#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/09/2230932.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_2230932
loop_
_publ_author_name
'Jamjah, Roghayieh'
'Nekoomanesh, Mehdi'
'Pourjafar, Tayebeh'
'Zohuri, Gholam Hossein'
'Afshartaromi, Faramarz'
'Notash, Behrouz'
_publ_section_title
;
 2-tert-Butyl-6-(cyclohexyliminomethyl)-4-methoxyphenol
;
_journal_coeditor_code           XU5239
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1775
_journal_page_last               o1776
_journal_paper_doi               10.1107/S1600536811023385
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C18 H27 N O2'
_chemical_formula_moiety         'C18 H27 N O2'
_chemical_formula_sum            'C18 H27 N O2'
_chemical_formula_weight         289.41
_chemical_name_systematic
;
2-tert-Butyl-6-(cyclohexyliminomethyl)-4-methoxyphenol
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.37(3)
_cell_angle_beta                 108.31(3)
_cell_angle_gamma                92.46(3)
_cell_formula_units_Z            4
_cell_length_a                   10.388(2)
_cell_length_b                   13.325(3)
_cell_length_c                   13.766(3)
_cell_measurement_reflns_used    8861
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.18
_cell_volume                     1657.7(8)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       'rotation method'
_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  0.0950
_diffrn_reflns_av_sigmaI/netI    0.0737
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18474
_diffrn_reflns_theta_full        29.20
_diffrn_reflns_theta_max         29.20
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.513
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         8861
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1285P)²+0.3083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1702
_refine_ls_wR_factor_ref         0.2087
_reflns_number_gt                6731
_reflns_number_total             8861
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            xu5239.cif
_cod_data_source_block           I
_cod_original_cell_volume        1657.8(8)
_cod_database_code               2230932
_cod_database_fobs_code          2230932
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
C C16 0.5193(2) 0.86759(17) 0.75550(16) 0.0300(4) Uani d . 1 1 . .
H H16A 0.6094 0.8661 0.8040 0.036 Uiso calc R 1 1 . .
H H16B 0.4585 0.8812 0.7980 0.036 Uiso calc R 1 1 . .
C C15 0.5309(2) 0.95981(16) 0.71639(17) 0.0299(4) Uani d . 1 1 . .
H H15A 0.5737 1.0281 0.7808 0.036 Uiso calc R 1 1 . .
H H15B 0.4393 0.9677 0.6764 0.036 Uiso calc R 1 1 . .
C C22 0.0841(2) 0.92025(15) 0.75356(17) 0.0331(4) Uani d . 1 1 . .
H H22A 0.0078 0.8755 0.6875 0.050 Uiso calc R 1 1 . .
H H22B 0.1657 0.9235 0.7354 0.050 Uiso calc R 1 1 . .
H H22C 0.0647 0.9928 0.7831 0.050 Uiso calc R 1 1 . .
C C23 -0.02620(19) 0.86686(15) 0.86736(18) 0.0288(4) Uani d . 1 1 . .
H H23A -0.0458 0.9396 0.8948 0.043 Uiso calc R 1 1 . .
H H23B -0.0145 0.8374 0.9230 0.043 Uiso calc R 1 1 . .
H H23C -0.1013 0.8213 0.8008 0.043 Uiso calc R 1 1 . .
C C9 0.5171(2) 0.77887(18) -0.01564(17) 0.0305(4) Uani d . 1 1 . .
H H9A 0.4676 0.7175 -0.0137 0.046 Uiso calc R 1 1 . .
H H9B 0.4935 0.7714 -0.0915 0.046 Uiso calc R 1 1 . .
H H9C 0.4929 0.8453 0.0267 0.046 Uiso calc R 1 1 . .
C C24 0.22712(19) 0.94703(14) 0.94596(15) 0.0252(4) Uani d . 1 1 . .
H H24A 0.3098 0.9478 0.9288 0.038 Uiso calc R 1 1 . .
H H24B 0.2397 0.9210 1.0042 0.038 Uiso calc R 1 1 . .
H H24C 0.2070 1.0198 0.9702 0.038 Uiso calc R 1 1 . .
C C34 0.3333(2) 0.47319(16) 1.27358(16) 0.0276(4) Uani d . 1 1 . .
H H34A 0.3090 0.5397 1.3176 0.033 Uiso calc R 1 1 . .
H H34B 0.3644 0.4326 1.3199 0.033 Uiso calc R 1 1 . .
C C17 0.4637(2) 0.75723(16) 0.65698(17) 0.0282(4) Uani d . 1 1 . .
H H17A 0.3696 0.7558 0.6131 0.034 Uiso calc R 1 1 . .
H H17B 0.4631 0.6997 0.6843 0.034 Uiso calc R 1 1 . .
C C21 0.10645(18) 0.87064(13) 0.84100(14) 0.0211(3) Uani d . 1 1 . .
C C35 0.2062(2) 0.40417(15) 1.17212(16) 0.0258(4) Uani d . 1 1 . .
H H35A 0.1321 0.3905 1.1969 0.031 Uiso calc R 1 1 . .
H H35B 0.2277 0.3341 1.1328 0.031 Uiso calc R 1 1 . .
C C33 0.44981(19) 0.50278(16) 1.23801(16) 0.0267(4) Uani d . 1 1 . .
H H33A 0.5266 0.5506 1.3035 0.032 Uiso calc R 1 1 . .
H H33B 0.4815 0.4367 1.2016 0.032 Uiso calc R 1 1 . .
C C14 0.6155(2) 0.93769(14) 0.64054(16) 0.0252(4) Uani d . 1 1 . .
H H14A 0.7104 0.9396 0.6834 0.030 Uiso calc R 1 1 . .
H H14B 0.6144 0.9950 0.6127 0.030 Uiso calc R 1 1 . .
C C18 0.55131(19) 0.73550(14) 0.58295(15) 0.0229(3) Uani d . 1 1 . .
H H18A 0.6434 0.7303 0.6249 0.028 Uiso calc R 1 1 . .
H H18B 0.5113 0.6662 0.5194 0.028 Uiso calc R 1 1 . .
C C5 1.10265(18) 0.69749(15) 0.36589(16) 0.0242(3) Uani d . 1 1 . .
H H5A 1.0633 0.6314 0.2998 0.036 Uiso calc R 1 1 . .
H H5B 1.0630 0.6974 0.4201 0.036 Uiso calc R 1 1 . .
H H5C 1.2005 0.7016 0.3960 0.036 Uiso calc R 1 1 . .
C C4 1.13992(17) 0.79552(14) 0.25165(15) 0.0231(3) Uani d . 1 1 . .
H H4A 1.1003 0.7297 0.1853 0.035 Uiso calc R 1 1 . .
H H4B 1.2372 0.7980 0.2832 0.035 Uiso calc R 1 1 . .
H H4C 1.1244 0.8580 0.2333 0.035 Uiso calc R 1 1 . .
C C32 0.40216(18) 0.55994(14) 1.15850(15) 0.0231(3) Uani d . 1 1 . .
H H32A 0.4763 0.5732 1.1336 0.028 Uiso calc R 1 1 . .
H H32B 0.3815 0.6303 1.1981 0.028 Uiso calc R 1 1 . .
C C6 1.13788(18) 0.90406(15) 0.44140(15) 0.0245(4) Uani d . 1 1 . .
H H6A 1.2357 0.9078 0.4705 0.037 Uiso calc R 1 1 . .
H H6B 1.0997 0.9055 0.4969 0.037 Uiso calc R 1 1 . .
H H6C 1.1188 0.9656 0.4221 0.037 Uiso calc R 1 1 . .
C C36 0.15883(17) 0.46204(14) 1.09267(15) 0.0220(3) Uani d . 1 1 . .
H H36A 0.0821 0.4143 1.0271 0.026 Uiso calc R 1 1 . .
H H36B 0.1269 0.5279 1.1293 0.026 Uiso calc R 1 1 . .
C C13 0.55966(17) 0.82658(14) 0.54196(14) 0.0197(3) Uani d . 1 1 . .
H H13 0.4673 0.8274 0.4944 0.024 Uiso calc R 1 1 . .
C C31 0.27464(17) 0.49260(13) 1.05690(13) 0.0187(3) Uani d . 1 1 . .
H H31 0.2986 0.4256 1.0114 0.022 Uiso calc R 1 1 . .
C C12 0.60610(16) 0.80873(13) 0.37989(13) 0.0175(3) Uani d . 1 1 . .
H H12 0.5148 0.8157 0.3509 0.021 Uiso calc R 1 1 . .
C C2 0.91611(15) 0.79247(12) 0.28903(13) 0.0157(3) Uani d . 1 1 . .
C C20 0.13799(16) 0.75429(12) 0.79790(14) 0.0176(3) Uani d . 1 1 . .
C C3 1.07256(16) 0.79689(13) 0.33652(14) 0.0180(3) Uani d . 1 1 . .
C C28 0.18954(16) 0.53761(13) 0.71137(13) 0.0175(3) Uani d . 1 1 . .
H H28 0.2065 0.4667 0.6831 0.021 Uiso calc R 1 1 . .
C C8 0.70950(16) 0.78842(12) 0.13850(13) 0.0165(3) Uani d . 1 1 . .
C C7 0.85104(16) 0.78786(12) 0.18216(13) 0.0164(3) Uani d . 1 1 . .
H H7 0.9035 0.7843 0.1376 0.020 Uiso calc R 1 1 . .
C C19 0.16492(16) 0.69245(12) 0.86441(13) 0.0168(3) Uani d . 1 1 . .
C C25 0.13920(17) 0.70439(13) 0.69027(14) 0.0198(3) Uani d . 1 1 . .
H H25 0.1234 0.7440 0.6456 0.024 Uiso calc R 1 1 . .
C C26 0.16305(17) 0.59721(13) 0.64589(13) 0.0184(3) Uani d . 1 1 . .
C C30 0.22574(16) 0.52199(13) 0.89036(14) 0.0180(3) Uani d . 1 1 . .
H H30 0.2456 0.4525 0.8597 0.022 Uiso calc R 1 1 . .
C C29 0.19070(16) 0.58498(12) 0.82116(13) 0.0166(3) Uani d . 1 1 . .
C C10 0.63036(16) 0.79534(12) 0.20365(13) 0.0172(3) Uani d . 1 1 . .
H H10 0.5371 0.7979 0.1764 0.021 Uiso calc R 1 1 . .
C C11 0.69178(16) 0.79842(12) 0.31176(13) 0.0165(3) Uani d . 1 1 . .
C C1 0.83340(15) 0.79518(12) 0.35442(13) 0.0159(3) Uani d . 1 1 . .
O O2 0.66130(12) 0.78253(10) 0.03121(10) 0.0212(3) Uani d . 1 1 . .
O O3 0.16646(14) 0.73745(10) 0.97098(10) 0.0220(3) Uani d . 1 1 . .
O O1 0.89028(12) 0.79569(10) 0.45748(10) 0.0209(3) Uani d . 1 1 . .
O O4 0.15796(14) 0.56103(10) 0.53771(10) 0.0244(3) Uani d . 1 1 . .
N N2 0.23021(15) 0.55850(11) 0.99129(12) 0.0199(3) Uani d . 1 1 . .
N N1 0.65112(14) 0.80861(12) 0.47775(12) 0.0195(3) Uani d . 1 1 . .
C C27 0.1861(2) 0.45401(15) 0.49089(15) 0.0269(4) Uani d . 1 1 . .
H H27A 0.2804 0.4526 0.5289 0.040 Uiso calc R 1 1 . .
H H27B 0.1701 0.4344 0.4132 0.040 Uiso calc R 1 1 . .
H H27C 0.1266 0.4028 0.4990 0.040 Uiso calc R 1 1 . .
H H2 0.189(3) 0.684(3) 0.995(3) 0.055(9) Uiso d . 1 1 . .
H H1 0.824(3) 0.806(2) 0.485(2) 0.042(7) Uiso d . 1 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
C17 C16 C15 . . 111.12(16) ?
C17 C16 H16A . . 109.4 ?
C15 C16 H16A . . 109.4 ?
C17 C16 H16B . . 109.4 ?
C15 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
C16 C15 C14 . . 111.66(15) ?
C16 C15 H15A . . 109.3 ?
C14 C15 H15A . . 109.3 ?
C16 C15 H15B . . 109.3 ?
C14 C15 H15B . . 109.3 ?
H15A C15 H15B . . 108.0 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
O2 C9 H9A . . 109.5 ?
O2 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
O2 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C33 C34 C35 . . 111.12(15) ?
C33 C34 H34A . . 109.4 ?
C35 C34 H34A . . 109.4 ?
C33 C34 H34B . . 109.4 ?
C35 C34 H34B . . 109.4 ?
H34A C34 H34B . . 108.0 ?
C16 C17 C18 . . 111.30(15) ?
C16 C17 H17A . . 109.4 ?
C18 C17 H17A . . 109.4 ?
C16 C17 H17B . . 109.4 ?
C18 C17 H17B . . 109.4 ?
H17A C17 H17B . . 108.0 ?
C23 C21 C22 . . 107.67(16) ?
C23 C21 C20 . . 109.33(14) ?
C22 C21 C20 . . 111.61(15) ?
C23 C21 C24 . . 110.20(15) ?
C22 C21 C24 . . 107.34(15) ?
C20 C21 C24 . . 110.64(14) ?
C34 C35 C36 . . 111.26(15) ?
C34 C35 H35A . . 109.4 ?
C36 C35 H35A . . 109.4 ?
C34 C35 H35B . . 109.4 ?
C36 C35 H35B . . 109.4 ?
H35A C35 H35B . . 108.0 ?
C32 C33 C34 . . 111.13(15) ?
C32 C33 H33A . . 109.4 ?
C34 C33 H33A . . 109.4 ?
C32 C33 H33B . . 109.4 ?
C34 C33 H33B . . 109.4 ?
H33A C33 H33B . . 108.0 ?
C15 C14 C13 . . 111.83(15) ?
C15 C14 H14A . . 109.3 ?
C13 C14 H14A . . 109.3 ?
C15 C14 H14B . . 109.3 ?
C13 C14 H14B . . 109.3 ?
H14A C14 H14B . . 107.9 ?
C13 C18 C17 . . 111.04(14) ?
C13 C18 H18A . . 109.4 ?
C17 C18 H18A . . 109.4 ?
C13 C18 H18B . . 109.4 ?
C17 C18 H18B . . 109.4 ?
H18A C18 H18B . . 108.0 ?
C3 C5 H5A . . 109.5 ?
C3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C33 C32 C31 . . 112.33(14) ?
C33 C32 H32A . . 109.1 ?
C31 C32 H32A . . 109.1 ?
C33 C32 H32B . . 109.1 ?
C31 C32 H32B . . 109.1 ?
H32A C32 H32B . . 107.9 ?
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 ?
C31 C36 C35 . . 111.78(14) ?
C31 C36 H36A . . 109.3 ?
C35 C36 H36A . . 109.3 ?
C31 C36 H36B . . 109.3 ?
C35 C36 H36B . . 109.3 ?
H36A C36 H36B . . 107.9 ?
N1 C13 C18 . . 110.41(13) ?
N1 C13 C14 . . 108.41(14) ?
C18 C13 C14 . . 110.51(15) ?
N1 C13 H13 . . 109.2 ?
C18 C13 H13 . . 109.2 ?
C14 C13 H13 . . 109.2 ?
N2 C31 C36 . . 110.14(14) ?
N2 C31 C32 . . 108.00(13) ?
C36 C31 C32 . . 110.85(14) ?
N2 C31 H31 . . 109.3 ?
C36 C31 H31 . . 109.3 ?
C32 C31 H31 . . 109.3 ?
N1 C12 C11 . . 122.93(15) ?
N1 C12 H12 . . 118.5 ?
C11 C12 H12 . . 118.5 ?
C7 C2 C1 . . 117.59(14) ?
C7 C2 C3 . . 121.64(14) ?
C1 C2 C3 . . 120.76(14) ?
C25 C20 C19 . . 116.99(14) ?
C25 C20 C21 . . 120.97(15) ?
C19 C20 C21 . . 122.04(15) ?
C4 C3 C5 . . 107.90(14) ?
C4 C3 C2 . . 111.20(14) ?
C5 C3 C2 . . 110.35(13) ?
C4 C3 C6 . . 107.98(14) ?
C5 C3 C6 . . 110.16(15) ?
C2 C3 C6 . . 109.21(13) ?
C26 C28 C29 . . 119.45(14) ?
C26 C28 H28 . . 120.3 ?
C29 C28 H28 . . 120.3 ?
O2 C8 C10 . . 125.03(15) ?
O2 C8 C7 . . 115.45(14) ?
C10 C8 C7 . . 119.53(15) ?
C2 C7 C8 . . 122.81(14) ?
C2 C7 H7 . . 118.6 ?
C8 C7 H7 . . 118.6 ?
O3 C19 C29 . . 119.94(14) ?
O3 C19 C20 . . 119.64(14) ?
C29 C19 C20 . . 120.42(15) ?
C20 C25 C26 . . 123.13(15) ?
C20 C25 H25 . . 118.4 ?
C26 C25 H25 . . 118.4 ?
O4 C26 C28 . . 125.54(15) ?
O4 C26 C25 . . 114.97(15) ?
C28 C26 C25 . . 119.50(15) ?
N2 C30 C29 . . 122.71(15) ?
N2 C30 H30 . . 118.6 ?
C29 C30 H30 . . 118.6 ?
C28 C29 C19 . . 120.51(15) ?
C28 C29 C30 . . 118.24(14) ?
C19 C29 C30 . . 121.19(15) ?
C8 C10 C11 . . 119.47(14) ?
C8 C10 H10 . . 120.3 ?
C11 C10 H10 . . 120.3 ?
C10 C11 C1 . . 120.86(14) ?
C10 C11 C12 . . 118.20(14) ?
C1 C11 C12 . . 120.91(14) ?
O1 C1 C11 . . 120.17(14) ?
O1 C1 C2 . . 120.15(14) ?
C11 C1 C2 . . 119.68(14) ?
C8 O2 C9 . . 116.08(14) ?
C19 O3 H2 . . 102(2) ?
C1 O1 H1 . . 103.8(19) ?
C26 O4 C27 . . 116.66(14) ?
C30 N2 C31 . . 119.08(14) ?
C12 N1 C13 . . 118.63(14) ?
O4 C27 H27A . . 109.5 ?
O4 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
O4 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 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
C16 C17 . 1.522(3) ?
C16 C15 . 1.525(3) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C15 C14 . 1.525(3) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C22 C21 . 1.535(3) ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 C21 . 1.535(3) ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C9 O2 . 1.424(2) ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C24 C21 . 1.541(3) ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C34 C33 . 1.527(3) ?
C34 C35 . 1.530(3) ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C17 C18 . 1.530(2) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C21 C20 . 1.536(2) ?
C35 C36 . 1.530(2) ?
C35 H35A . 0.9700 ?
C35 H35B . 0.9700 ?
C33 C32 . 1.524(3) ?
C33 H33A . 0.9700 ?
C33 H33B . 0.9700 ?
C14 C13 . 1.529(3) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C18 C13 . 1.523(2) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C5 C3 . 1.537(2) ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C4 C3 . 1.534(2) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C32 C31 . 1.528(3) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C6 C3 . 1.544(2) ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C36 C31 . 1.527(2) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
C13 N1 . 1.461(2) ?
C13 H13 . 0.9800 ?
C31 N2 . 1.466(2) ?
C31 H31 . 0.9800 ?
C12 N1 . 1.280(2) ?
C12 C11 . 1.460(2) ?
C12 H12 . 0.9300 ?
C2 C7 . 1.390(2) ?
C2 C1 . 1.419(2) ?
C2 C3 . 1.539(2) ?
C20 C25 . 1.390(2) ?
C20 C19 . 1.416(2) ?
C28 C26 . 1.380(2) ?
C28 C29 . 1.406(2) ?
C28 H28 . 0.9300 ?
C8 O2 . 1.373(2) ?
C8 C10 . 1.378(2) ?
C8 C7 . 1.404(2) ?
C7 H7 . 0.9300 ?
C19 O3 . 1.362(2) ?
C19 C29 . 1.410(2) ?
C25 C26 . 1.401(2) ?
C25 H25 . 0.9300 ?
C26 O4 . 1.370(2) ?
C30 N2 . 1.278(2) ?
C30 C29 . 1.461(2) ?
C30 H30 . 0.9300 ?
C10 C11 . 1.407(2) ?
C10 H10 . 0.9300 ?
C11 C1 . 1.411(2) ?
C1 O1 . 1.3521(19) ?
O3 H2 . 0.90(3) ?
O1 H1 . 0.88(3) ?
O4 C27 . 1.421(2) ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 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
_geom_hbond_publ_flag
O1 H1 N1 . 0.88(3) 1.77(3) 2.5918(19) 156(3) yes
O3 H2 N2 . 0.90(3) 1.73(3) 2.5901(19) 159(3) yes
C5 H5B O1 . 0.96 2.34 2.994(2) 125 yes
C6 H6B O1 . 0.96 2.36 3.004(2) 124 yes
C23 H23B O3 . 0.96 2.41 3.051(2) 124 yes
C24 H24B O3 . 0.96 2.36 3.000(2) 124 yes
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
C17 C16 C15 C14 . . . . -54.2(2) ?
C15 C16 C17 C18 . . . . 55.4(2) ?
C33 C34 C35 C36 . . . . -55.5(2) ?
C35 C34 C33 C32 . . . . 55.2(2) ?
C16 C15 C14 C13 . . . . 54.4(2) ?
C16 C17 C18 C13 . . . . -56.8(2) ?
C34 C33 C32 C31 . . . . -55.0(2) ?
C34 C35 C36 C31 . . . . 55.2(2) ?
C17 C18 C13 N1 . . . . 176.14(14) ?
C17 C18 C13 C14 . . . . 56.2(2) ?
C15 C14 C13 N1 . . . . -176.39(15) ?
C15 C14 C13 C18 . . . . -55.3(2) ?
C35 C36 C31 N2 . . . . -173.66(14) ?
C35 C36 C31 C32 . . . . -54.19(19) ?
C33 C32 C31 N2 . . . . 175.06(14) ?
C33 C32 C31 C36 . . . . 54.31(19) ?
C23 C21 C20 C25 . . . . 116.85(18) ?
C22 C21 C20 C25 . . . . -2.2(2) ?
C24 C21 C20 C25 . . . . -121.60(17) ?
C23 C21 C20 C19 . . . . -62.2(2) ?
C22 C21 C20 C19 . . . . 178.83(16) ?
C24 C21 C20 C19 . . . . 59.4(2) ?
C7 C2 C3 C4 . . . . 0.0(2) ?
C1 C2 C3 C4 . . . . -178.69(14) ?
C7 C2 C3 C5 . . . . -119.66(16) ?
C1 C2 C3 C5 . . . . 61.61(19) ?
C7 C2 C3 C6 . . . . 119.11(16) ?
C1 C2 C3 C6 . . . . -59.63(19) ?
C1 C2 C7 C8 . . . . 1.5(2) ?
C3 C2 C7 C8 . . . . -177.24(14) ?
O2 C8 C7 C2 . . . . -179.48(13) ?
C10 C8 C7 C2 . . . . 0.9(2) ?
C25 C20 C19 O3 . . . . 179.36(14) ?
C21 C20 C19 O3 . . . . -1.6(2) ?
C25 C20 C19 C29 . . . . -0.4(2) ?
C21 C20 C19 C29 . . . . 178.70(14) ?
C19 C20 C25 C26 . . . . 1.2(2) ?
C21 C20 C25 C26 . . . . -177.91(15) ?
C29 C28 C26 O4 . . . . -179.58(15) ?
C29 C28 C26 C25 . . . . 0.7(2) ?
C20 C25 C26 O4 . . . . 178.90(15) ?
C20 C25 C26 C28 . . . . -1.3(3) ?
C26 C28 C29 C19 . . . . 0.1(2) ?
C26 C28 C29 C30 . . . . -177.03(14) ?
O3 C19 C29 C28 . . . . -179.94(14) ?
C20 C19 C29 C28 . . . . -0.2(2) ?
O3 C19 C29 C30 . . . . -2.9(2) ?
C20 C19 C29 C30 . . . . 176.78(14) ?
N2 C30 C29 C28 . . . . 179.60(15) ?
N2 C30 C29 C19 . . . . 2.5(2) ?
O2 C8 C10 C11 . . . . 178.57(14) ?
C7 C8 C10 C11 . . . . -1.9(2) ?
C8 C10 C11 C1 . . . . 0.4(2) ?
C8 C10 C11 C12 . . . . 178.38(14) ?
N1 C12 C11 C10 . . . . 177.62(15) ?
N1 C12 C11 C1 . . . . -4.4(2) ?
C10 C11 C1 O1 . . . . -178.49(14) ?
C12 C11 C1 O1 . . . . 3.6(2) ?
C10 C11 C1 C2 . . . . 2.1(2) ?
C12 C11 C1 C2 . . . . -175.82(14) ?
C7 C2 C1 O1 . . . . 177.60(13) ?
C3 C2 C1 O1 . . . . -3.6(2) ?
C7 C2 C1 C11 . . . . -3.0(2) ?
C3 C2 C1 C11 . . . . 175.78(13) ?
C10 C8 O2 C9 . . . . -2.7(2) ?
C7 C8 O2 C9 . . . . 177.73(15) ?
C28 C26 O4 C27 . . . . -1.7(2) ?
C25 C26 O4 C27 . . . . 178.01(15) ?
C29 C30 N2 C31 . . . . -176.24(14) ?
C36 C31 N2 C30 . . . . -118.58(17) ?
C32 C31 N2 C30 . . . . 120.23(16) ?
C11 C12 N1 C13 . . . . 176.05(14) ?
C18 C13 N1 C12 . . . . 127.20(17) ?
C14 C13 N1 C12 . . . . -111.61(17) ?
