#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:08:39 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268627 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/34/1563413.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_1563413
loop_
_publ_author_name
'Biswas, Suprakash'
'Dutta, Tanoy'
'Silswal, Akshay'
'Bhowal, Rohit'
'Chopra, Deepak'
'Koner, Apurba L.'
_publ_section_title
;
 Strategic engineering of alkyl spacer length for a pH-tolerant lysosome
 marker and dual organelle localization.
;
_journal_issue                   28
_journal_name_full               'Chemical science'
_journal_page_first              9630
_journal_page_last               9644
_journal_paper_doi               10.1039/d1sc00542a
_journal_volume                  12
_journal_year                    2021
_chemical_formula_sum            'C25 H33 N3 O3'
_chemical_formula_weight         423.54
_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   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-01-03 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.010(4)
_cell_angle_beta                 96.492(4)
_cell_angle_gamma                105.918(4)
_cell_formula_units_Z            2
_cell_length_a                   9.5249(5)
_cell_length_b                   9.5481(6)
_cell_length_c                   12.5232(7)
_cell_measurement_reflns_used    2566
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.21
_cell_measurement_theta_min      2.68
_cell_volume                     1087.64(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21833
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.129
_diffrn_reflns_theta_min         1.637
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.7052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_description       Block
_exptl_crystal_F_000             456
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         5806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.968
_refine_ls_R_factor_all          0.1185
_refine_ls_R_factor_gt           0.0591
_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)+(0.0682P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1504
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3192
_reflns_number_total             5806
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc00542a2.cif
_cod_data_source_block           NIMC5
_cod_depositor_comments
'Adding full bibliography for 1563412--1563416.cif.'
_cod_database_code               1563413
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.971
_shelx_estimated_absorpt_t_max   0.993
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
N1 N 0.08473(15) 0.00725(16) 0.19954(12) 0.0188(4) Uani 1 1 d . . . . .
N2 N -0.09752(17) 0.43578(17) -0.15349(12) 0.0212(4) Uani 1 1 d . . . . .
N3 N -0.33438(16) 0.56914(17) -0.66558(12) 0.0227(4) Uani 1 1 d . . . . .
O1 O 0.30055(13) 0.09703(14) 0.12908(11) 0.0253(3) Uani 1 1 d . . . . .
O2 O -0.12439(14) -0.07191(14) 0.27830(10) 0.0267(3) Uani 1 1 d . . . . .
O3 O -0.58039(14) 0.56720(14) -0.82017(10) 0.0273(3) Uani 1 1 d . . . . .
C1 C 0.3260(3) -0.0880(3) 0.56039(17) 0.0314(5) Uani 1 1 d . . . . .
C2 C 0.2659(2) -0.1420(2) 0.44555(16) 0.0248(5) Uani 1 1 d . . . . .
C3 C 0.2139(2) -0.0296(2) 0.37847(15) 0.0220(4) Uani 1 1 d . . . . .
C4 C 0.1496(2) -0.0901(2) 0.26663(15) 0.0205(4) Uani 1 1 d . . . . .
C5 C 0.1713(2) 0.09591(19) 0.12846(14) 0.0190(4) Uani 1 1 d . . . . .
C6 C -0.0599(2) 0.0041(2) 0.21055(15) 0.0203(4) Uani 1 1 d . . . . .
C7 C -0.12892(19) 0.09494(19) 0.13845(14) 0.0180(4) Uani 1 1 d . . . . .
C8 C -0.04748(19) 0.18328(19) 0.06380(14) 0.0169(4) Uani 1 1 d . . . . .
C9 C 0.10059(19) 0.18441(19) 0.05749(14) 0.0175(4) Uani 1 1 d . . . . .
C10 C 0.1751(2) 0.2682(2) -0.01894(14) 0.0191(4) Uani 1 1 d . . . . .
C11 C 0.1121(2) 0.3523(2) -0.08836(15) 0.0201(4) Uani 1 1 d . . . . .
C12 C -0.03324(19) 0.35605(19) -0.08393(14) 0.0182(4) Uani 1 1 d . . . . .
C13 C -0.11603(19) 0.26991(19) -0.00532(14) 0.0179(4) Uani 1 1 d . . . . .
C14 C -0.2632(2) 0.2644(2) 0.00484(15) 0.0206(4) Uani 1 1 d . . . . .
C15 C -0.3410(2) 0.1757(2) 0.07717(15) 0.0228(4) Uani 1 1 d . . . . .
C16 C -0.2734(2) 0.0908(2) 0.14429(16) 0.0220(4) Uani 1 1 d . . . . .
C17 C -0.0248(2) 0.5142(2) -0.24063(16) 0.0222(4) Uani 1 1 d . . . . .
C18 C -0.1323(2) 0.5668(2) -0.31775(16) 0.0246(5) Uani 1 1 d . . . . .
C19 C -0.0594(2) 0.6479(2) -0.41028(16) 0.0272(5) Uani 1 1 d . . . . .
C20 C -0.1645(2) 0.6810(2) -0.50236(17) 0.0271(5) Uani 1 1 d . . . . .
C21 C -0.2701(2) 0.5440(2) -0.55778(16) 0.0251(5) Uani 1 1 d . . . . .
C22 C -0.4137(2) 0.6801(2) -0.66278(16) 0.0237(4) Uani 1 1 d . . . . .
C23 C -0.4817(2) 0.7006(2) -0.77411(17) 0.0268(5) Uani 1 1 d . . . . .
C24 C -0.5042(2) 0.4579(2) -0.82368(17) 0.0274(5) Uani 1 1 d . . . . .
C25 C -0.4354(2) 0.4327(2) -0.71303(17) 0.0269(5) Uani 1 1 d . . . . .
H4A H 0.0736(18) -0.1767(18) 0.2703(13) 0.009(4) Uiso 1 1 d . . . . .
H1A H 0.407(2) 0.002(2) 0.5627(14) 0.018(5) Uiso 1 1 d . . . . .
H2A H 0.183(2) -0.234(2) 0.4438(15) 0.026(5) Uiso 1 1 d . . . . .
H3A H 0.1454(19) -0.0005(18) 0.4139(13) 0.012(5) Uiso 1 1 d . . . . .
H10 H 0.273(2) 0.263(2) -0.0237(15) 0.028(5) Uiso 1 1 d . . . . .
H14 H -0.3085(19) 0.3268(19) -0.0431(14) 0.016(5) Uiso 1 1 d . . . . .
H18A H -0.216(2) 0.478(2) -0.3464(14) 0.025(5) Uiso 1 1 d . . . . .
H15 H -0.440(2) 0.170(2) 0.0834(15) 0.031(6) Uiso 1 1 d . . . . .
H18B H -0.177(2) 0.628(2) -0.2772(16) 0.028(6) Uiso 1 1 d . . . . .
H4B H 0.224(2) -0.1073(19) 0.2260(14) 0.020(5) Uiso 1 1 d . . . . .
H25A H -0.376(2) 0.358(2) -0.7215(14) 0.023(5) Uiso 1 1 d . . . . .
H25B H -0.519(2) 0.390(2) -0.6643(16) 0.035(6) Uiso 1 1 d . . . . .
H17A H 0.024(2) 0.449(2) -0.2813(15) 0.026(5) Uiso 1 1 d . . . . .
H3B H 0.295(2) 0.059(2) 0.3727(14) 0.022(5) Uiso 1 1 d . . . . .
H2B H 0.342(2) -0.171(2) 0.4102(14) 0.024(5) Uiso 1 1 d . . . . .
H1B H 0.246(2) -0.062(2) 0.5971(16) 0.032(6) Uiso 1 1 d . . . . .
H11 H 0.1656(19) 0.4039(19) -0.1460(14) 0.019(5) Uiso 1 1 d . . . . .
H17B H 0.063(2) 0.598(2) -0.2117(14) 0.022(5) Uiso 1 1 d . . . . .
H16 H -0.329(2) 0.029(2) 0.1940(16) 0.032(6) Uiso 1 1 d . . . . .
H23A H -0.544(2) 0.776(2) -0.7717(15) 0.033(6) Uiso 1 1 d . . . . .
H19A H 0.002(2) 0.591(2) -0.4387(15) 0.025(5) Uiso 1 1 d . . . . .
H22A H -0.343(2) 0.775(2) -0.6347(14) 0.023(5) Uiso 1 1 d . . . . .
H22B H -0.493(2) 0.649(2) -0.6125(16) 0.031(5) Uiso 1 1 d . . . . .
H23B H -0.401(2) 0.736(2) -0.8253(16) 0.034(6) Uiso 1 1 d . . . . .
H20A H -0.109(2) 0.738(2) -0.5578(16) 0.033(6) Uiso 1 1 d . . . . .
H24A H -0.427(2) 0.486(2) -0.8765(15) 0.029(5) Uiso 1 1 d . . . . .
H21A H -0.358(2) 0.495(2) -0.5123(15) 0.026(5) Uiso 1 1 d . . . . .
H20B H -0.229(2) 0.748(2) -0.4749(16) 0.037(6) Uiso 1 1 d . . . . .
H19B H 0.010(2) 0.738(2) -0.3802(16) 0.032(6) Uiso 1 1 d . . . . .
H21B H -0.215(2) 0.464(2) -0.5671(15) 0.029(5) Uiso 1 1 d . . . . .
H24B H -0.579(2) 0.365(2) -0.8533(15) 0.033(6) Uiso 1 1 d . . . . .
H1C H 0.362(2) -0.163(2) 0.6027(18) 0.045(7) Uiso 1 1 d . . . . .
H2N H -0.198(3) 0.436(3) -0.1462(19) 0.062(8) Uiso 1 1 d . . . . .
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'
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
C6 N1 C5 124.54(15) . . ?
C6 N1 C4 117.19(15) . . ?
C5 N1 C4 118.27(15) . . ?
C12 N2 C17 122.76(16) . . ?
C12 N2 H2N 118.0(14) . . ?
C17 N2 H2N 119.2(14) . . ?
C22 N3 C21 111.46(15) . . ?
C22 N3 C25 109.32(15) . . ?
C21 N3 C25 109.95(15) . . ?
C24 O3 C23 109.94(15) . . ?
C2 C1 H1A 111.8(11) . . ?
C2 C1 H1B 109.4(11) . . ?
H1A C1 H1B 105.9(16) . . ?
C2 C1 H1C 111.6(13) . . ?
H1A C1 H1C 108.7(16) . . ?
H1B C1 H1C 109.3(17) . . ?
C3 C2 C1 113.01(18) . . ?
C3 C2 H2A 109.3(11) . . ?
C1 C2 H2A 111.4(11) . . ?
C3 C2 H2B 109.1(10) . . ?
C1 C2 H2B 109.9(11) . . ?
H2A C2 H2B 103.8(15) . . ?
C4 C3 C2 111.11(17) . . ?
C4 C3 H3A 111.4(11) . . ?
C2 C3 H3A 108.2(10) . . ?
C4 C3 H3B 108.7(10) . . ?
C2 C3 H3B 111.4(10) . . ?
H3A C3 H3B 105.9(15) . . ?
N1 C4 C3 114.54(16) . . ?
N1 C4 H4A 105.9(10) . . ?
C3 C4 H4A 110.2(10) . . ?
N1 C4 H4B 103.9(10) . . ?
C3 C4 H4B 111.5(11) . . ?
H4A C4 H4B 110.5(15) . . ?
O1 C5 N1 119.62(16) . . ?
O1 C5 C9 123.35(16) . . ?
N1 C5 C9 117.03(16) . . ?
O2 C6 N1 119.82(17) . . ?
O2 C6 C7 122.74(17) . . ?
N1 C6 C7 117.44(15) . . ?
C16 C7 C8 120.79(17) . . ?
C16 C7 C6 119.15(16) . . ?
C8 C7 C6 120.06(16) . . ?
C7 C8 C9 120.11(16) . . ?
C7 C8 C13 119.26(16) . . ?
C9 C8 C13 120.63(16) . . ?
C10 C9 C8 118.47(17) . . ?
C10 C9 C5 120.77(16) . . ?
C8 C9 C5 120.74(16) . . ?
C9 C10 C11 122.69(17) . . ?
C9 C10 H10 116.5(12) . . ?
C11 C10 H10 120.8(12) . . ?
C10 C11 C12 120.74(17) . . ?
C10 C11 H11 120.4(10) . . ?
C12 C11 H11 118.6(10) . . ?
N2 C12 C11 121.26(16) . . ?
N2 C12 C13 120.06(16) . . ?
C11 C12 C13 118.66(17) . . ?
C14 C13 C8 118.03(16) . . ?
C14 C13 C12 123.18(17) . . ?
C8 C13 C12 118.78(16) . . ?
C15 C14 C13 121.62(18) . . ?
C15 C14 H14 121.5(10) . . ?
C13 C14 H14 116.9(10) . . ?
C14 C15 C16 120.05(18) . . ?
C14 C15 H15 122.1(12) . . ?
C16 C15 H15 117.9(12) . . ?
C7 C16 C15 120.23(18) . . ?
C7 C16 H16 120.4(12) . . ?
C15 C16 H16 119.3(12) . . ?
N2 C17 C18 110.89(16) . . ?
N2 C17 H17A 110.7(10) . . ?
C18 C17 H17A 110.1(10) . . ?
N2 C17 H17B 111.2(10) . . ?
C18 C17 H17B 111.1(10) . . ?
H17A C17 H17B 102.6(14) . . ?
C17 C18 C19 112.00(17) . . ?
C17 C18 H18A 108.1(10) . . ?
C19 C18 H18A 110.2(10) . . ?
C17 C18 H18B 108.5(11) . . ?
C19 C18 H18B 111.6(11) . . ?
H18A C18 H18B 106.1(15) . . ?
C18 C19 C20 115.41(18) . . ?
C18 C19 H19A 108.5(11) . . ?
C20 C19 H19A 109.7(11) . . ?
C18 C19 H19B 107.4(12) . . ?
C20 C19 H19B 110.3(12) . . ?
H19A C19 H19B 105.1(16) . . ?
C21 C20 C19 113.03(17) . . ?
C21 C20 H20A 107.7(12) . . ?
C19 C20 H20A 110.8(12) . . ?
C21 C20 H20B 108.2(11) . . ?
C19 C20 H20B 111.5(11) . . ?
H20A C20 H20B 105.3(15) . . ?
N3 C21 C20 113.29(16) . . ?
N3 C21 H21A 107.8(10) . . ?
C20 C21 H21A 112.7(10) . . ?
N3 C21 H21B 106.6(10) . . ?
C20 C21 H21B 110.3(10) . . ?
H21A C21 H21B 105.8(14) . . ?
N3 C22 C23 110.18(16) . . ?
N3 C22 H22A 109.2(10) . . ?
C23 C22 H22A 109.0(10) . . ?
N3 C22 H22B 109.2(11) . . ?
C23 C22 H22B 110.3(11) . . ?
H22A C22 H22B 109.0(15) . . ?
O3 C23 C22 111.68(16) . . ?
O3 C23 H23A 106.7(11) . . ?
C22 C23 H23A 110.3(11) . . ?
O3 C23 H23B 107.5(11) . . ?
C22 C23 H23B 110.9(11) . . ?
H23A C23 H23B 109.7(15) . . ?
O3 C24 C25 111.48(17) . . ?
O3 C24 H24A 109.8(11) . . ?
C25 C24 H24A 111.5(11) . . ?
O3 C24 H24B 107.4(11) . . ?
C25 C24 H24B 109.5(11) . . ?
H24A C24 H24B 107.1(15) . . ?
N3 C25 C24 110.38(16) . . ?
N3 C25 H25A 108.5(10) . . ?
C24 C25 H25A 107.9(10) . . ?
N3 C25 H25B 111.0(11) . . ?
C24 C25 H25B 109.3(11) . . ?
H25A C25 H25B 109.8(14) . . ?
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
N1 C6 1.392(2) . ?
N1 C5 1.404(2) . ?
N1 C4 1.466(2) . ?
N2 C12 1.360(2) . ?
N2 C17 1.455(2) . ?
N2 H2N 0.97(2) . ?
N3 C22 1.463(2) . ?
N3 C21 1.466(2) . ?
N3 C25 1.469(2) . ?
O1 C5 1.228(2) . ?
O2 C6 1.224(2) . ?
O3 C24 1.428(2) . ?
O3 C23 1.435(2) . ?
C1 C2 1.521(3) . ?
C1 H1A 0.981(19) . ?
C1 H1B 1.02(2) . ?
C1 H1C 1.00(2) . ?
C2 C3 1.517(3) . ?
C2 H2A 1.006(19) . ?
C2 H2B 0.989(18) . ?
C3 C4 1.511(3) . ?
C3 H3A 0.930(17) . ?
C3 H3B 0.991(18) . ?
C4 H4A 0.943(17) . ?
C4 H4B 0.967(18) . ?
C5 C9 1.461(3) . ?
C6 C7 1.476(3) . ?
C7 C16 1.376(2) . ?
C7 C8 1.412(2) . ?
C8 C9 1.419(2) . ?
C8 C13 1.424(2) . ?
C9 C10 1.379(2) . ?
C10 C11 1.381(3) . ?
C10 H10 0.953(19) . ?
C11 C12 1.402(3) . ?
C11 H11 0.985(17) . ?
C12 C13 1.445(2) . ?
C13 C14 1.408(2) . ?
C14 C15 1.377(3) . ?
C14 H14 0.992(18) . ?
C15 C16 1.394(3) . ?
C15 H15 0.94(2) . ?
C16 H16 0.96(2) . ?
C17 C18 1.514(3) . ?
C17 H17A 1.033(19) . ?
C17 H17B 1.017(18) . ?
C18 C19 1.520(3) . ?
C18 H18A 1.019(19) . ?
C18 H18B 0.98(2) . ?
C19 C20 1.530(3) . ?
C19 H19A 1.00(2) . ?
C19 H19B 0.98(2) . ?
C20 C21 1.525(3) . ?
C20 H20A 0.99(2) . ?
C20 H20B 1.08(2) . ?
C21 H21A 1.067(19) . ?
C21 H21B 1.055(19) . ?
C22 C23 1.506(3) . ?
C22 H22A 1.005(18) . ?
C22 H22B 1.02(2) . ?
C23 H23A 1.05(2) . ?
C23 H23B 1.041(19) . ?
C24 C25 1.513(3) . ?
C24 H24A 1.025(19) . ?
C24 H24B 1.01(2) . ?
C25 H25A 1.036(19) . ?
C25 H25B 1.05(2) . ?
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
C1 C2 C3 C4 -177.71(17) . . . . ?
C6 N1 C4 C3 -84.5(2) . . . . ?
C5 N1 C4 C3 96.0(2) . . . . ?
C2 C3 C4 N1 174.82(16) . . . . ?
C6 N1 C5 O1 175.81(16) . . . . ?
C4 N1 C5 O1 -4.7(2) . . . . ?
C6 N1 C5 C9 -3.5(3) . . . . ?
C4 N1 C5 C9 175.95(15) . . . . ?
C5 N1 C6 O2 -176.62(16) . . . . ?
C4 N1 C6 O2 3.9(3) . . . . ?
C5 N1 C6 C7 3.2(3) . . . . ?
C4 N1 C6 C7 -176.24(16) . . . . ?
O2 C6 C7 C16 -2.4(3) . . . . ?
N1 C6 C7 C16 177.72(16) . . . . ?
O2 C6 C7 C8 178.33(17) . . . . ?
N1 C6 C7 C8 -1.5(3) . . . . ?
C16 C7 C8 C9 -178.90(17) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C16 C7 C8 C13 0.6(3) . . . . ?
C6 C7 C8 C13 179.83(16) . . . . ?
C7 C8 C9 C10 177.80(16) . . . . ?
C13 C8 C9 C10 -1.7(3) . . . . ?
C7 C8 C9 C5 -0.6(3) . . . . ?
C13 C8 C9 C5 179.86(16) . . . . ?
O1 C5 C9 C10 4.4(3) . . . . ?
N1 C5 C9 C10 -176.29(15) . . . . ?
O1 C5 C9 C8 -177.19(17) . . . . ?
N1 C5 C9 C8 2.1(3) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C5 C9 C10 C11 179.34(17) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C17 N2 C12 C11 4.0(3) . . . . ?
C17 N2 C12 C13 -174.31(16) . . . . ?
C10 C11 C12 N2 -178.46(17) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C7 C8 C13 C14 0.6(3) . . . . ?
C9 C8 C13 C14 -179.89(16) . . . . ?
C7 C8 C13 C12 -177.90(15) . . . . ?
C9 C8 C13 C12 1.6(3) . . . . ?
N2 C12 C13 C14 -0.7(3) . . . . ?
C11 C12 C13 C14 -179.11(17) . . . . ?
N2 C12 C13 C8 177.68(16) . . . . ?
C11 C12 C13 C8 -0.7(3) . . . . ?
C8 C13 C14 C15 -1.6(3) . . . . ?
C12 C13 C14 C15 176.82(17) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C8 C7 C16 C15 -0.9(3) . . . . ?
C6 C7 C16 C15 179.91(17) . . . . ?
C14 C15 C16 C7 -0.1(3) . . . . ?
C12 N2 C17 C18 168.39(17) . . . . ?
N2 C17 C18 C19 -179.45(17) . . . . ?
C17 C18 C19 C20 169.47(18) . . . . ?
C18 C19 C20 C21 -61.8(3) . . . . ?
C22 N3 C21 C20 -58.1(2) . . . . ?
C25 N3 C21 C20 -179.54(17) . . . . ?
C19 C20 C21 N3 -160.20(17) . . . . ?
C21 N3 C22 C23 -178.50(15) . . . . ?
C25 N3 C22 C23 -56.7(2) . . . . ?
C24 O3 C23 C22 -58.0(2) . . . . ?
N3 C22 C23 O3 58.3(2) . . . . ?
C23 O3 C24 C25 57.4(2) . . . . ?
C22 N3 C25 C24 56.5(2) . . . . ?
C21 N3 C25 C24 179.12(16) . . . . ?
O3 C24 C25 N3 -57.5(2) . . . . ?
