#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/85/2018566.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018566
loop_
_publ_author_name
'Arlin, Jean-Baptiste'
'Kennedy, Alan R.'
_publ_section_title
;
 Alkaline earth metal salts of 1-naphthoic acid
;
_journal_coeditor_code           FN3109
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m213
_journal_page_last               m218
_journal_paper_doi               10.1107/S0108270112030399
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Mg (C11 H7 O2)2 (H2 O)3] , 2H2 O'
_chemical_formula_moiety         'C22 H20 Mg O7, 2(H2 O)'
_chemical_formula_sum            'C22 H24 Mg O9'
_chemical_formula_weight         456.72
_chemical_name_systematic
;
catena-poly[[[diaquabis(1-naphthoato-κO)magnesium(II)]-μ-aqua]
dihydrate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 121.1900(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8896(4)
_cell_length_b                   8.0048(2)
_cell_length_c                   24.5300(5)
_cell_measurement_reflns_used    5287
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      1.000
_cell_volume                     2165.13(10)
_computing_cell_refinement
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1998)
;
_computing_data_collection
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1998)
;
_computing_data_reduction        'DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and X-SEED (Barbour, 2001)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius KappaCCD 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  0.0780
_diffrn_reflns_av_sigmaI/netI    0.1036
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            8977
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.434
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4968
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1395
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0616P)²+1.1013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1497
_reflns_number_gt                2744
_reflns_number_total             4968
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fn3109.cif
_cod_data_source_block           MgNPH
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2018566
_cod_database_fobs_code          2018566
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Mg Mg1 0.00172(8) 0.76819(11) 0.24870(4) 0.0177(2) Uani d . 1 1
O O1 0.10496(17) 0.6870(2) 0.34203(8) 0.0231(5) Uani d . 1 1
O O2 0.20189(19) 0.9184(2) 0.39368(9) 0.0316(5) Uani d . 1 1
O O1W 0.08195(16) 1.0194(2) 0.27487(8) 0.0182(4) Uani d D 1 1
H H1W 0.1309(19) 1.001(4) 0.3160(5) 0.027 Uiso d D 1 1
H H2W 0.1338(18) 1.036(4) 0.2627(11) 0.027 Uiso d D 1 1
O O3 -0.12473(17) 0.8492(2) 0.27004(9) 0.0232(5) Uani d . 1 1
O O2W 0.13182(19) 0.6868(2) 0.23202(9) 0.0241(5) Uani d D 1 1
H H3W 0.134(3) 0.718(3) 0.1986(10) 0.036 Uiso d D 1 1
H H4W 0.136(3) 0.5784(12) 0.2308(13) 0.036 Uiso d D 1 1
O O4 -0.21291(17) 0.6144(2) 0.27392(9) 0.0268(5) Uani d . 1 1
O O3W -0.09957(19) 0.8507(2) 0.15824(9) 0.0256(5) Uani d D 1 1
H H5W -0.105(3) 0.9587(13) 0.1520(13) 0.038 Uiso d D 1 1
H H6W -0.116(3) 0.813(3) 0.1212(8) 0.038 Uiso d D 1 1
O O4W -0.1462(2) 0.3629(3) 0.35837(11) 0.0382(6) Uani d D 1 1
H H7W -0.191(3) 0.443(3) 0.3324(14) 0.057 Uiso d D 1 1
H H8W -0.192(3) 0.332(4) 0.3731(15) 0.057 Uiso d D 1 1
O O5W 0.1341(2) 1.1675(3) 0.44229(11) 0.0499(7) Uani d D 1 1
H H9W 0.177(3) 1.088(4) 0.4373(16) 0.075 Uiso d D 1 1
H H10W 0.187(3) 1.190(5) 0.4833(7) 0.075 Uiso d D 1 1
C C1 0.1754(3) 0.7674(4) 0.39284(13) 0.0230(7) Uani d . 1 1
C C2 0.2250(3) 0.6739(3) 0.45441(12) 0.0216(7) Uani d . 1 1
C C3 0.3512(3) 0.6791(3) 0.50196(13) 0.0228(7) Uani d . 1 1
C C4 0.4398(3) 0.7619(4) 0.49337(15) 0.0324(8) Uani d . 1 1
H H4 0.4158 0.8176 0.4544 0.039 Uiso calc R 1 1
C C5 0.5587(3) 0.7612(5) 0.54091(17) 0.0438(9) Uani d . 1 1
H H5 0.6166 0.8177 0.5347 0.053 Uiso calc R 1 1
C C6 0.5974(3) 0.6789(5) 0.59874(17) 0.0473(10) Uani d . 1 1
H H6 0.6808 0.6800 0.6312 0.057 Uiso calc R 1 1
C C7 0.5165(3) 0.5982(4) 0.60841(15) 0.0394(9) Uani d . 1 1
H H7 0.5435 0.5432 0.6479 0.047 Uiso calc R 1 1
C C8 0.3909(3) 0.5941(4) 0.56028(14) 0.0290(7) Uani d . 1 1
C C9 0.3053(3) 0.5072(4) 0.56976(14) 0.0336(8) Uani d . 1 1
H H9 0.3320 0.4502 0.6088 0.040 Uiso calc R 1 1
C C10 0.1856(3) 0.5048(4) 0.52358(14) 0.0322(8) Uani d . 1 1
H H10 0.1291 0.4477 0.5307 0.039 Uiso calc R 1 1
C C11 0.1456(3) 0.5872(4) 0.46524(14) 0.0269(7) Uani d . 1 1
H H11 0.0622 0.5827 0.4329 0.032 Uiso calc R 1 1
C C12 -0.1851(2) 0.7647(4) 0.28802(13) 0.0214(6) Uani d . 1 1
C C13 -0.2203(3) 0.8519(3) 0.33046(13) 0.0206(6) Uani d . 1 1
C C14 -0.3384(3) 0.8366(3) 0.32240(13) 0.0212(7) Uani d . 1 1
C C15 -0.4348(3) 0.7466(4) 0.27194(14) 0.0260(7) Uani d . 1 1
H H15 -0.4221 0.6897 0.2419 0.031 Uiso calc R 1 1
C C16 -0.5468(3) 0.7411(4) 0.26617(15) 0.0319(8) Uani d . 1 1
H H16 -0.6107 0.6801 0.2321 0.038 Uiso calc R 1 1
C C17 -0.5680(3) 0.8241(4) 0.30977(16) 0.0338(8) Uani d . 1 1
H H17 -0.6457 0.8188 0.3052 0.041 Uiso calc R 1 1
C C18 -0.4776(3) 0.9120(4) 0.35840(15) 0.0300(8) Uani d . 1 1
H H18 -0.4929 0.9679 0.3877 0.036 Uiso calc R 1 1
C C19 -0.3605(3) 0.9224(4) 0.36655(14) 0.0244(7) Uani d . 1 1
C C20 -0.2664(3) 1.0156(4) 0.41677(14) 0.0284(7) Uani d . 1 1
H H20 -0.2814 1.0719 0.4461 0.034 Uiso calc R 1 1
C C21 -0.1550(3) 1.0261(4) 0.42391(13) 0.0281(7) Uani d . 1 1
H H21 -0.0924 1.0880 0.4583 0.034 Uiso calc R 1 1
C C22 -0.1322(3) 0.9453(4) 0.38020(13) 0.0259(7) Uani d . 1 1
H H22 -0.0544 0.9553 0.3851 0.031 Uiso calc R 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mg Mg 0.0486 0.0363 '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'
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'
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
O3W Mg1 O2W . . 90.86(9)
O3W Mg1 O3 . . 91.72(9)
O2W Mg1 O3 . . 177.36(10)
O3W Mg1 O1 . . 179.08(9)
O2W Mg1 O1 . . 89.84(8)
O3 Mg1 O1 . . 87.58(8)
O3W Mg1 O1W . 2_545 93.30(8)
O2W Mg1 O1W . 2_545 90.03(8)
O3 Mg1 O1W . 2_545 90.40(8)
O1 Mg1 O1W . 2_545 87.31(8)
O3W Mg1 O1W . . 87.73(8)
O2W Mg1 O1W . . 92.27(8)
O3 Mg1 O1W . . 87.27(8)
O1 Mg1 O1W . . 91.64(8)
O1W Mg1 O1W 2_545 . 177.47(5)
C1 O1 Mg1 . . 130.42(18)
Mg1 O1W Mg1 2 . 131.30(8)
Mg1 O1W H1W 2 . 114.4(19)
Mg1 O1W H1W . . 97.7(18)
Mg1 O1W H2W 2 . 97.5(19)
Mg1 O1W H2W . . 112(2)
H1W O1W H2W . . 101.2(18)
C12 O3 Mg1 . . 129.00(17)
Mg1 O2W H3W . . 122(2)
Mg1 O2W H4W . . 113.7(19)
H3W O2W H4W . . 102.7(19)
Mg1 O3W H5W . . 117.7(18)
Mg1 O3W H6W . . 134.4(19)
H5W O3W H6W . . 101.9(19)
H7W O4W H8W . . 100.0(19)
H9W O5W H10W . . 97.4(19)
O2 C1 O1 . . 123.6(3)
O2 C1 C2 . . 119.6(2)
O1 C1 C2 . . 116.7(2)
C11 C2 C3 . . 120.3(3)
C11 C2 C1 . . 118.4(3)
C3 C2 C1 . . 121.2(3)
C8 C3 C4 . . 118.3(3)
C8 C3 C2 . . 118.1(3)
C4 C3 C2 . . 123.6(3)
C5 C4 C3 . . 120.2(3)
C5 C4 H4 . . 119.9
C3 C4 H4 . . 119.9
C4 C5 C6 . . 121.4(3)
C4 C5 H5 . . 119.3
C6 C5 H5 . . 119.3
C7 C6 C5 . . 120.1(3)
C7 C6 H6 . . 120.0
C5 C6 H6 . . 120.0
C6 C7 C8 . . 121.0(3)
C6 C7 H7 . . 119.5
C8 C7 H7 . . 119.5
C3 C8 C9 . . 119.7(3)
C3 C8 C7 . . 119.0(3)
C9 C8 C7 . . 121.3(3)
C10 C9 C8 . . 120.8(3)
C10 C9 H9 . . 119.6
C8 C9 H9 . . 119.6
C9 C10 C11 . . 120.0(3)
C9 C10 H10 . . 120.0
C11 C10 H10 . . 120.0
C2 C11 C10 . . 121.1(3)
C2 C11 H11 . . 119.5
C10 C11 H11 . . 119.5
O4 C12 O3 . . 123.7(3)
O4 C12 C13 . . 119.4(2)
O3 C12 C13 . . 116.8(2)
C22 C13 C14 . . 119.8(3)
C22 C13 C12 . . 117.3(2)
C14 C13 C12 . . 122.9(2)
C15 C14 C19 . . 118.5(3)
C15 C14 C13 . . 123.5(3)
C19 C14 C13 . . 117.9(3)
C16 C15 C14 . . 120.4(3)
C16 C15 H15 . . 119.8
C14 C15 H15 . . 119.8
C15 C16 C17 . . 121.0(3)
C15 C16 H16 . . 119.5
C17 C16 H16 . . 119.5
C18 C17 C16 . . 120.0(3)
C18 C17 H17 . . 120.0
C16 C17 H17 . . 120.0
C17 C18 C19 . . 121.4(3)
C17 C18 H18 . . 119.3
C19 C18 H18 . . 119.3
C20 C19 C18 . . 121.6(3)
C20 C19 C14 . . 119.7(3)
C18 C19 C14 . . 118.7(3)
C21 C20 C19 . . 121.3(3)
C21 C20 H20 . . 119.4
C19 C20 H20 . . 119.4
C20 C21 C22 . . 119.8(3)
C20 C21 H21 . . 120.1
C22 C21 H21 . . 120.1
C13 C22 C21 . . 121.5(3)
C13 C22 H22 . . 119.2
C21 C22 H22 . . 119.2
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
Mg1 O3W . 2.016(2) y
Mg1 O2W . 2.028(2) y
Mg1 O3 . 2.058(2) y
Mg1 O1 . 2.069(2) y
Mg1 O1W 2_545 2.195(2) y
Mg1 O1W . 2.200(2) y
O1 C1 . 1.273(3) ?
O2 C1 . 1.253(3) ?
O1W Mg1 2 2.195(2) ?
O1W H1W . 0.881(10) ?
O1W H2W . 0.873(10) ?
O3 C12 . 1.270(3) ?
O2W H3W . 0.871(10) ?
O2W H4W . 0.872(10) ?
O4 C12 . 1.252(3) ?
O3W H5W . 0.874(10) ?
O3W H6W . 0.874(10) ?
O4W H7W . 0.876(10) ?
O4W H8W . 0.873(10) ?
O5W H9W . 0.896(10) ?
O5W H10W . 0.894(10) ?
C1 C2 . 1.500(4) ?
C2 C11 . 1.371(4) ?
C2 C3 . 1.430(4) ?
C3 C8 . 1.419(4) ?
C3 C4 . 1.427(4) ?
C4 C5 . 1.364(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.401(5) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.349(5) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.427(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.421(5) ?
C9 C10 . 1.362(4) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.409(4) ?
C10 H10 . 0.9500 ?
C11 H11 . 0.9500 ?
C12 C13 . 1.505(4) ?
C13 C22 . 1.379(4) ?
C13 C14 . 1.435(4) ?
C14 C15 . 1.415(4) ?
C14 C19 . 1.430(4) ?
C15 C16 . 1.377(4) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.401(4) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.355(4) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.418(4) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.414(4) ?
C20 C21 . 1.356(4) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.407(4) ?
C21 H21 . 0.9500 ?
C22 H22 . 0.9500 ?
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
O1W H1W O2 . 0.880(10) 1.763(12) 2.621(3) 164(3)
O1W H2W O4 2 0.870(10) 1.785(12) 2.637(3) 165(3)
O2W H3W O4W 2 0.870(10) 1.883(13) 2.713(3) 159(3)
O2W H4W O3 2_545 0.870(10) 1.840(11) 2.704(3) 171(3)
O3W H5W O1 2 0.870(10) 1.833(11) 2.693(3) 167(3)
O3W H6W O5W 2_545 0.870(10) 1.859(12) 2.701(3) 161(3)
O4W H7W O4 . 0.880(10) 1.901(17) 2.691(3) 149(3)
O5W H9W O2 . 0.900(10) 1.854(16) 2.692(3) 155(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_4
_geom_torsion
O2W Mg1 O1 C1 . . 98.8(2)
O3 Mg1 O1 C1 . . -80.6(2)
O1W Mg1 O1 C1 2_545 . -171.1(2)
O1W Mg1 O1 C1 . . 6.6(2)
O3W Mg1 O1W Mg1 . 2 47.12(12)
O2W Mg1 O1W Mg1 . 2 137.89(12)
O3 Mg1 O1W Mg1 . 2 -44.71(11)
O1 Mg1 O1W Mg1 . 2 -132.21(12)
O3W Mg1 O3 C12 . . 118.8(2)
O1 Mg1 O3 C12 . . -61.8(2)
O1W Mg1 O3 C12 2_545 . 25.4(2)
O1W Mg1 O3 C12 . . -153.6(2)
Mg1 O1 C1 O2 . . -5.7(4)
Mg1 O1 C1 C2 . . 172.46(18)
O2 C1 C2 C11 . . 128.3(3)
O1 C1 C2 C11 . . -50.0(4)
O2 C1 C2 C3 . . -49.5(4)
O1 C1 C2 C3 . . 132.3(3)
C11 C2 C3 C8 . . -0.6(4)
C1 C2 C3 C8 . . 177.1(2)
C11 C2 C3 C4 . . 177.9(3)
C1 C2 C3 C4 . . -4.4(4)
C8 C3 C4 C5 . . -1.4(4)
C2 C3 C4 C5 . . -179.9(3)
C3 C4 C5 C6 . . 0.6(5)
C4 C5 C6 C7 . . -0.1(5)
C5 C6 C7 C8 . . 0.3(5)
C4 C3 C8 C9 . . -178.6(3)
C2 C3 C8 C9 . . 0.0(4)
C4 C3 C8 C7 . . 1.6(4)
C2 C3 C8 C7 . . -179.8(3)
C6 C7 C8 C3 . . -1.1(5)
C6 C7 C8 C9 . . 179.1(3)
C3 C8 C9 C10 . . -0.1(4)
C7 C8 C9 C10 . . 179.7(3)
C8 C9 C10 C11 . . 0.9(4)
C3 C2 C11 C10 . . 1.4(4)
C1 C2 C11 C10 . . -176.4(3)
C9 C10 C11 C2 . . -1.5(4)
Mg1 O3 C12 O4 . . -28.0(4)
Mg1 O3 C12 C13 . . 149.89(19)
O4 C12 C13 C22 . . 132.9(3)
O3 C12 C13 C22 . . -45.1(4)
O4 C12 C13 C14 . . -44.9(4)
O3 C12 C13 C14 . . 137.2(3)
C22 C13 C14 C15 . . 178.5(3)
C12 C13 C14 C15 . . -3.8(4)
C22 C13 C14 C19 . . 0.9(4)
C12 C13 C14 C19 . . 178.6(2)
C19 C14 C15 C16 . . -0.6(4)
C13 C14 C15 C16 . . -178.2(3)
C14 C15 C16 C17 . . 0.1(4)
C15 C16 C17 C18 . . 0.2(5)
C16 C17 C18 C19 . . 0.0(5)
C17 C18 C19 C20 . . 179.2(3)
C17 C18 C19 C14 . . -0.5(4)
C15 C14 C19 C20 . . -178.9(3)
C13 C14 C19 C20 . . -1.2(4)
C15 C14 C19 C18 . . 0.8(4)
C13 C14 C19 C18 . . 178.5(3)
C18 C19 C20 C21 . . -179.4(3)
C14 C19 C20 C21 . . 0.3(4)
C19 C20 C21 C22 . . 1.0(4)
C14 C13 C22 C21 . . 0.3(4)
C12 C13 C22 C21 . . -177.5(3)
C20 C21 C22 C13 . . -1.3(4)
