 1 . .
C C9 0.07875(18) 0.10554(16) 0.46096(17) 0.0844(9) Uani d . 1 . .
H H9A 0.0670 0.0585 0.4383 0.127 Uiso calc R 1 . .
H H9B 0.0352 0.1385 0.4228 0.127 Uiso calc R 1 . .
H H9C 0.0634 0.1068 0.5116 0.127 Uiso calc R 1 . .
C C10 0.2038(3) 0.20520(14) 0.49609(18) 0.0944(10) Uani d . 1 . .
H H10A 0.1755 0.2163 0.5390 0.142 Uiso calc R 1 . .
H H10B 0.1682 0.2318 0.4477 0.142 Uiso calc R 1 . .
H H10C 0.2754 0.2173 0.5136 0.142 Uiso calc R 1 . .
C C11 0.20853(16) 0.03224(10) 0.23713(13) 0.0349(5) Uani d . 1 . .
C C12 0.26231(14) 0.01955(10) 0.17326(12) 0.0310(5) Uani d . 1 . .
C C13 0.36247(16) 0.06151(11) 0.19717(12) 0.0340(5) Uani d . 1 . .
C C14 0.42714(15) 0.17905(11) 0.24358(14) 0.0462(6) Uani d . 1 . .
H H14 0.4920 0.1604 0.2397 0.055 Uiso calc R 1 . .
C C15 0.43448(17) 0.19407(12) 0.33117(14) 0.0567(7) Uani d . 1 . .
H H15A 0.4581 0.1515 0.3634 0.068 Uiso calc R 1 . .
H H15B 0.3663 0.2048 0.3332 0.068 Uiso calc R 1 . .
C C16 0.50644(18) 0.25553(13) 0.37089(16) 0.0604(7) Uani d . 1 . .
C C17 0.46967(17) 0.30720(11) 0.22855(15) 0.0481(6) Uani d . 1 . .
C C18 0.39650(16) 0.24513(11) 0.19512(13) 0.0462(6) Uani d . 1 . .
H H18A 0.3281 0.2585 0.1945 0.055 Uiso calc R 1 . .
H H18B 0.3935 0.2359 0.1389 0.055 Uiso calc R 1 . .
C C19 0.61923(19) 0.23145(15) 0.3955(2) 0.1046(12) Uani d . 1 . .
H H19A 0.6321 0.2100 0.3491 0.157 Uiso calc R 1 . .
H H19B 0.6325 0.1975 0.4394 0.157 Uiso calc R 1 . .
H H19C 0.6635 0.2718 0.4133 0.157 Uiso calc R 1 . .
C C20 0.4818(3) 0.27382(17) 0.45014(17) 0.1064(11) Uani d U 1 . .
H H20A 0.5310 0.3076 0.4817 0.160 Uiso calc R 1 . .
H H20B 0.4850 0.2314 0.4819 0.160 Uiso calc R 1 . .
H H20C 0.4140 0.2938 0.4360 0.160 Uiso calc R 1 . .
C C21 0.53831(19) 0.38095(12) 0.35218(17) 0.0761(8) Uani d . 1 . .
H H21A 0.6069 0.3774 0.3497 0.114 Uiso calc R 1 . .
H H21B 0.5407 0.3851 0.4085 0.114 Uiso calc R 1 . .
H H21C 0.5053 0.4221 0.3222 0.114 Uiso calc R 1 . .
C C22 0.4174(2) 0.37260(13) 0.18116(17) 0.0826(9) Uani d . 1 . .
H H22A 0.3587 0.3847 0.1972 0.124 Uiso calc R 1 . .
H H22B 0.3957 0.3627 0.1233 0.124 Uiso calc R 1 . .
H H22C 0.4649 0.4116 0.1931 0.124 Uiso calc R 1 . .
C C23 0.5712(2) 0.29581(15) 0.20974(19) 0.0859(9) Uani d . 1 . .
H H23A 0.6182 0.3335 0.2340 0.129 Uiso calc R 1 . .
H H23B 0.5577 0.2957 0.1514 0.129 Uiso calc R 1 . .
H H23C 0.6009 0.2511 0.2322 0.129 Uiso calc R 1 . .
C C24 0.27941(14) -0.06058(10) 0.16759(12) 0.0378(5) Uani d . 1 . .
H H24A 0.2125 -0.0832 0.1496 0.045 Uiso calc R 1 . .
H H24B 0.3102 -0.0680 0.1247 0.045 Uiso calc R 1 . .
C C25 0.34472(17) -0.09926(11) 0.24357(14) 0.0513(6) Uani d . 1 . .
H H25A 0.4141 -0.0804 0.2597 0.062 Uiso calc R 1 . .
H H25B 0.3174 -0.0905 0.2882 0.062 Uiso calc R 1 . .
C C26 0.34825(19) -0.17811(13) 0.23035(16) 0.0664(7) Uani d . 1 . .
H H26A 0.3787 -0.1868 0.1875 0.080 Uiso calc R 1 . .
H H26B 0.2786 -0.1964 0.2114 0.080 Uiso calc R 1 . .
C C27 0.4086(2) -0.21805(15) 0.3066(2) 0.1104(12) Uani d U 1 . .
H H27A 0.4786 -0.2018 0.3243 0.166 Uiso calc R 1 . .
H H27B 0.4068 -0.2679 0.2947 0.166 Uiso calc R 1 . .
H H27C 0.3789 -0.2098 0.3493 0.166 Uiso calc R 1 . .
C C28 0.19051(14) 0.04724(11) 0.08956(11) 0.0366(5) Uani d . 1 . .
H H28A 0.1250 0.0230 0.0770 0.044 Uiso calc R 1 . .
H H28B 0.1781 0.0974 0.0950 0.044 Uiso calc R 1 . .
C C29 0.23091(14) 0.03749(11) 0.01788(12) 0.0330(5) Uani d . 1 . .
C C30 0.30080(14) 0.08459(11) 0.00438(12) 0.0357(5) Uani d . 1 . .
H H30 0.3225 0.1227 0.0402 0.043 Uiso calc R 1 . .
C C31 0.34042(14) 0.07772(11) -0.06046(12) 0.0362(5) Uani d . 1 . .
C C32 0.30647(15) 0.01948(11) -0.11208(12) 0.0378(5) Uani d . 1 . .
C C33 0.23369(14) -0.02878(10) -0.10275(12) 0.0350(5) Uani d . 1 . .
C C34 0.19819(14) -0.01768(11) -0.03675(12) 0.0367(5) Uani d . 1 . .
H H34 0.1498 -0.0491 -0.0290 0.044 Uiso calc R 1 . .
C C35 0.41828(15) 0.13169(11) -0.07214(13) 0.0416(5) Uani d . 1 . .
C C36 0.43759(18) 0.19175(13) -0.00943(15) 0.0628(7) Uani d . 1 . .
H H36A 0.3741 0.2158 -0.0149 0.094 Uiso calc R 1 . .
H H36B 0.4859 0.2248 -0.0189 0.094 Uiso calc R 1 . .
H H36C 0.4649 0.1725 0.0450 0.094 Uiso calc R 1 . .
C C37 0.37945(19) 0.16647(14) -0.15711(15) 0.0730(8) Uani d . 1 . .
H H37A 0.3720 0.1309 -0.1987 0.109 Uiso calc R 1 . .
H H37B 0.4279 0.2017 -0.1616 0.109 Uiso calc R 1 . .
H H37C 0.3141 0.1885 -0.1643 0.109 Uiso calc R 1 . .
C C38 0.52270(16) 0.09604(13) -0.05867(16) 0.0638(7) Uani d . 1 . .
H H38A 0.5436 0.0720 -0.0067 0.096 Uiso calc R 1 . .
H H38B 0.5728 0.1315 -0.0591 0.096 Uiso calc R 1 . .
H H38C 0.5171 0.0623 -0.1018 0.096 Uiso calc R 1 . .
C C39 0.19313(15) -0.09002(11) -0.16316(13) 0.0431(5) Uani d . 1 . .
C C40 0.13682(18) -0.06090(14) -0.24902(14) 0.0654(7) Uani d . 1 . .
H H40A 0.0782 -0.0338 -0.2475 0.098 Uiso calc R 1 . .
H H40B 0.1145 -0.0997 -0.2868 0.098 Uiso calc R 1 . .
H H40C 0.1824 -0.0309 -0.2665 0.098 Uiso calc R 1 . .
C C41 0.28074(18) -0.13933(13) -0.16708(17) 0.0712(8) Uani d . 1 . .
H H41A 0.3264 -0.1137 -0.1891 0.107 Uiso calc R 1 . .
H H41B 0.2525 -0.1793 -0.2017 0.107 Uiso calc R 1 . .
H H41C 0.3180 -0.1558 -0.1128 0.107 Uiso calc R 1 . .
C C42 0.11634(18) -0.13606(13) -0.13825(15) 0.0646(7) Uani d . 1 . .
H H42A 0.1493 -0.1560 -0.0849 0.097 Uiso calc R 1 . .
H H42B 0.0924 -0.1737 -0.1775 0.097 Uiso calc R 1 . .
H H42C 0.0591 -0.1074 -0.1368 0.097 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
_geom_angle
_geom_angle_publ_flag
C11 O2 C1 . . 118.27(15) n
C13 O3 C14 . . 120.73(15) ?
C32 O5 H5 . . 109.5 ?
C8 N1 C4 . . 112.82(19) n
C8 N1 C3 . . 112.4(2) n
C4 N1 C3 . . 119.17(17) ?
C16 N2 C17 . . 118.96(18) ?
C16 N2 C21 . . 112.47(18) ?
C17 N2 C21 . . 113.32(18) ?
O2 C1 C5 . . 110.61(17) n
O2 C1 C2 . . 105.78(16) ?
C5 C1 C2 . . 109.58(18) ?
O2 C1 H1 . . 110.3 ?
C5 C1 H1 . . 110.3 ?
C2 C1 H1 . . 110.3 ?
C1 C2 C3 . . 113.23(18) ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2B . . 108.9 ?
C3 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.7 ?
N1 C3 C6 . . 108.6(2) ?
N1 C3 C2 . . 107.9(2) ?
C6 C3 C2 . . 105.8(2) ?
N1 C3 C7 . . 115.1(2) ?
C6 C3 C7 . . 108.7(2) ?
C2 C3 C7 . . 110.3(2) ?
N1 C4 C5 . . 108.04(18) ?
N1 C4 C10 . . 107.3(2) ?
C5 C4 C10 . . 106.2(2) ?
N1 C4 C9 . . 115.8(2) ?
C5 C4 C9 . . 110.3(2) ?
C10 C4 C9 . . 108.7(2) ?
C1 C5 C4 . . 113.70(18) ?
C1 C5 H5A . . 108.8 ?
C4 C5 H5A . . 108.8 ?
C1 C5 H5B . . 108.8 ?
C4 C5 H5B . . 108.8 ?
H5A C5 H5B . . 107.7 ?
C3 C6 H6A . . 109.5 ?
C3 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C3 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C3 C7 H7A . . 109.5 ?
C3 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C3 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N1 C8 H8A . . 109.5 ?
N1 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
N1 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C4 C9 H9A . . 109.5 ?
C4 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C4 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C4 C10 H10A . . 109.5 ?
C4 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C4 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O1 C11 O2 . . 123.79(19) ?
O1 C11 C12 . . 124.9(2) n
O2 C11 C12 . . 111.18(17) n
C13 C12 C11 . . 109.16(16) n
C13 C12 C24 . . 112.53(15) ?
C11 C12 C24 . . 108.59(15) ?
C13 C12 C28 . . 109.08(15) ?
C11 C12 C28 . . 107.70(15) ?
C24 C12 C28 . . 109.66(15) ?
O4 C13 O3 . . 124.26(18) ?
O4 C13 C12 . . 126.58(19) ?
O3 C13 C12 . . 109.12(17) ?
O3 C14 C18 . . 106.68(17) ?
O3 C14 C15 . . 107.08(17) ?
C18 C14 C15 . . 108.72(18) ?
O3 C14 H14 . . 111.4 ?
C18 C14 H14 . . 111.4 ?
C15 C14 H14 . . 111.4 ?
C14 C15 C16 . . 114.51(19) ?
C14 C15 H15A . . 108.6 ?
C16 C15 H15A . . 108.6 ?
C14 C15 H15B . . 108.6 ?
C16 C15 H15B . . 108.6 ?
H15A C15 H15B . . 107.6 ?
N2 C16 C15 . . 108.42(19) ?
N2 C16 C19 . . 115.5(2) ?
C15 C16 C19 . . 110.4(2) ?
N2 C16 C20 . . 108.4(2) ?
C15 C16 C20 . . 105.6(2) ?
C19 C16 C20 . . 108.0(3) ?
N2 C17 C22 . . 108.62(19) ?
N2 C17 C18 . . 108.33(17) ?
C22 C17 C18 . . 106.05(19) ?
N2 C17 C23 . . 115.6(2) ?
C22 C17 C23 . . 107.6(2) ?
C18 C17 C23 . . 110.16(19) ?
C14 C18 C17 . . 113.36(18) ?
C14 C18 H18A . . 108.9 ?
C17 C18 H18A . . 108.9 ?
C14 C18 H18B . . 108.9 ?
C17 C18 H18B . . 108.9 ?
H18A C18 H18B . . 107.7 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C16 C20 H20A . . 109.5 ?
C16 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C16 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 H21A . . 109.5 ?
N2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C17 C22 H22A . . 109.5 ?
C17 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C17 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C17 C23 H23A . . 109.5 ?
C17 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C17 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C25 C24 C12 . . 118.61(17) ?
C25 C24 H24A . . 107.7 ?
C12 C24 H24A . . 107.7 ?
C25 C24 H24B . . 107.7 ?
C12 C24 H24B . . 107.7 ?
H24A C24 H24B . . 107.1 ?
C26 C25 C24 . . 112.54(19) ?
C26 C25 H25A . . 109.1 ?
C24 C25 H25A . . 109.1 ?
C26 C25 H25B . . 109.1 ?
C24 C25 H25B . . 109.1 ?
H25A C25 H25B . . 107.8 ?
C25 C26 C27 . . 113.3(2) ?
C25 C26 H26A . . 108.9 ?
C27 C26 H26A . . 108.9 ?
C25 C26 H26B . . 108.9 ?
C27 C26 H26B . . 108.9 ?
H26A C26 H26B . . 107.7 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C12 . . 115.05(15) n
C29 C28 H28A . . 108.5 ?
C12 C28 H28A . . 108.5 ?
C29 C28 H28B . . 108.5 ?
C12 C28 H28B . . 108.5 ?
H28A C28 H28B . . 107.5 ?
C34 C29 C30 . . 117.61(18) ?
C34 C29 C28 . . 121.44(18) ?
C30 C29 C28 . . 120.95(19) ?
C29 C30 C31 . . 123.05(19) ?
C29 C30 H30 . . 118.5 ?
C31 C30 H30 . . 118.5 ?
C32 C31 C30 . . 116.44(18) ?
C32 C31 C35 . . 122.89(18) ?
C30 C31 C35 . . 120.67(19) ?
O5 C32 C31 . . 120.39(18) n
O5 C32 C33 . . 116.58(19) ?
C31 C32 C33 . . 122.98(18) ?
C34 C33 C32 . . 116.60(19) ?
C34 C33 C39 . . 121.39(18) ?
C32 C33 C39 . . 121.99(18) ?
C29 C34 C33 . . 123.26(19) ?
C29 C34 H34 . . 118.4 ?
C33 C34 H34 . . 118.4 ?
C36 C35 C37 . . 106.6(2) ?
C36 C35 C38 . . 105.98(18) ?
C37 C35 C38 . . 110.76(19) ?
C36 C35 C31 . . 111.67(17) ?
C37 C35 C31 . . 111.30(17) ?
C38 C35 C31 . . 110.38(18) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C35 C37 H37A . . 109.5 ?
C35 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C35 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C35 C38 H38A . . 109.5 ?
C35 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C35 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C42 C39 C40 . . 106.97(18) ?
C42 C39 C33 . . 111.77(18) ?
C40 C39 C33 . . 110.21(18) ?
C42 C39 C41 . . 106.84(19) ?
C40 C39 C41 . . 109.55(19) ?
C33 C39 C41 . . 111.35(17) ?
C39 C40 H40A . . 109.5 ?
C39 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C39 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C39 C41 H41A . . 109.5 ?
C39 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
C39 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
C39 C42 H42A . . 109.5 ?
C39 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C39 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C11 . 1.191(2) n
O2 C11 . 1.333(2) n
O2 C1 . 1.463(2) n
O3 C13 . 1.328(2) ?
O3 C14 . 1.458(2) ?
O4 C13 . 1.195(2) ?
O5 C32 . 1.389(2) n
O5 H5 . 0.8200 ?
N1 C8 . 1.470(3) n
N1 C4 . 1.475(3) n
N1 C3 . 1.481(3) ?
N2 C16 . 1.464(3) ?
N2 C17 . 1.471(3) ?
N2 C21 . 1.473(3) ?
C1 C5 . 1.482(3) ?
C1 C2 . 1.492(3) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.535(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C6 . 1.524(4) ?
C3 C7 . 1.543(4) ?
C4 C5 . 1.526(3) ?
C4 C10 . 1.527(3) ?
C4 C9 . 1.529(3) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 C12 . 1.525(3) ?
C12 C13 . 1.524(3) ?
C12 C24 . 1.535(3) ?
C12 C28 . 1.551(3) ?
C14 C18 . 1.481(3) ?
C14 C15 . 1.503(3) ?
C14 H14 . 0.9800 ?
C15 C16 . 1.533(3) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C19 . 1.538(4) ?
C16 C20 . 1.544(4) ?
C17 C22 . 1.523(3) ?
C17 C18 . 1.528(3) ?
C17 C23 . 1.545(3) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C24 C25 . 1.513(3) ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
C25 C26 . 1.505(3) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 C27 . 1.508(4) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
C28 C29 . 1.516(3) ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
C29 C34 . 1.375(3) ?
C29 C30 . 1.380(3) ?
C30 C31 . 1.394(3) ?
C30 H30 . 0.9300 ?
C31 C32 . 1.393(3) ?
C31 C35 . 1.534(3) ?
C32 C33 . 1.398(3) ?
C33 C34 . 1.386(3) ?
C33 C39 . 1.532(3) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.526(3) ?
C35 C37 . 1.532(3) ?
C35 C38 . 1.533(3) ?
C36 H36A . 0.9600 ?
C36 H36B . 0.9600 ?
C36 H36C . 0.9600 ?
C37 H37A . 0.9600 ?
C37 H37B . 0.9600 ?
C37 H37C . 0.9600 ?
C38 H38A . 0.9600 ?
C38 H38B . 0.9600 ?
C38 H38C . 0.9600 ?
C39 C42 . 1.529(3) ?
C39 C40 . 1.531(3) ?
C39 C41 . 1.539(3) ?
C40 H40A . 0.9600 ?
C40 H40B . 0.9600 ?
C40 H40C . 0.9600 ?
C41 H41A . 0.9600 ?
C41 H41B . 0.9600 ?
C41 H41C . 0.9600 ?
C42 H42A . 0.9600 ?
C42 H42B . 0.9600 ?
C42 H42C . 0.9600 ?
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
O5 H5 O4 3_655 0.82 2.58 3.200(3) 134
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
C11 O2 C1 C5 . . . . -86.2(2) n
C11 O2 C1 C2 . . . . 155.23(18) ?
O2 C1 C2 C3 . . . . 176.37(19) ?
C5 C1 C2 C3 . . . . 57.1(3) ?
C8 N1 C3 C6 . . . . -59.7(3) ?
C4 N1 C3 C6 . . . . 165.0(2) ?
C8 N1 C3 C2 . . . . -173.9(2) ?
C4 N1 C3 C2 . . . . 50.7(3) ?
C8 N1 C3 C7 . . . . 62.4(3) ?
C4 N1 C3 C7 . . . . -72.9(3) ?
C1 C2 C3 N1 . . . . -52.0(3) ?
C1 C2 C3 C6 . . . . -168.0(2) ?
C1 C2 C3 C7 . . . . 74.5(3) ?
C8 N1 C4 C5 . . . . 174.1(2) ?
C3 N1 C4 C5 . . . . -50.7(3) ?
C8 N1 C4 C10 . . . . 60.0(3) ?
C3 N1 C4 C10 . . . . -164.8(2) ?
C8 N1 C4 C9 . . . . -61.7(3) ?
C3 N1 C4 C9 . . . . 73.5(3) ?
O2 C1 C5 C4 . . . . -173.54(18) ?
C2 C1 C5 C4 . . . . -57.3(3) ?
N1 C4 C5 C1 . . . . 52.2(3) ?
C10 C4 C5 C1 . . . . 167.1(2) ?
C9 C4 C5 C1 . . . . -75.3(3) ?
C1 O2 C11 O1 . . . . 1.2(3) n
C1 O2 C11 C12 . . . . -175.33(15) n
O1 C11 C12 C13 . . . . 143.1(2) n
O2 C11 C12 C13 . . . . -40.4(2) n
O1 C11 C12 C24 . . . . -93.9(2) n
O2 C11 C12 C24 . . . . 82.60(19) n
O1 C11 C12 C28 . . . . 24.8(3) n
O2 C11 C12 C28 . . . . -158.72(16) ?
C14 O3 C13 O4 . . . . -8.6(3) ?
C14 O3 C13 C12 . . . . 173.73(17) ?
C11 C12 C13 O4 . . . . 131.1(2) ?
C24 C12 C13 O4 . . . . 10.5(3) ?
C28 C12 C13 O4 . . . . -111.4(2) ?
C11 C12 C13 O3 . . . . -51.2(2) ?
C24 C12 C13 O3 . . . . -171.84(16) ?
C28 C12 C13 O3 . . . . 66.2(2) ?
C13 O3 C14 C18 . . . . 135.29(19) ?
C13 O3 C14 C15 . . . . -108.4(2) ?
O3 C14 C15 C16 . . . . -170.24(18) ?
C18 C14 C15 C16 . . . . -55.3(3) ?
C17 N2 C16 C15 . . . . -49.6(3) ?
C21 N2 C16 C15 . . . . 174.4(2) ?
C17 N2 C16 C19 . . . . 74.9(3) ?
C21 N2 C16 C19 . . . . -61.1(3) ?
C17 N2 C16 C20 . . . . -163.8(2) ?
C21 N2 C16 C20 . . . . 60.3(3) ?
C14 C15 C16 N2 . . . . 50.1(3) ?
C14 C15 C16 C19 . . . . -77.4(3) ?
C14 C15 C16 C20 . . . . 166.1(2) ?
C16 N2 C17 C22 . . . . 166.47(19) ?
C21 N2 C17 C22 . . . . -57.9(2) ?
C16 N2 C17 C18 . . . . 51.7(2) ?
C21 N2 C17 C18 . . . . -172.70(17) ?
C16 N2 C17 C23 . . . . -72.5(2) ?
C21 N2 C17 C23 . . . . 63.1(2) ?
O3 C14 C18 C17 . . . . 172.24(17) ?
C15 C14 C18 C17 . . . . 57.1(2) ?
N2 C17 C18 C14 . . . . -54.1(2) ?
C22 C17 C18 C14 . . . . -170.6(2) ?
C23 C17 C18 C14 . . . . 73.2(3) ?
C13 C12 C24 C25 . . . . 60.3(2) ?
C11 C12 C24 C25 . . . . -60.6(2) ?
C28 C12 C24 C25 . . . . -178.05(16) ?
C12 C24 C25 C26 . . . . 175.83(18) ?
C24 C25 C26 C27 . . . . -177.1(2) ?
C13 C12 C28 C29 . . . . 62.9(2) ?
C11 C12 C28 C29 . . . . -178.77(17) n
C24 C12 C28 C29 . . . . -60.8(2) ?
C12 C28 C29 C34 . . . . 99.7(2) ?
C12 C28 C29 C30 . . . . -81.4(2) ?
C34 C29 C30 C31 . . . . -1.3(3) ?
C28 C29 C30 C31 . . . . 179.76(18) ?
C29 C30 C31 C32 . . . . -0.6(3) ?
C29 C30 C31 C35 . . . . -179.78(18) ?
C30 C31 C32 O5 . . . . 179.72(18) ?
C35 C31 C32 O5 . . . . -1.1(3) ?
C30 C31 C32 C33 . . . . 2.4(3) ?
C35 C31 C32 C33 . . . . -178.40(18) ?
O5 C32 C33 C34 . . . . -179.63(17) n
C31 C32 C33 C34 . . . . -2.2(3) ?
O5 C32 C33 C39 . . . . -0.9(3) n
C31 C32 C33 C39 . . . . 176.51(18) ?
C30 C29 C34 C33 . . . . 1.5(3) ?
C28 C29 C34 C33 . . . . -179.55(18) ?
C32 C33 C34 C29 . . . . 0.2(3) ?
C39 C33 C34 C29 . . . . -178.58(18) ?
C32 C31 C35 C36 . . . . 177.27(19) ?
C30 C31 C35 C36 . . . . -3.6(3) ?
C32 C31 C35 C37 . . . . 58.3(3) ?
C30 C31 C35 C37 . . . . -122.5(2) ?
C32 C31 C35 C38 . . . . -65.1(3) ?
C30 C31 C35 C38 . . . . 114.0(2) ?
C34 C33 C39 C42 . . . . -2.7(3) ?
C32 C33 C39 C42 . . . . 178.66(19) ?
C34 C33 C39 C40 . . . . 116.1(2) ?
C32 C33 C39 C40 . . . . -62.5(2) ?
C34 C33 C39 C41 . . . . -122.1(2) ?
C32 C33 C39 C41 . . . . 59.3(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 84273
