#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/17/8101769.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_8101769
loop_
_publ_author_name
'D. Ruiz-León'
'P. Rivera'
'I. Brito'
'M. Rodríguez'
'V. Manríquez'
_publ_section_title
;
Crystal structure of isocalamendiol, C₁₅H₂₆O₂, from Baccharis 
marginalis
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              355
_journal_page_last               357
_journal_volume                  220
_journal_year                    2005
_chemical_formula_sum            'C15 H26 O2'
_chemical_formula_weight         238.36
_chemical_name_systematic
; 
 isocalamendiol
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.98(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.369(2)
_cell_length_b                   27.528(6)
_cell_length_c                   10.815(2)
_cell_measurement_temperature    293(2)
_cell_volume                     2936.3(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_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  0.0301
_diffrn_reflns_av_sigmaI/netI    0.1132
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5359
_diffrn_reflns_theta_full        24.64
_diffrn_reflns_theta_max         24.64
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    0.069
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.078
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(13)
_refine_ls_extinction_coef       0.0262(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     634
_refine_ls_number_reflns         5076
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.1568
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0437P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                2640
_reflns_number_total             5076
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1518.cff
_cod_data_source_block           pnc143
_cod_original_cell_volume        2936.3(10)
_cod_original_sg_symbol_H-M      'P 1 2(1) 1'
_cod_database_code               8101769
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C52 C 0.3358(5) 0.43747(16) 0.2573(4) 0.0570(13) Uani 1 2 a d . . .
O5 O 0.5336(4) 0.52054(12) 0.8899(3) 0.0707(9) Uani 1 2 a d . . .
H5 H 0.5770 0.4983 0.9343 0.106 Uiso 1 2 a calc R . .
O1 O 0.9552(3) 0.24354(12) 0.7940(3) 0.0625(9) Uani 1 2 a d . . .
H1 H 0.8840 0.2529 0.8040 0.094 Uiso 1 2 a calc R . .
C3 C 0.9394(4) 0.24038(15) 0.6568(4) 0.0446(11) Uani 1 2 a d . . .
O7 O 0.5013(3) 0.50257(11) 0.1314(3) 0.0617(8) Uani 1 2 a d . . .
H7 H 0.4717 0.5274 0.0909 0.092 Uiso 1 2 a calc R . .
C4 C 1.0386(4) 0.20148(15) 0.6406(4) 0.0520(12) Uani 1 2 a d . . .
H4A H 1.0225 0.1985 0.5467 0.062 Uiso 1 2 a calc R . .
C47 C 0.5292(5) 0.56206(15) 0.3041(5) 0.0596(13) Uani 1 2 a d . . .
H47A H 0.5427 0.5650 0.3966 0.072 Uiso 1 2 a calc R . .
H47B H 0.6115 0.5730 0.2879 0.072 Uiso 1 2 a calc R . .
C48 C 0.5055(4) 0.50840(15) 0.2649(4) 0.0477(11) Uani 1 2 a d . . .
C49 C 0.6212(4) 0.47617(15) 0.3491(4) 0.0530(12) Uani 1 2 a d . . .
H49 H 0.6160 0.4794 0.4377 0.064 Uiso 1 2 a calc R . .
O8 O 0.2212(3) 0.42742(12) 0.3030(4) 0.0767(10) Uani 1 2 a d . . .
H8 H 0.2396 0.4347 0.3800 0.115 Uiso 1 2 a calc R . .
C8 C 0.9681(4) 0.28986(15) 0.6041(4) 0.0489(11) Uani 1 2 a d . . .
H8A H 0.9474 0.2850 0.5103 0.059 Uiso 1 2 a calc R . .
C50 C 0.5886(5) 0.42274(15) 0.3137(5) 0.0605(13) Uani 1 2 a d . . .
H50A H 0.5815 0.4177 0.2231 0.073 Uiso 1 2 a calc R . .
H50B H 0.6619 0.4026 0.3660 0.073 Uiso 1 2 a calc R . .
C53 C 0.3681(4) 0.49200(15) 0.2800(4) 0.0497(11) Uani 1 2 a d . . .
H53 H 0.3759 0.4978 0.3714 0.060 Uiso 1 2 a calc R . .
C9 C 0.8681(5) 0.32859(17) 0.6175(5) 0.0665(14) Uani 1 2 a d . . .
H9A H 0.8769 0.3331 0.7087 0.080 Uiso 1 2 a calc R . .
H9B H 0.8891 0.3592 0.5837 0.080 Uiso 1 2 a calc R . .
C1 C 0.6918(5) 0.2649(2) 0.5859(5) 0.0646(13) Uani 1 2 a d . . .
C34 C 0.4777(4) 0.56246(15) 0.6857(4) 0.0510(12) Uani 1 2 a d . . .
H34 H 0.4756 0.5569 0.5956 0.061 Uiso 1 2 a calc R . .
C7 C 1.1175(5) 0.30701(18) 0.6507(4) 0.0593(13) Uani 1 2 a d . . .
C5 C 1.1845(4) 0.21855(18) 0.6969(5) 0.0687(14) Uani 1 2 a d . . .
H5A H 1.2451 0.1937 0.6833 0.082 Uiso 1 2 a calc R . .
H5B H 1.2052 0.2235 0.7897 0.082 Uiso 1 2 a calc R . .
C2 C 0.7917(4) 0.22651(16) 0.5829(4) 0.0543(12) Uani 1 2 a d . . .
H2A H 0.7847 0.2196 0.4931 0.065 Uiso 1 2 a calc R . .
H2B H 0.7688 0.1970 0.6205 0.065 Uiso 1 2 a calc R . .
C10 C 0.7241(5) 0.31412(19) 0.5445(5) 0.0738(15) Uani 1 2 a d . . .
H10A H 0.6619 0.3378 0.5605 0.089 Uiso 1 2 a calc R . .
H10B H 0.7121 0.3138 0.4519 0.089 Uiso 1 2 a calc R . .
C33 C 0.5390(5) 0.51621(16) 0.7589(4) 0.0513(12) Uani 1 2 a d . . .
C46 C 0.4143(5) 0.59431(17) 0.2321(5) 0.0668(14) Uani 1 2 a d . . .
C38 C 0.4545(5) 0.47128(15) 0.6924(4) 0.0573(13) Uani 1 2 a d . . .
H38 H 0.4662 0.4699 0.6060 0.069 Uiso 1 2 a calc R . .
O6 O 0.2358(4) 0.43944(12) 0.5684(4) 0.0924(12) Uani 1 2 a d . . .
H6 H 0.2715 0.4129 0.5904 0.139 Uiso 1 2 a calc R . .
O2 O 1.1301(4) 0.34679(12) 0.5677(3) 0.0867(11) Uani 1 2 a d . . .
H2 H 1.1335 0.3360 0.4981 0.130 Uiso 1 2 a calc R . .
C32 C 0.6861(5) 0.50938(17) 0.7638(4) 0.0652(13) Uani 1 2 a d . . .
H32A H 0.6922 0.5116 0.6762 0.078 Uiso 1 2 a calc R . .
H32B H 0.7400 0.5355 0.8144 0.078 Uiso 1 2 a calc R . .
C54 C 0.2524(4) 0.52497(17) 0.2020(5) 0.0672(14) Uani 1 2 a d . . .
H54A H 0.2421 0.5218 0.1101 0.081 Uiso 1 2 a calc R . .
H54B H 0.1683 0.5147 0.2155 0.081 Uiso 1 2 a calc R . .
C11 C 1.0154(5) 0.15037(18) 0.6876(6) 0.0768(16) Uani 1 2 a d . . .
H11 H 0.9190 0.1480 0.6801 0.092 Uiso 1 2 a calc R . .
C36 C 0.2488(5) 0.52424(17) 0.6081(5) 0.0680(14) Uani 1 2 a d . . .
H36A H 0.1552 0.5279 0.6065 0.082 Uiso 1 2 a calc R . .
H36B H 0.2503 0.5250 0.5189 0.082 Uiso 1 2 a calc R . .
C59 C 0.2937(5) 0.42246(18) 0.1144(4) 0.0718(15) Uani 1 2 a d . . .
H59A H 0.2782 0.3880 0.1076 0.108 Uiso 1 2 a calc R . .
H59B H 0.3646 0.4307 0.0782 0.108 Uiso 1 2 a calc R . .
H59C H 0.2120 0.4392 0.0677 0.108 Uiso 1 2 a calc R . .
C51 C 0.4574(5) 0.40755(16) 0.3360(4) 0.0635(13) Uani 1 2 a d . . .
H51A H 0.4668 0.4108 0.4277 0.076 Uiso 1 2 a calc R . .
H51B H 0.4405 0.3736 0.3130 0.076 Uiso 1 2 a calc R . .
C55 C 0.2794(5) 0.57780(18) 0.2421(5) 0.0757(15) Uani 1 2 a d . . .
H55A H 0.2080 0.5979 0.1867 0.091 Uiso 1 2 a calc R . .
H55B H 0.2783 0.5817 0.3309 0.091 Uiso 1 2 a calc R . .
C37 C 0.2998(5) 0.47556(18) 0.6660(5) 0.0661(14) Uani 1 2 a d . . .
C56 C 0.7663(5) 0.49108(18) 0.3589(5) 0.0683(14) Uani 1 2 a d . . .
H56 H 0.7750 0.5256 0.3824 0.082 Uiso 1 2 a calc R . .
C41 C 0.5602(5) 0.60939(17) 0.7272(5) 0.0657(14) Uani 1 2 a d . . .
H41 H 0.6529 0.6022 0.7275 0.079 Uiso 1 2 a calc R . .
C44 C 0.2543(5) 0.4649(2) 0.7847(5) 0.0887(17) Uani 1 2 a d . . .
H44A H 0.1571 0.4648 0.7597 0.133 Uiso 1 2 a calc R . .
H44B H 0.2891 0.4895 0.8494 0.133 Uiso 1 2 a calc R . .
H44C H 0.2882 0.4337 0.8198 0.133 Uiso 1 2 a calc R . .
C35 C 0.3296(4) 0.56669(17) 0.6804(5) 0.0636(13) Uani 1 2 a d . . .
H35A H 0.3236 0.5676 0.7681 0.076 Uiso 1 2 a calc R . .
H35B H 0.2920 0.5967 0.6372 0.076 Uiso 1 2 a calc R . .
C6 C 1.2077(4) 0.26566(19) 0.6332(5) 0.0664(14) Uani 1 2 a d . . .
H6A H 1.1909 0.2600 0.5410 0.080 Uiso 1 2 a calc R . .
H6B H 1.3019 0.2752 0.6701 0.080 Uiso 1 2 a calc R . .
C31 C 0.7447(6) 0.4617(2) 0.8220(6) 0.0875(17) Uani 1 2 a d . . .
C60 C 0.4280(6) 0.63195(19) 0.1631(5) 0.0889(18) Uani 1 2 a d . . .
H60A H 0.5129 0.6399 0.1567 0.107 Uiso 1 2 a calc R . .
H60B H 0.3529 0.6507 0.1204 0.107 Uiso 1 2 a calc R . .
C39 C 0.5152(7) 0.42411(18) 0.7578(5) 0.0887(18) Uani 1 2 a d . . .
H39A H 0.5104 0.4236 0.8459 0.106 Uiso 1 2 a calc R . .
H39B H 0.4625 0.3970 0.7111 0.106 Uiso 1 2 a calc R . .
C40 C 0.6608(8) 0.4184(2) 0.7610(6) 0.103(2) Uani 1 2 a d . . .
H40A H 0.6986 0.3895 0.8100 0.123 Uiso 1 2 a calc R . .
H40B H 0.6644 0.4143 0.6730 0.123 Uiso 1 2 a calc R . .
C43 C 0.5701(6) 0.6276(2) 0.8625(5) 0.100(2) Uani 1 2 a d . . .
H43A H 0.6171 0.6581 0.8777 0.150 Uiso 1 2 a calc R . .
H43B H 0.6187 0.6044 0.9260 0.150 Uiso 1 2 a calc R . .
H43C H 0.4806 0.6318 0.8692 0.150 Uiso 1 2 a calc R . .
C14 C 1.1625(5) 0.3268(2) 0.7882(5) 0.0839(17) Uani 1 2 a d . . .
H14A H 1.2556 0.3368 0.8107 0.126 Uiso 1 2 a calc R . .
H14B H 1.1535 0.3019 0.8473 0.126 Uiso 1 2 a calc R . .
H14C H 1.1071 0.3541 0.7937 0.126 Uiso 1 2 a calc R . .
C57 C 0.8682(5) 0.4640(2) 0.4681(6) 0.116(2) Uani 1 2 a d . . .
H57A H 0.8735 0.4308 0.4428 0.174 Uiso 1 2 a calc R . .
H57B H 0.8399 0.4650 0.5447 0.174 Uiso 1 2 a calc R . .
H57C H 0.9556 0.4790 0.4861 0.174 Uiso 1 2 a calc R . .
C13 C 1.0434(7) 0.1119(2) 0.5960(7) 0.125(2) Uani 1 2 a d . . .
H13A H 1.1361 0.1143 0.5970 0.187 Uiso 1 2 a calc R . .
H13B H 0.9845 0.1174 0.5092 0.187 Uiso 1 2 a calc R . .
H13C H 1.0270 0.0801 0.6244 0.187 Uiso 1 2 a calc R . .
C58 C 0.8023(5) 0.4863(2) 0.2337(6) 0.0978(19) Uani 1 2 a d . . .
H58A H 0.8987 0.4890 0.2524 0.147 Uiso 1 2 a calc R . .
H58B H 0.7585 0.5117 0.1748 0.147 Uiso 1 2 a calc R . .
H58C H 0.7724 0.4553 0.1948 0.147 Uiso 1 2 a calc R . .
C15 C 0.5870(6) 0.2568(2) 0.6276(6) 0.106(2) Uani 1 2 a d . . .
H15A H 0.5731 0.2260 0.6568 0.127 Uiso 1 2 a calc R . .
H15B H 0.5268 0.2818 0.6278 0.127 Uiso 1 2 a calc R . .
C12 C 1.0944(7) 0.1381(2) 0.8274(7) 0.122(2) Uani 1 2 a d . . .
H12A H 1.0612 0.1081 0.8515 0.183 Uiso 1 2 a calc R . .
H12B H 1.0832 0.1636 0.8836 0.183 Uiso 1 2 a calc R . .
H12C H 1.1888 0.1347 0.8354 0.183 Uiso 1 2 a calc R . .
C45 C 0.8556(7) 0.4588(3) 0.9200(6) 0.139(3) Uani 1 2 a d . . .
H45A H 0.9014 0.4870 0.9564 0.167 Uiso 1 2 a calc R . .
H45B H 0.8890 0.4286 0.9536 0.167 Uiso 1 2 a calc R . .
O3 O 0.1617(3) 0.73626(11) 0.9888(3) 0.0589(8) Uani 1 2 a d . . .
H3 H 0.1047 0.7176 0.9996 0.088 Uiso 1 2 a calc R . .
C18 C 0.1482(4) 0.73901(15) 0.8522(4) 0.0479(11) Uani 1 2 a d . . .
O4 O -0.1322(3) 0.82887(13) 0.6934(3) 0.0734(10) Uani 1 2 a d . . .
H4 H -0.1769 0.8480 0.7217 0.110 Uiso 1 2 a calc R . .
C23 C 0.0087(4) 0.76012(15) 0.7738(4) 0.0491(11) Uani 1 2 a d . . .
H23 H 0.0055 0.7580 0.6825 0.059 Uiso 1 2 a calc R . .
C20 C 0.2408(4) 0.82402(16) 0.8726(5) 0.0625(13) Uani 1 2 a d . . .
H20A H 0.3138 0.8442 0.8628 0.075 Uiso 1 2 a calc R . .
H20B H 0.2427 0.8257 0.9627 0.075 Uiso 1 2 a calc R . .
C24 C -0.1072(4) 0.72818(17) 0.7852(5) 0.0667(14) Uani 1 2 a d . . .
H24A H -0.1930 0.7421 0.7340 0.080 Uiso 1 2 a calc R . .
H24B H -0.1061 0.7271 0.8752 0.080 Uiso 1 2 a calc R . .
C22 C -0.0135(5) 0.81409(16) 0.7976(4) 0.0531(12) Uani 1 2 a d . . .
C19 C 0.2634(4) 0.77185(15) 0.8386(4) 0.0534(12) Uani 1 2 a d . . .
H19 H 0.2539 0.7721 0.7456 0.064 Uiso 1 2 a calc R . .
C21 C 0.1059(5) 0.84367(16) 0.7861(5) 0.0633(13) Uani 1 2 a d . . .
H21A H 0.0957 0.8771 0.8100 0.076 Uiso 1 2 a calc R . .
H21B H 0.1058 0.8434 0.6964 0.076 Uiso 1 2 a calc R . .
C17 C 0.1576(4) 0.68737(15) 0.8016(4) 0.0551(13) Uani 1 2 a d . . .
H17A H 0.1592 0.6893 0.7125 0.066 Uiso 1 2 a calc R . .
H17B H 0.2421 0.6726 0.8533 0.066 Uiso 1 2 a calc R . .
C16 C 0.0430(5) 0.65600(18) 0.8066(5) 0.0641(13) Uani 1 2 a d . . .
C25 C -0.0951(5) 0.67652(18) 0.7377(6) 0.0805(16) Uani 1 2 a d . . .
H25A H -0.1642 0.6561 0.7542 0.097 Uiso 1 2 a calc R . .
H25B H -0.1095 0.6769 0.6448 0.097 Uiso 1 2 a calc R . .
C30 C -0.0401(5) 0.82391(18) 0.9253(4) 0.0719(14) Uani 1 2 a d . . .
H30A H -0.0495 0.8582 0.9355 0.108 Uiso 1 2 a calc R . .
H30B H 0.0343 0.8119 0.9957 0.108 Uiso 1 2 a calc R . .
H30C H -0.1221 0.8078 0.9258 0.108 Uiso 1 2 a calc R . .
C27 C 0.5060(5) 0.7738(2) 0.8386(6) 0.108(2) Uani 1 2 a d . . .
H27A H 0.5073 0.8086 0.8431 0.161 Uiso 1 2 a calc R . .
H27B H 0.4766 0.7638 0.7492 0.161 Uiso 1 2 a calc R . .
H27C H 0.5955 0.7615 0.8804 0.161 Uiso 1 2 a calc R . .
C26 C 0.4091(4) 0.75407(17) 0.9068(5) 0.0696(14) Uani 1 2 a d . . .
H26 H 0.4082 0.7187 0.8971 0.084 Uiso 1 2 a calc R . .
C29 C 0.0600(6) 0.6135(2) 0.8684(6) 0.102(2) Uani 1 2 a d . . .
H29A H 0.1469 0.6023 0.9112 0.122 Uiso 1 2 a calc R . .
H29B H -0.0151 0.5951 0.8688 0.122 Uiso 1 2 a calc R . .
C42 C 0.5071(6) 0.64977(18) 0.6276(6) 0.1010(19) Uani 1 2 a d . . .
H42A H 0.4170 0.6586 0.6259 0.151 Uiso 1 2 a calc R . .
H42B H 0.5056 0.6385 0.5431 0.151 Uiso 1 2 a calc R . .
H42C H 0.5654 0.6776 0.6511 0.151 Uiso 1 2 a calc R . .
C28 C 0.4615(6) 0.7647(2) 1.0514(6) 0.113(2) Uani 1 2 a d . . .
H28A H 0.5458 0.7479 1.0889 0.170 Uiso 1 2 a calc R . .
H28B H 0.3964 0.7538 1.0921 0.170 Uiso 1 2 a calc R . .
H28C H 0.4756 0.7990 1.0647 0.170 Uiso 1 2 a calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O8 C52 C51 109.3(4) . . ?
O8 C52 C59 106.6(4) . . ?
C51 C52 C59 110.3(4) . . ?
O8 C52 C53 107.0(4) . . ?
C51 C52 C53 109.6(4) . . ?
C59 C52 C53 113.9(4) . . ?
O1 C3 C4 107.0(3) . . ?
O1 C3 C8 110.7(3) . . ?
C4 C3 C8 111.3(3) . . ?
O1 C3 C2 109.1(3) . . ?
C4 C3 C2 111.2(3) . . ?
C8 C3 C2 107.6(3) . . ?
C5 C4 C3 111.0(4) . . ?
C5 C4 C11 112.8(4) . . ?
C3 C4 C11 115.0(4) . . ?
C46 C47 C48 113.2(4) . . ?
O7 C48 C47 109.7(3) . . ?
O7 C48 C49 107.8(3) . . ?
C47 C48 C49 111.2(3) . . ?
O7 C48 C53 109.2(3) . . ?
C47 C48 C53 109.0(3) . . ?
C49 C48 C53 110.0(3) . . ?
C50 C49 C56 114.3(4) . . ?
C50 C49 C48 109.5(3) . . ?
C56 C49 C48 117.0(4) . . ?
C9 C8 C3 111.6(3) . . ?
C9 C8 C7 113.4(4) . . ?
C3 C8 C7 116.0(3) . . ?
C51 C50 C49 111.5(4) . . ?
C54 C53 C52 113.3(4) . . ?
C54 C53 C48 111.0(3) . . ?
C52 C53 C48 115.4(4) . . ?
C10 C9 C8 110.9(4) . . ?
C15 C1 C2 122.8(5) . . ?
C15 C1 C10 122.7(5) . . ?
C2 C1 C10 114.5(4) . . ?
C35 C34 C33 109.6(4) . . ?
C35 C34 C41 114.2(4) . . ?
C33 C34 C41 116.3(4) . . ?
O2 C7 C14 106.1(4) . . ?
O2 C7 C6 108.2(4) . . ?
C14 C7 C6 112.1(4) . . ?
O2 C7 C8 107.6(4) . . ?
C14 C7 C8 113.8(4) . . ?
C6 C7 C8 108.9(4) . . ?
C4 C5 C6 111.0(4) . . ?
C1 C2 C3 113.6(4) . . ?
C1 C10 C9 111.0(4) . . ?
O5 C33 C32 108.6(3) . . ?
O5 C33 C34 107.7(4) . . ?
C32 C33 C34 111.9(4) . . ?
O5 C33 C38 109.5(4) . . ?
C32 C33 C38 109.4(3) . . ?
C34 C33 C38 109.7(3) . . ?
C60 C46 C47 123.8(5) . . ?
C60 C46 C55 123.1(5) . . ?
C47 C46 C55 113.1(4) . . ?
C39 C38 C37 114.1(4) . . ?
C39 C38 C33 111.8(4) . . ?
C37 C38 C33 115.4(4) . . ?
C31 C32 C33 113.2(4) . . ?
C55 C54 C53 111.5(4) . . ?
C12 C11 C13 109.7(5) . . ?
C12 C11 C4 116.2(4) . . ?
C13 C11 C4 109.6(4) . . ?
C37 C36 C35 114.0(4) . . ?
C50 C51 C52 113.0(4) . . ?
C46 C55 C54 111.2(4) . . ?
O6 C37 C36 106.5(4) . . ?
O6 C37 C44 106.8(4) . . ?
C36 C37 C44 111.1(4) . . ?
O6 C37 C38 107.3(4) . . ?
C36 C37 C38 110.9(4) . . ?
C44 C37 C38 113.8(4) . . ?
C57 C56 C58 110.4(5) . . ?
C57 C56 C49 110.8(4) . . ?
C58 C56 C49 115.0(4) . . ?
C43 C41 C42 110.0(4) . . ?
C43 C41 C34 115.1(4) . . ?
C42 C41 C34 111.0(4) . . ?
C36 C35 C34 110.7(4) . . ?
C5 C6 C7 113.1(4) . . ?
C45 C31 C32 122.4(6) . . ?
C45 C31 C40 123.7(6) . . ?
C32 C31 C40 113.9(5) . . ?
C40 C39 C38 111.6(4) . . ?
C31 C40 C39 111.5(5) . . ?
O3 C18 C17 108.6(3) . . ?
O3 C18 C19 107.2(3) . . ?
C17 C18 C19 111.8(3) . . ?
O3 C18 C23 111.1(3) . . ?
C17 C18 C23 107.7(3) . . ?
C19 C18 C23 110.4(3) . . ?
C24 C23 C22 112.5(3) . . ?
C24 C23 C18 111.5(3) . . ?
C22 C23 C18 115.7(3) . . ?
C19 C20 C21 111.7(4) . . ?
C23 C24 C25 111.1(4) . . ?
O4 C22 C30 108.0(4) . . ?
O4 C22 C21 107.7(4) . . ?
C30 C22 C21 111.2(4) . . ?
O4 C22 C23 106.1(3) . . ?
C30 C22 C23 113.8(4) . . ?
C21 C22 C23 109.7(3) . . ?
C20 C19 C18 110.5(4) . . ?
C20 C19 C26 112.7(4) . . ?
C18 C19 C26 116.3(4) . . ?
C22 C21 C20 112.1(4) . . ?
C16 C17 C18 112.7(4) . . ?
C29 C16 C17 123.1(5) . . ?
C29 C16 C25 122.4(5) . . ?
C17 C16 C25 114.5(4) . . ?
C16 C25 C24 110.3(4) . . ?
C28 C26 C27 110.6(5) . . ?
C28 C26 C19 114.7(4) . . ?
C27 C26 C19 110.6(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C52 O8 1.447(5) . ?
C52 C51 1.526(6) . ?
C52 C59 1.528(6) . ?
C52 C53 1.541(6) . ?
O5 C33 1.440(4) . ?
O1 C3 1.444(4) . ?
C3 C4 1.532(5) . ?
C3 C8 1.540(5) . ?
C3 C2 1.541(5) . ?
O7 C48 1.440(4) . ?
C4 C5 1.520(6) . ?
C4 C11 1.540(6) . ?
C47 C46 1.497(6) . ?
C47 C48 1.536(6) . ?
C48 C49 1.543(5) . ?
C48 C53 1.551(5) . ?
C49 C50 1.531(6) . ?
C49 C56 1.531(6) . ?
C8 C9 1.525(6) . ?
C8 C7 1.547(6) . ?
C50 C51 1.512(6) . ?
C53 C54 1.533(6) . ?
C9 C10 1.511(6) . ?
C1 C15 1.318(7) . ?
C1 C2 1.487(6) . ?
C1 C10 1.497(7) . ?
C34 C35 1.523(6) . ?
C34 C33 1.530(6) . ?
C34 C41 1.538(6) . ?
C7 O2 1.447(5) . ?
C7 C14 1.516(6) . ?
C7 C6 1.522(6) . ?
C5 C6 1.522(6) . ?
C33 C32 1.522(6) . ?
C33 C38 1.557(6) . ?
C46 C60 1.310(6) . ?
C46 C55 1.506(7) . ?
C38 C39 1.519(6) . ?
C38 C37 1.545(6) . ?
O6 C37 1.453(5) . ?
C32 C31 1.500(7) . ?
C54 C55 1.519(6) . ?
C11 C12 1.518(7) . ?
C11 C13 1.538(8) . ?
C36 C37 1.505(7) . ?
C36 C35 1.508(6) . ?
C37 C44 1.527(6) . ?
C56 C57 1.516(7) . ?
C56 C58 1.516(7) . ?
C41 C43 1.520(7) . ?
C41 C42 1.528(6) . ?
C31 C45 1.304(7) . ?
C31 C40 1.502(8) . ?
C39 C40 1.508(8) . ?
O3 C18 1.442(4) . ?
C18 C17 1.537(6) . ?
C18 C19 1.541(5) . ?
C18 C23 1.547(6) . ?
O4 C22 1.447(5) . ?
C23 C24 1.525(6) . ?
C23 C22 1.537(6) . ?
C20 C19 1.518(6) . ?
C20 C21 1.522(6) . ?
C24 C25 1.530(6) . ?
C22 C30 1.515(6) . ?
C22 C21 1.519(6) . ?
C19 C26 1.542(6) . ?
C17 C16 1.484(6) . ?
C16 C29 1.331(7) . ?
C16 C25 1.505(7) . ?
C27 C26 1.519(7) . ?
C26 C28 1.517(7) . ?
