#------------------------------------------------------------------------------
#$Date: 2022-01-04 04:09:01 +0200 (Tue, 04 Jan 2022) $
#$Revision: 271783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/59/1565902.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_1565902
loop_
_publ_author_name
'Sarkar, Anupam'
'Mistry, Subhradeep'
'Natarajan, Srinivasan'
_publ_section_title
;
 Friedländer, Knoevenagel, and Michael Reactions Employing the Same MOF:
 Synthesis, Structure, and Heterogeneous Catalytic Studies of
 ([Zn(1,4-NDCA)(3-BPDB)0.5]·(DMF)(MeOH) and
 [Cd4(1,4-NDCA)4(3-BPDB)4]·2(DMF)
;
_journal_issue                   49
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              27230
_journal_page_last               27240
_journal_paper_doi               10.1021/acs.jpcc.1c08474
_journal_volume                  125
_journal_year                    2021
_chemical_formula_moiety         'C18 H9 N2 O4 Zn'
_chemical_formula_sum            'C18 H9 N2 O4 Zn'
_chemical_formula_weight         382.66
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-12-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                93.653(3)
_cell_angle_beta                 109.577(4)
_cell_angle_gamma                97.147(3)
_cell_formula_units_Z            2
_cell_length_a                   10.2597(4)
_cell_length_b                   10.8766(4)
_cell_length_c                   10.9289(5)
_cell_measurement_reflns_used    4852
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.5580
_cell_measurement_theta_min      3.0740
_cell_volume                     1132.87(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -46.00   35.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5962  -57.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
  2 omega  -19.00   18.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2212  -99.0000  -30.0000 37

#__ type_ start__ end____ width___ exp.time_
  3 omega  -19.00   19.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2212  -99.0000 -150.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega  -48.00   35.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5962  -57.0000 -180.0000 83

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00   35.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5962  -57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega  -18.00   19.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2212  -99.0000   90.0000 37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0007668000
_diffrn_orient_matrix_UB_12      0.0619067000
_diffrn_orient_matrix_UB_13      -0.0167699000
_diffrn_orient_matrix_UB_21      -0.0508758000
_diffrn_orient_matrix_UB_22      -0.0224671000
_diffrn_orient_matrix_UB_23      -0.0621561000
_diffrn_orient_matrix_UB_31      -0.0541082000
_diffrn_orient_matrix_UB_32      0.0061719000
_diffrn_orient_matrix_UB_33      0.0257175000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7889
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.592
_diffrn_source                   'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_description       block
_exptl_crystal_F_000             386
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.705
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1287P)²+3.5105P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1902
_refine_ls_wR_factor_ref         0.1924
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3757
_reflns_number_total             3983
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp1c08474_si_002.cif
_cod_data_source_block           I_Zn
_cod_database_code               1565902
_chemical_oxdiff_formula         'C12 H12 N2 O4 Zn2'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: C4(0.5) H4(0.5) C7(0.5) H7(0.5) C5(0.5) H5(0.5) C8(0.5) H8(0.5)
 C20(0.5) H20(0.5) C18(0.5) H18(0.5) C21(0.5) H21(0.5) C22(0.5) H22(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C10(H10), C11(H11), C14(H14), C9(H9), C4(H4), C7(H7), C5(H5),
 C8(H8), C20(H20), C18(H18), C21(H21), C22(H22)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.65554(5) 0.51891(4) 0.55052(4) 0.0133(2) Uani 1 1 d . . . . .
N1 N 0.8625(4) 0.5849(3) 0.5985(3) 0.0165(8) Uani 1 1 d . . . . .
O1 O 0.6046(4) 0.5008(4) 0.3520(3) 0.0341(9) Uani 1 1 d . . . . .
O2 O 0.6422(4) 0.3314(3) 0.5397(4) 0.0382(10) Uani 1 1 d . . . . .
O3 O 0.6265(4) 0.5201(4) 0.7245(3) 0.0371(10) Uani 1 1 d . . . . .
C13 C 0.8980(5) 0.6985(4) 0.5677(4) 0.0197(9) Uani 1 1 d . . . . .
H13 H 0.8278 0.7454 0.5311 0.024 Uiso 1 1 calc R . . . .
N2 N 0.9736(4) 0.9409(4) 0.5121(4) 0.0285(9) Uani 1 1 d . . . . .
C12 C 1.0358(5) 0.7486(4) 0.5884(5) 0.0234(10) Uani 1 1 d . . . . .
C10 C 1.1034(5) 0.5599(5) 0.6751(5) 0.0264(10) Uani 1 1 d . . . . .
H10 H 1.1715 0.5110 0.7119 0.032 Uiso 1 1 calc R . . . .
C11 C 1.1399(5) 0.6772(5) 0.6424(5) 0.0263(11) Uani 1 1 d . . . . .
H11 H 1.2331 0.7078 0.6565 0.032 Uiso 1 1 calc R . . . .
C14 C 1.0695(5) 0.8747(5) 0.5553(5) 0.0277(11) Uani 1 1 d . . . . .
H14 H 1.1616 0.9063 0.5660 0.033 Uiso 1 1 calc R . . . .
C9 C 0.9646(5) 0.5175(4) 0.6521(4) 0.0204(9) Uani 1 1 d . . . . .
H9 H 0.9402 0.4390 0.6744 0.024 Uiso 1 1 calc R . . . .
O4 O 0.5883(4) 0.6876(3) 0.5303(5) 0.0406(10) Uani 1 1 d . . . . .
C1 C 0.4894(5) 0.4917(4) 0.2618(4) 0.0192(9) Uani 1 1 d . . . . .
C2 C 0.4939(5) 0.4950(5) 0.1259(5) 0.0258(10) Uani 1 1 d . . . . .
C15 C 0.5219(5) 0.2690(4) 0.5032(5) 0.0221(10) Uani 1 1 d . . . . .
C16 C 0.5107(5) 0.1288(4) 0.5007(6) 0.0311(12) Uani 1 1 d . . . . .
C3 C 0.5875(5) 0.5889(6) 0.1039(5) 0.0347(13) Uani 1 1 d . . . . .
C6 C 0.4074(6) 0.4063(6) 0.0252(5) 0.0378(13) Uani 1 1 d . . . . .
C4 C 0.6730(12) 0.7013(10) 0.2065(10) 0.033(2) Uani 0.5 1 d . . P . .
H4 H 0.6666 0.7040 0.2895 0.040 Uiso 0.5 1 calc R . P . .
C7 C 0.3185(13) 0.2879(12) 0.0452(11) 0.041(3) Uani 0.5 1 d . . P . .
H7 H 0.3171 0.2784 0.1287 0.049 Uiso 0.5 1 calc R . P . .
C5 C 0.7591(15) 0.7986(13) 0.1802(12) 0.052(4) Uani 0.5 1 d . . P . .
H5 H 0.8162 0.8586 0.2475 0.063 Uiso 0.5 1 calc R . P . .
C8 C 0.2403(17) 0.1944(13) -0.0568(13) 0.059(4) Uani 0.5 1 d . . P . .
H8 H 0.1872 0.1265 -0.0394 0.070 Uiso 0.5 1 calc R . P . .
C17 C 0.5254(10) 0.0597(8) 0.3985(10) 0.074(2) Uani 1 1 d . . . . .
C19 C 0.4826(11) 0.0734(8) 0.6022(10) 0.075(2) Uani 1 1 d . . . . .
C20 C 0.466(2) 0.1433(16) 0.708(2) 0.078(5) Uani 0.5 1 d . . P . .
H20 H 0.4671 0.2291 0.7091 0.093 Uiso 0.5 1 calc R . P . .
C18 C 0.5363(18) 0.1147(15) 0.2837(19) 0.072(5) Uani 0.5 1 d . . P . .
H18 H 0.5223 0.1974 0.2796 0.086 Uiso 0.5 1 calc R . P . .
C21 C 0.446(2) 0.078(2) 0.815(2) 0.092(6) Uani 0.5 1 d . . P . .
H21 H 0.4428 0.1291 0.8847 0.111 Uiso 0.5 1 calc R . P . .
C22 C 0.432(3) -0.054(2) 0.830(2) 0.122(10) Uani 0.5 1 d . . P . .
H22 H 0.4090 -0.0928 0.8952 0.146 Uiso 0.5 1 calc R . P . .
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'
Zn Zn 0.2839 1.4301 '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
N1 Zn1 Zn1 165.65(11) . 2_666 ?
N1 Zn1 O1 97.58(14) . . ?
N1 Zn1 O4 96.39(15) . . ?
O1 Zn1 Zn1 76.14(10) . 2_666 ?
O2 Zn1 Zn1 87.45(11) . 2_666 ?
O2 Zn1 N1 105.32(15) . . ?
O2 Zn1 O1 87.34(18) . . ?
O2 Zn1 O3 89.48(18) . . ?
O2 Zn1 O4 157.95(17) . . ?
O3 Zn1 Zn1 82.25(10) . 2_666 ?
O3 Zn1 N1 103.98(14) . . ?
O3 Zn1 O1 158.27(15) . . ?
O3 Zn1 O4 88.97(18) . . ?
O4 Zn1 Zn1 70.55(11) . 2_666 ?
O4 Zn1 O1 86.01(18) . . ?
C13 N1 Zn1 117.9(3) . . ?
C13 N1 C9 118.6(4) . . ?
C9 N1 Zn1 123.4(3) . . ?
C1 O1 Zn1 131.3(3) . . ?
C15 O2 Zn1 117.1(3) . . ?
C1 O3 Zn1 124.6(3) 2_666 . ?
N1 C13 H13 118.8 . . ?
N1 C13 C12 122.4(4) . . ?
C12 C13 H13 118.8 . . ?
C14 N2 N2 112.2(5) . 2_776 ?
C13 C12 C11 118.2(4) . . ?
C13 C12 C14 120.3(4) . . ?
C11 C12 C14 121.5(4) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.7(5) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 C12 119.4(4) . . ?
C10 C11 H11 120.3 . . ?
N2 C14 C12 120.5(4) . . ?
N2 C14 H14 119.7 . . ?
C12 C14 H14 119.7 . . ?
N1 C9 C10 122.7(4) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C15 O4 Zn1 139.5(3) 2_666 . ?
O1 C1 C2 116.3(4) . . ?
O3 C1 O1 125.4(4) 2_666 . ?
O3 C1 C2 118.3(4) 2_666 . ?
C3 C2 C1 118.5(4) . . ?
C6 C2 C1 120.4(4) . . ?
C6 C2 C3 121.1(5) . . ?
O2 C15 C16 117.6(4) . . ?
O4 C15 O2 125.3(4) 2_666 . ?
O4 C15 C16 117.1(4) 2_666 . ?
C17 C16 C15 119.7(5) . . ?
C17 C16 C19 121.7(6) . . ?
C19 C16 C15 118.6(6) . . ?
C2 C3 C6 119.2(5) . 2_665 ?
C2 C3 C4 124.0(6) . . ?
C6 C3 C4 116.2(6) 2_665 . ?
C2 C6 C3 119.7(5) . 2_665 ?
C2 C6 C7 124.2(6) . . ?
C3 C6 C7 115.5(6) 2_665 . ?
C3 C4 H4 118.4 . . ?
C5 C4 C3 123.3(9) . . ?
C5 C4 H4 118.4 . . ?
C6 C7 H7 118.4 . . ?
C8 C7 C6 123.2(9) . . ?
C8 C7 H7 118.4 . . ?
C4 C5 H5 119.9 . . ?
C8 C5 C4 120.2(11) 2_665 . ?
C8 C5 H5 119.9 2_665 . ?
C7 C8 H8 119.4 . . ?
C5 C8 C7 121.2(11) 2_665 . ?
C5 C8 H8 119.4 2_665 . ?
C16 C17 C19 119.5(7) . 2_656 ?
C16 C17 C18 122.0(10) . . ?
C19 C17 C18 118.2(10) 2_656 . ?
C16 C19 C17 118.7(7) . 2_656 ?
C16 C19 C20 122.4(10) . . ?
C20 C19 C17 118.9(10) . 2_656 ?
C19 C20 H20 120.8 . . ?
C19 C20 C21 118.5(15) . . ?
C21 C20 H20 120.8 . . ?
C17 C18 H18 115.9 . . ?
C17 C18 C22 128.1(16) . 2_656 ?
C22 C18 H18 115.9 2_656 . ?
C20 C21 H21 114.7 . . ?
C22 C21 C20 130.6(18) . . ?
C22 C21 H21 114.7 . . ?
C18 C22 H22 127.7 2_656 . ?
C21 C22 C18 105(2) . 2_656 ?
C21 C22 H22 127.7 . . ?
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
Zn1 Zn1 2.9712(9) 2_666 ?
Zn1 N1 2.031(4) . ?
Zn1 O1 2.044(3) . ?
Zn1 O2 2.020(3) . ?
Zn1 O3 2.020(3) . ?
Zn1 O4 2.039(3) . ?
N1 C13 1.340(6) . ?
N1 C9 1.347(6) . ?
O1 C1 1.248(6) . ?
O2 C15 1.253(6) . ?
O3 C1 1.240(6) 2_666 ?
C13 H13 0.9300 . ?
C13 C12 1.388(6) . ?
N2 N2 1.408(8) 2_776 ?
N2 C14 1.271(7) . ?
C12 C11 1.391(7) . ?
C12 C14 1.470(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(7) . ?
C10 C9 1.372(7) . ?
C11 H11 0.9300 . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
O4 C15 1.229(6) 2_666 ?
C1 O3 1.240(6) 2_666 ?
C1 C2 1.503(6) . ?
C2 C3 1.402(8) . ?
C2 C6 1.388(8) . ?
C15 O4 1.229(6) 2_666 ?
C15 C16 1.512(6) . ?
C16 C17 1.368(10) . ?
C16 C19 1.390(10) . ?
C3 C6 1.433(7) 2_665 ?
C3 C4 1.556(12) . ?
C6 C3 1.433(7) 2_665 ?
C6 C7 1.554(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.399(15) . ?
C7 H7 0.9300 . ?
C7 C8 1.404(17) . ?
C5 H5 0.9300 . ?
C5 C8 1.358(17) 2_665 ?
C8 C5 1.358(17) 2_665 ?
C8 H8 0.9300 . ?
C17 C19 1.439(12) 2_656 ?
C17 C18 1.46(2) . ?
C19 C17 1.439(12) 2_656 ?
C19 C20 1.41(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.47(3) . ?
C18 H18 0.9300 . ?
C18 C22 1.52(3) 2_656 ?
C21 H21 0.9300 . ?
C21 C22 1.45(3) . ?
C22 C18 1.52(3) 2_656 ?
C22 H22 0.9300 . ?
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
Zn1 N1 C13 C12 -175.7(3) . . . . ?
Zn1 N1 C9 C10 175.1(3) . . . . ?
Zn1 O1 C1 O3 -7.4(8) . . . 2_666 ?
Zn1 O1 C1 C2 172.9(3) . . . . ?
Zn1 O2 C15 O4 2.5(7) . . . 2_666 ?
Zn1 O2 C15 C16 -177.2(3) . . . . ?
N1 C13 C12 C11 0.4(7) . . . . ?
N1 C13 C12 C14 -178.8(4) . . . . ?
O1 C1 C2 C3 -48.0(7) . . . . ?
O1 C1 C2 C6 131.8(5) . . . . ?
O2 C15 C16 C17 -79.7(8) . . . . ?
O2 C15 C16 C19 101.7(7) . . . . ?
O3 C1 C2 C3 132.3(5) 2_666 . . . ?
O3 C1 C2 C6 -48.0(7) 2_666 . . . ?
C13 N1 C9 C10 -0.7(7) . . . . ?
C13 C12 C11 C10 -0.8(7) . . . . ?
C13 C12 C14 N2 2.7(7) . . . . ?
N2 N2 C14 C12 179.1(5) 2_776 . . . ?
C11 C12 C14 N2 -176.4(5) . . . . ?
C11 C10 C9 N1 0.3(7) . . . . ?
C14 C12 C11 C10 178.4(4) . . . . ?
C9 N1 C13 C12 0.4(6) . . . . ?
C9 C10 C11 C12 0.4(7) . . . . ?
O4 C15 C16 C17 100.6(7) 2_666 . . . ?
O4 C15 C16 C19 -78.0(8) 2_666 . . . ?
C1 C2 C3 C6 -179.7(5) . . . 2_665 ?
C1 C2 C3 C4 -8.7(9) . . . . ?
C1 C2 C6 C3 179.7(5) . . . 2_665 ?
C1 C2 C6 C7 -9.8(10) . . . . ?
C2 C3 C4 C5 -175.8(11) . . . . ?
C2 C6 C7 C8 -174.8(12) . . . . ?
C15 C16 C17 C19 178.8(7) . . . 2_656 ?
C15 C16 C17 C18 -6.9(14) . . . . ?
C15 C16 C19 C17 -178.8(7) . . . 2_656 ?
C15 C16 C19 C20 -0.8(15) . . . . ?
C16 C17 C18 C22 173.1(17) . . . 2_656 ?
C16 C19 C20 C21 -175.6(14) . . . . ?
C3 C2 C6 C3 -0.5(9) . . . 2_665 ?
C3 C2 C6 C7 169.9(7) . . . . ?
C3 C6 C7 C8 -4.0(16) 2_665 . . . ?
C3 C4 C5 C8 7(2) . . . 2_665 ?
C6 C2 C3 C6 0.5(9) . . . 2_665 ?
C6 C2 C3 C4 171.5(7) . . . . ?
C6 C3 C4 C5 -4.5(15) 2_665 . . . ?
C6 C7 C8 C5 2(2) . . . 2_665 ?
C17 C16 C19 C17 2.6(15) . . . 2_656 ?
C17 C16 C19 C20 -179.4(13) . . . . ?
C17 C19 C20 C21 2(2) 2_656 . . . ?
C19 C16 C17 C19 -2.6(15) . . . 2_656 ?
C19 C16 C17 C18 171.7(11) . . . . ?
C19 C17 C18 C22 -12(2) 2_656 . . 2_656 ?
C19 C20 C21 C22 -4(4) . . . . ?
C20 C21 C22 C18 8(3) . . . 2_656 ?
