#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:56:56 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179605 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/69/4506994.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_4506994
loop_
_publ_author_name
'Thomas, Sajesh P.'
'Pavan, Mysore S.'
'Guru Row, Tayur N.'
_publ_contact_author
;
 Prof. T. N. Guru Row
 Solid State and Structural Chemistry Unit
 Indian Institute of Science
 Bangalore, 560 012
 India
;
_publ_section_title
;
 Charge Density Analysis of Ferulic Acid: Robustness of a Trifurcated
 C--H···O Hydrogen Bond
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              6083
_journal_paper_doi               10.1021/cg301211h
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C10 H10 O4'
_chemical_formula_sum            'C10 H10 O4'
_chemical_formula_weight         194.18
_chemical_name_common            'ferulic acid'
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             '30-Oct-10 T11:54:59-00:00'
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                90
_cell_angle_beta                 91.8520(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.58870(10)
_cell_length_b                   16.7619(2)
_cell_length_c                   11.7853(2)
_cell_measurement_reflns_used    32998
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.1025
_cell_measurement_theta_min      2.9777
_cell_volume                     906.00(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Volkov et al, (2006)'
_computing_publication_material  'Volkov et al, (2006)'
_computing_structure_refinement  'Volkov et al, (2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0839
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Mova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0576
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            118733
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        50.13
_diffrn_reflns_theta_max         50.13
_diffrn_reflns_theta_min         2.43
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.815
_exptl_absorpt_correction_T_min  1.005
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.418
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.154
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.092
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         7314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.045
_refine_ls_R_factor_gt           0.025
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;    calc w2 = q/[s²(Fo²) + (0.06 P)² + 0.00 P + 0.00 + 0.00 sin(th)]
     where P = (0.3333 Fo² + 0.6667 Fc²)
           q = 1.0
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.076
_reflns_number_gt                7314
_reflns_number_total             9544
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            cg301211h_si_002.cif
_cod_data_source_block           sig1
_cod_database_code               4506994
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
loop_
_atom_local_axes_atom_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
O(1) H(1) Z O(1) C(1) Y
O(2) C(1) Z O(2) H(1) Y
O(3) C(6) Z O(3) C(10) Y
O(4) H(4O) Z O(4) C(7) Y
C(1) O(2) Z C(1) O(1) Y
C(2) H(2) Z C(2) C(3) Y
C(3) H(3) Z C(3) C(2) Y
C(4) C(9) Z C(4) C(5) Y
C(5) H(5) Z C(5) C(6) Y
C(6) O(3) Z C(6) C(5) Y
C(7) O(4) Z C(7) C(8) Y
C(8) H(8) Z C(8) C(7) Y
C(9) H(9) Z C(9) C(8) Y
C(10) H(10C) Z C(10) H(10A) Y
H(1) O(1) Z H(1) C(1) Y
H(2) C(2) Z H(2) C(3) Y
H(3) C(3) Z H(3) C(2) Y
H(4O) O(4) Z H(4O) C(7) Y
H(5) C(5) Z H(5) C(6) Y
H(8) C(8) Z H(8) C(7) Y
H(9) C(9) Z H(9) C(8) Y
H(10B) C(10) Z H(10B) H(10C) Y
H(10A) C(10) Z H(10A) H(10C) Y
H(10C) C(10) Z H(10C) H(10A) Y
loop_
_atom_rho_multipole_atom_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa
_atom_rho_multipole_kappa_prime0
_atom_rho_multipole_kappa_prime1
_atom_rho_multipole_kappa_prime2
_atom_rho_multipole_kappa_prime3
_atom_rho_multipole_kappa_prime4
_atom_rho_multipole_radial_slater_n0
_atom_rho_multipole_radial_slater_zeta0
_atom_rho_multipole_radial_slater_n1
_atom_rho_multipole_radial_slater_zeta1
_atom_rho_multipole_radial_slater_n2
_atom_rho_multipole_radial_slater_zeta2
_atom_rho_multipole_radial_slater_n3
_atom_rho_multipole_radial_slater_zeta3
_atom_rho_multipole_radial_slater_n4
_atom_rho_multipole_radial_slater_zeta4
O(1) 6.25(2) 0 0.002(12) -0.031(11) 0.008(13) 0.014(11) 0.023(10) -0.030(10)
0.031(10) 0.028(10) 0.111(14) -0.009(12) -0.086(12) 0.017(13) 0.009(13)
-0.008(12) -0.039(12) 0 0 0 0 0 0 0 0 0 0.979792 0.748964 0.748964 0.748964
0.748964 0.748964 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466
O(2) 6.26(2) 0 -0.006(6) -0.052(6) -0.088(6) -0.034(6) -0.016(6) 0.016(5)
-0.081(6) 0.001(6) 0.069(8) 0.003(8) 0.014(7) 0.045(8) -0.016(8) 0.018(7)
-0.007(8) 0 0 0 0 0 0 0 0 0 0.983482 1.066616 1.066616 1.066616 1.066616
1.066616 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466
O(3) 6.38(2) 0 0.003(7) -0.047(6) -0.050(7) -0.101(7) -0.019(7) 0.020(6)
0.032(7) 0.007(7) 0.067(9) -0.013(9) 0.022(8) 0.066(8) 0.001(8) -0.006(8)
-0.034(8) 0 0 0 0 0 0 0 0 0 0.977943 1.001042 1.001042 1.001042 1.001042
1.001042 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466
O(4) 6.21(2) 0 0.006(7) -0.062(6) -0.027(8) -0.047(7) -0.027(7) 0.052(6)
0.060(7) -0.006(7) 0.086(9) 0.002(9) -0.043(8) 0.049(8) -0.017(8) -0.005(8)
-0.014(8) 0 0 0 0 0 0 0 0 0 0.981962 0.990079 0.990079 0.990079 0.990079
0.990079 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466
C(1) 3.96(4) 0 -0.018(13) -0.058(13) 0.014(13) 0.137(12) -0.012(10) 0.014(10)
-0.234(11) 0.006(10) 0.278(15) 0.047(14) 0.017(15) 0.213(14) 0.020(14)
-0.002(13) -0.014(14) 0 0 0 0 0 0 0 0 0 0.997356 0.968677 0.968677 0.968677
0.968677 0.968677 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(2) 3.79(5) 0 0.018(12) 0.049(13) -0.071(15) 0.006(12) 0.031(11) -0.060(11)
-0.111(11) 0.004(11) 0.203(16) -0.004(13) 0.041(14) 0.108(14) -0.015(14)
0.006(13) 0.039(13) 0 0 0 0 0 0 0 0 0 1.013071 0.985595 0.985595 0.985595
0.985595 0.985595 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(3) 4.00(5) 0 0.001(12) 0.051(12) -0.043(15) 0.009(12) -0.019(10) -0.039(10)
-0.169(11) 0.002(10) 0.213(15) 0.018(13) 0.021(14) 0.137(13) 0.007(14)
0.002(13) 0.012(13) 0 0 0 0 0 0 0 0 0 1.002494 1.004782 1.004782 1.004782
1.004782 1.004782 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(4) 4.13(4) 0 -0.010(12) 0.013(13) 0.031(13) 0.093(11) 0.023(11) 0.017(11)
-0.139(11) -0.018(11) 0.201(15) -0.020(14) 0.001(14) 0.174(14) 0.032(14)
-0.012(13) -0.030(13) 0 0 0 0 0 0 0 0 0 0.997272 0.983548 0.983548 0.983548
0.983548 0.983548 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(5) 3.89(5) 0 -0.004(13) 0.017(14) 0.006(16) 0.081(12) 0.038(11) -0.054(11)
-0.113(11) 0.029(11) 0.245(16) 0.041(14) -0.029(15) 0.158(14) 0.002(14)
-0.011(13) -0.002(14) 0 0 0 0 0 0 0 0 0 1.00568 0.961859 0.961859 0.961859
0.961859 0.961859 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(6) 4.04(4) 0 0.000(13) 0.049(14) -0.084(14) -0.029(12) -0.033(11) -0.032(11)
-0.176(11) -0.031(11) 0.260(16) 0.006(14) 0.077(15) 0.121(14) -0.001(14)
0.000(14) 0.002(14) 0 0 0 0 0 0 0 0 0 0.989365 0.953405 0.953405 0.953405
0.953405 0.953405 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(7) 4.23(4) 0 -0.007(14) -0.029(15) -0.114(13) 0.025(12) 0.001(11) 0.013(11)
-0.166(12) -0.035(11) 0.310(16) -0.020(14) -0.013(15) 0.183(15) -0.002(15)
-0.021(14) -0.004(14) 0 0 0 0 0 0 0 0 0 0.984182 0.950853 0.950853 0.950853
0.950853 0.950853 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(8) 4.06(5) 0 -0.001(13) -0.022(14) -0.047(16) 0.027(12) 0.023(11) 0.062(11)
-0.100(12) -0.007(11) 0.198(16) 0.011(14) -0.004(14) 0.125(14) -0.003(14)
-0.010(14) -0.032(14) 0 0 0 0 0 0 0 0 0 0.996234 0.990977 0.990977 0.990977
0.990977 0.990977 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(9) 3.95(5) 0 0.007(13) -0.006(13) -0.073(15) -0.006(12) 0.009(11) -0.017(10)
-0.155(11) -0.004(11) 0.217(16) -0.015(13) -0.012(14) 0.118(14) -0.015(14)
-0.010(14) 0.004(14) 0 0 0 0 0 0 0 0 0 1.014641 0.995502 0.995502 0.995502
0.995502 0.995502 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(10) 3.67(7) 0 0.050(15) 0.051(14) 0.000(14) 0.005(12) -0.070(12) -0.021(12)
-0.052(13) -0.013(13) 0.250(18) 0.074(15) -0.006(15) -0.008(15) -0.071(16)
0.002(16) -0.103(16) 0 0 0 0 0 0 0 0 0 1.015556 0.954593 0.954593 0.954593
0.954593 0.954593 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
H(1) 0.56(2) 0 0 0 0.116(18) 0.17(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(2) 0.92(2) 0 0 0 0.263(19) 0.10(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(3) 0.91(2) 0 0 0 0.21(2) 0.04(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(4O) 0.77(2) 0 0 0 0.215(18) 0.14(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(5) 0.87(2) 0 0 0 0.20(2) 0.05(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(8) 0.99(3) 0 0 0 0.20(2) -0.03(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(9) 1.01(3) 0 0 0 0.21(2) 0.05(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(10B) 1.025(17) 0 0 0 0.205(15) 0.083(19) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(10A) 1.0248 0 0 0 0.2048 0.0827 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
H(10C) 1.0248 0 0 0 0.2048 0.0827 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2
1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O(1) 1.343389 0.099757 0.482087 0.014 1 4
O(2) 1.267086 -0.002651 0.599434 0.015 1 4
O(3) 0.237769 0.319293 0.810215 0.016 1 4
O(4) 0.03822 0.238424 0.985392 0.015 1 4
C(1) 1.21243 0.06645 0.56768 0.011 1 4
C(2) 0.998592 0.116942 0.62327 0.012 1 4
C(3) 0.861009 0.088969 0.714543 0.012 1 4
C(4) 0.649259 0.130229 0.782713 0.011 1 4
C(5) 0.554986 0.208592 0.758589 0.011 1 4
C(6) 0.350527 0.244782 0.82576 0.011 1 4
C(7) 0.23724 0.203715 0.919122 0.012 1 4
C(8) 0.330038 0.126509 0.943158 0.015 1 4
C(9) 0.534707 0.090039 0.875252 0.014 1 4
C(10) 0.342098 0.364431 0.717517 0.021 1 4
H(1) 1.488046 0.057233 0.45874 0.026 1 4
H(2) 0.970367 0.176043 0.587714 0.026 1 4
H(3) 0.919281 0.029899 0.74447 0.028 1 4
H(4O) -0.006619 0.291935 0.953355 0.026 1 4
H(5) 0.642326 0.2424 0.689208 0.027 1 4
H(8) 0.237755 0.095397 1.014027 0.032 1 4
H(9) 0.608167 0.03026 0.89592 0.032 1 4
H(10B) 0.573387 0.374665 0.729023 0.041 1 4
H(10A) 0.287704 0.334216 0.639147 0.04 1 4
H(10C) 0.228775 0.42055 0.719624 0.045 1 4
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'
B B 0.0013 0.0007 '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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(1) O(1) H(1) 103.19109777019 1_555 1_555 1_555 yes
C(6) O(3) C(10) 117.03991708308 1_555 1_555 1_555 yes
C(7) O(4) H(4O) 107.74471943572 1_555 1_555 1_555 yes
O(1) C(1) O(2) 122.33686720317 1_555 1_555 1_555 yes
O(1) C(1) C(2) 115.25612025533 1_555 1_555 1_555 yes
O(2) C(1) C(2) 122.40612399187 1_555 1_555 1_555 yes
C(1) C(2) C(3) 119.53196268318 1_555 1_555 1_555 yes
C(1) C(2) H(2) 115.40308208107 1_555 1_555 1_555 yes
C(3) C(2) H(2) 125.0282040409 1_555 1_555 1_555 yes
C(2) C(3) C(4) 127.81036974572 1_555 1_555 1_555 yes
C(2) C(3) H(3) 117.45540905601 1_555 1_555 1_555 yes
C(4) C(3) H(3) 114.66773195911 1_555 1_555 1_555 yes
C(3) C(4) C(5) 122.52545989709 1_555 1_555 1_555 yes
C(3) C(4) C(9) 118.4201918013 1_555 1_555 1_555 yes
C(5) C(4) C(9) 119.05349349171 1_555 1_555 1_555 yes
C(4) C(5) C(6) 120.10505831465 1_555 1_555 1_555 yes
C(4) C(5) H(5) 121.44920869582 1_555 1_555 1_555 yes
C(6) C(5) H(5) 118.43150384995 1_555 1_555 1_555 yes
O(3) C(6) C(5) 125.83515420269 1_555 1_555 1_555 yes
O(3) C(6) C(7) 113.84357830258 1_555 1_555 1_555 yes
C(5) C(6) C(7) 120.3163134739 1_555 1_555 1_555 yes
O(4) C(7) C(6) 120.87068592931 1_555 1_555 1_555 yes
O(4) C(7) C(8) 119.43763660967 1_555 1_555 1_555 yes
C(6) C(7) C(8) 119.69109061066 1_555 1_555 1_555 yes
C(7) C(8) C(9) 119.94611078073 1_555 1_555 1_555 yes
C(7) C(8) H(8) 118.7718482461 1_555 1_555 1_555 yes
C(9) C(8) H(8) 121.27261906031 1_555 1_555 1_555 yes
C(4) C(9) C(8) 120.88631666511 1_555 1_555 1_555 yes
C(4) C(9) H(9) 119.94253694476 1_555 1_555 1_555 yes
C(8) C(9) H(9) 119.1596928636 1_555 1_555 1_555 yes
O(3) C(10) H(10B) 109.97211067052 1_555 1_555 1_555 yes
O(3) C(10) H(10A) 109.51548503213 1_555 1_555 1_555 yes
O(3) C(10) H(10C) 105.79096730652 1_555 1_555 1_555 yes
H(10B) C(10) H(10A) 112.49908877086 1_555 1_555 1_555 yes
H(10B) C(10) H(10C) 109.40853618553 1_555 1_555 1_555 yes
H(10A) C(10) H(10C) 109.43242308408 1_555 1_555 1_555 yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(1) 1.3151204740821 1_555 1_555 yes
O(1) H(1) 1.0179330577473 1_555 1_555 yes
O(2) C(1) 1.2403463079507 1_555 1_555 yes
O(3) C(6) 1.3619908387657 1_555 1_555 yes
O(3) C(10) 1.4244062622737 1_555 1_555 yes
O(4) C(7) 1.3522475072255 1_555 1_555 yes
O(4) H(4O) 0.99216003516048 1_555 1_555 yes
C(1) C(2) 1.4662505450616 1_555 1_555 yes
C(2) C(3) 1.3488533810744 1_555 1_555 yes
C(2) H(2) 1.0817752543057 1_555 1_555 yes
C(3) C(4) 1.4554513443006 1_555 1_555 yes
C(3) H(3) 1.0817340445961 1_555 1_555 yes
C(4) C(5) 1.4090185571273 1_555 1_555 yes
C(4) C(9) 1.398779542087 1_555 1_555 yes
C(5) C(6) 1.3866816360443 1_555 1_555 yes
C(5) H(5) 1.0823732074922 1_555 1_555 yes
C(6) C(7) 1.4112775696404 1_555 1_555 yes
C(7) C(8) 1.3887103247143 1_555 1_555 yes
C(8) C(9) 1.394552196528 1_555 1_555 yes
C(8) H(8) 1.0824586154621 1_555 1_555 yes
C(9) H(9) 1.0824390626212 1_555 1_555 yes
C(10) H(10B) 1.0793066895743 1_555 1_555 yes
C(10) H(10A) 1.0756219778896 1_555 1_555 yes
C(10) H(10C) 1.0755001421263 1_555 1_555 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
H(1) O(1) C(1) O(2) -2.7769127189153 1_555 1_555 1_555 1_555 yes
H(1) O(1) C(1) C(2) 176.88689359057 1_555 1_555 1_555 1_555 yes
C(10) O(3) C(6) C(5) -0.86234985330864 1_555 1_555 1_555 1_555 yes
C(10) O(3) C(6) C(7) 179.95094488248 1_555 1_555 1_555 1_555 yes
C(6) O(3) C(10) H(10B) -61.909050544619 1_555 1_555 1_555 1_555 yes
C(6) O(3) C(10) H(10A) 62.20040811134 1_555 1_555 1_555 1_555 yes
C(6) O(3) C(10) H(10C) -179.95680557696 1_555 1_555 1_555 1_555 yes
H(4O) O(4) C(7) C(6) 2.0997967825265 1_555 1_555 1_555 1_555 yes
H(4O) O(4) C(7) C(8) -177.61965048744 1_555 1_555 1_555 1_555 yes
O(1) C(1) C(2) C(3) -177.56658680914 1_555 1_555 1_555 1_555 yes
O(1) C(1) C(2) H(2) 0.33872005943667 1_555 1_555 1_555 1_555 yes
O(2) C(1) C(2) C(3) 2.0969617857509 1_555 1_555 1_555 1_555 yes
O(2) C(1) C(2) H(2) -179.99773554799 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) C(4) 178.27006136226 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) H(3) 1.412773195234 1_555 1_555 1_555 1_555 yes
H(2) C(2) C(3) C(4) 0.58087316742763 1_555 1_555 1_555 1_555 yes
H(2) C(2) C(3) H(3) -176.2764149996 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(4) C(5) 0.98820639743679 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(4) C(9) -179.352444233 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(4) C(5) 177.91948211694 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(4) C(9) -2.421168513492 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) C(6) 179.37518096255 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) H(5) -2.0188769904425 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(9) C(8) -179.67264102923 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(9) H(9) 1.5690505553644 1_555 1_555 1_555 1_555 yes
C(9) C(4) C(5) C(6) -0.28210172269551 1_555 1_555 1_555 1_555 yes
C(5) C(4) C(9) C(8) 0 1_555 1_555 1_555 1_555 yes
C(9) C(4) C(5) H(5) 178.32384452652 1_555 1_555 1_555 1_555 yes
C(5) C(4) C(9) H(9) -178.75951425846 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) O(3) -178.6468675713 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) C(7) 0.49141246400708 1_555 1_555 1_555 1_555 yes
H(5) C(5) C(6) O(3) 2.705515728486 1_555 1_555 1_555 1_555 yes
H(5) C(5) C(6) C(7) -178.15620843842 1_555 1_555 1_555 1_555 yes
O(3) C(6) C(7) O(4) -0.89935239280932 1_555 1_555 1_555 1_555 yes
O(3) C(6) C(7) C(8) 178.81938998404 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) O(4) 179.86443328958 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) C(8) -0.41682853578681 1_555 1_555 1_555 1_555 yes
O(4) C(7) C(8) C(9) 179.85535537425 1_555 1_555 1_555 1_555 yes
O(4) C(7) C(8) H(8) 0.95785017582524 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) C(9) 0.1325554658081 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) H(8) -178.76494973261 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(9) C(4) 0 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(9) H(9) 178.8417552652 1_555 1_555 1_555 1_555 yes
H(8) C(8) C(9) C(4) 178.94319425546 1_555 1_555 1_555 1_555 yes
H(8) C(8) C(9) H(9) -2.2889142234694 1_555 1_555 1_555 1_555 yes
