#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/66/7126646.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_7126646
loop_
_publ_author_name
'Dong, Kui'
'Jin, Xiao-Ling'
'Chen, Shihao'
'Wu, Li-Zhu'
'Liu, Qiang'
_publ_section_title
;
 Controllable synthesis of 2- and 3-aryl-benzomorpholines from
 2-aminophenols and 4-vinylphenols.
;
_journal_issue                   57
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7941
_journal_page_last               7944
_journal_paper_doi               10.1039/d0cc02662j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C16 H16 Cl N O3'
_chemical_formula_sum            'C16 H16 Cl N O3'
_chemical_formula_weight         305.74
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-13 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                93.513(9)
_cell_angle_beta                 110.671(9)
_cell_angle_gamma                113.518(10)
_cell_formula_units_Z            4
_cell_length_a                   10.6908(9)
_cell_length_b                   11.1997(13)
_cell_length_c                   14.8988(16)
_cell_measurement_reflns_used    1555
_cell_measurement_temperature    294.97(10)
_cell_measurement_theta_max      24.9970
_cell_measurement_theta_min      4.0020
_cell_volume                     1487.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      294.97(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -13.00   24.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5836  -99.0000 -180.0000 37

#__ type_ start__ end____ width___ exp.time_
  2 omega    3.00   51.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5836   57.0000 -150.0000 48

#__ type_ start__ end____ width___ exp.time_
  3 omega   -2.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.9430   77.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega  -48.00   47.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.9430  -57.0000  -60.0000 95

#__ type_ start__ end____ width___ exp.time_
  5 omega   -1.00   93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.9430   57.0000   90.0000 94

#__ type_ start__ end____ width___ exp.time_
  6 omega  -18.00   48.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.9430  -99.0000 -180.0000 66
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0366258000
_diffrn_orient_matrix_UB_12      -0.0352460000
_diffrn_orient_matrix_UB_13      0.0270622000
_diffrn_orient_matrix_UB_21      0.0542678000
_diffrn_orient_matrix_UB_22      0.0604843000
_diffrn_orient_matrix_UB_23      0.0357474000
_diffrn_orient_matrix_UB_31      -0.0449696000
_diffrn_orient_matrix_UB_32      -0.0122615000
_diffrn_orient_matrix_UB_33      0.0270394000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_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       -18
_diffrn_reflns_number            9095
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.385
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         5855
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0598P)²+0.1579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3441
_reflns_number_total             5855
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02662j2.cif
_cod_data_source_block           dongk_1029
_cod_depositor_comments
;
Adding full bibliography for 7126646--7126647.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C32 H32 Cl2 N2 O6'
_cod_original_formula_weight         611.49
_cod_original_formula_moiety         '2(C16 H16 Cl N O3)'
_cod_original_formula_units_Z            2
_cod_database_code               7126646
_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_max   0.969
_shelx_estimated_absorpt_t_min   0.956
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 N6(H6), N17(H17)
2.b Ternary CH refined with riding coordinates:
 C9(H9), C27(H27), C33(H33), C36(H36)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C11(H11), C14(H14), C18(H18), C20(H20), C21(H21), C29(H29),
 C31(H31), C34(H34), C35(H35), C38(H38)
2.d Idealised Me refined as rotating group:
 C26(H26a,H26b,H26c), C40(H40a,H40b,H40c), C41(H41a,H41b,H41c), C0AA(H0Aa,H0Ab,
 H0Ac)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O28(H28)
;
_olex2_date_sample_data_collection 2018-10-29
_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
Cl1 Cl 0.79500(12) -0.00715(10) 0.32859(7) 0.0732(3) Uani 1 1 d . . . . .
Cl2 Cl 0.59668(11) -0.58513(11) -0.43119(7) 0.0732(3) Uani 1 1 d . . . . .
O3 O 0.7784(2) -1.0151(2) -0.39451(15) 0.0534(6) Uani 1 1 d . . . . .
O4 O 0.8550(3) -0.5008(2) 0.36465(15) 0.0555(6) Uani 1 1 d . . . . .
O5 O 0.9078(3) -0.7727(2) -0.10831(15) 0.0541(6) Uani 1 1 d . . . . .
H5 H 0.938621 -0.828300 -0.094090 0.081 Uiso 1 1 calc GR . . . .
N6 N 0.8853(3) -0.3887(3) 0.20575(18) 0.0485(7) Uani 1 1 d . . . . .
H6 H 0.938627 -0.330652 0.182466 0.058 Uiso 1 1 d R . . . .
C7 C 0.9173(3) -0.7037(3) -0.0247(2) 0.0405(7) Uani 1 1 d . . . . .
C8 C 0.7924(4) -0.2123(4) 0.4136(2) 0.0547(9) Uani 1 1 d . . . . .
H8 H 0.771716 -0.173050 0.459852 0.066 Uiso 1 1 calc R . . . .
C9 C 0.7764(3) -1.0751(3) -0.3119(2) 0.0467(8) Uani 1 1 d . . . . .
H9 H 0.858821 -1.011148 -0.251249 0.056 Uiso 1 1 calc R . . . .
C10 C 0.8414(3) -0.2113(3) 0.2687(2) 0.0446(7) Uani 1 1 d . . . . .
H10 H 0.851857 -0.170849 0.217350 0.053 Uiso 1 1 calc R . . . .
C11 C 0.8033(3) -0.6222(3) 0.0591(2) 0.0471(8) Uani 1 1 d . . . . .
H11 H 0.719226 -0.615355 0.058807 0.057 Uiso 1 1 calc R . . . .
C12 C 0.6507(3) -0.9009(3) -0.3512(2) 0.0438(7) Uani 1 1 d . . . . .
C13 C 0.8104(3) -0.1557(3) 0.3378(2) 0.0465(8) Uani 1 1 d . . . . .
C14 C 0.8056(4) -0.3299(4) 0.4199(2) 0.0533(9) Uani 1 1 d . . . . .
H14 H 0.792359 -0.370771 0.470517 0.064 Uiso 1 1 calc R . . . .
C15 C 0.6481(3) -0.7149(3) -0.4211(2) 0.0482(8) Uani 1 1 d . . . . .
O16 O 0.7753(3) -1.1195(3) 0.04969(18) 0.0758(8) Uani 1 1 d . . . . .
N17 N 0.6201(3) -0.9832(3) -0.28643(19) 0.0525(7) Uani 1 1 d . . . . .
H17 H 0.538570 -0.994762 -0.281420 0.063 Uiso 1 1 d R . . . .
C18 C 0.6087(3) -0.7985(3) -0.3620(2) 0.0474(8) Uani 1 1 d . . . . .
H18 H 0.553504 -0.786676 -0.329127 0.057 Uiso 1 1 calc R . . . .
C19 C 0.9368(3) -0.5609(3) 0.1432(2) 0.0424(7) Uani 1 1 d . . . . .
C20 C 0.7724(3) -0.8297(3) -0.4595(2) 0.0492(8) Uani 1 1 d . . . . .
H20 H 0.827779 -0.840641 -0.492612 0.059 Uiso 1 1 calc R . . . .
C21 C 0.7309(3) -0.7280(4) -0.4706(2) 0.0516(8) Uani 1 1 d . . . . .
H21 H 0.757819 -0.670232 -0.510041 0.062 Uiso 1 1 calc R . . . .
C22 C 0.8381(3) -0.3872(3) 0.3524(2) 0.0405(7) Uani 1 1 d . . . . .
C23 C 0.8572(3) -0.3274(3) 0.2755(2) 0.0379(7) Uani 1 1 d . . . . .
C24 C 0.6166(3) -1.1816(3) -0.2226(2) 0.0437(7) Uani 1 1 d . . . . .
C25 C 0.7343(3) -0.9157(3) -0.4010(2) 0.0426(7) Uani 1 1 d . . . . .
C26 C 0.8031(4) -1.1952(4) -0.3300(3) 0.0618(10) Uani 1 1 d . . . . .
H26A H 0.719699 -1.260592 -0.387093 0.093 Uiso 1 1 calc GR . . . .
H26B H 0.813709 -1.233692 -0.273563 0.093 Uiso 1 1 calc GR . . . .
H26C H 0.892831 -1.167759 -0.340872 0.093 Uiso 1 1 calc GR . . . .
C27 C 0.9430(3) -0.4849(3) 0.2330(2) 0.0437(7) Uani 1 1 d . . . . .
H27 H 1.047530 -0.436438 0.281193 0.052 Uiso 1 1 calc R . . . .
O28 O 0.6200(3) -1.3783(3) 0.00593(19) 0.0764(8) Uani 1 1 d . . . . .
H28 H 0.566035 -1.459189 -0.015144 0.115 Uiso 1 1 calc GR . . . .
C29 C 1.0595(3) -0.5715(3) 0.1416(2) 0.0504(8) Uani 1 1 d . . . . .
H29 H 1.150094 -0.530113 0.196983 0.060 Uiso 1 1 calc R . . . .
C30 C 0.7940(3) -0.6934(3) -0.0241(2) 0.0474(8) Uani 1 1 d . . . . .
C31 C 0.5342(3) -1.3183(4) -0.2427(3) 0.0586(9) Uani 1 1 d . . . . .
H31 H 0.477411 -1.366635 -0.307993 0.070 Uiso 1 1 calc R . . . .
O32 O 0.6690(3) -0.7568(3) -0.11015(17) 0.0801(9) Uani 1 1 d . . . . .
C33 C 0.8520(4) -0.5758(3) 0.2808(2) 0.0512(8) Uani 1 1 d . . . . .
H33 H 0.747985 -0.625386 0.232083 0.061 Uiso 1 1 calc R . . . .
C34 C 1.0498(3) -0.6432(3) 0.0581(2) 0.0511(8) Uani 1 1 d . . . . .
H34 H 1.133514 -0.650446 0.058256 0.061 Uiso 1 1 calc R . . . .
C35 C 0.6984(4) -1.1122(3) -0.1245(2) 0.0493(8) Uani 1 1 d . . . . .
H35 H 0.754893 -1.019614 -0.108906 0.059 Uiso 1 1 calc R . . . .
C36 C 0.6281(3) -1.1096(3) -0.3035(2) 0.0484(8) Uani 1 1 d . . . . .
H36 H 0.545648 -1.167549 -0.366277 0.058 Uiso 1 1 calc R . . . .
C37 C 0.6966(4) -1.1796(3) -0.0492(2) 0.0516(8) Uani 1 1 d . . . . .
C38 C 0.5339(4) -1.3855(4) -0.1676(3) 0.0608(10) Uani 1 1 d . . . . .
H38 H 0.477747 -1.478092 -0.183228 0.073 Uiso 1 1 calc R . . . .
C39 C 0.6144(3) -1.3177(4) -0.0719(3) 0.0511(8) Uani 1 1 d . . . . .
C40 C 0.9067(6) -0.6748(5) 0.3196(3) 0.1000(17) Uani 1 1 d . . . . .
H40A H 1.008125 -0.627447 0.368265 0.150 Uiso 1 1 calc GR . . . .
H40B H 0.902534 -0.730952 0.266217 0.150 Uiso 1 1 calc GR . . . .
H40C H 0.844367 -0.729050 0.349010 0.150 Uiso 1 1 calc GR . . . .
C41 C 0.8556(6) -0.9785(4) 0.0782(3) 0.0962(14) Uani 1 1 d . . . . .
H41A H 0.788262 -0.940331 0.052157 0.144 Uiso 1 1 calc GR . . . .
H41B H 0.931360 -0.949205 0.053047 0.144 Uiso 1 1 calc GR . . . .
H41C H 0.901969 -0.950088 0.148971 0.144 Uiso 1 1 calc GR . . . .
C0AA C 0.5424(5) -0.7425(9) -0.1164(4) 0.199(4) Uani 1 1 d . . . . .
H0AA H 0.466581 -0.781037 -0.182643 0.299 Uiso 1 1 calc GR . . . .
H0AB H 0.568698 -0.649118 -0.098853 0.299 Uiso 1 1 calc GR . . . .
H0AC H 0.504912 -0.787602 -0.071890 0.299 Uiso 1 1 calc GR . . . .
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
C25 O3 C9 115.8(2) . . ?
C22 O4 C33 116.2(2) . . ?
C7 O5 H5 109.5 . . ?
C23 N6 H6 111.4 . . ?
C23 N6 C27 117.4(2) . . ?
C27 N6 H6 111.1 . . ?
C30 C7 O5 119.9(3) . . ?
C30 C7 C34 119.4(3) . . ?
C34 C7 O5 120.7(3) . . ?
C13 C8 H8 120.9 . . ?
C13 C8 C14 118.2(3) . . ?
C14 C8 H8 120.9 . . ?
O3 C9 H9 109.1 . . ?
O3 C9 C26 105.8(2) . . ?
O3 C9 C36 109.8(2) . . ?
C26 C9 H9 109.1 . . ?
C26 C9 C36 113.8(3) . . ?
C36 C9 H9 109.1 . . ?
C13 C10 H10 120.0 . . ?
C13 C10 C23 120.0(3) . . ?
C23 C10 H10 120.0 . . ?
C19 C11 H11 119.7 . . ?
C30 C11 H11 119.7 . . ?
C30 C11 C19 120.7(3) . . ?
C18 C12 N17 121.7(3) . . ?
C18 C12 C25 118.5(3) . . ?
C25 C12 N17 119.6(3) . . ?
C8 C13 Cl1 119.1(2) . . ?
C8 C13 C10 122.1(3) . . ?
C10 C13 Cl1 118.9(2) . . ?
C8 C14 H14 119.5 . . ?
C22 C14 C8 121.0(3) . . ?
C22 C14 H14 119.5 . . ?
C18 C15 Cl2 119.1(2) . . ?
C18 C15 C21 121.8(3) . . ?
C21 C15 Cl2 119.0(3) . . ?
C37 O16 C41 118.3(3) . . ?
C12 N17 H17 112.1 . . ?
C12 N17 C36 115.6(2) . . ?
C36 N17 H17 112.1 . . ?
C12 C18 H18 119.9 . . ?
C15 C18 C12 120.3(3) . . ?
C15 C18 H18 119.9 . . ?
C11 C19 C27 119.4(2) . . ?
C29 C19 C11 118.6(3) . . ?
C29 C19 C27 122.0(3) . . ?
C21 C20 H20 119.0 . . ?
C25 C20 H20 119.0 . . ?
C25 C20 C21 122.0(3) . . ?
C15 C21 H21 121.2 . . ?
C20 C21 C15 117.7(3) . . ?
C20 C21 H21 121.2 . . ?
O4 C22 C14 118.2(3) . . ?
O4 C22 C23 121.7(2) . . ?
C14 C22 C23 120.1(3) . . ?
N6 C23 C22 119.5(3) . . ?
C10 C23 N6 121.7(3) . . ?
C10 C23 C22 118.7(2) . . ?
C31 C24 C35 117.9(3) . . ?
C31 C24 C36 121.6(3) . . ?
C35 C24 C36 120.3(3) . . ?
O3 C25 C12 121.8(3) . . ?
O3 C25 C20 118.5(2) . . ?
C20 C25 C12 119.7(3) . . ?
C9 C26 H26A 109.5 . . ?
C9 C26 H26B 109.5 . . ?
C9 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 C19 109.9(2) . . ?
N6 C27 H27 108.8 . . ?
N6 C27 C33 107.9(2) . . ?
C19 C27 H27 108.8 . . ?
C19 C27 C33 112.5(3) . . ?
C33 C27 H27 108.8 . . ?
C39 O28 H28 109.5 . . ?
C19 C29 H29 119.7 . . ?
C19 C29 C34 120.6(3) . . ?
C34 C29 H29 119.7 . . ?
C7 C30 C11 120.2(3) . . ?
O32 C30 C7 114.4(3) . . ?
O32 C30 C11 125.3(3) . . ?
C24 C31 H31 119.3 . . ?
C24 C31 C38 121.4(3) . . ?
C38 C31 H31 119.3 . . ?
C30 O32 C0AA 117.1(3) . . ?
O4 C33 C27 111.6(3) . . ?
O4 C33 H33 108.6 . . ?
O4 C33 C40 105.5(3) . . ?
C27 C33 H33 108.6 . . ?
C40 C33 C27 113.7(3) . . ?
C40 C33 H33 108.6 . . ?
C7 C34 C29 120.5(3) . . ?
C7 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
C24 C35 H35 119.7 . . ?
C24 C35 C37 120.6(3) . . ?
C37 C35 H35 119.7 . . ?
C9 C36 H36 108.8 . . ?
N17 C36 C9 106.7(3) . . ?
N17 C36 C24 112.1(2) . . ?
N17 C36 H36 108.8 . . ?
C24 C36 C9 111.5(2) . . ?
C24 C36 H36 108.8 . . ?
O16 C37 C35 124.6(3) . . ?
O16 C37 C39 115.3(3) . . ?
C39 C37 C35 120.0(3) . . ?
C31 C38 H38 119.7 . . ?
C39 C38 C31 120.6(3) . . ?
C39 C38 H38 119.7 . . ?
O28 C39 C37 117.1(3) . . ?
C38 C39 O28 123.6(3) . . ?
C38 C39 C37 119.4(3) . . ?
C33 C40 H40A 109.5 . . ?
C33 C40 H40B 109.5 . . ?
C33 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O16 C41 H41A 109.5 . . ?
O16 C41 H41B 109.5 . . ?
O16 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O32 C0AA H0AA 109.5 . . ?
O32 C0AA H0AB 109.5 . . ?
O32 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
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
Cl1 C13 1.744(3) . ?
Cl2 C15 1.744(3) . ?
O3 C9 1.440(3) . ?
O3 C25 1.368(4) . ?
O4 C22 1.369(3) . ?
O4 C33 1.445(3) . ?
O5 H5 0.8200 . ?
O5 C7 1.374(3) . ?
N6 H6 0.8599 . ?
N6 C23 1.392(3) . ?
N6 C27 1.455(4) . ?
C7 C30 1.371(4) . ?
C7 C34 1.373(4) . ?
C8 H8 0.9300 . ?
C8 C13 1.364(4) . ?
C8 C14 1.385(4) . ?
C9 H9 0.9800 . ?
C9 C26 1.511(4) . ?
C9 C36 1.528(4) . ?
C10 H10 0.9300 . ?
C10 C13 1.373(4) . ?
C10 C23 1.382(4) . ?
C11 H11 0.9300 . ?
C11 C19 1.388(4) . ?
C11 C30 1.383(4) . ?
C12 N17 1.406(4) . ?
C12 C18 1.387(4) . ?
C12 C25 1.396(4) . ?
C14 H14 0.9300 . ?
C14 C22 1.373(4) . ?
C15 C18 1.370(4) . ?
C15 C21 1.379(4) . ?
O16 C37 1.373(4) . ?
O16 C41 1.410(5) . ?
N17 H17 0.8600 . ?
N17 C36 1.464(4) . ?
C18 H18 0.9300 . ?
C19 C27 1.507(4) . ?
C19 C29 1.372(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(4) . ?
C20 C25 1.376(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.398(4) . ?
C24 C31 1.375(5) . ?
C24 C35 1.386(4) . ?
C24 C36 1.504(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27 0.9800 . ?
C27 C33 1.509(4) . ?
O28 H28 0.8200 . ?
O28 C39 1.374(4) . ?
C29 H29 0.9300 . ?
C29 C34 1.386(4) . ?
C30 O32 1.362(4) . ?
C31 H31 0.9300 . ?
C31 C38 1.386(5) . ?
O32 C0AA 1.398(4) . ?
C33 H33 0.9800 . ?
C33 C40 1.503(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C37 1.392(4) . ?
C36 H36 0.9800 . ?
C37 C39 1.386(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.353(5) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?
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
Cl2 C15 C18 C12 -178.7(2) . . . . ?
Cl2 C15 C21 C20 178.7(2) . . . . ?
O3 C9 C36 N17 -61.4(3) . . . . ?
O3 C9 C36 C24 175.8(3) . . . . ?
O4 C22 C23 N6 3.9(4) . . . . ?
O4 C22 C23 C10 -178.7(3) . . . . ?
O5 C7 C30 C11 -178.9(3) . . . . ?
O5 C7 C30 O32 0.7(4) . . . . ?
O5 C7 C34 C29 178.7(3) . . . . ?
N6 C27 C33 O4 -56.5(3) . . . . ?
N6 C27 C33 C40 -175.8(3) . . . . ?
C7 C30 O32 C0AA -175.9(5) . . . . ?
C8 C14 C22 O4 177.7(3) . . . . ?
C8 C14 C22 C23 -0.5(5) . . . . ?
C9 O3 C25 C12 -18.8(4) . . . . ?
C9 O3 C25 C20 162.0(3) . . . . ?
C11 C19 C27 N6 -51.9(4) . . . . ?
C11 C19 C27 C33 68.3(4) . . . . ?
C11 C19 C29 C34 -0.7(5) . . . . ?
C11 C30 O32 C0AA 3.7(7) . . . . ?
C12 N17 C36 C9 49.2(3) . . . . ?
C12 N17 C36 C24 171.5(2) . . . . ?
C13 C8 C14 C22 0.9(5) . . . . ?
C13 C10 C23 N6 178.5(3) . . . . ?
C13 C10 C23 C22 1.2(4) . . . . ?
C14 C8 C13 Cl1 -179.7(2) . . . . ?
C14 C8 C13 C10 -0.2(5) . . . . ?
C14 C22 C23 N6 -177.9(3) . . . . ?
C14 C22 C23 C10 -0.6(4) . . . . ?
O16 C37 C39 O28 0.3(4) . . . . ?
O16 C37 C39 C38 -179.7(3) . . . . ?
N17 C12 C18 C15 176.0(3) . . . . ?
N17 C12 C25 O3 4.9(4) . . . . ?
N17 C12 C25 C20 -175.9(3) . . . . ?
C18 C12 N17 C36 162.1(3) . . . . ?
C18 C12 C25 O3 -179.4(3) . . . . ?
C18 C12 C25 C20 -0.2(4) . . . . ?
C18 C15 C21 C20 0.5(5) . . . . ?
C19 C11 C30 C7 -0.3(5) . . . . ?
C19 C11 C30 O32 -179.9(3) . . . . ?
C19 C27 C33 O4 -177.9(2) . . . . ?
C19 C27 C33 C40 62.7(4) . . . . ?
C19 C29 C34 C7 0.7(5) . . . . ?
C21 C15 C18 C12 -0.5(5) . . . . ?
C21 C20 C25 O3 179.4(3) . . . . ?
C21 C20 C25 C12 0.2(5) . . . . ?
C22 O4 C33 C27 43.5(4) . . . . ?
C22 O4 C33 C40 167.6(3) . . . . ?
C23 N6 C27 C19 168.5(3) . . . . ?
C23 N6 C27 C33 45.5(4) . . . . ?
C23 C10 C13 Cl1 178.7(2) . . . . ?
C23 C10 C13 C8 -0.8(5) . . . . ?
C24 C31 C38 C39 0.5(5) . . . . ?
C24 C35 C37 O16 179.2(3) . . . . ?
C24 C35 C37 C39 0.9(5) . . . . ?
C25 O3 C9 C26 170.6(3) . . . . ?
C25 O3 C9 C36 47.4(4) . . . . ?
C25 C12 N17 C36 -22.3(4) . . . . ?
C25 C12 C18 C15 0.4(4) . . . . ?
C25 C20 C21 C15 -0.4(5) . . . . ?
C26 C9 C36 N17 -179.9(2) . . . . ?
C26 C9 C36 C24 57.4(3) . . . . ?
C27 N6 C23 C10 162.4(3) . . . . ?
C27 N6 C23 C22 -20.3(4) . . . . ?
C27 C19 C29 C34 179.3(3) . . . . ?
C29 C19 C27 N6 128.0(3) . . . . ?
C29 C19 C27 C33 -111.7(3) . . . . ?
C30 C7 C34 C29 -0.5(5) . . . . ?
C30 C11 C19 C27 -179.5(3) . . . . ?
C30 C11 C19 C29 0.5(5) . . . . ?
C31 C24 C35 C37 0.2(4) . . . . ?
C31 C24 C36 C9 -101.1(3) . . . . ?
C31 C24 C36 N17 139.4(3) . . . . ?
C31 C38 C39 O28 -179.4(3) . . . . ?
C31 C38 C39 C37 0.6(5) . . . . ?
C33 O4 C22 C14 165.2(3) . . . . ?
C33 O4 C22 C23 -16.6(4) . . . . ?
C34 C7 C30 C11 0.3(5) . . . . ?
C34 C7 C30 O32 179.9(3) . . . . ?
C35 C24 C31 C38 -0.9(5) . . . . ?
C35 C24 C36 C9 74.3(4) . . . . ?
C35 C24 C36 N17 -45.3(4) . . . . ?
C35 C37 C39 O28 178.7(3) . . . . ?
C35 C37 C39 C38 -1.3(5) . . . . ?
C36 C24 C31 C38 174.6(3) . . . . ?
C36 C24 C35 C37 -175.4(3) . . . . ?
C41 O16 C37 C35 4.8(5) . . . . ?
C41 O16 C37 C39 -176.9(3) . . . . ?
