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#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/90/1559059.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_1559059
loop_
_publ_author_name
'Zhou, Zhijun'
'Chen, Jiachang'
'chen, Herong'
'Kong, Wangqing'
_publ_section_title
;
 Stereoselective Synthesis of Pentasubstituted 1,3-Dienes via Ni-Catalyzed
 Reductive Coupling of Unsymmetrical Internal Alkynes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC04173D
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C40 H36 N4 O7, C H Cl3'
_chemical_formula_sum            'C41 H37 Cl3 N4 O7'
_chemical_formula_weight         804.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-12-09
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2020-06-11 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.339(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3144(9)
_cell_length_b                   9.8595(7)
_cell_length_c                   14.5355(10)
_cell_measurement_reflns_used    9809
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.50
_cell_volume                     1899.8(2)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33634
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.692
_diffrn_reflns_theta_min         1.536
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details
; 
 Flack x determined using 3895 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         10874
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0644
_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)+(0.1266P)²+0.5452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.2025
_reflns_Friedel_coverage         0.852
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.896
_reflns_number_gt                9196
_reflns_number_total             10874
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc04173d2.cif
_cod_data_source_block           mo_191205a_0m
_cod_database_code               1559059
_shelx_shelxl_version_number     2014/7
_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_max   0.971
_shelx_estimated_absorpt_t_min   0.957
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2. Restrained distances 
 Cl3-C41 = Cl3A-C41A = Cl1-C41 = Cl2-C41 = Cl2A-C41A = Cl1A-C41A 
 1.73 with sigma of 0.01 
 Cl2A-Cl3A 
 2.92 with sigma of 0.04 
 Cl3A-Cl1A 
 2.92 with sigma of 0.04 
 Cl2A-Cl1A 
 2.92 with sigma of 0.04 
 Cl3-Cl1 
 2.92 with sigma of 0.04 
 Cl1-Cl2 
 2.92 with sigma of 0.04 
 Cl2-Cl3 
 2.92 with sigma of 0.04 
 C41-Cl1 \\sim C41A-Cl1A 
 with sigma of 0.02 
 C41-Cl2 \\sim C41A-Cl2A 
 with sigma of 0.02 
 C41-Cl3 \\sim C41A-Cl3A 
 with sigma of 0.02 
 Cl1-Cl2 \\sim Cl1A-Cl2A 
 with sigma of 0.04 
 Cl1-Cl3 \\sim Cl1A-Cl3A 
 with sigma of 0.04 
 Cl2-Cl3 \\sim Cl2A-Cl3A 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(Cl3) \\sim Ueq, Uanis(Cl3A) \\sim Ueq: with sigma of 0.01 and sigma for 
terminal atoms of 0.02 
Uanis(Cl3) = Uanis(Cl2A) 
Uanis(C41) = Uanis(C41A) 
4. Others 
 Sof(C41A)=Sof(H41A)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=1-FVAR(1) 
 Sof(C41)=Sof(H41)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(1) 
5.a Ternary CH refined with riding coordinates: 
 C9(H9), C41(H41), C41A(H41A) 
5.b Secondary CH2 refined with riding coordinates: 
 C10(H10A,H10B), C13(H13A,H13B), C14(H14A,H14B), C29(H29A,H29B), C31(H31A, 
 H31B), C32(H32A,H32B) 
5.c Aromatic/amide H refined with riding coordinates: 
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C19(H19), C20(H20), C22(H22), 
 C23(H23), C35(H35), C36(H36), C38(H38), C39(H39) 
5.d Idealised Me refined as rotating group: 
 C16(H16A,H16B,H16C), C33(H33A,H33B,H33C), C40(H40A,H40B,H40C) 
5.e Idealised tetrahedral OH refined as rotating group: 
 O5(H5A) 
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
C1 C 0.7918(2) 0.8341(4) 0.7596(2) 0.0360(6) Uani 1 1 d . . . . .
C2 C 0.8088(2) 0.7011(3) 0.6331(2) 0.0335(6) Uani 1 1 d . . . . .
C3 C 0.9633(2) 0.7450(4) 0.7385(3) 0.0429(7) Uani 1 1 d . . . . .
C4 C 1.0288(4) 0.8434(7) 0.7167(5) 0.0809(18) Uani 1 1 d . . . . .
H4 H 1.0052 0.9212 0.6857 0.097 Uiso 1 1 calc R . . . .
C5 C 1.1319(4) 0.8263(9) 0.7412(5) 0.092(2) Uani 1 1 d . . . . .
H5 H 1.1778 0.8910 0.7248 0.111 Uiso 1 1 calc R . . . .
C6 C 1.1647(3) 0.7129(7) 0.7899(4) 0.0692(14) Uani 1 1 d . . . . .
H6 H 1.2331 0.7020 0.8078 0.083 Uiso 1 1 calc R . . . .
C7 C 1.0990(4) 0.6174(7) 0.8119(4) 0.0726(14) Uani 1 1 d . . . . .
H7 H 1.1221 0.5418 0.8458 0.087 Uiso 1 1 calc R . . . .
C8 C 0.9961(3) 0.6312(6) 0.7841(4) 0.0631(12) Uani 1 1 d . . . . .
H8 H 0.9509 0.5633 0.7968 0.076 Uiso 1 1 calc R . . . .
C9 C 0.6349(2) 0.7419(3) 0.55572(18) 0.0284(5) Uani 1 1 d . . . . .
H9 H 0.6344 0.6553 0.5225 0.034 Uiso 1 1 calc R . . . .
C10 C 0.6563(3) 0.8554(4) 0.4879(2) 0.0405(7) Uani 1 1 d . . . . .
H10A H 0.5974 0.8633 0.4436 0.049 Uiso 1 1 calc R . . . .
H10B H 0.6615 0.9395 0.5226 0.049 Uiso 1 1 calc R . . . .
C11 C 0.7487(3) 0.8472(4) 0.4327(3) 0.0438(7) Uani 1 1 d . . . . .
C12 C 0.8489(3) 0.8916(5) 0.4839(3) 0.0514(9) Uani 1 1 d . . . . .
C13 C 0.9343(4) 0.8224(6) 0.4399(4) 0.0695(14) Uani 1 1 d . . . . .
H13A H 0.9659 0.8851 0.4000 0.083 Uiso 1 1 calc R . . . .
H13B H 0.9850 0.7901 0.4870 0.083 Uiso 1 1 calc R . . . .
C14 C 0.8880(4) 0.7053(7) 0.3846(4) 0.0686(13) Uani 1 1 d . . . . .
H14A H 0.9148 0.6201 0.4095 0.082 Uiso 1 1 calc R . . . .
H14B H 0.9028 0.7123 0.3207 0.082 Uiso 1 1 calc R . . . .
C15 C 0.7745(3) 0.7119(5) 0.3911(3) 0.0510(9) Uani 1 1 d . . . . .
C16 C 0.7308(5) 0.9473(6) 0.3499(4) 0.0725(15) Uani 1 1 d . . . . .
H16A H 0.6763 0.9148 0.3078 0.109 Uiso 1 1 calc GR . . . .
H16B H 0.7910 0.9535 0.3185 0.109 Uiso 1 1 calc GR . . . .
H16C H 0.7142 1.0352 0.3724 0.109 Uiso 1 1 calc GR . . . .
C17 C 0.53116(19) 0.7616(3) 0.59112(18) 0.0274(5) Uani 1 1 d . . . . .
C18 C 0.4436(2) 0.7653(3) 0.51918(18) 0.0276(5) Uani 1 1 d . . . . .
C19 C 0.4339(3) 0.6722(3) 0.4472(2) 0.0353(6) Uani 1 1 d . . . . .
H19 H 0.4851 0.6093 0.4418 0.042 Uiso 1 1 calc R . . . .
C20 C 0.3498(3) 0.6707(4) 0.3830(2) 0.0391(7) Uani 1 1 d . . . . .
H20 H 0.3444 0.6067 0.3358 0.047 Uiso 1 1 calc R . . . .
C21 C 0.2740(2) 0.7655(4) 0.3900(2) 0.0381(6) Uani 1 1 d . . . . .
C22 C 0.2835(3) 0.8637(4) 0.4594(2) 0.0395(7) Uani 1 1 d . . . . .
H22 H 0.2335 0.9287 0.4634 0.047 Uiso 1 1 calc R . . . .
C23 C 0.3678(2) 0.8633(3) 0.5221(2) 0.0344(6) Uani 1 1 d . . . . .
H23 H 0.3746 0.9299 0.5675 0.041 Uiso 1 1 calc R . . . .
C24 C 0.1853(3) 0.7656(6) 0.3248(3) 0.0536(10) Uani 1 1 d . . . . .
C25 C 0.52037(19) 0.7721(3) 0.68198(19) 0.0284(5) Uani 1 1 d . . . . .
C26 C 0.60835(19) 0.7713(3) 0.75686(18) 0.0266(5) Uani 1 1 d . . . . .
C27 C 0.5708(2) 0.8758(3) 0.8277(2) 0.0304(5) Uani 1 1 d . . . . .
C28 C 0.4579(2) 0.8361(3) 0.8265(2) 0.0322(5) Uani 1 1 d . . . . .
C29 C 0.4241(2) 0.7847(4) 0.7292(2) 0.0368(6) Uani 1 1 d . . . . .
H29A H 0.3907 0.6975 0.7318 0.044 Uiso 1 1 calc R . . . .
H29B H 0.3781 0.8485 0.6967 0.044 Uiso 1 1 calc R . . . .
C30 C 0.4597(3) 0.7302(4) 0.9031(2) 0.0394(7) Uani 1 1 d . . . . .
C31 C 0.5472(3) 0.7599(5) 0.9745(2) 0.0480(8) Uani 1 1 d . . . . .
H31A H 0.5865 0.6785 0.9888 0.058 Uiso 1 1 calc R . . . .
H31B H 0.5230 0.7941 1.0310 0.058 Uiso 1 1 calc R . . . .
C32 C 0.6114(3) 0.8678(4) 0.9307(2) 0.0381(6) Uani 1 1 d . . . . .
H32A H 0.6820 0.8417 0.9367 0.046 Uiso 1 1 calc R . . . .
H32B H 0.6050 0.9549 0.9606 0.046 Uiso 1 1 calc R . . . .
C33 C 0.3927(3) 0.9537(4) 0.8569(3) 0.0482(8) Uani 1 1 d . . . . .
H33A H 0.4147 0.9787 0.9193 0.072 Uiso 1 1 calc GR . . . .
H33B H 0.3233 0.9257 0.8533 0.072 Uiso 1 1 calc GR . . . .
H33C H 0.3992 1.0302 0.8169 0.072 Uiso 1 1 calc GR . . . .
C34 C 0.6283(2) 0.6268(3) 0.79449(19) 0.0292(5) Uani 1 1 d . . . . .
C35 C 0.5691(2) 0.5168(3) 0.7621(2) 0.0348(6) Uani 1 1 d . . . . .
H35 H 0.5153 0.5317 0.7177 0.042 Uiso 1 1 calc R . . . .
C36 C 0.5882(3) 0.3855(3) 0.7945(3) 0.0391(7) Uani 1 1 d . . . . .
H36 H 0.5461 0.3147 0.7733 0.047 Uiso 1 1 calc R . . . .
C37 C 0.6698(3) 0.3607(3) 0.8579(2) 0.0369(6) Uani 1 1 d . . . . .
C38 C 0.7302(3) 0.4681(4) 0.8909(3) 0.0422(7) Uani 1 1 d . . . . .
H38 H 0.7850 0.4522 0.9339 0.051 Uiso 1 1 calc R . . . .
C39 C 0.7094(3) 0.5986(3) 0.8600(2) 0.0391(7) Uani 1 1 d . . . . .
H39 H 0.7503 0.6694 0.8833 0.047 Uiso 1 1 calc R . . . .
C40 C 0.7738(4) 0.1972(5) 0.9428(4) 0.0573(10) Uani 1 1 d . . . . .
H40A H 0.8320 0.2235 0.9127 0.086 Uiso 1 1 calc GR . . . .
H40B H 0.7763 0.1014 0.9548 0.086 Uiso 1 1 calc GR . . . .
H40C H 0.7732 0.2455 1.0001 0.086 Uiso 1 1 calc GR . . . .
N1 N 0.85744(19) 0.7611(3) 0.7120(2) 0.0381(6) Uani 1 1 d . . . . .
N2 N 0.69679(18) 0.8210(3) 0.71086(17) 0.0316(5) Uani 1 1 d . . . . .
N3 N 0.70969(17) 0.7332(3) 0.63514(17) 0.0313(5) Uani 1 1 d . . . . .
N4 N 0.1151(3) 0.7677(7) 0.2736(3) 0.0787(15) Uani 1 1 d . . . . .
O1 O 0.8109(2) 0.8968(3) 0.83031(19) 0.0492(6) Uani 1 1 d . . . . .
O2 O 0.84632(18) 0.6381(3) 0.57376(19) 0.0432(5) Uani 1 1 d . . . . .
O3 O 0.8571(3) 0.9713(4) 0.5465(3) 0.0689(9) Uani 1 1 d . . . . .
O4 O 0.7150(3) 0.6261(4) 0.3651(2) 0.0652(8) Uani 1 1 d . . . . .
O5 O 0.5799(2) 1.0066(2) 0.78971(18) 0.0409(5) Uani 1 1 d . . . . .
H5A H 0.6043 1.0585 0.8299 0.061 Uiso 1 1 calc GR . . . .
O6 O 0.4002(2) 0.6390(4) 0.9067(2) 0.0555(7) Uani 1 1 d . . . . .
O7 O 0.6849(2) 0.2284(3) 0.8847(2) 0.0534(7) Uani 1 1 d . . . . .
C41 C 0.9263(8) 0.6981(13) 0.1020(8) 0.148(5) Uani 0.809(7) 1 d D . P A 1
H41 H 0.9713 0.7266 0.1558 0.177 Uiso 0.809(7) 1 calc R . P A 1
Cl1 Cl 0.9447(5) 0.7968(11) 0.0115(4) 0.222(4) Uani 0.809(7) 1 d D . P A 1
Cl2 Cl 0.8050(5) 0.7046(11) 0.1280(5) 0.168(4) Uani 0.809(7) 1 d D . P A 1
Cl3 Cl 0.9630(5) 0.5461(9) 0.0650(7) 0.243(4) Uani 0.809(7) 1 d D U P A 1
C41A C 0.939(2) 0.708(4) 0.1120(12) 0.148(5) Uani 0.191(7) 1 d D . P A 2
H41A H 0.9809 0.7881 0.1287 0.177 Uiso 0.191(7) 1 calc R . P A 2
Cl1A Cl 0.8146(15) 0.755(3) 0.1054(17) 0.136(8) Uani 0.191(7) 1 d D . P A 2
Cl2A Cl 0.9718(19) 0.580(3) 0.189(2) 0.243(4) Uani 0.191(7) 1 d D . P A 2
Cl3A Cl 0.9601(9) 0.658(2) 0.0030(8) 0.116(5) Uani 0.191(7) 1 d D U P A 2
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'
Cl Cl 0.1484 0.1585 '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
N1 C1 N2 106.6(3) . . ?
O1 C1 N1 127.4(3) . . ?
O1 C1 N2 126.0(3) . . ?
N3 C2 N1 105.1(3) . . ?
O2 C2 N1 127.9(3) . . ?
O2 C2 N3 127.0(3) . . ?
C4 C3 N1 119.6(4) . . ?
C8 C3 C4 121.3(4) . . ?
C8 C3 N1 119.1(3) . . ?
C3 C4 C5 119.4(6) . . ?
C6 C5 C4 119.3(6) . . ?
C7 C6 C5 120.7(4) . . ?
C6 C7 C8 120.3(6) . . ?
C3 C8 C7 119.0(5) . . ?
C17 C9 C10 110.5(2) . . ?
N3 C9 C10 113.5(2) . . ?
N3 C9 C17 108.3(2) . . ?
C11 C10 C9 120.2(3) . . ?
C10 C11 C16 107.3(3) . . ?
C12 C11 C10 115.9(3) . . ?
C12 C11 C16 105.0(4) . . ?
C15 C11 C10 118.6(3) . . ?
C15 C11 C12 103.1(3) . . ?
C15 C11 C16 105.9(4) . . ?
C13 C12 C11 108.6(4) . . ?
O3 C12 C11 124.8(4) . . ?
O3 C12 C13 126.5(4) . . ?
C14 C13 C12 106.5(4) . . ?
C13 C14 C15 107.1(4) . . ?
C11 C15 C14 108.9(4) . . ?
O4 C15 C11 125.4(4) . . ?
O4 C15 C14 125.6(5) . . ?
C18 C17 C9 116.0(2) . . ?
C25 C17 C9 121.4(2) . . ?
C25 C17 C18 122.6(2) . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 C23 117.5(3) . . ?
C23 C18 C17 120.9(2) . . ?
C18 C19 C20 121.7(3) . . ?
C21 C20 C19 119.4(3) . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 C24 120.6(3) . . ?
C22 C21 C24 119.2(3) . . ?
C23 C22 C21 119.3(3) . . ?
C22 C23 C18 121.8(3) . . ?
N4 C24 C21 178.9(6) . . ?
C17 C25 C26 123.8(2) . . ?
C17 C25 C29 128.6(2) . . ?
C29 C25 C26 107.7(2) . . ?
C25 C26 C27 101.2(2) . . ?
C25 C26 C34 110.8(2) . . ?
C34 C26 C27 115.4(2) . . ?
N2 C26 C25 105.4(2) . . ?
N2 C26 C27 113.0(2) . . ?
N2 C26 C34 110.3(2) . . ?
C28 C27 C26 101.2(2) . . ?
C32 C27 C26 119.8(2) . . ?
C32 C27 C28 104.5(2) . . ?
O5 C27 C26 107.3(2) . . ?
O5 C27 C28 110.2(2) . . ?
O5 C27 C32 113.0(3) . . ?
C29 C28 C27 107.2(2) . . ?
C29 C28 C33 112.9(3) . . ?
C30 C28 C27 102.4(2) . . ?
C30 C28 C29 115.6(3) . . ?
C30 C28 C33 106.1(3) . . ?
C33 C28 C27 112.3(3) . . ?
C25 C29 C28 104.9(2) . . ?
C31 C30 C28 109.0(3) . . ?
O6 C30 C28 125.3(3) . . ?
O6 C30 C31 125.7(3) . . ?
C30 C31 C32 105.8(3) . . ?
C31 C32 C27 106.1(3) . . ?
C35 C34 C26 121.7(3) . . ?
C35 C34 C39 116.8(3) . . ?
C39 C34 C26 121.5(3) . . ?
C36 C35 C34 121.9(3) . . ?
C37 C36 C35 119.9(3) . . ?
C36 C37 C38 119.4(3) . . ?
O7 C37 C36 116.4(3) . . ?
O7 C37 C38 124.2(3) . . ?
C39 C38 C37 120.4(3) . . ?
C38 C39 C34 121.7(3) . . ?
C1 N1 C2 111.7(2) . . ?
C1 N1 C3 125.4(3) . . ?
C2 N1 C3 122.9(3) . . ?
C1 N2 C26 121.2(2) . . ?
C1 N2 N3 106.2(2) . . ?
N3 N2 C26 107.7(2) . . ?
C2 N3 C9 126.2(2) . . ?
C2 N3 N2 110.2(2) . . ?
N2 N3 C9 117.0(2) . . ?
C37 O7 C40 117.8(3) . . ?
Cl1 C41 Cl2 111.5(7) . . ?
Cl1 C41 Cl3 101.4(8) . . ?
Cl3 C41 Cl2 114.7(9) . . ?
Cl1A C41A Cl2A 114.7(19) . . ?
Cl3A C41A Cl1A 105.5(17) . . ?
Cl3A C41A Cl2A 109.5(19) . . ?
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
C1 N1 1.369(4) . ?
C1 N2 1.398(4) . ?
C1 O1 1.205(4) . ?
C2 N1 1.395(4) . ?
C2 N3 1.360(4) . ?
C2 O2 1.208(4) . ?
C3 C4 1.362(6) . ?
C3 C8 1.355(7) . ?
C3 N1 1.435(4) . ?
C4 C5 1.395(7) . ?
C5 C6 1.373(10) . ?
C6 C7 1.344(9) . ?
C7 C8 1.399(6) . ?
C9 C10 1.536(4) . ?
C9 C17 1.531(4) . ?
C9 N3 1.455(3) . ?
C10 C11 1.532(5) . ?
C11 C12 1.530(6) . ?
C11 C15 1.517(6) . ?
C11 C16 1.557(6) . ?
C12 C13 1.518(6) . ?
C12 O3 1.200(6) . ?
C13 C14 1.505(9) . ?
C14 C15 1.523(6) . ?
C15 O4 1.196(6) . ?
C17 C18 1.492(3) . ?
C17 C25 1.346(4) . ?
C18 C19 1.389(4) . ?
C18 C23 1.400(4) . ?
C19 C20 1.389(5) . ?
C20 C21 1.387(5) . ?
C21 C22 1.395(5) . ?
C21 C24 1.443(4) . ?
C22 C23 1.378(4) . ?
C24 N4 1.140(5) . ?
C25 C26 1.523(3) . ?
C25 C29 1.515(4) . ?
C26 C27 1.572(4) . ?
C26 C34 1.540(4) . ?
C26 N2 1.490(3) . ?
C27 C28 1.551(4) . ?
C27 C32 1.545(4) . ?
C27 O5 1.413(4) . ?
C28 C29 1.530(4) . ?
C28 C30 1.525(4) . ?
C28 C33 1.538(5) . ?
C30 C31 1.515(5) . ?
C30 O6 1.203(5) . ?
C31 C32 1.539(5) . ?
C34 C35 1.397(4) . ?
C34 C39 1.399(4) . ?
C35 C36 1.393(5) . ?
C36 C37 1.380(5) . ?
C37 C38 1.388(5) . ?
C37 O7 1.371(4) . ?
C38 C39 1.382(5) . ?
C40 O7 1.422(5) . ?
N2 N3 1.424(3) . ?
C41 Cl1 1.673(10) . ?
C41 Cl2 1.694(10) . ?
C41 Cl3 1.680(10) . ?
C41A Cl1A 1.713(13) . ?
C41A Cl2A 1.723(13) . ?
C41A Cl3A 1.709(13) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O7 0.82 2.11 2.878(4) 156.9 1_565
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 N2 N3 C2 -4.1(3) . . . . ?
C1 N2 N3 C9 -157.5(3) . . . . ?
C3 C4 C5 C6 -2.4(12) . . . . ?
C4 C3 C8 C7 2.2(9) . . . . ?
C4 C3 N1 C1 -82.7(6) . . . . ?
C4 C3 N1 C2 98.0(6) . . . . ?
C4 C5 C6 C7 1.6(11) . . . . ?
C5 C6 C7 C8 1.1(10) . . . . ?
C6 C7 C8 C3 -3.0(9) . . . . ?
C8 C3 C4 C5 0.5(10) . . . . ?
C8 C3 N1 C1 97.9(5) . . . . ?
C8 C3 N1 C2 -81.4(5) . . . . ?
C9 C10 C11 C12 -81.3(4) . . . . ?
C9 C10 C11 C15 42.1(5) . . . . ?
C9 C10 C11 C16 161.9(4) . . . . ?
C9 C17 C18 C19 44.8(4) . . . . ?
C9 C17 C18 C23 -135.3(3) . . . . ?
C9 C17 C25 C26 2.6(4) . . . . ?
C9 C17 C25 C29 -176.7(3) . . . . ?
C10 C9 C17 C18 58.3(3) . . . . ?
C10 C9 C17 C25 -123.0(3) . . . . ?
C10 C9 N3 C2 -64.6(4) . . . . ?
C10 C9 N3 N2 84.0(3) . . . . ?
C10 C11 C12 C13 155.3(4) . . . . ?
C10 C11 C12 O3 -26.8(6) . . . . ?
C10 C11 C15 C14 -151.3(4) . . . . ?
C10 C11 C15 O4 30.7(6) . . . . ?
C11 C12 C13 C14 -17.7(6) . . . . ?
C12 C11 C15 C14 -21.7(4) . . . . ?
C12 C11 C15 O4 160.3(4) . . . . ?
C12 C13 C14 C15 3.7(6) . . . . ?
C13 C14 C15 C11 11.6(5) . . . . ?
C13 C14 C15 O4 -170.4(5) . . . . ?
C15 C11 C12 C13 24.2(4) . . . . ?
C15 C11 C12 O3 -157.9(4) . . . . ?
C16 C11 C12 C13 -86.5(5) . . . . ?
C16 C11 C12 O3 91.4(5) . . . . ?
C16 C11 C15 C14 88.2(4) . . . . ?
C16 C11 C15 O4 -89.7(5) . . . . ?
C17 C9 C10 C11 -171.4(3) . . . . ?
C17 C9 N3 C2 172.4(3) . . . . ?
C17 C9 N3 N2 -39.0(3) . . . . ?
C17 C18 C19 C20 176.4(3) . . . . ?
C17 C18 C23 C22 -176.2(3) . . . . ?
C17 C25 C26 C27 143.4(3) . . . . ?
C17 C25 C26 C34 -93.7(3) . . . . ?
C17 C25 C26 N2 25.5(4) . . . . ?
C17 C25 C29 C28 -163.1(3) . . . . ?
C18 C17 C25 C26 -178.8(3) . . . . ?
C18 C17 C25 C29 1.9(5) . . . . ?
C18 C19 C20 C21 0.9(5) . . . . ?
C19 C18 C23 C22 3.7(5) . . . . ?
C19 C20 C21 C22 1.7(5) . . . . ?
C19 C20 C21 C24 -179.5(3) . . . . ?
C20 C21 C22 C23 -1.5(5) . . . . ?
C21 C22 C23 C18 -1.2(5) . . . . ?
C23 C18 C19 C20 -3.5(5) . . . . ?
C24 C21 C22 C23 179.6(3) . . . . ?
C25 C17 C18 C19 -133.8(3) . . . . ?
C25 C17 C18 C23 46.0(4) . . . . ?
C25 C26 C27 C28 41.2(3) . . . . ?
C25 C26 C27 C32 155.2(3) . . . . ?
C25 C26 C27 O5 -74.3(3) . . . . ?
C25 C26 C34 C35 -1.2(4) . . . . ?
C25 C26 C34 C39 176.1(3) . . . . ?
C25 C26 N2 C1 179.8(3) . . . . ?
C25 C26 N2 N3 -57.8(3) . . . . ?
C26 C25 C29 C28 17.6(3) . . . . ?
C26 C27 C28 C29 -31.9(3) . . . . ?
C26 C27 C28 C30 90.2(3) . . . . ?
C26 C27 C28 C33 -156.4(3) . . . . ?
C26 C27 C32 C31 -83.3(3) . . . . ?
C26 C34 C35 C36 178.6(3) . . . . ?
C26 C34 C39 C38 -177.1(3) . . . . ?
C26 N2 N3 C2 -135.4(3) . . . . ?
C26 N2 N3 C9 71.2(3) . . . . ?
C27 C26 C34 C35 113.0(3) . . . . ?
C27 C26 C34 C39 -69.7(4) . . . . ?
C27 C26 N2 C1 70.1(4) . . . . ?
C27 C26 N2 N3 -167.4(2) . . . . ?
C27 C28 C29 C25 9.7(3) . . . . ?
C27 C28 C30 C31 28.7(3) . . . . ?
C27 C28 C30 O6 -152.2(4) . . . . ?
C28 C27 C32 C31 28.9(3) . . . . ?
C28 C30 C31 C32 -11.2(4) . . . . ?
C29 C25 C26 C27 -37.2(3) . . . . ?
C29 C25 C26 C34 85.7(3) . . . . ?
C29 C25 C26 N2 -155.1(3) . . . . ?
C29 C28 C30 C31 144.9(3) . . . . ?
C29 C28 C30 O6 -36.0(5) . . . . ?
C30 C28 C29 C25 -103.8(3) . . . . ?
C30 C31 C32 C27 -11.2(4) . . . . ?
C32 C27 C28 C29 -156.9(3) . . . . ?
C32 C27 C28 C30 -34.8(3) . . . . ?
C32 C27 C28 C33 78.6(3) . . . . ?
C33 C28 C29 C25 133.8(3) . . . . ?
C33 C28 C30 C31 -89.1(3) . . . . ?
C33 C28 C30 O6 89.9(4) . . . . ?
C34 C26 C27 C28 -78.4(3) . . . . ?
C34 C26 C27 C32 35.6(3) . . . . ?
C34 C26 C27 O5 166.1(2) . . . . ?
C34 C26 N2 C1 -60.7(3) . . . . ?
C34 C26 N2 N3 61.8(3) . . . . ?
C34 C35 C36 C37 -2.3(5) . . . . ?
C35 C34 C39 C38 0.3(5) . . . . ?
C35 C36 C37 C38 1.9(5) . . . . ?
C35 C36 C37 O7 -178.5(3) . . . . ?
C36 C37 C38 C39 -0.4(6) . . . . ?
C36 C37 O7 C40 173.8(4) . . . . ?
C37 C38 C39 C34 -0.7(6) . . . . ?
C38 C37 O7 C40 -6.6(6) . . . . ?
C39 C34 C35 C36 1.2(5) . . . . ?
N1 C1 N2 C26 125.3(3) . . . . ?
N1 C1 N2 N3 2.2(3) . . . . ?
N1 C2 N3 C9 154.6(3) . . . . ?
N1 C2 N3 N2 4.3(3) . . . . ?
N1 C3 C4 C5 -179.0(6) . . . . ?
N1 C3 C8 C7 -178.4(5) . . . . ?
N2 C1 N1 C2 0.4(4) . . . . ?
N2 C1 N1 C3 -179.0(3) . . . . ?
N2 C26 C27 C28 153.4(2) . . . . ?
N2 C26 C27 C32 -92.6(3) . . . . ?
N2 C26 C27 O5 37.9(3) . . . . ?
N2 C26 C34 C35 -117.4(3) . . . . ?
N2 C26 C34 C39 59.8(3) . . . . ?
N3 C2 N1 C1 -2.9(4) . . . . ?
N3 C2 N1 C3 176.5(3) . . . . ?
N3 C9 C10 C11 66.8(4) . . . . ?
N3 C9 C17 C18 -176.8(2) . . . . ?
N3 C9 C17 C25 1.9(4) . . . . ?
O1 C1 N1 C2 179.7(4) . . . . ?
O1 C1 N1 C3 0.3(6) . . . . ?
O1 C1 N2 C26 -54.0(5) . . . . ?
O1 C1 N2 N3 -177.1(4) . . . . ?
O2 C2 N1 C1 174.7(4) . . . . ?
O2 C2 N1 C3 -5.9(6) . . . . ?
O2 C2 N3 C9 -23.0(5) . . . . ?
O2 C2 N3 N2 -173.4(3) . . . . ?
O3 C12 C13 C14 164.4(5) . . . . ?
O5 C27 C28 C29 81.5(3) . . . . ?
O5 C27 C28 C30 -156.5(2) . . . . ?
O5 C27 C28 C33 -43.0(4) . . . . ?
O5 C27 C32 C31 148.7(3) . . . . ?
O6 C30 C31 C32 169.7(4) . . . . ?
O7 C37 C38 C39 180.0(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168306735
