#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/09/2220909.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_2220909
loop_
_publ_author_name
'Nabei, Atsuhiro'
'Kuroda-Sowa, Takayoshi'
'Okubo, Takashi'
'Maekawa, Masahiko'
'Munakata, Megumu'
_publ_section_title
;{6,6'-Dimethoxy-2,2'-[o-phenylenebis(nitrilomethylidyne)]diphenolato}cobalt(II)
 dichloromethane disolvate
;
_journal_coeditor_code           SI2147
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m188
_journal_page_last               m189
_journal_paper_doi               10.1107/S160053680900083X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Co (C22 H18 N2 O4)], 2C H2 Cl2'
_chemical_formula_moiety         'C22 H18 Co N2 O4, 2(C H2 Cl2)'
_chemical_formula_sum            'C24 H22 Cl4 Co N2 O4'
_chemical_formula_weight         603.19
_chemical_name_systematic
;
{6,6'-Dimethoxy-2,2'-[o-
phenylenebis(nitrilomethylidyne)]diphenolato}cobalt(II)
dichloromethane disolvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 109.676(6)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   13.309(6)
_cell_length_b                   14.088(6)
_cell_length_c                   14.101(6)
_cell_measurement_reflns_used    6959
_cell_measurement_temperature    150.0(10)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     2489.5(19)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2007)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2007)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2007)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'CrystalStructure (Rigaku/MSC, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28457
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    1.153
_exptl_absorpt_correction_T_max  0.891
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(REQAB; Jacobson, 1998)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1228.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.53
_refine_diff_density_min         -0.66
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5677
_refine_ls_R_factor_gt           0.0463
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0308P)²+1.9552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0886
_reflns_number_gt                5100
_reflns_number_total             5677
_reflns_threshold_expression     F²>2σ(F²)
_cod_data_source_file            si2147.cif
_cod_data_source_block           I
_cod_original_cell_volume        2489.4(19)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C24 H22 Cl4 Co N2 O4 '
_cod_database_code               2220909
_cod_database_fobs_code          2220909
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,-Z
3 -X,-Y,-Z
4 1/2+X,1/2-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
Co Co1 0.13131(2) 0.19517(2) 0.52772(2) 0.01696(7) Uani d . 1.00 . .
Cl Cl1 0.44427(5) 0.14026(5) 0.68960(5) 0.03951(16) Uani d . 1.00 . .
Cl Cl2 0.47220(7) 0.09420(8) 0.89664(6) 0.0672(2) Uani d . 1.00 . .
Cl Cl3 0.21820(7) 0.13146(7) 0.96127(7) 0.0621(2) Uani d . 1.00 . .
Cl Cl4 -0.00594(6) 0.12289(5) 0.83886(6) 0.04414(17) Uani d . 1.00 . .
O O1 0.17603(12) 0.26802(11) 0.64445(11) 0.0208(3) Uani d . 1.00 . .
O O2 0.16176(12) 0.08953(10) 0.61189(11) 0.0208(3) Uani d . 1.00 . .
O O3 0.24984(13) 0.33830(12) 0.82700(11) 0.0269(3) Uani d . 1.00 . .
O O4 0.21621(14) -0.03363(12) 0.75913(12) 0.0310(3) Uani d . 1.00 . .
N N1 0.09468(14) 0.30090(13) 0.44144(13) 0.0186(3) Uani d . 1.00 . .
N N2 0.09571(14) 0.12300(13) 0.40921(13) 0.0186(3) Uani d . 1.00 . .
C C1 0.05949(17) 0.27635(16) 0.33749(16) 0.0202(4) Uani d . 1.00 . .
C C2 0.06502(17) 0.17945(16) 0.32009(16) 0.0207(4) Uani d . 1.00 . .
C C3 0.04319(19) 0.14651(18) 0.22208(17) 0.0277(5) Uani d . 1.00 . .
C C4 0.0107(2) 0.2098(2) 0.14228(18) 0.0329(5) Uani d . 1.00 . .
C C5 -0.00149(19) 0.3053(2) 0.15966(18) 0.0315(5) Uani d . 1.00 . .
C C6 0.02351(19) 0.33956(18) 0.25698(18) 0.0273(5) Uani d . 1.00 . .
C C7 0.10471(17) 0.39009(16) 0.46840(17) 0.0218(4) Uani d . 1.00 . .
C C8 0.14351(17) 0.42339(16) 0.56916(17) 0.0210(4) Uani d . 1.00 . .
C C9 0.14867(19) 0.52326(16) 0.58418(19) 0.0271(5) Uani d . 1.00 . .
C C10 0.1866(2) 0.56020(17) 0.6785(2) 0.0301(5) Uani d . 1.00 . .
C C11 0.22151(19) 0.49922(17) 0.76248(19) 0.0279(5) Uani d . 1.00 . .
C C12 0.21817(17) 0.40256(16) 0.74993(17) 0.0215(4) Uani d . 1.00 . .
C C13 0.17848(17) 0.36031(15) 0.65197(16) 0.0187(4) Uani d . 1.00 . .
C C14 0.2753(2) 0.3763(2) 0.92607(18) 0.0356(6) Uani d . 1.00 . .
C C15 0.09237(17) 0.03043(17) 0.40283(17) 0.0226(4) Uani d . 1.00 . .
C C16 0.12100(17) -0.03338(16) 0.48546(17) 0.0206(4) Uani d . 1.00 . .
C C17 0.11515(19) -0.13206(16) 0.46470(19) 0.0261(5) Uani d . 1.00 . .
C C18 0.14356(19) -0.19674(17) 0.5414(2) 0.0293(5) Uani d . 1.00 . .
C C19 0.17852(19) -0.16544(17) 0.64144(19) 0.0270(5) Uani d . 1.00 . .
C C20 0.18411(18) -0.07012(16) 0.66371(17) 0.0227(4) Uani d . 1.00 . .
C C21 0.15525(17) 0.00007(15) 0.58599(16) 0.0193(4) Uani d . 1.00 . .
C C22 0.2476(2) -0.09938(19) 0.84100(19) 0.0353(6) Uani d . 1.00 . .
C C23 0.38345(19) 0.14048(19) 0.78310(18) 0.0298(5) Uani d . 1.00 . .
C C24 0.1234(2) 0.1508(2) 0.8408(2) 0.0408(6) Uani d . 1.00 . .
H H3 0.0505 0.0810 0.2100 0.033 Uiso c R 1.00 . .
H H4 -0.0033 0.1877 0.0754 0.039 Uiso c R 1.00 . .
H H5 -0.0272 0.3476 0.1043 0.038 Uiso c R 1.00 . .
H H6 0.0162 0.4052 0.2687 0.033 Uiso c R 1.00 . .
H H7 0.0844 0.4363 0.4164 0.026 Uiso c R 1.00 . .
H H9 0.1254 0.5646 0.5277 0.033 Uiso c R 1.00 . .
H H10 0.1896 0.6271 0.6879 0.036 Uiso c R 1.00 . .
H H11 0.2476 0.5253 0.8284 0.034 Uiso c R 1.00 . .
H H14A 0.2969 0.3247 0.9754 0.043 Uiso c R 1.00 . .
H H14B 0.2125 0.4084 0.9323 0.043 Uiso c R 1.00 . .
H H14C 0.3339 0.4219 0.9385 0.043 Uiso c R 1.00 . .
H H15 0.0687 0.0036 0.3372 0.027 Uiso c R 1.00 . .
H H17 0.0912 -0.1534 0.3968 0.031 Uiso c R 1.00 . .
H H18 0.1396 -0.2628 0.5268 0.035 Uiso c R 1.00 . .
H H19 0.1986 -0.2106 0.6946 0.032 Uiso c R 1.00 . .
H H22A 0.2687 -0.0645 0.9049 0.042 Uiso c R 1.00 . .
H H22B 0.3081 -0.1372 0.8375 0.042 Uiso c R 1.00 . .
H H22C 0.1877 -0.1415 0.8368 0.042 Uiso c R 1.00 . .
H H23A 0.3633 0.2061 0.7942 0.036 Uiso c R 1.00 . .
H H23B 0.3177 0.1015 0.7605 0.036 Uiso c R 1.00 . .
H H24A 0.1258 0.2182 0.8216 0.049 Uiso c R 1.00 . .
H H24B 0.1414 0.1111 0.7908 0.049 Uiso c R 1.00 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Co Co 0.349 0.972
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, 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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Co1 O2 . . . 86.60(6) no
O1 Co1 N1 . . . 94.10(7) no
O1 Co1 N2 . . . 175.97(8) no
O2 Co1 N1 . . . 177.70(7) no
O2 Co1 N2 . . . 94.02(7) no
N1 Co1 N2 . . . 85.43(7) no
Co1 O1 C13 . . . 127.89(13) no
Co1 O2 C21 . . . 127.82(13) no
C12 O3 C14 . . . 115.96(18) no
C20 O4 C22 . . . 117.44(18) no
Co1 N1 C1 . . . 113.43(14) no
Co1 N1 C7 . . . 126.48(14) no
C1 N1 C7 . . . 119.96(18) no
Co1 N2 C2 . . . 113.23(14) no
Co1 N2 C15 . . . 126.50(15) no
C2 N2 C15 . . . 120.19(18) no
N1 C1 C2 . . . 113.64(18) no
N1 C1 C6 . . . 125.9(2) no
C2 C1 C6 . . . 120.4(2) no
N2 C2 C1 . . . 114.06(19) no
N2 C2 C3 . . . 126.2(2) no
C1 C2 C3 . . . 119.7(2) no
C2 C3 C4 . . . 119.7(2) no
C3 C4 C5 . . . 120.3(2) no
C4 C5 C6 . . . 120.7(2) no
C1 C6 C5 . . . 119.1(2) no
N1 C7 C8 . . . 125.2(2) no
C7 C8 C9 . . . 117.4(2) no
C7 C8 C13 . . . 121.8(2) no
C9 C8 C13 . . . 120.8(2) no
C8 C9 C10 . . . 120.6(2) no
C9 C10 C11 . . . 119.9(2) no
C10 C11 C12 . . . 120.6(2) no
O3 C12 C11 . . . 124.5(2) no
O3 C12 C13 . . . 113.98(18) no
C11 C12 C13 . . . 121.5(2) no
O1 C13 C8 . . . 124.51(19) no
O1 C13 C12 . . . 118.94(18) no
C8 C13 C12 . . . 116.54(19) no
N2 C15 C16 . . . 125.6(2) no
C15 C16 C17 . . . 118.1(2) no
C15 C16 C21 . . . 121.2(2) no
C17 C16 C21 . . . 120.7(2) no
C16 C17 C18 . . . 120.6(2) no
C17 C18 C19 . . . 119.8(2) no
C18 C19 C20 . . . 120.8(2) no
O4 C20 C19 . . . 124.5(2) no
O4 C20 C21 . . . 114.12(19) no
C19 C20 C21 . . . 121.4(2) no
O2 C21 C16 . . . 124.72(19) no
O2 C21 C20 . . . 118.52(19) no
C16 C21 C20 . . . 116.76(19) no
Cl1 C23 Cl2 . . . 110.01(14) no
Cl3 C24 Cl4 . . . 111.07(18) no
C2 C3 H3 . . . 120.2 no
C4 C3 H3 . . . 120.2 no
C3 C4 H4 . . . 119.9 no
C5 C4 H4 . . . 119.9 no
C4 C5 H5 . . . 119.7 no
C6 C5 H5 . . . 119.7 no
C1 C6 H6 . . . 120.5 no
C5 C6 H6 . . . 120.5 no
N1 C7 H7 . . . 117.4 no
C8 C7 H7 . . . 117.4 no
C8 C9 H9 . . . 119.7 no
C10 C9 H9 . . . 119.7 no
C9 C10 H10 . . . 120.1 no
C11 C10 H10 . . . 120.1 no
C10 C11 H11 . . . 119.7 no
C12 C11 H11 . . . 119.7 no
O3 C14 H14A . . . 109.5 no
O3 C14 H14B . . . 109.5 no
O3 C14 H14C . . . 109.5 no
H14A C14 H14B . . . 109.5 no
H14A C14 H14C . . . 109.5 no
H14B C14 H14C . . . 109.5 no
N2 C15 H15 . . . 117.2 no
C16 C15 H15 . . . 117.2 no
C16 C17 H17 . . . 119.7 no
C18 C17 H17 . . . 119.7 no
C17 C18 H18 . . . 120.1 no
C19 C18 H18 . . . 120.1 no
C18 C19 H19 . . . 119.6 no
C20 C19 H19 . . . 119.6 no
O4 C22 H22A . . . 109.5 no
O4 C22 H22B . . . 109.5 no
O4 C22 H22C . . . 109.5 no
H22A C22 H22B . . . 109.5 no
H22A C22 H22C . . . 109.5 no
H22B C22 H22C . . . 109.5 no
Cl1 C23 H23A . . . 109.7 no
Cl1 C23 H23B . . . 109.7 no
Cl2 C23 H23A . . . 109.7 no
Cl2 C23 H23B . . . 109.7 no
H23A C23 H23B . . . 108.2 no
Cl3 C24 H24A . . . 109.4 no
Cl3 C24 H24B . . . 109.4 no
Cl4 C24 H24A . . . 109.4 no
Cl4 C24 H24B . . . 109.4 no
H24A C24 H24B . . . 108.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 O1 . . 1.8593(15) yes
Co1 O2 . . 1.8611(14) yes
Co1 N1 . . 1.8807(17) yes
Co1 N2 . . 1.8755(18) yes
Cl1 C23 . . 1.764(3) no
Cl2 C23 . . 1.764(2) no
Cl3 C24 . . 1.764(2) no
Cl4 C24 . . 1.757(3) no
O1 C13 . . 1.304(2) no
O2 C21 . . 1.307(2) no
O3 C12 . . 1.367(2) no
O3 C14 . . 1.426(2) no
O4 C20 . . 1.367(2) no
O4 C22 . . 1.428(3) no
N1 C1 . . 1.423(2) no
N1 C7 . . 1.306(2) no
N2 C2 . . 1.426(2) no
N2 C15 . . 1.307(3) no
C1 C2 . . 1.393(3) no
C1 C6 . . 1.395(3) no
C2 C3 . . 1.393(3) no
C3 C4 . . 1.386(3) no
C4 C5 . . 1.386(3) no
C5 C6 . . 1.386(3) no
C7 C8 . . 1.418(3) no
C8 C9 . . 1.421(3) no
C8 C13 . . 1.416(3) no
C9 C10 . . 1.358(3) no
C10 C11 . . 1.409(3) no
C11 C12 . . 1.372(3) no
C12 C13 . . 1.432(3) no
C15 C16 . . 1.418(3) no
C16 C17 . . 1.417(3) no
C16 C21 . . 1.416(3) no
C17 C18 . . 1.366(3) no
C18 C19 . . 1.400(3) no
C19 C20 . . 1.375(3) no
C20 C21 . . 1.429(3) no
C3 H3 . . 0.950 no
C4 H4 . . 0.950 no
C5 H5 . . 0.950 no
C6 H6 . . 0.950 no
C7 H7 . . 0.950 no
C9 H9 . . 0.950 no
C10 H10 . . 0.950 no
C11 H11 . . 0.950 no
C14 H14A . . 0.980 no
C14 H14B . . 0.980 no
C14 H14C . . 0.980 no
C15 H15 . . 0.950 no
C17 H17 . . 0.950 no
C18 H18 . . 0.950 no
C19 H19 . . 0.950 no
C22 H22A . . 0.980 no
C22 H22B . . 0.980 no
C22 H22C . . 0.980 no
C23 H23A . . 0.990 no
C23 H23B . . 0.990 no
C24 H24A . . 0.990 no
C24 H24B . . 0.990 no
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
_geom_hbond_publ_flag
C23 H23A O3 . 0.99 2.54 3.472(4) 158 yes
C23 H23B O4 . 0.99 2.33 3.252(4) 154 yes
C23 H23B O2 . 0.99 2.41 3.202(3) 137 yes
C24 H24A O3 . 0.99 2.35 3.173(4) 140 yes
C24 H24B O4 . 0.99 2.38 3.250(4) 147 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 Co1 O2 C21 . . . . -176.86(19) ?
O2 Co1 O1 C13 . . . . -178.94(19) ?
O1 Co1 N1 C1 . . . . 176.77(15) ?
O1 Co1 N1 C7 . . . . 1.0(2) ?
N1 Co1 O1 C13 . . . . -1.1(2) ?
O2 Co1 N2 C2 . . . . 179.84(15) ?
O2 Co1 N2 C15 . . . . 3.2(2) ?
N2 Co1 O2 C21 . . . . -0.85(19) ?
N1 Co1 N2 C2 . . . . 2.08(15) ?
N1 Co1 N2 C15 . . . . -174.6(2) ?
N2 Co1 N1 C1 . . . . 0.78(16) ?
N2 Co1 N1 C7 . . . . -175.0(2) ?
Co1 O1 C13 C8 . . . . 1.8(3) ?
Co1 O1 C13 C12 . . . . -178.74(16) ?
Co1 O2 C21 C16 . . . . -1.1(3) ?
Co1 O2 C21 C20 . . . . 179.16(16) ?
C14 O3 C12 C11 . . . . 7.9(3) ?
C14 O3 C12 C13 . . . . -171.2(2) ?
C22 O4 C20 C19 . . . . 1.1(3) ?
C22 O4 C20 C21 . . . . -179.3(2) ?
Co1 N1 C1 C2 . . . . -3.6(2) ?
Co1 N1 C1 C6 . . . . 177.4(2) ?
Co1 N1 C7 C8 . . . . -1.4(3) ?
C1 N1 C7 C8 . . . . -177.0(2) ?
C7 N1 C1 C2 . . . . 172.6(2) ?
C7 N1 C1 C6 . . . . -6.5(3) ?
Co1 N2 C2 C1 . . . . -4.6(2) ?
Co1 N2 C2 C3 . . . . 174.2(2) ?
Co1 N2 C15 C16 . . . . -3.7(3) ?
C2 N2 C15 C16 . . . . 179.8(2) ?
C15 N2 C2 C1 . . . . 172.3(2) ?
C15 N2 C2 C3 . . . . -8.9(3) ?
N1 C1 C2 N2 . . . . 5.3(2) ?
N1 C1 C2 C3 . . . . -173.6(2) ?
N1 C1 C6 C5 . . . . 175.8(2) ?
C2 C1 C6 C5 . . . . -3.2(3) ?
C6 C1 C2 N2 . . . . -175.6(2) ?
C6 C1 C2 C3 . . . . 5.5(3) ?
N2 C2 C3 C4 . . . . 177.9(2) ?
C1 C2 C3 C4 . . . . -3.4(3) ?
C2 C3 C4 C5 . . . . -0.9(3) ?
C3 C4 C5 C6 . . . . 3.2(4) ?
C4 C5 C6 C1 . . . . -1.1(3) ?
N1 C7 C8 C9 . . . . -179.9(2) ?
N1 C7 C8 C13 . . . . 1.7(3) ?
C7 C8 C9 C10 . . . . -178.9(2) ?
C7 C8 C13 O1 . . . . -1.9(3) ?
C7 C8 C13 C12 . . . . 178.6(2) ?
C9 C8 C13 O1 . . . . 179.8(2) ?
C9 C8 C13 C12 . . . . 0.3(3) ?
C13 C8 C9 C10 . . . . -0.5(3) ?
C8 C9 C10 C11 . . . . 0.2(3) ?
C9 C10 C11 C12 . . . . 0.4(4) ?
C10 C11 C12 O3 . . . . -179.6(2) ?
C10 C11 C12 C13 . . . . -0.6(3) ?
O3 C12 C13 O1 . . . . -0.1(2) ?
O3 C12 C13 C8 . . . . 179.4(2) ?
C11 C12 C13 O1 . . . . -179.3(2) ?
C11 C12 C13 C8 . . . . 0.3(3) ?
N2 C15 C16 C17 . . . . -178.4(2) ?
N2 C15 C16 C21 . . . . 1.2(3) ?
C15 C16 C17 C18 . . . . 178.8(2) ?
C15 C16 C21 O2 . . . . 1.3(3) ?
C15 C16 C21 C20 . . . . -178.9(2) ?
C17 C16 C21 O2 . . . . -179.1(2) ?
C17 C16 C21 C20 . . . . 0.7(3) ?
C21 C16 C17 C18 . . . . -0.7(3) ?
C16 C17 C18 C19 . . . . 0.2(3) ?
C17 C18 C19 C20 . . . . 0.4(4) ?
C18 C19 C20 O4 . . . . 179.3(2) ?
C18 C19 C20 C21 . . . . -0.4(3) ?
O4 C20 C21 O2 . . . . 0.0(2) ?
O4 C20 C21 C16 . . . . -179.8(2) ?
C19 C20 C21 O2 . . . . 179.7(2) ?
C19 C20 C21 C16 . . . . -0.1(2) ?
