#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/85/2228502.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2228502
loop_
_publ_author_name
'Carreño, Alexander'
'Preite, Marcelo'
'Manriquez, Juan Manuel'
'Vega, Andrés'
'Chavez, Ivonne'
_publ_section_title
;
 Phenyl 3,5-di-tert-butyl-2-hydroxybenzoate
;
_journal_coeditor_code           OM2371
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3290
_journal_paper_doi               10.1107/S1600536810044028
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C21 H26 O3'
_chemical_formula_moiety         'C21 H26 O3'
_chemical_formula_sum            'C21 H26 O3'
_chemical_formula_weight         326.42
_chemical_name_systematic
;
Phenyl 3,5-di-tert-butyl-2-hydroxybenzoate
;
_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           SHELXL97
_cell_angle_alpha                96.400(2)
_cell_angle_beta                 93.813(2)
_cell_angle_gamma                92.728(2)
_cell_formula_units_Z            4
_cell_length_a                   10.5691(11)
_cell_length_b                   12.2590(13)
_cell_length_c                   15.0534(16)
_cell_measurement_reflns_used    2560
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      22.733
_cell_measurement_theta_min      2.278
_cell_volume                     1931.0(4)
_computing_cell_refinement       'SAINT-NT (Bruker, 1999)'
_computing_data_collection       'SMART-NT (Bruker, 2001)'
_computing_data_reduction        'SAINT-NT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL-NT (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL-NT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL-NT (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL-NT (Sheldrick, 2008)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12058
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.28
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9854
_exptl_absorpt_correction_T_min  0.9641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.123
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       colourless
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         6736
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0531
_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)+(0.0783P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1527
_reflns_number_gt                4140
_reflns_number_total             6736
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2371.cif
_cod_data_source_block           I
_cod_database_code               2228502
_cod_database_fobs_code          2228502
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_disorder_assembly
_atom_site_disorder_group
C C1 0.28649(18) 0.60650(15) 0.14800(13) 0.0465(5) Uani d . 1 . .
C C2 0.39947(18) 0.55813(15) 0.17139(13) 0.0477(5) Uani d . 1 . .
C C3 0.43181(18) 0.54106(16) 0.26117(13) 0.0492(5) Uani d . 1 . .
C C4 0.34696(19) 0.57713(16) 0.32313(13) 0.0520(5) Uani d . 1 . .
H H4A 0.3666 0.5672 0.3827 0.062 Uiso calc R 1 . .
C C5 0.23390(18) 0.62743(15) 0.30273(13) 0.0489(5) Uani d . 1 . .
C C6 0.20550(18) 0.64095(16) 0.21424(13) 0.0497(5) Uani d . 1 . .
H H6 0.1310 0.6736 0.1981 0.060 Uiso calc R 1 . .
C C7 0.2566(2) 0.62093(16) 0.05325(14) 0.0524(5) Uani d . 1 . .
C C8 0.5538(2) 0.48601(18) 0.28850(14) 0.0587(6) Uani d . 1 . .
C C9 0.5530(3) 0.3694(2) 0.23936(18) 0.0877(8) Uani d . 1 . .
H H9A 0.5513 0.3731 0.1759 0.131 Uiso calc R 1 . .
H H9B 0.4793 0.3274 0.2529 0.131 Uiso calc R 1 . .
H H9C 0.6281 0.3348 0.2585 0.131 Uiso calc R 1 . .
C C10 0.6714(2) 0.5544(3) 0.26778(19) 0.0925(9) Uani d . 1 . .
H H10A 0.6688 0.5606 0.2047 0.139 Uiso calc R 1 . .
H H10B 0.7467 0.5190 0.2854 0.139 Uiso calc R 1 . .
H H10C 0.6723 0.6264 0.3003 0.139 Uiso calc R 1 . .
C C11 0.5654(2) 0.4759(2) 0.38918(15) 0.0798(7) Uani d . 1 . .
H H11A 0.6425 0.4416 0.4041 0.120 Uiso calc R 1 . .
H H11B 0.4941 0.4321 0.4045 0.120 Uiso calc R 1 . .
H H11C 0.5668 0.5478 0.4221 0.120 Uiso calc R 1 . .
C C12 0.1488(2) 0.66550(18) 0.37777(14) 0.0579(6) Uani d . 1 . .
C C13 0.0264(3) 0.7094(3) 0.34080(18) 0.0984(10) Uani d . 1 . .
H H13A 0.0461 0.7705 0.3084 0.148 Uiso calc R 1 . .
H H13B -0.0240 0.7331 0.3894 0.148 Uiso calc R 1 . .
H H13C -0.0204 0.6524 0.3013 0.148 Uiso calc R 1 . .
C C14 0.1143(3) 0.5700(2) 0.42967(18) 0.0903(8) Uani d . 1 . .
H H14A 0.0661 0.5136 0.3904 0.135 Uiso calc R 1 . .
H H14B 0.0645 0.5953 0.4781 0.135 Uiso calc R 1 . .
H H14C 0.1905 0.5407 0.4533 0.135 Uiso calc R 1 . .
C C15 0.2221(3) 0.7569(2) 0.4411(2) 0.1051(10) Uani d . 1 . .
H H15A 0.2982 0.7290 0.4663 0.158 Uiso calc R 1 . .
H H15B 0.1701 0.7818 0.4884 0.158 Uiso calc R 1 . .
H H15C 0.2439 0.8171 0.4083 0.158 Uiso calc R 1 . .
C C16 0.1065(2) 0.67878(19) -0.05259(14) 0.0563(5) Uani d . 1 . .
C C17 0.1612(2) 0.7639(2) -0.08992(16) 0.0721(7) Uani d . 1 . .
H H17 0.2260 0.8094 -0.0584 0.086 Uiso calc R 1 . .
C C18 0.1182(3) 0.7812(2) -0.17584(17) 0.0811(7) Uani d . 1 . .
H H18 0.1549 0.8385 -0.2027 0.097 Uiso calc R 1 . .
C C19 0.0230(3) 0.7153(2) -0.22116(17) 0.0859(8) Uani d . 1 . .
H H19 -0.0048 0.7269 -0.2791 0.103 Uiso calc R 1 . .
C C20 -0.0319(3) 0.6321(2) -0.18181(18) 0.0956(9) Uani d . 1 . .
H H20 -0.0986 0.5881 -0.2124 0.115 Uiso calc R 1 . .
C C21 0.0109(2) 0.6127(2) -0.09681(17) 0.0801(7) Uani d . 1 . .
H H21 -0.0254 0.5551 -0.0702 0.096 Uiso calc R 1 . .
C C22 0.12793(17) 0.97781(16) 0.23838(13) 0.0473(5) Uani d . 1 . .
C C23 0.13758(18) 1.04161(16) 0.32194(13) 0.0496(5) Uani d . 1 . .
C C24 0.25789(19) 1.07809(16) 0.36367(13) 0.0505(5) Uani d . 1 . .
C C25 0.36198(19) 1.04615(16) 0.31783(13) 0.0519(5) Uani d . 1 . .
H H25 0.4421 1.0689 0.3447 0.062 Uiso calc R 1 . .
C C26 0.35629(18) 0.98219(15) 0.23419(13) 0.0490(5) Uani d . 1 . .
C C27 0.23656(18) 0.94917(16) 0.19592(13) 0.0485(5) Uani d . 1 . .
H H27 0.2282 0.9068 0.1404 0.058 Uiso calc R 1 . .
C C28 0.00075(19) 0.93956(16) 0.19638(14) 0.0514(5) Uani d . 1 . .
C C29 0.2727(2) 1.14813(18) 0.45578(14) 0.0600(6) Uani d . 1 . .
C C30 0.2086(2) 1.25680(19) 0.44900(17) 0.0786(7) Uani d . 1 . .
H H30A 0.2464 1.2951 0.4043 0.118 Uiso calc R 1 . .
H H30B 0.2196 1.3014 0.5059 0.118 Uiso calc R 1 . .
H H30C 0.1196 1.2419 0.4326 0.118 Uiso calc R 1 . .
C C31 0.2142(2) 1.0855(2) 0.52725(15) 0.0811(7) Uani d . 1 . .
H H31A 0.1257 1.0680 0.5105 0.122 Uiso calc R 1 . .
H H31B 0.2233 1.1305 0.5840 0.122 Uiso calc R 1 . .
H H31C 0.2570 1.0188 0.5320 0.122 Uiso calc R 1 . .
C C32 0.4136(2) 1.1771(2) 0.48629(16) 0.0781(7) Uani d . 1 . .
H H32A 0.4566 1.1107 0.4919 0.117 Uiso calc R 1 . .
H H32B 0.4196 1.2216 0.5432 0.117 Uiso calc R 1 . .
H H32C 0.4523 1.2169 0.4428 0.117 Uiso calc R 1 . .
C C33 0.47866(18) 0.94936(17) 0.19175(14) 0.0564(6) Uani d . 1 . .
C C34 0.5428(2) 0.8673(2) 0.24641(18) 0.0914(9) Uani d . 1 . .
H H34A 0.5688 0.9024 0.3054 0.137 Uiso calc R 1 . .
H H34B 0.6158 0.8415 0.2176 0.137 Uiso calc R 1 . .
H H34C 0.4841 0.8061 0.2507 0.137 Uiso calc R 1 . .
C C35 0.5688(2) 1.0500(2) 0.1888(2) 0.0921(9) Uani d . 1 . .
H H35A 0.5279 1.1012 0.1541 0.138 Uiso calc R 1 . .
H H35B 0.6445 1.0276 0.1618 0.138 Uiso calc R 1 . .
H H35C 0.5905 1.0845 0.2487 0.138 Uiso calc R 1 . .
C C36 0.4521(2) 0.8948(2) 0.09531(16) 0.0810(7) Uani d . 1 . .
H H36A 0.4005 0.8282 0.0951 0.122 Uiso calc R 1 . .
H H36B 0.5309 0.8781 0.0701 0.122 Uiso calc R 1 . .
H H36C 0.4082 0.9440 0.0603 0.122 Uiso calc R 1 . .
C C37 -0.10673(18) 0.83525(18) 0.06791(14) 0.0545(5) Uani d . 1 . .
C C38 -0.1617(2) 0.74454(19) 0.09664(15) 0.0671(6) Uani d . 1 . .
H H38 -0.1317 0.7198 0.1499 0.081 Uiso calc R 1 . .
C C39 -0.2638(2) 0.6893(2) 0.04492(17) 0.0752(7) Uani d . 1 . .
H H39 -0.3031 0.6271 0.0635 0.090 Uiso calc R 1 . .
C C40 -0.3064(2) 0.7267(2) -0.03333(17) 0.0750(7) Uani d . 1 . .
H H40 -0.3749 0.6900 -0.0679 0.090 Uiso calc R 1 . .
C C41 -0.2489(2) 0.8176(2) -0.06085(17) 0.0782(7) Uani d . 1 . .
H H41 -0.2779 0.8421 -0.1144 0.094 Uiso calc R 1 . .
C C42 -0.1484(2) 0.87318(19) -0.01006(16) 0.0678(6) Uani d . 1 . .
H H42 -0.1093 0.9356 -0.0285 0.081 Uiso calc R 1 . .
O O1 0.48062(13) 0.52679(12) 0.10891(9) 0.0666(4) Uani d . 1 . .
H H1 0.4516 0.5399 0.0596 0.100 Uiso calc R 1 . .
O O2 0.32547(15) 0.59790(14) -0.00665(10) 0.0731(5) Uani d . 1 . .
O O3 0.14275(14) 0.66219(13) 0.03719(9) 0.0661(4) Uani d . 1 . .
O O4 0.03285(13) 1.06905(12) 0.36496(10) 0.0678(4) Uani d . 1 . .
H H4 -0.0306 1.0390 0.3364 0.102 Uiso calc R 1 . .
O O5 -0.09842(14) 0.95344(13) 0.23141(10) 0.0669(4) Uani d . 1 . .
O O6 0.00567(13) 0.88675(13) 0.11387(10) 0.0666(4) Uani d . 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'
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
C6 C1 C2 . . 119.99(18) ?
C6 C1 C7 . . 121.49(18) ?
C2 C1 C7 . . 118.51(17) ?
O1 C2 C1 . . 121.01(18) ?
O1 C2 C3 . . 118.21(17) ?
C1 C2 C3 . . 120.78(17) ?
C2 O1 H1 . . 109.5 ?
C4 C3 C2 . . 116.01(18) ?
C4 C3 C8 . . 122.06(18) ?
C2 C3 C8 . . 121.93(17) ?
C9 C8 C11 . . 107.30(19) ?
C9 C8 C10 . . 110.2(2) ?
C11 C8 C10 . . 107.08(19) ?
C9 C8 C3 . . 110.12(18) ?
C11 C8 C3 . . 111.52(17) ?
C10 C8 C3 . . 110.54(19) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C8 C10 H10A . . 109.5 ?
C8 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C8 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C8 C11 H11A . . 109.5 ?
C8 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C8 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C3 C4 C5 . . 124.99(18) ?
C3 C4 H4A . . 117.5 ?
C5 C4 H4A . . 117.5 ?
C6 C5 C4 . . 116.93(18) ?
C6 C5 C12 . . 123.04(18) ?
C4 C5 C12 . . 120.03(17) ?
C13 C12 C14 . . 108.2(2) ?
C13 C12 C15 . . 109.0(2) ?
C14 C12 C15 . . 109.5(2) ?
C13 C12 C5 . . 111.69(18) ?
C14 C12 C5 . . 110.08(18) ?
C15 C12 C5 . . 108.38(18) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C5 C6 C1 . . 121.29(18) ?
C5 C6 H6 . . 119.4 ?
C1 C6 H6 . . 119.4 ?
O2 C7 O3 . . 121.45(19) ?
O2 C7 C1 . . 124.78(19) ?
O3 C7 C1 . . 113.76(18) ?
C7 O3 C16 . . 117.41(15) ?
C21 C16 C17 . . 121.7(2) ?
C21 C16 O3 . . 118.0(2) ?
C17 C16 O3 . . 120.1(2) ?
C16 C17 C18 . . 118.4(2) ?
C16 C17 H17 . . 120.8 ?
C18 C17 H17 . . 120.8 ?
C19 C18 C17 . . 120.5(2) ?
C19 C18 H18 . . 119.7 ?
C17 C18 H18 . . 119.7 ?
C18 C19 C20 . . 120.0(2) ?
C18 C19 H19 . . 120.0 ?
C20 C19 H19 . . 120.0 ?
C19 C20 C21 . . 120.3(2) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C16 C21 C20 . . 119.1(2) ?
C16 C21 H21 . . 120.5 ?
C20 C21 H21 . . 120.5 ?
C27 C22 C23 . . 120.52(18) ?
C27 C22 C28 . . 120.31(18) ?
C23 C22 C28 . . 119.17(18) ?
O4 C23 C22 . . 121.38(18) ?
O4 C23 C24 . . 118.46(18) ?
C22 C23 C24 . . 120.16(18) ?
C23 O4 H4 . . 109.5 ?
C25 C24 C23 . . 116.26(18) ?
C25 C24 C29 . . 121.95(18) ?
C23 C24 C29 . . 121.78(18) ?
O5 C28 O6 . . 122.67(18) ?
O5 C28 C22 . . 124.8(2) ?
O6 C28 C22 . . 112.52(18) ?
C30 C29 C31 . . 110.5(2) ?
C30 C29 C24 . . 109.31(17) ?
C31 C29 C24 . . 110.49(18) ?
C30 C29 C32 . . 107.23(19) ?
C31 C29 C32 . . 107.82(18) ?
C24 C29 C32 . . 111.45(18) ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C29 C31 H31A . . 109.5 ?
C29 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C29 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C24 C25 C26 . . 125.29(18) ?
C24 C25 H25 . . 117.4 ?
C26 C25 H25 . . 117.4 ?
C27 C26 C25 . . 116.23(18) ?
C27 C26 C33 . . 123.47(18) ?
C25 C26 C33 . . 120.26(18) ?
C26 C27 C22 . . 121.53(19) ?
C26 C27 H27 . . 119.2 ?
C22 C27 H27 . . 119.2 ?
C29 C32 H32A . . 109.5 ?
C29 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C29 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C34 C33 C35 . . 110.0(2) ?
C34 C33 C36 . . 108.1(2) ?
C35 C33 C36 . . 107.2(2) ?
C34 C33 C26 . . 108.84(18) ?
C35 C33 C26 . . 110.91(17) ?
C36 C33 C26 . . 111.75(17) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C33 C35 H35A . . 109.5 ?
C33 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C33 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
C28 O6 C37 . . 119.58(16) ?
C33 C36 H36A . . 109.5 ?
C33 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C33 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C38 C37 C42 . . 122.0(2) ?
C38 C37 O6 . . 120.11(19) ?
C42 C37 O6 . . 117.56(19) ?
C37 C38 C39 . . 118.7(2) ?
C37 C38 H38 . . 120.7 ?
C39 C38 H38 . . 120.7 ?
C40 C39 C38 . . 119.8(2) ?
C40 C39 H39 . . 120.1 ?
C38 C39 H39 . . 120.1 ?
C41 C40 C39 . . 120.3(2) ?
C41 C40 H40 . . 119.9 ?
C39 C40 H40 . . 119.9 ?
C40 C41 C42 . . 120.4(2) ?
C40 C41 H41 . . 119.8 ?
C42 C41 H41 . . 119.8 ?
C37 C42 C41 . . 118.8(2) ?
C37 C42 H42 . . 120.6 ?
C41 C42 H42 . . 120.6 ?
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
C1 C6 . 1.400(3) ?
C1 C2 . 1.400(3) ?
C1 C7 . 1.472(3) ?
C2 O1 . 1.351(2) ?
C2 C3 . 1.413(3) ?
O1 H1 . 0.8200 ?
C3 C4 . 1.388(3) ?
C3 C8 . 1.537(3) ?
C8 C9 . 1.534(3) ?
C8 C11 . 1.532(3) ?
C8 C10 . 1.535(3) ?
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 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C4 C5 . 1.402(3) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.376(3) ?
C5 C12 . 1.536(3) ?
C12 C13 . 1.520(3) ?
C12 C14 . 1.522(3) ?
C12 C15 . 1.531(3) ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C6 H6 . 0.9300 ?
C7 O2 . 1.213(2) ?
C7 O3 . 1.345(2) ?
O3 C16 . 1.419(2) ?
C16 C21 . 1.354(3) ?
C16 C17 . 1.362(3) ?
C17 C18 . 1.384(3) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.357(3) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.361(3) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.378(3) ?
C20 H20 . 0.9300 ?
C21 H21 . 0.9300 ?
C22 C27 . 1.391(3) ?
C22 C23 . 1.400(3) ?
C22 C28 . 1.479(3) ?
C23 O4 . 1.356(2) ?
C23 C24 . 1.410(3) ?
O4 H4 . 0.8200 ?
C24 C25 . 1.386(3) ?
C24 C29 . 1.542(3) ?
C28 O5 . 1.215(2) ?
C28 O6 . 1.340(2) ?
C29 C30 . 1.533(3) ?
C29 C31 . 1.535(3) ?
C29 C32 . 1.542(3) ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
C25 C26 . 1.403(3) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.378(3) ?
C26 C33 . 1.531(3) ?
C27 H27 . 0.9300 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 C34 . 1.525(3) ?
C33 C35 . 1.529(3) ?
C33 C36 . 1.531(3) ?
C34 H34A . 0.9600 ?
C34 H34B . 0.9600 ?
C34 H34C . 0.9600 ?
C35 H35A . 0.9600 ?
C35 H35B . 0.9600 ?
C35 H35C . 0.9600 ?
O6 C37 . 1.418(2) ?
C36 H36A . 0.9600 ?
C36 H36B . 0.9600 ?
C36 H36C . 0.9600 ?
C37 C38 . 1.357(3) ?
C37 C42 . 1.364(3) ?
C38 C39 . 1.389(3) ?
C38 H38 . 0.9300 ?
C39 C40 . 1.368(3) ?
C39 H39 . 0.9300 ?
C40 C41 . 1.361(3) ?
C40 H40 . 0.9300 ?
C41 C42 . 1.373(3) ?
C41 H41 . 0.9300 ?
C42 H42 . 0.9300 ?
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
O1 H1 O2 . 0.82 1.83 2.563(2) 148.2
O4 H4 O5 . 0.82 1.88 2.604(2) 147.3
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
C6 C1 C2 O1 . . . . -178.32(17) ?
C7 C1 C2 O1 . . . . 1.0(3) ?
C6 C1 C2 C3 . . . . 1.5(3) ?
C7 C1 C2 C3 . . . . -179.15(17) ?
O1 C2 C3 C4 . . . . 178.44(17) ?
C1 C2 C3 C4 . . . . -1.4(3) ?
O1 C2 C3 C8 . . . . -1.4(3) ?
C1 C2 C3 C8 . . . . 178.72(18) ?
C4 C3 C8 C9 . . . . 119.9(2) ?
C2 C3 C8 C9 . . . . -60.2(3) ?
C4 C3 C8 C11 . . . . 0.9(3) ?
C2 C3 C8 C11 . . . . -179.18(19) ?
C4 C3 C8 C10 . . . . -118.1(2) ?
C2 C3 C8 C10 . . . . 61.8(3) ?
C2 C3 C4 C5 . . . . 0.4(3) ?
C8 C3 C4 C5 . . . . -179.69(18) ?
C3 C4 C5 C6 . . . . 0.5(3) ?
C3 C4 C5 C12 . . . . -179.01(18) ?
C6 C5 C12 C13 . . . . 5.1(3) ?
C4 C5 C12 C13 . . . . -175.5(2) ?
C6 C5 C12 C14 . . . . 125.3(2) ?
C4 C5 C12 C14 . . . . -55.3(3) ?
C6 C5 C12 C15 . . . . -115.0(2) ?
C4 C5 C12 C15 . . . . 64.4(3) ?
C4 C5 C6 C1 . . . . -0.4(3) ?
C12 C5 C6 C1 . . . . 179.08(18) ?
C2 C1 C6 C5 . . . . -0.6(3) ?
C7 C1 C6 C5 . . . . -179.91(18) ?
C6 C1 C7 O2 . . . . 176.21(19) ?
C2 C1 C7 O2 . . . . -3.1(3) ?
C6 C1 C7 O3 . . . . -4.3(3) ?
C2 C1 C7 O3 . . . . 176.35(17) ?
O2 C7 O3 C16 . . . . -0.6(3) ?
C1 C7 O3 C16 . . . . 179.95(17) y
C7 O3 C16 C21 . . . . 110.4(2) y
C7 O3 C16 C17 . . . . -74.1(3) y
C21 C16 C17 C18 . . . . -1.0(4) ?
O3 C16 C17 C18 . . . . -176.3(2) ?
C16 C17 C18 C19 . . . . 0.6(4) ?
C17 C18 C19 C20 . . . . 0.7(4) ?
C18 C19 C20 C21 . . . . -1.6(5) ?
C17 C16 C21 C20 . . . . 0.1(4) ?
O3 C16 C21 C20 . . . . 175.6(2) ?
C19 C20 C21 C16 . . . . 1.2(4) ?
C27 C22 C23 O4 . . . . -179.05(17) ?
C28 C22 C23 O4 . . . . -0.1(3) ?
C27 C22 C23 C24 . . . . 0.4(3) ?
C28 C22 C23 C24 . . . . 179.38(17) ?
O4 C23 C24 C25 . . . . 178.80(17) ?
C22 C23 C24 C25 . . . . -0.7(3) ?
O4 C23 C24 C29 . . . . -0.3(3) ?
C22 C23 C24 C29 . . . . -179.78(18) ?
C27 C22 C28 O5 . . . . 174.2(2) ?
C23 C22 C28 O5 . . . . -4.8(3) ?
C27 C22 C28 O6 . . . . -5.8(3) ?
C23 C22 C28 O6 . . . . 175.22(17) ?
C25 C24 C29 C30 . . . . 119.3(2) ?
C23 C24 C29 C30 . . . . -61.6(3) ?
C25 C24 C29 C31 . . . . -118.9(2) ?
C23 C24 C29 C31 . . . . 60.2(3) ?
C25 C24 C29 C32 . . . . 0.9(3) ?
C23 C24 C29 C32 . . . . -179.98(19) ?
C23 C24 C25 C26 . . . . 0.6(3) ?
C29 C24 C25 C26 . . . . 179.70(18) ?
C24 C25 C26 C27 . . . . -0.2(3) ?
C24 C25 C26 C33 . . . . -178.11(18) ?
C25 C26 C27 C22 . . . . -0.1(3) ?
C33 C26 C27 C22 . . . . 177.72(18) ?
C23 C22 C27 C26 . . . . 0.0(3) ?
C28 C22 C27 C26 . . . . -178.95(18) ?
C27 C26 C33 C34 . . . . -108.6(2) ?
C25 C26 C33 C34 . . . . 69.1(2) ?
C27 C26 C33 C35 . . . . 130.3(2) ?
C25 C26 C33 C35 . . . . -52.0(3) ?
C27 C26 C33 C36 . . . . 10.7(3) ?
C25 C26 C33 C36 . . . . -171.57(19) ?
O5 C28 O6 C37 . . . . -6.3(3) ?
C22 C28 O6 C37 . . . . 173.70(17) y
C28 O6 C37 C38 . . . . -69.2(3) y
C28 O6 C37 C42 . . . . 117.4(2) y
C42 C37 C38 C39 . . . . -0.3(3) ?
O6 C37 C38 C39 . . . . -173.3(2) ?
C37 C38 C39 C40 . . . . 0.2(4) ?
C38 C39 C40 C41 . . . . 0.2(4) ?
C39 C40 C41 C42 . . . . -0.6(4) ?
C38 C37 C42 C41 . . . . -0.1(4) ?
O6 C37 C42 C41 . . . . 173.2(2) ?
C40 C41 C42 C37 . . . . 0.5(4) ?
