Electronic Supplementary Material for CrystEngComm
This Journal is © The Royal SOciety of Chemistry 2004

data_global

_publ_contact_author_email       R.BISHOP@UNSW.EDU.AU

_publ_contact_author_name        'Dr Roger Bishop'
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_publ_contact_author_address     
;
School of Chemical Sciences
University of New South Wales
Sydney
New South Wales
2052
AUSTRALIA
;

_publ_section_title              
;
Co-crystalline hydrogen bonded solids based on the
alcohol-carboxylic acid-alcohol supramolecular motif
;

loop_
_publ_author_name
'Roger Bishop'
'Solhe F. Alshahateet'
'Donald C. Craig'
'Kenneth D. M. Harris'
'Kazunori Nakano'
;
M.L.Scudder
;

data_DRB274_(4)(propanoic_acid)
_database_code_depnum_ccdc_archive 'CCDC 223454'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_references         
;
Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C.,
Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435.

Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray
Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974.

Johnson, C.K.,'ORTEP-II', Oak Ridge National Laboratory, Tennessee,
U.S.A., 1976.

Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement
Program, University of New South Wales, 1989.
;

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H22 O2, C3 H6 O2'
_chemical_formula_sum            'C16 H28 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         284.4

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   7.198(5)
_cell_length_b                   12.957(5)
_cell_length_c                   18.653(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.69(3)
_cell_angle_gamma                90
_cell_volume                     1616(1)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      9
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          0.1
_exptl_crystal_density_diffrn    1.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624.0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            2448
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_theta_max         23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        32

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             2242
_reflns_number_gt                925
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.058
_refine_ls_wR_factor_ref         0.059
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         925
_refine_ls_number_parameters     106
_refine_ls_goodness_of_fit_ref   1.49
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.69
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_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_type_symbol
_atom_site_occupancy
O1 0.1683(6) 0.7010(3) 0.2165(2) 0.0590(8) Uani O 1.0
O2 0.1516(5) 0.3300(3) 0.3362(2) 0.053(1) Uani O 1.0
C1 0.2563(9) 0.6002(4) 0.4154(3) 0.058(1) Uani C 1.0
C2 0.1512(8) 0.6555(4) 0.3375(3) 0.049(1) Uani C 1.0
C3 0.2889(8) 0.6584(4) 0.2915(3) 0.0508(9) Uani C 1.0
C4 0.3654(8) 0.5507(4) 0.2799(3) 0.055(1) Uani C 1.0
C5 0.4389(8) 0.4893(4) 0.3563(3) 0.057(1) Uani C 1.0
C6 0.2955(8) 0.4874(4) 0.3984(3) 0.052(1) Uani C 1.0
C7 0.0989(8) 0.4312(4) 0.3569(3) 0.0476(9) Uani C 1.0
C8 -0.0387(8) 0.4870(4) 0.2834(3) 0.0476(8) Uani C 1.0
C9 -0.0513(8) 0.6030(4) 0.2976(3) 0.0499(8) Uani C 1.0
C10 0.4644(9) 0.7318(4) 0.3282(4) 0.067(2) Uani C 1.0
C11 -0.0134(9) 0.4136(4) 0.4115(3) 0.064(2) Uani C 1.0
C12 0.2222(9) 0.4856(4) 0.2138(3) 0.061(1) Uani C 1.0
C13 0.0074(8) 0.4677(4) 0.2107(3) 0.0567(9) Uani C 1.0
O1P 0.5950(7) 0.7096(3) 0.0586(2) 0.075(1) Uani O 1.0
O2P 0.4064(7) 0.7139(4) 0.1283(3) 0.091(2) Uani O 1.0
C1P 0.4352(11) 0.6853(5) 0.0720(4) 0.063(2) Uani C 1.0
C2P 0.2930(12) 0.6196(6) 0.0102(4) 0.093(3) Uani C 1.0
C3P 0.0779(13) 0.6400(6) -0.0036(4) 0.112(3) Uani C 1.0
H1O1 0.2538 0.7057 0.1848 0.072 Uani H 1.0
H1O2 0.0339 0.2826 0.3168 0.059 Uani H 1.0
H1C1 0.3859 0.6353 0.4449 0.071 Uani H 1.0
H2C1 0.1686 0.6017 0.4464 0.069 Uani H 1.0
HC2 0.1254 0.7284 0.3488 0.057 Uani H 1.0
HC4 0.4862 0.5630 0.2668 0.070 Uani H 1.0
H1C5 0.5671 0.5208 0.3913 0.071 Uani H 1.0
H2C5 0.4635 0.4164 0.3445 0.063 Uani H 1.0
HC6 0.3642 0.4520 0.4490 0.066 Uani H 1.0
HC8 -0.1760 0.4589 0.2722 0.058 Uani H 1.0
H1C9 -0.1323 0.6126 0.3306 0.060 Uani H 1.0
H2C9 -0.1202 0.6374 0.2466 0.056 Uani H 1.0
H1C10 0.5509 0.7048 0.3800 0.075 Uani H 1.0
H2C10 0.5445 0.7369 0.2945 0.079 Uani H 1.0
H3C10 0.4127 0.8016 0.3341 0.071 Uani H 1.0
H1C11 -0.0523 0.4816 0.4270 0.072 Uani H 1.0
H2C11 -0.1362 0.3717 0.3846 0.070 Uani H 1.0
H3C11 0.0751 0.3758 0.4585 0.075 Uani H 1.0
H1C12 0.2852 0.4162 0.2166 0.070 Uani H 1.0
H2C12 0.2111 0.5203 0.1644 0.076 Uani H 1.0
H1C13 -0.0268 0.3940 0.1956 0.066 Uani H 1.0
H2C13 -0.0825 0.5139 0.1695 0.067 Uani H 1.0
H1O1P 0.6910 0.7553 0.0984 0.075 Uani H 1.0
H1C2P 0.3223 0.5456 0.0254 0.093 Uani H 1.0
H2C2P 0.3149 0.6327 -0.0389 0.093 Uani H 1.0
H1C3P -0.0085 0.5936 -0.0455 0.112 Uani H 1.0
H2C3P 0.0529 0.6266 0.0448 0.112 Uani H 1.0
H3C3P 0.0454 0.7136 -0.0195 0.112 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
O1 0.063(2) 0.053(1) 0.063(1) 0.004(1) 0.025(1) 0.008(1) O
O2 0.049(2) 0.0434(9) 0.066(2) 0.0039(9) 0.019(1) -0.0001(9) O
C1 0.068(2) 0.054(1) 0.046(2) -0.002(1) 0.013(1) -0.009(1) C
C2 0.048(1) 0.0435(9) 0.052(2) 0.0022(9) 0.017(1) -0.0064(9) C
C3 0.045(1) 0.0455(9) 0.061(1) 0.0021(9) 0.0195(8) -0.0001(8) C
C4 0.051(1) 0.049(1) 0.071(2) 0.0050(9) 0.030(1) 0.000(1) C
C5 0.041(2) 0.049(1) 0.075(2) 0.005(1) 0.014(1) 0.003(1) C
C6 0.050(1) 0.051(1) 0.048(2) 0.0018(9) 0.008(1) 0.0000(9) C
C7 0.046(1) 0.0455(9) 0.051(1) 0.0032(8) 0.0172(8) -0.0004(8) C
C8 0.041(1) 0.0450(9) 0.053(1) 0.0019(9) 0.0122(9) -0.0028(9) C
C9 0.043(1) 0.045(1) 0.061(2) 0.005(1) 0.0187(9) -0.0011(9) C
C10 0.049(2) 0.050(2) 0.097(3) -0.004(2) 0.020(2) 0.002(2) C
C11 0.075(2) 0.058(2) 0.072(2) 0.004(1) 0.041(2) 0.007(1) C
C12 0.078(2) 0.055(1) 0.060(2) 0.003(1) 0.037(2) -0.007(1) C
C13 0.064(2) 0.053(1) 0.046(1) -0.002(1) 0.012(1) -0.008(1) C
O1P 0.071(3) 0.091(3) 0.071(3) -0.023(3) 0.036(3) -0.013(3) O
O2P 0.093(4) 0.118(4) 0.083(3) -0.040(3) 0.057(3) -0.034(3) O
C1P 0.073(6) 0.062(5) 0.056(5) -0.011(4) 0.025(4) -0.005(4) C
C2P 0.078(5) 0.113(7) 0.089(6) -0.028(5) 0.034(5) -0.023(5) C
C3P 0.124(7) 0.109(7) 0.098(6) -0.040(6) 0.034(6) -0.013(5) C

# MOLECULAR GEOMETRY

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
O1 C3 1.455(6) 1_555 1_555 no
O2 C7 1.456(6) 1_555 1_555 no
C1 C2 1.545(7) 1_555 1_555 no
C1 C6 1.544(7) 1_555 1_555 no
C2 C3 1.533(7) 1_555 1_555 no
C2 C9 1.530(7) 1_555 1_555 no
C3 C4 1.544(7) 1_555 1_555 no
C3 C10 1.526(7) 1_555 1_555 no
C4 C5 1.544(7) 1_555 1_555 no
C4 C12 1.535(7) 1_555 1_555 no
C5 C6 1.509(7) 1_555 1_555 no
C6 C7 1.524(7) 1_555 1_555 no
C7 C8 1.542(7) 1_555 1_555 no
C7 C11 1.534(7) 1_555 1_555 no
C8 C9 1.535(7) 1_555 1_555 no
C8 C13 1.531(6) 1_555 1_555 no
C12 C13 1.544(7) 1_555 1_555 no
O1P C1P 1.303(7) 1_555 1_555 no
O2P C1P 1.201(7) 1_555 1_555 no
C1P C2P 1.493(8) 1_555 1_555 no
C2P C3P 1.496(9) 1_555 1_555 no
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
C2 C1 C6 108.0(5) 1_555 1_555 1_555 no
C1 C2 C3 110.2(5) 1_555 1_555 1_555 no
C1 C2 C9 107.4(4) 1_555 1_555 1_555 no
C3 C2 C9 115.8(4) 1_555 1_555 1_555 no
O1 C3 C2 105.6(4) 1_555 1_555 1_555 no
O1 C3 C4 109.1(4) 1_555 1_555 1_555 no
O1 C3 C10 107.2(4) 1_555 1_555 1_555 no
C2 C3 C4 113.2(5) 1_555 1_555 1_555 no
C2 C3 C10 111.3(5) 1_555 1_555 1_555 no
C4 C3 C10 110.3(5) 1_555 1_555 1_555 no
C3 C4 C5 110.8(5) 1_555 1_555 1_555 no
C3 C4 C12 116.1(5) 1_555 1_555 1_555 no
C5 C4 C12 111.0(4) 1_555 1_555 1_555 no
C4 C5 C6 114.9(4) 1_555 1_555 1_555 no
C1 C6 C5 107.7(5) 1_555 1_555 1_555 no
C1 C6 C7 110.5(5) 1_555 1_555 1_555 no
C5 C6 C7 115.4(4) 1_555 1_555 1_555 no
O2 C7 C6 106.3(4) 1_555 1_555 1_555 no
O2 C7 C8 109.4(4) 1_555 1_555 1_555 no
O2 C7 C11 107.1(4) 1_555 1_555 1_555 no
C6 C7 C8 113.5(4) 1_555 1_555 1_555 no
C6 C7 C11 110.6(4) 1_555 1_555 1_555 no
C8 C7 C11 109.7(5) 1_555 1_555 1_555 no
C7 C8 C9 111.4(4) 1_555 1_555 1_555 no
C7 C8 C13 115.6(5) 1_555 1_555 1_555 no
C9 C8 C13 111.0(4) 1_555 1_555 1_555 no
C2 C9 C8 114.4(4) 1_555 1_555 1_555 no
C4 C12 C13 118.6(5) 1_555 1_555 1_555 no
C8 C13 C12 119.0(4) 1_555 1_555 1_555 no
O1P C1P O2P 122.9(6) 1_555 1_555 1_555 no
O1P C1P C2P 113.1(6) 1_555 1_555 1_555 no
O2P C1P C2P 124.0(7) 1_555 1_555 1_555 no
C1P C2P C3P 113.8(7) 1_555 1_555 1_555 no

data_DRB208
_database_code_depnum_ccdc_archive 'CCDC 223455'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_references         
;
Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C.,
Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435.
Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray
Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974.
Johnson, C.K.,'ORTEP-II', Oak Ridge National
Laboratory, Tennessee,
U.S.A., 1976.
Rae, A.D., RAELS. A comprehensive Constrained Least Squares
Refinement
Program, University of New South Wales, 1989.
;
_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'
# CHEMICAL DATA
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H22 O2, C7 H6 O2'
_chemical_formula_sum            'C20 H28 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         332.4
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,-y,1/2+z
3 -x,-y,-z
4 -x,y,1/2-z
5 1/2+x,1/2+y,z
6 1/2+x,1/2-y,1/2+z
7 1/2-x,1/2-y,-z
8 1/2-x,1/2+y,1/2-z
_cell_length_a                   10.596(5)
_cell_length_b                   9.766(4)
_cell_length_c                   35.351(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.96(2)
_cell_angle_gamma                90
_cell_volume                     3644(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      19
_cell_measurement_theta_max      22
_cell_measurement_temperature    294
_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          0.1
_exptl_crystal_density_diffrn    1.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440.0
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
# EXPERIMENTAL DATA
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            3165
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_theta_max         65
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       41
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        14
# REFINEMENT DATA
_refine_special_details          ?
_reflns_number_total             3119
_reflns_number_gt                1621
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.098
_refine_ls_wR_factor_ref         0.159
_refine_ls_abs_structure_Flack   ?
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1621
_refine_ls_number_parameters     108
_refine_ls_goodness_of_fit_ref   2.26
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS
loop_
_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_type_symbol
_atom_site_occupancy
O1 0.1950(3) 0.1489(4) 0.6357(1) 0.0688(9) Uani O 1.0
O2 0.4520(4) 0.6182(4) 0.6512(1) 0.073(1) Uani O 1.0
C1 0.3347(6) 0.3618(7) 0.7190(2) 0.073(1) Uani C 1.0
C2 0.2312(5) 0.2990(6) 0.6915(2) 0.065(1) Uani C 1.0
C3 0.2892(5) 0.1949(6) 0.6655(2) 0.0619(9) Uani C 1.0
C4 0.3995(5) 0.2560(6) 0.6444(2) 0.065(1) Uani C 1.0
C5 0.4902(5) 0.3358(6) 0.6724(2) 0.068(1) Uani C 1.0
C6 0.4274(5) 0.4413(6) 0.6967(2) 0.0647(9) Uani C 1.0
C7 0.3610(5) 0.5608(6) 0.6748(2) 0.0644(9) Uani C 1.0
C8 0.2411(5) 0.5130(6) 0.6493(2) 0.0679(9) Uani C 1.0
C9 0.1589(5) 0.4173(6) 0.6713(2) 0.070(1) Uani C 1.0
C10 0.3322(6) 0.0688(7) 0.6884(2) 0.080(2) Uani C 1.0
C11 0.3241(6) 0.6694(7) 0.7026(2) 0.083(2) Uani C 1.0
C12 0.3613(6) 0.3384(7) 0.6091(2) 0.074(1) Uani C 1.0
C13 0.2644(6) 0.4580(7) 0.6104(2) 0.077(1) Uani C 1.0
O1Ba 0.1572(6) 0.6562(5) 0.3871(2) 0.103(2) Uani O 1.0
O2Ba 0.2402(5) 0.4894(5) 0.4243(1) 0.090(2) Uani O 1.0
C1Ba 0.1172(5) 0.6563(5) 0.4525(2) 0.072(2) Uani C 1.0
C2Ba 0.0316(6) 0.7609(7) 0.4486(2) 0.097(2) Uani C 1.0
C3Ba -0.0225(7) 0.8146(8) 0.4795(3) 0.130(2) Uani C 1.0
C4Ba 0.0113(6) 0.7610(7) 0.5146(2) 0.120(3) Uani C 1.0
C5Ba 0.0968(7) 0.6563(8) 0.5194(2) 0.105(3) Uani C 1.0
C6Ba 0.1491(6) 0.6049(7) 0.4879(2) 0.089(2) Uani C 1.0
C7Ba 0.1703(6) 0.6058(7) 0.4182(2) 0.072(2) Uani C 1.0
H1O1 0.1046 0.1384 0.6413 0.076 Uani H 1.0
H1O2 0.4127 0.6997 0.6377 0.085 Uani H 1.0
H1C1 0.3810 0.2872 0.7338 0.086 Uani H 1.0
H2C1 0.2954 0.4252 0.7368 0.087 Uani H 1.0
HC2 0.1711 0.2489 0.7069 0.078 Uani H 1.0
HC4 0.4488 0.1760 0.6359 0.078 Uani H 1.0
H1C5 0.5523 0.3850 0.6575 0.076 Uani H 1.0
H2C5 0.5362 0.2684 0.6899 0.082 Uani H 1.0
HC6 0.4944 0.4804 0.7153 0.077 Uani H 1.0
HC8 0.1890 0.5975 0.6443 0.084 Uani H 1.0
H1C9 0.0915 0.3777 0.6529 0.078 Uani H 1.0
H2C9 0.1188 0.4728 0.6907 0.085 Uani H 1.0
H1C10 0.3700 0.0011 0.6714 0.089 Uani H 1.0
H2C10 0.3970 0.0958 0.7093 0.090 Uani H 1.0
H3C10 0.2578 0.0265 0.6995 0.088 Uani H 1.0
H1C11 0.2810 0.7469 0.6882 0.094 Uani H 1.0
H2C11 0.2652 0.6288 0.7201 0.091 Uani H 1.0
H3C11 0.4019 0.7041 0.7176 0.089 Uani H 1.0
H1C12 0.3247 0.2722 0.5896 0.086 Uani H 1.0
H2C12 0.4408 0.3788 0.6006 0.086 Uani H 1.0
H1C13 0.1814 0.4250 0.5981 0.088 Uani H 1.0
H2C13 0.2958 0.5356 0.5953 0.092 Uani H 1.0
H1O2Ba 0.2646 0.4373 0.4017 0.090 Uani H 1.0
HC2Ba 0.0074 0.7994 0.4227 0.119 Uani H 1.0
HC3Ba -0.0851 0.8912 0.4762 0.185 Uani H 1.0
HC4Ba -0.0272 0.7991 0.5372 0.151 Uani H 1.0
HC5Ba 0.1210 0.6177 0.5452 0.133 Uani H 1.0
HC6Ba 0.2117 0.5283 0.4911 0.115 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
O1 0.050(1) 0.057(1) 0.100(2) -0.0023(9) 0.012(1) -0.009(1) O
O2 0.057(2) 0.055(1) 0.108(2) -0.004(1) 0.019(1) 0.001(1) O
C1 0.071(2) 0.069(1) 0.081(2) -0.007(1) 0.014(1) -0.0027(9) C
C2 0.051(1) 0.058(1) 0.089(2) -0.0020(7) 0.022(1) -0.0034(9) C
C3 0.045(1) 0.050(1) 0.092(2) 0.0023(7) 0.0139(8) -0.0016(9) C
C4 0.045(1) 0.054(1) 0.097(2) 0.0028(7) 0.020(1) -0.008(1) C
C5 0.041(1) 0.056(1) 0.108(2) 0.0044(7) 0.011(1) -0.004(1) C
C6 0.049(1) 0.058(1) 0.088(2) -0.0002(7) 0.008(1) -0.0043(9) C
C7 0.047(1) 0.051(1) 0.097(2) 0.0019(7) 0.0152(9) -0.0054(9) C
C8 0.047(1) 0.052(1) 0.105(2) 0.0056(8) 0.008(1) 0.001(1) C
C9 0.042(1) 0.057(1) 0.114(2) 0.0040(8) 0.019(1) -0.009(1) C
C10 0.065(2) 0.054(1) 0.120(3) 0.0014(9) 0.007(2) 0.010(1) C
C11 0.064(2) 0.059(1) 0.128(3) -0.002(1) 0.026(2) -0.023(2) C
C12 0.071(2) 0.069(2) 0.085(2) -0.008(1) 0.023(1) -0.007(1) C
C13 0.072(2) 0.067(1) 0.090(2) -0.004(1) 0.001(1) 0.009(1) C
O1Ba 0.139(5) 0.077(4) 0.093(4) 0.048(3) 0.019(4) 0.011(3) O
O2Ba 0.094(3) 0.075(3) 0.100(4) 0.029(3) 0.008(3) -0.005(3) O
C1Ba 0.062(3) 0.064(3) 0.089(3) -0.004(2) 0.007(2) -0.008(2) C
C2Ba 0.098(3) 0.092(4) 0.101(3) 0.029(3) 0.010(2) -0.012(2) C
C3Ba 0.133(5) 0.142(5) 0.116(3) 0.056(4) 0.019(4) -0.026(4) C
C4Ba 0.114(5) 0.142(6) 0.105(3) 0.019(4) 0.023(3) -0.028(3) C
C5Ba 0.109(5) 0.118(6) 0.091(3) 0.001(3) 0.016(2) -0.011(2) C
C6Ba 0.090(3) 0.089(4) 0.088(3) 0.005(2) 0.007(2) -0.004(2) C
C7Ba 0.068(4) 0.057(4) 0.091(5) 0.016(3) 0.009(4) -0.008(4) C
# MOLECULAR GEOMETRY
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
O1 C3 1.458(7) 1_555 1_555 no
O2 C7 1.443(7) 1_555 1_555 no
C1 C2 1.529(8) 1_555 1_555 no
C1 C6 1.524(8) 1_555 1_555 no
C2 C3 1.534(8) 1_555 1_555 no
C2 C9 1.529(9) 1_555 1_555 no
C3 C4 1.559(8) 1_555 1_555 no
C3 C10 1.520(9) 1_555 1_555 no
C4 C5 1.532(9) 1_555 1_555 no
C4 C12 1.510(9) 1_555 1_555 no
C5 C6 1.529(8) 1_555 1_555 no
C6 C7 1.536(8) 1_555 1_555 no
C7 C8 1.565(8) 1_555 1_555 no
C7 C11 1.518(8) 1_555 1_555 no
C8 C9 1.533(9) 1_555 1_555 no
C8 C13 1.517(9) 1_555 1_555 no
C12 C13 1.559(9) 1_555 1_555 no
O1Ba C7Ba 1.199(8) 1_555 1_555 no
O2Ba C7Ba 1.364(8) 1_555 1_555 no
C1Ba C2Ba 1.365(6) 1_555 1_555 no
C1Ba C6Ba 1.365(6) 1_555 1_555 no
C1Ba C7Ba 1.466(10) 1_555 1_555 no
C2Ba C3Ba 1.380(8) 1_555 1_555 no
C3Ba C4Ba 1.367(7) 1_555 1_555 no
C4Ba C5Ba 1.367(7) 1_555 1_555 no
C5Ba C6Ba 1.380(8) 1_555 1_555 no
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
C2 C1 C6 109.6(5) 1_555 1_555 1_555 no
C1 C2 C3 110.0(5) 1_555 1_555 1_555 no
C1 C2 C9 107.3(5) 1_555 1_555 1_555 no
C3 C2 C9 115.5(5) 1_555 1_555 1_555 no
O1 C3 C2 110.6(4) 1_555 1_555 1_555 no
O1 C3 C4 105.4(5) 1_555 1_555 1_555 no
O1 C3 C10 106.8(5) 1_555 1_555 1_555 no
C2 C3 C4 112.9(5) 1_555 1_555 1_555 no
C2 C3 C10 109.7(5) 1_555 1_555 1_555 no
C4 C3 C10 111.2(5) 1_555 1_555 1_555 no
C3 C4 C5 109.8(5) 1_555 1_555 1_555 no
C3 C4 C12 116.2(5) 1_555 1_555 1_555 no
C5 C4 C12 111.8(5) 1_555 1_555 1_555 no
C4 C5 C6 115.3(4) 1_555 1_555 1_555 no
C1 C6 C5 106.1(5) 1_555 1_555 1_555 no
C1 C6 C7 111.1(4) 1_555 1_555 1_555 no
C5 C6 C7 115.6(5) 1_555 1_555 1_555 no
O2 C7 C6 106.7(4) 1_555 1_555 1_555 no
O2 C7 C8 109.4(5) 1_555 1_555 1_555 no
O2 C7 C11 109.0(5) 1_555 1_555 1_555 no
C6 C7 C8 112.1(5) 1_555 1_555 1_555 no
C6 C7 C11 109.8(5) 1_555 1_555 1_555 no
C8 C7 C11 109.8(5) 1_555 1_555 1_555 no
C7 C8 C9 111.0(5) 1_555 1_555 1_555 no
C7 C8 C13 116.2(5) 1_555 1_555 1_555 no
C9 C8 C13 112.8(5) 1_555 1_555 1_555 no
C2 C9 C8 114.5(4) 1_555 1_555 1_555 no
C4 C12 C13 120.4(6) 1_555 1_555 1_555 no
C8 C13 C12 116.8(6) 1_555 1_555 1_555 no
C2Ba C1Ba C6Ba 118.5(7) 1_555 1_555 1_555 no
C2Ba C1Ba C7Ba 117.9(6) 1_555 1_555 1_555 no
C6Ba C1Ba C7Ba 123.6(6) 1_555 1_555 1_555 no
C1Ba C2Ba C3Ba 121.5(6) 1_555 1_555 1_555 no
C2Ba C3Ba C4Ba 118.7(7) 1_555 1_555 1_555 no
C3Ba C4Ba C5Ba 121.2(9) 1_555 1_555 1_555 no
C4Ba C5Ba C6Ba 118.7(7) 1_555 1_555 1_555 no
C1Ba C6Ba C5Ba 121.5(6) 1_555 1_555 1_555 no
O1Ba C7Ba O2Ba 120.3(7) 1_555 1_555 1_555 no
O1Ba C7Ba C1Ba 126.6(6) 1_555 1_555 1_555 no
O2Ba C7Ba C1Ba 113.0(7) 1_555 1_555 1_555 no


data_DRB280_(4)(2propanol)
_database_code_depnum_ccdc_archive 'CCDC 223456'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_references         
;
Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C.,
Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435.

Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray
Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974.

Johnson, C.K.,'ORTEP-II', Oak Ridge National Laboratory, Tennessee,
U.S.A., 1976.

Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement
Program, University of New South Wales, 1989.
;

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H22 O2,C3 H8 O'
_chemical_formula_sum            'C16 H30 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         270.4

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   6.890(3)
_cell_length_b                   13.261(2)
_cell_length_c                   18.879(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.58(2)
_cell_angle_gamma                90
_cell_volume                     1683.5(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      10
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          0.1
_exptl_crystal_density_diffrn    1.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600.0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            2358
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_theta_max         23
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        0

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             2276
_reflns_number_gt                1361
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.080
_refine_ls_wR_factor_ref         0.116
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1361
_refine_ls_number_parameters     158
_refine_ls_goodness_of_fit_ref   1.82
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.89
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_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_type_symbol
_atom_site_occupancy
O1 0.4190(5) 0.6645(3) 0.3286(2) 0.063(1) Uani O 1.0
O2 0.2702(5) 0.2941(3) 0.2003(2) 0.061(1) Uani O 1.0
C1 0.4204(9) 0.3955(4) 0.3896(4) 0.062(2) Uani C 1.0
C2 0.3460(8) 0.5049(4) 0.3734(3) 0.054(2) Uani C 1.0
C3 0.5022(7) 0.5649(4) 0.3454(3) 0.051(2) Uani C 1.0
C4 0.5561(8) 0.5170(4) 0.2785(3) 0.055(2) Uani C 1.0
C5 0.5966(8) 0.4024(4) 0.2890(4) 0.061(2) Uani C 1.0
C6 0.4396(8) 0.3451(4) 0.3186(3) 0.053(2) Uani C 1.0
C7 0.2355(8) 0.3366(4) 0.2668(3) 0.051(2) Uani C 1.0
C8 0.1325(7) 0.4412(4) 0.2523(3) 0.055(2) Uani C 1.0
C9 0.1411(8) 0.5012(4) 0.3220(3) 0.057(2) Uani C 1.0
C10 0.6909(8) 0.5772(5) 0.4057(3) 0.065(2) Uani C 1.0
C11 0.1001(9) 0.2632(5) 0.2956(4) 0.070(2) Uani C 1.0
C12 0.4124(10) 0.5400(5) 0.2070(4) 0.071(2) Uani C 1.0
C13 0.1993(9) 0.5050(4) 0.1940(4) 0.067(2) Uani C 1.0
O1Ip 0.1241(6) 0.7607(4) 0.3899(3) 0.092(3) Uani O 1.0
C1Ip 0.2138(13) 0.7930(10) 0.4604(6) 0.172(5) Uani C 1.0
C2Ip 0.3866(24) 0.8669(14) 0.4600(9) 0.291(9) Uani C 1.0
C3Ip 0.0602(23) 0.8045(20) 0.5083(8) 0.307(9) Uani C 1.0
H1O1 0.5265 0.7093 0.3186 0.063 Uani H 1.0
H1O2 0.1346 0.2826 0.1693 0.061 Uani H 1.0
H1C1 0.5529 0.3963 0.4242 0.062 Uani H 1.0
H2C1 0.3232 0.3572 0.4116 0.062 Uani H 1.0
H1C2 0.3302 0.5362 0.4200 0.054 Uani H 1.0
H1C4 0.6858 0.5479 0.2746 0.055 Uani H 1.0
H1C5 0.7276 0.3933 0.3236 0.061 Uani H 1.0
H2C5 0.6032 0.3727 0.2409 0.061 Uani H 1.0
H1C6 0.4904 0.2751 0.3304 0.053 Uani H 1.0
H1C8 -0.0115 0.4265 0.2326 0.055 Uani H 1.0
H1C9 0.0457 0.4700 0.3486 0.057 Uani H 1.0
H2C9 0.0989 0.5720 0.3082 0.057 Uani H 1.0
H1C10 0.7527 0.5096 0.4188 0.065 Uani H 1.0
H2C10 0.7875 0.6218 0.3881 0.065 Uani H 1.0
H3C10 0.6550 0.6083 0.4494 0.065 Uani H 1.0
H1C11 0.0723 0.2900 0.3419 0.070 Uani H 1.0
H2C11 -0.0277 0.2555 0.2590 0.070 Uani H 1.0
H3C11 0.1673 0.1961 0.3048 0.070 Uani H 1.0
H1C12 0.4706 0.5095 0.1679 0.071 Uani H 1.0
H2C12 0.4086 0.6151 0.2017 0.071 Uani H 1.0
H1C13 0.1735 0.4640 0.1484 0.067 Uani H 1.0
H2C13 0.1139 0.5667 0.1865 0.067 Uani H 1.0
H1O1Ip 0.2276 0.7269 0.3684 0.094 Uani H 1.0
HC1Ip 0.2870 0.7309 0.4812 0.201 Uani H 1.0
H1C2Ip 0.4651 0.8431 0.4244 0.312 Uani H 1.0
H2C2Ip 0.3318 0.9356 0.4456 0.380 Uani H 1.0
H3C2Ip 0.4748 0.8700 0.5095 0.386 Uani H 1.0
H1C3Ip -0.0364 0.7473 0.4988 0.334 Uani H 1.0
H2C3Ip 0.1303 0.8041 0.5606 0.407 Uani H 1.0
H3C3Ip -0.0128 0.8697 0.4967 0.394 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
O1 0.054(2) 0.037(2) 0.101(3) 0.004(2) 0.020(2) 0.003(2) O
O2 0.053(2) 0.051(2) 0.083(3) 0.001(2) 0.021(2) -0.017(2) O
C1 0.070(4) 0.045(3) 0.075(5) -0.005(3) 0.024(4) 0.006(3) C
C2 0.057(4) 0.046(3) 0.067(4) -0.002(3) 0.029(3) 0.000(3) C
C3 0.045(3) 0.041(3) 0.071(4) -0.004(3) 0.020(3) -0.005(3) C
C4 0.043(3) 0.055(4) 0.071(4) -0.013(3) 0.024(3) -0.006(3) C
C5 0.041(3) 0.047(3) 0.096(5) -0.003(3) 0.020(3) -0.015(3) C
C6 0.050(3) 0.034(3) 0.076(4) 0.009(3) 0.015(3) -0.002(3) C
C7 0.044(3) 0.038(3) 0.076(4) -0.002(2) 0.023(3) -0.005(3) C
C8 0.043(3) 0.038(3) 0.083(5) 0.000(3) 0.016(3) -0.002(3) C
C9 0.041(3) 0.043(3) 0.092(5) -0.002(3) 0.022(3) -0.012(3) C
C10 0.058(4) 0.060(4) 0.076(5) -0.010(3) 0.010(4) -0.008(4) C
C11 0.066(4) 0.045(3) 0.107(6) -0.017(3) 0.034(4) -0.004(4) C
C12 0.069(4) 0.070(4) 0.074(5) -0.016(4) 0.020(4) 0.006(4) C
C13 0.062(4) 0.048(4) 0.090(5) 0.002(3) 0.011(4) 0.006(4) C
O1Ip 0.074(3) 0.095(3) 0.102(3) 0.019(3) 0.008(3) -0.021(3) O
C1Ip 0.164(6) 0.210(9) 0.126(4) -0.005(7) -0.002(4) -0.070(5) C
C2Ip 0.274(9) 0.313(9) 0.253(9) -0.137(9) -0.014(9) -0.136(9) C
C3Ip 0.296(9) 0.468(9) 0.170(6) -0.005(9) 0.082(8) -0.165(9) C

# MOLECULAR GEOMETRY

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
O1 C3 1.447(6) 1_555 1_555 no
O2 C7 1.443(7) 1_555 1_555 no
C1 C2 1.548(7) 1_555 1_555 no
C1 C6 1.530(8) 1_555 1_555 no
C2 C3 1.522(7) 1_555 1_555 no
C2 C9 1.530(8) 1_555 1_555 no
C3 C4 1.530(8) 1_555 1_555 no
C3 C10 1.539(8) 1_555 1_555 no
C4 C5 1.551(8) 1_555 1_555 no
C4 C12 1.521(8) 1_555 1_555 no
C5 C6 1.523(8) 1_555 1_555 no
C6 C7 1.531(8) 1_555 1_555 no
C7 C8 1.555(7) 1_555 1_555 no
C7 C11 1.527(8) 1_555 1_555 no
C8 C9 1.528(8) 1_555 1_555 no
C8 C13 1.536(8) 1_555 1_555 no
C12 C13 1.508(8) 1_555 1_555 no
O1Ip C1Ip 1.407(11) 1_555 1_555 no
C1Ip C2Ip 1.543(10) 1_555 1_555 no
C1Ip C3Ip 1.543(10) 1_555 1_555 no
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
C2 C1 C6 108.9(5) 1_555 1_555 1_555 no
C1 C2 C3 109.3(4) 1_555 1_555 1_555 no
C1 C2 C9 108.4(5) 1_555 1_555 1_555 no
C3 C2 C9 114.9(5) 1_555 1_555 1_555 no
O1 C3 C2 106.0(4) 1_555 1_555 1_555 no
O1 C3 C4 110.7(5) 1_555 1_555 1_555 no
O1 C3 C10 107.2(4) 1_555 1_555 1_555 no
C2 C3 C4 112.8(4) 1_555 1_555 1_555 no
C2 C3 C10 110.3(5) 1_555 1_555 1_555 no
C4 C3 C10 109.7(4) 1_555 1_555 1_555 no
C3 C4 C5 111.8(5) 1_555 1_555 1_555 no
C3 C4 C12 114.9(5) 1_555 1_555 1_555 no
C5 C4 C12 112.0(5) 1_555 1_555 1_555 no
C4 C5 C6 114.4(4) 1_555 1_555 1_555 no
C1 C6 C5 107.9(5) 1_555 1_555 1_555 no
C1 C6 C7 110.4(4) 1_555 1_555 1_555 no
C5 C6 C7 115.5(5) 1_555 1_555 1_555 no
O2 C7 C6 106.3(4) 1_555 1_555 1_555 no
O2 C7 C8 110.5(5) 1_555 1_555 1_555 no
O2 C7 C11 106.9(4) 1_555 1_555 1_555 no
C6 C7 C8 111.5(5) 1_555 1_555 1_555 no
C6 C7 C11 111.5(5) 1_555 1_555 1_555 no
C8 C7 C11 109.9(4) 1_555 1_555 1_555 no
C7 C8 C9 112.5(5) 1_555 1_555 1_555 no
C7 C8 C13 114.9(5) 1_555 1_555 1_555 no
C9 C8 C13 111.6(5) 1_555 1_555 1_555 no
C2 C9 C8 114.8(4) 1_555 1_555 1_555 no
C4 C12 C13 120.4(5) 1_555 1_555 1_555 no
C8 C13 C12 119.0(5) 1_555 1_555 1_555 no
O1Ip C1Ip C2Ip 111.7(6) 1_555 1_555 1_555 no
O1Ip C1Ip C3Ip 111.7(6) 1_555 1_555 1_555 no
C2Ip C1Ip C3Ip 124.6(13) 1_555 1_555 1_555 no