#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:53:58 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299051 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/35/7063576.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_7063576
loop_
_publ_author_name
'Xiang, Min'
'Liu, Gang-Yong'
'Liu, Hui-Mei'
'Zhou, Wen-Yi'
'Wang, Guang-Wei'
'Fei, Fei'
'Jia, Yun-Qing'
'Shen, Li-Wen'
_publ_section_title
;
 The [4+2] annulation of o-acylamino-aryl MBH carbonates with coumarins:
 facile access to tetrahydrochromeno[4,3-b]quinolin-6-ones
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              683
_journal_page_last               686
_journal_paper_doi               10.1039/D4NJ04654D
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C29 H30 Cl N O8'
_chemical_formula_sum            'C29 H30 Cl N O8'
_chemical_formula_weight         555.99
_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             2024-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-06-05 deposited with the CCDC.	2024-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                99.383(4)
_cell_angle_beta                 106.340(4)
_cell_angle_gamma                94.093(4)
_cell_formula_units_Z            4
_cell_length_a                   11.3573(5)
_cell_length_b                   15.0998(6)
_cell_length_c                   17.5183(8)
_cell_measurement_reflns_used    7465
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5650
_cell_measurement_theta_min      3.6200
_cell_volume                     2822.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  33.00   1.00    1.50    --  -33.50  57.00 120.00   28
  2  ω    -94.00 -36.00   1.00    1.50    --  -33.50 -57.00 -30.00   58
  3  ω    -79.00 -15.00   1.00    1.50    --  -33.50 -37.00  30.00   64
  4  ω    -52.00 -24.00   1.00    1.50    --  -33.50  57.00 120.00   28
  5  ω    -94.00 -19.00   1.00    1.50    --  -33.50 -57.00-120.00   75
  6  ω      6.00  37.00   1.00    1.50    --   36.47  80.00 -45.74   31
  7  ω    -18.00  45.00   1.00    1.50    --   36.47 -77.00  30.00   63
  8  ω      0.00  25.00   1.00    1.50    --   36.47  92.00-171.56   25
  9  ω     61.00 107.00   1.00    1.50    --   36.47 178.00 -30.00   46
 10  ω     22.00  54.00   1.00    1.50    --   36.47  37.00   0.00   32
 11  ω     -1.00  24.00   1.00    1.50    --   36.47  94.00  12.14   25
 12  ω     79.00 107.00   1.00    1.50    --   36.47  37.00-120.00   28
 13  ω     14.00  43.00   1.00    1.50    --   36.47  37.00 -60.00   29
 14  ω      1.00  28.00   1.00    1.50    --   36.47  92.00  66.01   27
 15  ω     63.00  98.00   1.00    1.50    --   36.47 178.00 150.00   35
 16  ω    -33.00  49.00   1.00    1.50    --   36.47 -19.00 120.00   82
 17  ω     66.00  92.00   1.00    1.50    --   36.47  37.00 -60.00   26
 18  ω     66.00  98.00   1.00    1.50    --   36.47  37.00   0.00   32
 19  ω    -14.00  61.00   1.00    1.50    --   36.47 -73.00 119.00   75
 20  ω    127.00 166.00   1.00    8.00    --  108.00  61.00 150.00   39
 21  ω     92.00 132.00   1.00    8.00    --  108.00  61.00-150.00   40
 22  ω     39.00 106.00   1.00    8.00    --  108.00 -94.00  90.00   67
 23  ω     42.00 124.00   1.00    8.00    --  108.00 -61.00  90.00   82
 24  ω     42.00  80.00   1.00    8.00    --  108.00 -61.00 -60.00   38
 25  ω     74.00 108.00   1.00    8.00    --  108.00-111.00 -30.00   34
 26  ω    147.00 173.00   1.00    8.00    --  108.00  61.00-150.00   26
 27  ω    139.00 168.00   1.00    8.00    --  108.00  61.00-120.00   29
 28  ω     42.00 115.00   1.00    8.00    --  108.00 -77.00-150.00   73
 29  ω     40.00 125.00   1.00    8.00    --  108.00 -30.00  60.00   85
 30  ω     91.00 130.00   1.00    8.00    --  108.00  61.00-120.00   39
 31  ω     38.00  86.00   1.00    8.00    --  108.00 -94.00  30.00   48
 32  ω     62.00 108.00   1.00    8.00    --  108.00-111.00-150.00   46
 33  ω     45.00 110.00   1.00    8.00    --  108.00 -45.00-120.00   65
 34  ω    110.00 177.00   1.00    8.00    --  108.00  77.00  30.00   67
 35  ω    112.00 174.00   1.00    8.00    --  108.00  77.00-180.00   62
 36  ω     76.00 109.00   1.00    8.00    --  108.00-111.00  30.00   33
 37  ω     60.00 149.00   1.00    8.00    --  108.00 -15.00-180.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0217119000
_diffrn_orient_matrix_UB_12      -0.0299562000
_diffrn_orient_matrix_UB_13      0.0754071000
_diffrn_orient_matrix_UB_21      0.1081669000
_diffrn_orient_matrix_UB_22      -0.0572171000
_diffrn_orient_matrix_UB_23      0.0061422000
_diffrn_orient_matrix_UB_31      0.0901740000
_diffrn_orient_matrix_UB_32      0.0817899000
_diffrn_orient_matrix_UB_33      0.0547094000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21101
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         3.613
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.626
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
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    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     753
_refine_ls_number_reflns         10075
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0568
_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)+(0.0949P)²+0.4173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1751
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7499
_reflns_number_total             10075
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj04654d2.cif
_cod_data_source_block           202405182_auto
_cod_depositor_comments          'Adding full bibliography for 7063576.cif.'
_cod_database_code               7063576
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C20H20N3O1Cl1
_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   0.854
_shelx_estimated_absorpt_t_min   0.804
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2. Restrained distances
 C23-C24
 1.54 with sigma of 0.02
 C18-C19
 1.64 with sigma of 0.02
 C23A-O6A
 1.45 with sigma of 0.02
 C23A-C24A
 1.64 with sigma of 0.02
 O4'-C18'
 1.4 with sigma of 0.02
 C18'-C19'
 1.64 with sigma of 0.02
 C23'-C24'
 1.54 with sigma of 0.02
 C23B-C24B
 1.64 with sigma of 0.02
 C19-C18
 1.64 with sigma of 0.02
 C18A-C19A
 1.64 with sigma of 0.02
 C19B-C18B
 1.62 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C23') \\sim Ueq, Uanis(C23B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O4'A) \\sim Ueq, Uanis(O4') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C18) = Uanis(C18A)
Uanis(C19) = Uanis(C19A)
Uanis(O4) = Uanis(O4A)
Uanis(C23) = Uanis(C23A)
Uanis(C24) = Uanis(C24A)
Uanis(O6) = Uanis(O6A)
Uanis(C18') = Uanis(C18B)
Uanis(C19') = Uanis(C19B)
Uanis(O4') = Uanis(O4'A)
Uanis(C23') = Uanis(C23B)
Uanis(C24') = Uanis(C24B)
4. Others
 Sof(O4A)=Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=Sof(H19D)=Sof(H19E)=
 Sof(H19F)=1-FVAR(1)
 Sof(O4)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=
 FVAR(1)
 Sof(O6A)=Sof(C23A)=Sof(H23C)=Sof(H23D)=Sof(C24A)=Sof(H24D)=Sof(H24E)=
 Sof(H24F)=1-FVAR(2)
 Sof(O6)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=
 FVAR(2)
 Sof(O4'A)=Sof(C18B)=Sof(H18G)=Sof(H18H)=Sof(C19B)=Sof(H19J)=Sof(H19K)=
 Sof(H19L)=1-FVAR(3)
 Sof(O4')=Sof(C18')=Sof(H18E)=Sof(H18F)=Sof(C19')=Sof(H19G)=Sof(H19H)=
 Sof(H19I)=FVAR(3)
 Sof(C23B)=Sof(H23G)=Sof(H23H)=Sof(C24B)=Sof(H24J)=Sof(H24K)=Sof(H24L)=1-FVAR(4)
 Sof(C23')=Sof(H23E)=Sof(H23F)=Sof(C24')=Sof(H24G)=Sof(H24H)=Sof(H24I)=FVAR(4)
5.a Riding coordinates:
 C19'(H19G,H19H,H19I)
5.b Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C7'(H7'), C9'(H9')
5.c Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C18A(H18C,H18D), C23(H23A,H23B), C23A(H23C,H23D), C18'(H18E,
 H18F), C18B(H18G,H18H), C23'(H23E,H23F), C23B(H23G,H23H)
5.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15), C1'(H1'),
 C3'(H3'), C4'(H4'), C12'(H12'), C13'(H13'), C14'(H14'), C15'(H15')
5.e X=CH2 refined with riding coordinates:
 C21(H21A,H21B), C21'(H21C,H21D)
5.f Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C19A(H19D,H19E,H19F), C24(H24A,H24B,H24C), C24A(H24D,
 H24E,H24F), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C),
 C19B(H19J,H19K,H19L), C24'(H24G,H24H,H24I), C24B(H24J,H24K,H24L), C27'(H27D,
 H27E,H27F), C28'(H28D,H28E,H28F), C29'(H29D,H29E,H29F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.218
_oxdiff_exptl_absorpt_empirical_full_min 0.893
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 0.54788(8) 0.45136(5) 0.41302(5) 0.0686(2) Uani 1 1 d . . . . .
O1 O 0.3518(2) 0.08046(14) 0.40748(11) 0.0631(5) Uani 1 1 d . . . . .
O2 O 0.2649(2) -0.05651(14) 0.34590(13) 0.0637(5) Uani 1 1 d . . . . .
O3 O 0.53177(19) 0.04885(16) 0.23198(15) 0.0705(6) Uani 1 1 d . . . . .
O4 O 0.5062(3) -0.0474(3) 0.3128(2) 0.0668(9) Uani 0.783(7) 1 d . . P A 1
O4A O 0.5288(13) -0.0072(10) 0.3374(10) 0.0668(9) Uani 0.217(7) 1 d . . P A 2
O5 O 0.4052(2) -0.13827(16) 0.13313(15) 0.0766(6) Uani 1 1 d . . . . .
O6 O 0.374(2) -0.0653(16) 0.0106(13) 0.0775(13) Uani 0.275(19) 1 d . . P B 1
O6A O 0.3783(8) -0.0856(6) 0.0247(5) 0.0775(13) Uani 0.725(19) 1 d D . P B 2
O7 O 0.27883(19) 0.25727(15) 0.15894(13) 0.0653(5) Uani 1 1 d . . . . .
O8 O 0.07241(18) 0.21485(13) 0.12398(12) 0.0608(5) Uani 1 1 d . . . . .
N1 N 0.20010(18) 0.14829(14) 0.21306(12) 0.0450(4) Uani 1 1 d . . . . .
C1 C 0.4339(2) 0.28465(17) 0.33634(15) 0.0468(5) Uani 1 1 d . . . . .
H1 H 0.4301 0.3058 0.2888 0.056 Uiso 1 1 calc R . . . .
C2 C 0.4867(2) 0.34155(19) 0.41070(17) 0.0529(6) Uani 1 1 d . . . . .
C3 C 0.4919(3) 0.3133(2) 0.48187(17) 0.0633(7) Uani 1 1 d . . . . .
H3 H 0.5255 0.3528 0.5313 0.076 Uiso 1 1 calc R . . . .
C4 C 0.4466(3) 0.2253(2) 0.47892(17) 0.0665(8) Uani 1 1 d . . . . .
H4 H 0.4499 0.2047 0.5266 0.080 Uiso 1 1 calc R . . . .
C5 C 0.3958(3) 0.16759(19) 0.40432(16) 0.0528(6) Uani 1 1 d . . . . .
C6 C 0.3864(2) 0.19576(17) 0.33246(14) 0.0438(5) Uani 1 1 d . . . . .
C7 C 0.3284(2) 0.13200(16) 0.25225(14) 0.0435(5) Uani 1 1 d . . . . .
H7 H 0.3773 0.1444 0.2163 0.052 Uiso 1 1 calc R . . . .
C8 C 0.3380(2) 0.03346(17) 0.26254(15) 0.0456(5) Uani 1 1 d . . . . .
C9 C 0.2409(2) -0.03210(17) 0.18993(15) 0.0476(5) Uani 1 1 d . . . . .
H9 H 0.2466 -0.0937 0.2004 0.057 Uiso 1 1 calc R . . . .
C10 C 0.1158(2) -0.00771(18) 0.19395(15) 0.0479(5) Uani 1 1 d . . . . .
C11 C 0.0990(2) 0.08292(18) 0.20791(14) 0.0467(5) Uani 1 1 d . . . . .
C12 C -0.0134(3) 0.1077(2) 0.21639(17) 0.0561(6) Uani 1 1 d . . . . .
H12 H -0.0240 0.1684 0.2277 0.067 Uiso 1 1 calc R . . . .
C13 C -0.1088(3) 0.0410(3) 0.2077(2) 0.0688(8) Uani 1 1 d . . . . .
H13 H -0.1849 0.0571 0.2112 0.083 Uiso 1 1 calc R . . . .
C14 C -0.0924(3) -0.0484(2) 0.1941(2) 0.0694(8) Uani 1 1 d . . . . .
H14 H -0.1572 -0.0927 0.1884 0.083 Uiso 1 1 calc R . . . .
C15 C 0.0201(3) -0.0733(2) 0.18860(18) 0.0598(7) Uani 1 1 d . . . . .
H15 H 0.0317 -0.1341 0.1813 0.072 Uiso 1 1 calc R . . . .
C16 C 0.3128(2) 0.01387(19) 0.34058(16) 0.0497(6) Uani 1 1 d . . . . .
C17 C 0.4722(3) 0.0157(2) 0.26808(17) 0.0550(6) Uani 1 1 d . . . . .
C18 C 0.6279(5) -0.0838(5) 0.3146(4) 0.102(2) Uani 0.783(7) 1 d D . P A 1
H18A H 0.6271 -0.1442 0.3269 0.122 Uiso 0.783(7) 1 calc R . P A 1
H18B H 0.6445 -0.0856 0.2630 0.122 Uiso 0.783(7) 1 calc R . P A 1
C18A C 0.649(2) -0.033(2) 0.3364(16) 0.102(2) Uani 0.217(7) 1 d D . P A 2
H18C H 0.7020 0.0152 0.3275 0.122 Uiso 0.217(7) 1 calc R . P A 2
H18D H 0.6433 -0.0877 0.2970 0.122 Uiso 0.217(7) 1 calc R . P A 2
C19 C 0.7215(7) -0.0185(5) 0.3802(5) 0.134(3) Uani 0.783(7) 1 d D . P A 1
H19A H 0.7419 0.0338 0.3596 0.201 Uiso 0.783(7) 1 calc GR . P A 1
H19B H 0.7947 -0.0467 0.3990 0.201 Uiso 0.783(7) 1 calc GR . P A 1
H19C H 0.6884 -0.0006 0.4243 0.201 Uiso 0.783(7) 1 calc GR . P A 1
C19A C 0.692(3) -0.049(2) 0.4249(16) 0.134(3) Uani 0.217(7) 1 d D . P A 2
H19D H 0.7349 -0.1014 0.4268 0.201 Uiso 0.217(7) 1 calc GR . P A 2
H19E H 0.6209 -0.0582 0.4435 0.201 Uiso 0.217(7) 1 calc GR . P A 2
H19F H 0.7460 0.0029 0.4590 0.201 Uiso 0.217(7) 1 calc GR . P A 2
C20 C 0.2613(3) -0.03128(18) 0.10777(16) 0.0523(6) Uani 1 1 d . . . . .
C21 C 0.1936(3) 0.0070(2) 0.05141(18) 0.0675(8) Uani 1 1 d . . . . .
H21A H 0.2047 -0.0012 0.0002 0.081 Uiso 1 1 calc R . . . .
H21B H 0.1346 0.0423 0.0627 0.081 Uiso 1 1 calc R . . . .
C22 C 0.3572(3) -0.0886(2) 0.09066(18) 0.0587(7) Uani 1 1 d . . . . .
C23 C 0.486(3) -0.1100(19) -0.0064(17) 0.105(3) Uani 0.275(19) 1 d D . P B 1
H23A H 0.5427 -0.0684 -0.0198 0.127 Uiso 0.275(19) 1 calc R . P B 1
H23B H 0.5303 -0.1374 0.0379 0.127 Uiso 0.275(19) 1 calc R . P B 1
C23A C 0.4576(12) -0.1466(9) -0.0009(5) 0.105(3) Uani 0.725(19) 1 d D . P B 2
H23C H 0.4385 -0.2058 0.0106 0.127 Uiso 0.725(19) 1 calc R . P B 2
H23D H 0.5431 -0.1246 0.0292 0.127 Uiso 0.725(19) 1 calc R . P B 2
C24 C 0.410(3) -0.179(2) -0.0791(18) 0.108(3) Uani 0.275(19) 1 d D . P B 1
H24A H 0.4643 -0.2098 -0.1048 0.162 Uiso 0.275(19) 1 calc GR . P B 1
H24B H 0.3561 -0.1495 -0.1168 0.162 Uiso 0.275(19) 1 calc GR . P B 1
H24C H 0.3619 -0.2224 -0.0620 0.162 Uiso 0.275(19) 1 calc GR . P B 1
C24A C 0.4410(13) -0.1548(8) -0.0896(5) 0.108(3) Uani 0.725(19) 1 d D . P B 2
H24D H 0.3591 -0.1833 -0.1197 0.162 Uiso 0.725(19) 1 calc GR . P B 2
H24E H 0.5006 -0.1907 -0.1043 0.162 Uiso 0.725(19) 1 calc GR . P B 2
H24F H 0.4528 -0.0957 -0.1018 0.162 Uiso 0.725(19) 1 calc GR . P B 2
C25 C 0.1898(2) 0.21174(17) 0.16380(15) 0.0502(6) Uani 1 1 d . . . . .
C26 C 0.0368(3) 0.2801(2) 0.06974(18) 0.0624(7) Uani 1 1 d . . . . .
C27 C 0.0818(4) 0.3758(2) 0.1157(3) 0.0894(12) Uani 1 1 d . . . . .
H27A H 0.0566 0.3848 0.1640 0.134 Uiso 1 1 calc GR . . . .
H27B H 0.0470 0.4175 0.0823 0.134 Uiso 1 1 calc GR . . . .
H27C H 0.1703 0.3858 0.1300 0.134 Uiso 1 1 calc GR . . . .
C28 C 0.0842(5) 0.2571(3) -0.0016(2) 0.1001(14) Uani 1 1 d . . . . .
H28A H 0.1727 0.2699 0.0156 0.150 Uiso 1 1 calc GR . . . .
H28B H 0.0498 0.2926 -0.0413 0.150 Uiso 1 1 calc GR . . . .
H28C H 0.0606 0.1940 -0.0250 0.150 Uiso 1 1 calc GR . . . .
C29 C -0.1039(3) 0.2636(3) 0.0471(3) 0.0898(12) Uani 1 1 d . . . . .
H29A H -0.1323 0.2032 0.0169 0.135 Uiso 1 1 calc GR . . . .
H29B H -0.1391 0.3061 0.0146 0.135 Uiso 1 1 calc GR . . . .
H29C H -0.1290 0.2712 0.0955 0.135 Uiso 1 1 calc GR . . . .
Cl1' Cl 0.08441(10) 0.12515(7) 0.42715(6) 0.0959(3) Uani 1 1 d . . . . .
O1' O 0.01855(19) 0.29061(14) 0.73528(12) 0.0614(5) Uani 1 1 d . . . . .
O2' O 0.01218(18) 0.41188(16) 0.81979(13) 0.0645(5) Uani 1 1 d . . . . .
O3' O 0.08936(19) 0.50252(16) 0.60972(13) 0.0653(5) Uani 1 1 d . . . . .
O4' O -0.0590(18) 0.4899(13) 0.6672(12) 0.0576(17) Uani 0.34(3) 1 d D U P C 1
O4'A O -0.0704(9) 0.4631(10) 0.6547(7) 0.0576(17) Uani 0.66(3) 1 d . U P C 2
O5' O 0.1319(2) 0.66946(16) 0.74612(16) 0.0765(6) Uani 1 1 d . . . . .
O6' O 0.2941(2) 0.69103(15) 0.70003(16) 0.0761(6) Uani 1 1 d . . . . .
O7' O 0.41957(15) 0.34187(14) 0.65390(10) 0.0513(4) Uani 1 1 d . . . . .
O8' O 0.52888(14) 0.35515(13) 0.78584(10) 0.0491(4) Uani 1 1 d . . . . .
N1' N 0.32415(17) 0.36056(14) 0.75232(11) 0.0404(4) Uani 1 1 d . . . . .
C1' C 0.1490(2) 0.25061(19) 0.56544(16) 0.0506(6) Uani 1 1 d . . . . .
H1' H 0.2084 0.2762 0.5456 0.061 Uiso 1 1 calc R . . . .
C2' C 0.0731(3) 0.1725(2) 0.52183(18) 0.0597(7) Uani 1 1 d . . . . .
C3' C -0.0141(3) 0.1321(2) 0.5498(2) 0.0638(8) Uani 1 1 d . . . . .
H3' H -0.0618 0.0782 0.5204 0.077 Uiso 1 1 calc R . . . .
C4' C -0.0306(3) 0.1722(2) 0.6220(2) 0.0630(7) Uani 1 1 d . . . . .
H4' H -0.0900 0.1463 0.6417 0.076 Uiso 1 1 calc R . . . .
C5' C 0.0430(2) 0.25165(18) 0.66440(16) 0.0504(6) Uani 1 1 d . . . . .
C6' C 0.1357(2) 0.29057(17) 0.63932(15) 0.0445(5) Uani 1 1 d . . . . .
C7' C 0.21355(19) 0.37706(16) 0.69018(14) 0.0396(5) Uani 1 1 d . . . . .
H7' H 0.2418 0.4106 0.6539 0.048 Uiso 1 1 calc R . . . .
C8' C 0.1306(2) 0.43501(17) 0.72831(14) 0.0423(5) Uani 1 1 d . . . . .
C9' C 0.2116(2) 0.50982(17) 0.80043(14) 0.0437(5) Uani 1 1 d . . . . .
H9' H 0.1555 0.5434 0.8241 0.052 Uiso 1 1 calc R . . . .
C10' C 0.2820(2) 0.45924(17) 0.86213(14) 0.0441(5) Uani 1 1 d . . . . .
C11' C 0.3334(2) 0.38305(17) 0.83670(14) 0.0430(5) Uani 1 1 d . . . . .
C12' C 0.3910(2) 0.3316(2) 0.89148(16) 0.0529(6) Uani 1 1 d . . . . .
H12' H 0.4234 0.2799 0.8739 0.063 Uiso 1 1 calc R . . . .
C13' C 0.4001(3) 0.3576(3) 0.97256(18) 0.0678(8) Uani 1 1 d . . . . .
H13' H 0.4391 0.3234 1.0096 0.081 Uiso 1 1 calc R . . . .
C14' C 0.3517(3) 0.4342(3) 0.99908(17) 0.0710(9) Uani 1 1 d . . . . .
H14' H 0.3598 0.4522 1.0539 0.085 Uiso 1 1 calc R . . . .
C15' C 0.2917(3) 0.4835(2) 0.94410(16) 0.0569(6) Uani 1 1 d . . . . .
H15' H 0.2570 0.5339 0.9618 0.068 Uiso 1 1 calc R . . . .
C16' C 0.0483(2) 0.38079(19) 0.76546(16) 0.0501(6) Uani 1 1 d . . . . .
C17' C 0.0496(2) 0.47435(18) 0.65830(15) 0.0481(6) Uani 1 1 d . . . . .
C18' C -0.157(4) 0.504(3) 0.602(2) 0.088(3) Uani 0.34(3) 1 d D . P C 1
H18E H -0.2365 0.4809 0.6050 0.106 Uiso 0.34(3) 1 calc R . P C 1
H18F H -0.1472 0.4770 0.5499 0.106 Uiso 0.34(3) 1 calc R . P C 1
C18B C -0.1513(19) 0.5061(17) 0.5901(11) 0.088(3) Uani 0.66(3) 1 d D . P C 2
H18G H -0.1118 0.5098 0.5480 0.106 Uiso 0.66(3) 1 calc R . P C 2
H18H H -0.2299 0.4681 0.5655 0.106 Uiso 0.66(3) 1 calc R . P C 2
C19' C -0.141(3) 0.610(3) 0.614(3) 0.115(4) Uani 0.34(3) 1 d D . P C 1
H19G H -0.2142 0.6277 0.5794 0.173 Uiso 0.34(3) 1 d R . P C 1
H19H H -0.0706 0.6513 0.6170 0.173 Uiso 0.34(3) 1 d R . P C 1
H19I H -0.1497 0.6124 0.6672 0.173 Uiso 0.34(3) 1 d R . P C 1
C19B C -0.1737(18) 0.5980(16) 0.6233(15) 0.115(4) Uani 0.66(3) 1 d D . P C 2
H19J H -0.2315 0.6206 0.5816 0.173 Uiso 0.66(3) 1 calc GR . P C 2
H19K H -0.0972 0.6376 0.6420 0.173 Uiso 0.66(3) 1 calc GR . P C 2
H19L H -0.2070 0.5954 0.6676 0.173 Uiso 0.66(3) 1 calc GR . P C 2
C20' C 0.2937(2) 0.57747(17) 0.77687(15) 0.0465(5) Uani 1 1 d . . . . .
C21' C 0.4151(3) 0.5806(2) 0.79506(18) 0.0597(7) Uani 1 1 d . . . . .
H21C H 0.4613 0.6281 0.7846 0.072 Uiso 1 1 calc R . . . .
H21D H 0.4545 0.5354 0.8184 0.072 Uiso 1 1 calc R . . . .
C22' C 0.2296(3) 0.65016(18) 0.73929(17) 0.0547(6) Uani 1 1 d . . . . .
C23' C 0.2478(7) 0.7617(5) 0.6606(4) 0.0790(16) Uani 0.725(10) 1 d D U P D 1
H23E H 0.3143 0.8087 0.6664 0.095 Uiso 0.725(10) 1 calc R . P D 1
H23F H 0.1869 0.7883 0.6835 0.095 Uiso 0.725(10) 1 calc R . P D 1
C23B C 0.1993(18) 0.7486(15) 0.6461(14) 0.0790(16) Uani 0.275(10) 1 d D U P D 2
H23G H 0.1177 0.7147 0.6229 0.095 Uiso 0.275(10) 1 calc R . P D 2
H23H H 0.1930 0.8056 0.6785 0.095 Uiso 0.275(10) 1 calc R . P D 2
C24' C 0.1894(8) 0.7185(6) 0.5727(4) 0.116(3) Uani 0.725(10) 1 d D . P D 1
H24G H 0.1613 0.7642 0.5421 0.173 Uiso 0.725(10) 1 calc GR . P D 1
H24H H 0.1204 0.6750 0.5678 0.173 Uiso 0.725(10) 1 calc GR . P D 1
H24I H 0.2492 0.6887 0.5522 0.173 Uiso 0.725(10) 1 calc GR . P D 1
C24B C 0.258(2) 0.7648(19) 0.5783(13) 0.116(3) Uani 0.275(10) 1 d D . P D 2
H24J H 0.2456 0.7097 0.5394 0.173 Uiso 0.275(10) 1 calc GR . P D 2
H24K H 0.3453 0.7838 0.6020 0.173 Uiso 0.275(10) 1 calc GR . P D 2
H24L H 0.2201 0.8109 0.5519 0.173 Uiso 0.275(10) 1 calc GR . P D 2
C25' C 0.4266(2) 0.35141(16) 0.72485(14) 0.0412(5) Uani 1 1 d . . . . .
C26' C 0.6522(2) 0.35411(18) 0.77254(15) 0.0449(5) Uani 1 1 d . . . . .
C27' C 0.6809(3) 0.4373(2) 0.7407(2) 0.0616(7) Uani 1 1 d . . . . .
H27D H 0.6291 0.4321 0.6860 0.092 Uiso 1 1 calc GR . . . .
H27E H 0.7661 0.4432 0.7418 0.092 Uiso 1 1 calc GR . . . .
H27F H 0.6658 0.4897 0.7741 0.092 Uiso 1 1 calc GR . . . .
C28' C 0.7356(2) 0.3580(3) 0.85768(18) 0.0662(8) Uani 1 1 d . . . . .
H28D H 0.7316 0.4138 0.8916 0.099 Uiso 1 1 calc GR . . . .
H28E H 0.8192 0.3546 0.8565 0.099 Uiso 1 1 calc GR . . . .
H28F H 0.7089 0.3080 0.8790 0.099 Uiso 1 1 calc GR . . . .
C29' C 0.6578(3) 0.2677(2) 0.7176(2) 0.0651(7) Uani 1 1 d . . . . .
H29D H 0.6259 0.2171 0.7358 0.098 Uiso 1 1 calc GR . . . .
H29E H 0.7420 0.2626 0.7188 0.098 Uiso 1 1 calc GR . . . .
H29F H 0.6090 0.2684 0.6632 0.098 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 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C16 O1 C5 122.1(2) . . ?
C17 O4 C18 118.1(4) . . ?
C17 O4A C18A 110.0(14) . . ?
C22 O6 C23 108.7(13) . . ?
C22 O6A C23A 118.5(5) . . ?
C25 O8 C26 121.6(2) . . ?
C11 N1 C7 119.5(2) . . ?
C25 N1 C7 115.0(2) . . ?
C25 N1 C11 122.7(2) . . ?
C2 C1 H1 119.9 . . ?
C2 C1 C6 120.2(2) . . ?
C6 C1 H1 119.9 . . ?
C1 C2 Cl1 118.8(2) . . ?
C3 C2 Cl1 119.7(2) . . ?
C3 C2 C1 121.5(3) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
O1 C5 C4 115.5(2) . . ?
C6 C5 O1 122.4(2) . . ?
C6 C5 C4 122.1(3) . . ?
C1 C6 C7 121.4(2) . . ?
C5 C6 C1 117.6(2) . . ?
C5 C6 C7 121.0(2) . . ?
N1 C7 C6 112.1(2) . . ?
N1 C7 H7 107.0 . . ?
N1 C7 C8 112.84(19) . . ?
C6 C7 H7 107.0 . . ?
C6 C7 C8 110.4(2) . . ?
C8 C7 H7 107.0 . . ?
C7 C8 C9 110.1(2) . . ?
C7 C8 C16 113.4(2) . . ?
C7 C8 C17 107.1(2) . . ?
C16 C8 C9 106.6(2) . . ?
C16 C8 C17 107.4(2) . . ?
C17 C8 C9 112.2(2) . . ?
C8 C9 H9 107.5 . . ?
C10 C9 C8 105.8(2) . . ?
C10 C9 H9 107.5 . . ?
C10 C9 C20 113.7(2) . . ?
C20 C9 C8 114.4(2) . . ?
C20 C9 H9 107.5 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 C15 119.4(3) . . ?
C15 C10 C9 121.7(3) . . ?
C10 C11 N1 117.6(2) . . ?
C10 C11 C12 120.1(2) . . ?
C12 C11 N1 122.3(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.3(3) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.3(3) . . ?
C15 C14 H14 119.9 . . ?
C10 C15 H15 119.9 . . ?
C14 C15 C10 120.1(3) . . ?
C14 C15 H15 119.9 . . ?
O1 C16 C8 117.4(2) . . ?
O2 C16 O1 118.6(2) . . ?
O2 C16 C8 123.9(2) . . ?
O3 C17 O4 125.5(3) . . ?
O3 C17 O4A 119.3(7) . . ?
O3 C17 C8 123.5(3) . . ?
O4 C17 C8 110.7(2) . . ?
O4A C17 C8 111.9(7) . . ?
O4 C18 H18A 110.9 . . ?
O4 C18 H18B 110.9 . . ?
H18A C18 H18B 109.0 . . ?
C19 C18 O4 104.1(6) . . ?
C19 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
O4A C18A H18C 112.4 . . ?
O4A C18A H18D 112.4 . . ?
O4A C18A C19A 96.8(19) . . ?
H18C C18A H18D 110.0 . . ?
C19A C18A H18C 112.4 . . ?
C19A C18A H18D 112.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18A C19A H19D 109.5 . . ?
C18A C19A H19E 109.5 . . ?
C18A C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C21 C20 C9 124.5(3) . . ?
C21 C20 C22 120.7(3) . . ?
C22 C20 C9 114.4(2) . . ?
C20 C21 H21A 120.0 . . ?
C20 C21 H21B 120.0 . . ?
H21A C21 H21B 120.0 . . ?
O5 C22 O6 132.1(8) . . ?
O5 C22 O6A 121.1(4) . . ?
O5 C22 C20 123.8(3) . . ?
O6A C22 C20 114.9(4) . . ?
C20 C22 O6 104.1(8) . . ?
O6 C23 H23A 112.6 . . ?
O6 C23 H23B 112.6 . . ?
H23A C23 H23B 110.1 . . ?
C24 C23 O6 96(2) . . ?
C24 C23 H23A 112.6 . . ?
C24 C23 H23B 112.6 . . ?
O6A C23A H23C 109.5 . . ?
O6A C23A H23D 109.5 . . ?
O6A C23A C24A 110.8(7) . . ?
H23C C23A H23D 108.1 . . ?
C24A C23A H23C 109.5 . . ?
C24A C23A H23D 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23A C24A H24D 109.5 . . ?
C23A C24A H24E 109.5 . . ?
C23A C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
O7 C25 O8 126.1(3) . . ?
O7 C25 N1 122.6(2) . . ?
O8 C25 N1 111.2(2) . . ?
O8 C26 C27 110.5(2) . . ?
O8 C26 C28 109.2(3) . . ?
O8 C26 C29 101.2(3) . . ?
C27 C26 C29 109.7(3) . . ?
C28 C26 C27 112.9(3) . . ?
C28 C26 C29 112.8(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C16' O1' C5' 120.9(2) . . ?
C17' O4' C18' 121(3) . . ?
C17' O4'A C18B 112.9(13) . . ?
C22' O6' C23' 120.3(4) . . ?
C22' O6' C23B 105.6(6) . . ?
C25' O8' C26' 121.57(18) . . ?
C11' N1' C7' 120.38(18) . . ?
C25' N1' C7' 113.70(18) . . ?
C25' N1' C11' 122.70(18) . . ?
C2' C1' H1' 120.3 . . ?
C2' C1' C6' 119.3(3) . . ?
C6' C1' H1' 120.3 . . ?
C1' C2' Cl1' 119.5(2) . . ?
C3' C2' Cl1' 118.5(2) . . ?
C3' C2' C1' 122.0(3) . . ?
C2' C3' H3' 120.3 . . ?
C2' C3' C4' 119.3(3) . . ?
C4' C3' H3' 120.3 . . ?
C3' C4' H4' 120.7 . . ?
C3' C4' C5' 118.6(3) . . ?
C5' C4' H4' 120.7 . . ?
C4' C5' O1' 115.8(2) . . ?
C6' C5' O1' 121.4(2) . . ?
C6' C5' C4' 122.8(3) . . ?
C1' C6' C7' 122.7(2) . . ?
C5' C6' C1' 117.8(2) . . ?
C5' C6' C7' 119.4(2) . . ?
N1' C7' C6' 112.92(19) . . ?
N1' C7' H7' 107.9 . . ?
N1' C7' C8' 111.73(18) . . ?
C6' C7' H7' 107.9 . . ?
C6' C7' C8' 108.41(18) . . ?
C8' C7' H7' 107.9 . . ?
C7' C8' C9' 110.43(18) . . ?
C7' C8' C17' 105.14(19) . . ?
C16' C8' C7' 113.5(2) . . ?
C16' C8' C9' 104.9(2) . . ?
C16' C8' C17' 110.17(19) . . ?
C17' C8' C9' 112.9(2) . . ?
C8' C9' H9' 107.7 . . ?
C10' C9' C8' 105.2(2) . . ?
C10' C9' H9' 107.7 . . ?
C10' C9' C20' 113.5(2) . . ?
C20' C9' C8' 114.6(2) . . ?
C20' C9' H9' 107.7 . . ?
C11' C10' C9' 119.5(2) . . ?
C11' C10' C15' 118.6(2) . . ?
C15' C10' C9' 121.7(2) . . ?
C10' C11' N1' 117.5(2) . . ?
C12' C11' N1' 121.8(2) . . ?
C12' C11' C10' 120.7(2) . . ?
C11' C12' H12' 120.3 . . ?
C13' C12' C11' 119.5(3) . . ?
C13' C12' H12' 120.3 . . ?
C12' C13' H13' 119.7 . . ?
C12' C13' C14' 120.6(3) . . ?
C14' C13' H13' 119.7 . . ?
C13' C14' H14' 120.2 . . ?
C15' C14' C13' 119.6(3) . . ?
C15' C14' H14' 120.2 . . ?
C10' C15' H15' 119.5 . . ?
C14' C15' C10' 121.0(3) . . ?
C14' C15' H15' 119.5 . . ?
O1' C16' C8' 117.7(2) . . ?
O2' C16' O1' 117.9(2) . . ?
O2' C16' C8' 124.4(3) . . ?
O3' C17' O4' 122.9(9) . . ?
O3' C17' O4'A 125.3(5) . . ?
O3' C17' C8' 122.7(2) . . ?
O4' C17' C8' 113.1(9) . . ?
O4'A C17' C8' 111.5(5) . . ?
O4' C18' H18E 111.5 . . ?
O4' C18' H18F 111.5 . . ?
O4' C18' C19' 102(3) . . ?
H18E C18' H18F 109.3 . . ?
C19' C18' H18E 111.5 . . ?
C19' C18' H18F 111.5 . . ?
O4'A C18B H18G 109.2 . . ?
O4'A C18B H18H 109.2 . . ?
H18G C18B H18H 107.9 . . ?
C19B C18B O4'A 112.1(15) . . ?
C19B C18B H18G 109.2 . . ?
C19B C18B H18H 109.2 . . ?
C18' C19' H19G 107.8 . . ?
C18' C19' H19H 129.4 . . ?
C18' C19' H19I 88.5 . . ?
H19G C19' H19H 109.5 . . ?
H19G C19' H19I 109.5 . . ?
H19H C19' H19I 109.5 . . ?
C18B C19B H19J 109.5 . . ?
C18B C19B H19K 109.5 . . ?
C18B C19B H19L 109.5 . . ?
H19J C19B H19K 109.5 . . ?
H19J C19B H19L 109.5 . . ?
H19K C19B H19L 109.5 . . ?
C21' C20' C9' 124.2(2) . . ?
C21' C20' C22' 120.3(3) . . ?
C22' C20' C9' 115.1(2) . . ?
C20' C21' H21C 120.0 . . ?
C20' C21' H21D 120.0 . . ?
H21C C21' H21D 120.0 . . ?
O5' C22' O6' 124.6(3) . . ?
O5' C22' C20' 123.0(3) . . ?
O6' C22' C20' 112.4(2) . . ?
O6' C23' H23E 110.6 . . ?
O6' C23' H23F 110.6 . . ?
O6' C23' C24' 105.7(5) . . ?
H23E C23' H23F 108.7 . . ?
C24' C23' H23E 110.6 . . ?
C24' C23' H23F 110.6 . . ?
O6' C23B H23G 110.9 . . ?
O6' C23B H23H 110.9 . . ?
H23G C23B H23H 109.0 . . ?
C24B C23B O6' 104.1(13) . . ?
C24B C23B H23G 110.9 . . ?
C24B C23B H23H 110.9 . . ?
C23' C24' H24G 109.5 . . ?
C23' C24' H24H 109.5 . . ?
C23' C24' H24I 109.5 . . ?
H24G C24' H24H 109.5 . . ?
H24G C24' H24I 109.5 . . ?
H24H C24' H24I 109.5 . . ?
C23B C24B H24J 109.5 . . ?
C23B C24B H24K 109.5 . . ?
C23B C24B H24L 109.5 . . ?
H24J C24B H24K 109.5 . . ?
H24J C24B H24L 109.5 . . ?
H24K C24B H24L 109.5 . . ?
O7' C25' O8' 126.3(2) . . ?
O7' C25' N1' 122.3(2) . . ?
O8' C25' N1' 111.41(19) . . ?
O8' C26' C27' 109.0(2) . . ?
O8' C26' C28' 101.65(19) . . ?
O8' C26' C29' 110.8(2) . . ?
C27' C26' C28' 111.2(2) . . ?
C27' C26' C29' 112.9(2) . . ?
C29' C26' C28' 110.7(2) . . ?
C26' C27' H27D 109.5 . . ?
C26' C27' H27E 109.5 . . ?
C26' C27' H27F 109.5 . . ?
H27D C27' H27E 109.5 . . ?
H27D C27' H27F 109.5 . . ?
H27E C27' H27F 109.5 . . ?
C26' C28' H28D 109.5 . . ?
C26' C28' H28E 109.5 . . ?
C26' C28' H28F 109.5 . . ?
H28D C28' H28E 109.5 . . ?
H28D C28' H28F 109.5 . . ?
H28E C28' H28F 109.5 . . ?
C26' C29' H29D 109.5 . . ?
C26' C29' H29E 109.5 . . ?
C26' C29' H29F 109.5 . . ?
H29D C29' H29E 109.5 . . ?
H29D C29' H29F 109.5 . . ?
H29E C29' H29F 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 C2 1.741(3) . ?
O1 C5 1.389(3) . ?
O1 C16 1.357(3) . ?
O2 C16 1.188(3) . ?
O3 C17 1.185(4) . ?
O4 C17 1.340(4) . ?
O4 C18 1.518(7) . ?
O4A C17 1.318(15) . ?
O4A C18A 1.46(3) . ?
O5 C22 1.194(4) . ?
O6 C22 1.559(18) . ?
O6 C23 1.56(3) . ?
O6A C22 1.252(8) . ?
O6A C23A 1.439(10) . ?
O7 C25 1.213(3) . ?
O8 C25 1.327(3) . ?
O8 C26 1.478(3) . ?
N1 C7 1.483(3) . ?
N1 C11 1.433(3) . ?
N1 C25 1.380(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(4) . ?
C1 C6 1.394(4) . ?
C2 C3 1.369(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(4) . ?
C5 C6 1.372(4) . ?
C6 C7 1.511(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.536(3) . ?
C8 C9 1.568(3) . ?
C8 C16 1.543(3) . ?
C8 C17 1.544(4) . ?
C9 H9 0.9800 . ?
C9 C10 1.510(4) . ?
C9 C20 1.523(4) . ?
C10 C11 1.387(4) . ?
C10 C15 1.390(4) . ?
C11 C12 1.395(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.368(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(4) . ?
C15 H15 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.489(8) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A C19A 1.551(18) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C20 C21 1.312(4) . ?
C20 C22 1.503(4) . ?
C21 H21A 0.9300 . ?
C21 H21B 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.508(19) . ?
C23A H23C 0.9700 . ?
C23A H23D 0.9700 . ?
C23A C24A 1.495(10) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C26 C27 1.510(4) . ?
C26 C28 1.496(5) . ?
C26 C29 1.526(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
Cl1' C2' 1.739(3) . ?
O1' C5' 1.394(3) . ?
O1' C16' 1.359(4) . ?
O2' C16' 1.181(3) . ?
O3' C17' 1.190(3) . ?
O4' C17' 1.32(2) . ?
O4' C18' 1.41(2) . ?
O4'A C17' 1.344(10) . ?
O4'A C18B 1.513(14) . ?
O5' C22' 1.199(4) . ?
O6' C22' 1.322(4) . ?
O6' C23' 1.417(7) . ?
O6' C23B 1.62(2) . ?
O7' C25' 1.207(3) . ?
O8' C25' 1.329(3) . ?
O8' C26' 1.484(3) . ?
N1' C7' 1.479(3) . ?
N1' C11' 1.434(3) . ?
N1' C25' 1.386(3) . ?
C1' H1' 0.9300 . ?
C1' C2' 1.382(4) . ?
C1' C6' 1.389(4) . ?
C2' C3' 1.371(5) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.379(5) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.380(4) . ?
C5' C6' 1.380(4) . ?
C6' C7' 1.515(3) . ?
C7' H7' 0.9800 . ?
C7' C8' 1.543(3) . ?
C8' C9' 1.565(3) . ?
C8' C16' 1.541(3) . ?
C8' C17' 1.544(3) . ?
C9' H9' 0.9800 . ?
C9' C10' 1.504(3) . ?
C9' C20' 1.518(3) . ?
C10' C11' 1.392(4) . ?
C10' C15' 1.394(4) . ?
C11' C12' 1.384(4) . ?
C12' H12' 0.9300 . ?
C12' C13' 1.383(4) . ?
C13' H13' 0.9300 . ?
C13' C14' 1.384(5) . ?
C14' H14' 0.9300 . ?
C14' C15' 1.372(4) . ?
C15' H15' 0.9300 . ?
C18' H18E 0.9700 . ?
C18' H18F 0.9700 . ?
C18' C19' 1.570(19) . ?
C18B H18G 0.9700 . ?
C18B H18H 0.9700 . ?
C18B C19B 1.484(14) . ?
C19' H19G 0.9601 . ?
C19' H19H 0.9601 . ?
C19' H19I 0.9598 . ?
C19B H19J 0.9600 . ?
C19B H19K 0.9600 . ?
C19B H19L 0.9600 . ?
C20' C21' 1.321(4) . ?
C20' C22' 1.500(4) . ?
C21' H21C 0.9300 . ?
C21' H21D 0.9300 . ?
C23' H23E 0.9700 . ?
C23' H23F 0.9700 . ?
C23' C24' 1.509(10) . ?
C23B H23G 0.9700 . ?
C23B H23H 0.9700 . ?
C23B C24B 1.560(17) . ?
C24' H24G 0.9600 . ?
C24' H24H 0.9600 . ?
C24' H24I 0.9600 . ?
C24B H24J 0.9600 . ?
C24B H24K 0.9600 . ?
C24B H24L 0.9600 . ?
C26' C27' 1.506(4) . ?
C26' C28' 1.515(4) . ?
C26' C29' 1.506(4) . ?
C27' H27D 0.9600 . ?
C27' H27E 0.9600 . ?
C27' H27F 0.9600 . ?
C28' H28D 0.9600 . ?
C28' H28E 0.9600 . ?
C28' H28F 0.9600 . ?
C29' H29D 0.9600 . ?
C29' H29E 0.9600 . ?
C29' H29F 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
Cl1 C2 C3 C4 -178.0(3) . . . . ?
O1 C5 C6 C1 -179.8(2) . . . . ?
O1 C5 C6 C7 -0.8(4) . . . . ?
N1 C7 C8 C9 33.9(3) . . . . ?
N1 C7 C8 C16 -85.5(2) . . . . ?
N1 C7 C8 C17 156.2(2) . . . . ?
N1 C11 C12 C13 177.6(3) . . . . ?
C1 C2 C3 C4 1.9(5) . . . . ?
C1 C6 C7 N1 -79.0(3) . . . . ?
C1 C6 C7 C8 154.3(2) . . . . ?
C2 C1 C6 C5 -0.9(4) . . . . ?
C2 C1 C6 C7 -179.9(2) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C3 C4 C5 O1 -179.6(3) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
C4 C5 C6 C1 2.2(4) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C5 O1 C16 O2 -172.6(3) . . . . ?
C5 O1 C16 C8 9.6(4) . . . . ?
C5 C6 C7 N1 102.1(3) . . . . ?
C5 C6 C7 C8 -24.7(3) . . . . ?
C6 C1 C2 Cl1 178.70(19) . . . . ?
C6 C1 C2 C3 -1.2(4) . . . . ?
C6 C7 C8 C9 160.20(19) . . . . ?
C6 C7 C8 C16 40.8(3) . . . . ?
C6 C7 C8 C17 -77.5(2) . . . . ?
C7 N1 C11 C10 -36.9(3) . . . . ?
C7 N1 C11 C12 143.1(2) . . . . ?
C7 N1 C25 O7 -6.9(4) . . . . ?
C7 N1 C25 O8 172.8(2) . . . . ?
C7 C8 C9 C10 -62.0(2) . . . . ?
C7 C8 C9 C20 64.0(3) . . . . ?
C7 C8 C16 O1 -35.5(3) . . . . ?
C7 C8 C16 O2 146.9(3) . . . . ?
C7 C8 C17 O3 -34.5(4) . . . . ?
C7 C8 C17 O4 151.0(3) . . . . ?
C7 C8 C17 O4A 119.6(8) . . . . ?
C8 C9 C10 C11 44.3(3) . . . . ?
C8 C9 C10 C15 -132.0(3) . . . . ?
C8 C9 C20 C21 -105.8(3) . . . . ?
C8 C9 C20 C22 81.5(3) . . . . ?
C9 C8 C16 O1 -156.9(2) . . . . ?
C9 C8 C16 O2 25.5(3) . . . . ?
C9 C8 C17 O3 86.6(3) . . . . ?
C9 C8 C17 O4 -88.0(3) . . . . ?
C9 C8 C17 O4A -119.4(8) . . . . ?
C9 C10 C11 N1 3.5(3) . . . . ?
C9 C10 C11 C12 -176.5(2) . . . . ?
C9 C10 C15 C14 178.8(3) . . . . ?
C9 C20 C22 O5 7.4(4) . . . . ?
C9 C20 C22 O6 -172.1(11) . . . . ?
C9 C20 C22 O6A -177.3(5) . . . . ?
C10 C9 C20 C21 15.8(4) . . . . ?
C10 C9 C20 C22 -156.8(2) . . . . ?
C10 C11 C12 C13 -2.4(4) . . . . ?
C11 N1 C7 C6 -109.9(2) . . . . ?
C11 N1 C7 C8 15.5(3) . . . . ?
C11 N1 C25 O7 -167.9(3) . . . . ?
C11 N1 C25 O8 11.8(3) . . . . ?
C11 C10 C15 C14 2.5(4) . . . . ?
C11 C12 C13 C14 2.5(5) . . . . ?
C12 C13 C14 C15 -0.1(5) . . . . ?
C13 C14 C15 C10 -2.4(5) . . . . ?
C15 C10 C11 N1 179.9(2) . . . . ?
C15 C10 C11 C12 -0.1(4) . . . . ?
C16 O1 C5 C4 -172.3(3) . . . . ?
C16 O1 C5 C6 9.6(4) . . . . ?
C16 C8 C9 C10 61.4(2) . . . . ?
C16 C8 C9 C20 -172.6(2) . . . . ?
C16 C8 C17 O3 -156.6(3) . . . . ?
C16 C8 C17 O4 28.9(4) . . . . ?
C16 C8 C17 O4A -2.5(8) . . . . ?
C17 O4 C18 C19 86.1(7) . . . . ?
C17 O4A C18A C19A 176.6(19) . . . . ?
C17 C8 C9 C10 178.8(2) . . . . ?
C17 C8 C9 C20 -55.3(3) . . . . ?
C17 C8 C16 O1 82.6(3) . . . . ?
C17 C8 C16 O2 -95.0(3) . . . . ?
C18 O4 C17 O3 -3.4(6) . . . . ?
C18 O4 C17 C8 171.0(4) . . . . ?
C18A O4A C17 O3 -31.1(16) . . . . ?
C18A O4A C17 C8 173.6(13) . . . . ?
C20 C9 C10 C11 -82.1(3) . . . . ?
C20 C9 C10 C15 101.6(3) . . . . ?
C21 C20 C22 O5 -165.6(3) . . . . ?
C21 C20 C22 O6 15.0(12) . . . . ?
C21 C20 C22 O6A 9.8(6) . . . . ?
C22 O6 C23 C24 111(3) . . . . ?
C22 O6A C23A C24A 162.1(12) . . . . ?
C23 O6 C22 O5 -8(3) . . . . ?
C23 O6 C22 C20 171.6(16) . . . . ?
C23A O6A C22 O5 2.8(11) . . . . ?
C23A O6A C22 C20 -172.6(8) . . . . ?
C25 O8 C26 C27 -58.1(4) . . . . ?
C25 O8 C26 C28 66.7(4) . . . . ?
C25 O8 C26 C29 -174.2(3) . . . . ?
C25 N1 C7 C6 88.4(2) . . . . ?
C25 N1 C7 C8 -146.2(2) . . . . ?
C25 N1 C11 C10 123.3(3) . . . . ?
C25 N1 C11 C12 -56.7(3) . . . . ?
C26 O8 C25 O7 -2.7(4) . . . . ?
C26 O8 C25 N1 177.5(2) . . . . ?
Cl1' C2' C3' C4' -175.3(2) . . . . ?
O1' C5' C6' C1' -176.1(2) . . . . ?
O1' C5' C6' C7' 0.6(4) . . . . ?
N1' C7' C8' C9' 38.1(3) . . . . ?
N1' C7' C8' C16' -79.3(2) . . . . ?
N1' C7' C8' C17' 160.21(19) . . . . ?
N1' C11' C12' C13' 178.4(3) . . . . ?
C1' C2' C3' C4' 2.7(5) . . . . ?
C1' C6' C7' N1' -94.1(3) . . . . ?
C1' C6' C7' C8' 141.5(2) . . . . ?
C2' C1' C6' C5' -2.4(4) . . . . ?
C2' C1' C6' C7' -178.9(2) . . . . ?
C2' C3' C4' C5' -0.8(5) . . . . ?
C3' C4' C5' O1' 177.6(3) . . . . ?
C3' C4' C5' C6' -2.8(4) . . . . ?
C4' C5' C6' C1' 4.4(4) . . . . ?
C4' C5' C6' C7' -179.0(2) . . . . ?
C5' O1' C16' O2' 171.0(2) . . . . ?
C5' O1' C16' C8' -11.0(3) . . . . ?
C5' C6' C7' N1' 89.5(3) . . . . ?
C5' C6' C7' C8' -34.9(3) . . . . ?
C6' C1' C2' Cl1' 177.0(2) . . . . ?
C6' C1' C2' C3' -1.0(4) . . . . ?
C6' C7' C8' C9' 163.18(19) . . . . ?
C6' C7' C8' C16' 45.7(3) . . . . ?
C6' C7' C8' C17' -74.7(2) . . . . ?
C7' N1' C11' C10' -34.8(3) . . . . ?
C7' N1' C11' C12' 145.3(2) . . . . ?
C7' N1' C25' O7' -12.3(3) . . . . ?
C7' N1' C25' O8' 167.3(2) . . . . ?
C7' C8' C9' C10' -63.1(2) . . . . ?
C7' C8' C9' C20' 62.3(3) . . . . ?
C7' C8' C16' O1' -25.5(3) . . . . ?
C7' C8' C16' O2' 152.4(3) . . . . ?
C7' C8' C17' O3' -41.5(3) . . . . ?
C7' C8' C17' O4' 151.1(9) . . . . ?
C7' C8' C17' O4'A 131.6(7) . . . . ?
C8' C9' C10' C11' 42.3(3) . . . . ?
C8' C9' C10' C15' -134.0(2) . . . . ?
C8' C9' C20' C21' -108.2(3) . . . . ?
C8' C9' C20' C22' 79.1(3) . . . . ?
C9' C8' C16' O1' -146.1(2) . . . . ?
C9' C8' C16' O2' 31.8(3) . . . . ?
C9' C8' C17' O3' 78.9(3) . . . . ?
C9' C8' C17' O4' -88.4(9) . . . . ?
C9' C8' C17' O4'A -107.9(7) . . . . ?
C9' C10' C11' N1' 4.7(3) . . . . ?
C9' C10' C11' C12' -175.4(2) . . . . ?
C9' C10' C15' C14' 177.1(3) . . . . ?
C9' C20' C22' O5' 19.1(4) . . . . ?
C9' C20' C22' O6' -162.4(2) . . . . ?
C10' C9' C20' C21' 12.7(4) . . . . ?
C10' C9' C20' C22' -160.0(2) . . . . ?
C10' C11' C12' C13' -1.6(4) . . . . ?
C11' N1' C7' C6' -111.6(2) . . . . ?
C11' N1' C7' C8' 10.9(3) . . . . ?
C11' N1' C25' O7' -172.1(2) . . . . ?
C11' N1' C25' O8' 7.6(3) . . . . ?
C11' C10' C15' C14' 0.7(4) . . . . ?
C11' C12' C13' C14' 0.3(5) . . . . ?
C12' C13' C14' C15' 1.5(6) . . . . ?
C13' C14' C15' C10' -2.0(5) . . . . ?
C15' C10' C11' N1' -178.8(2) . . . . ?
C15' C10' C11' C12' 1.1(4) . . . . ?
C16' O1' C5' C4' -155.2(3) . . . . ?
C16' O1' C5' C6' 25.2(4) . . . . ?
C16' C8' C9' C10' 59.5(2) . . . . ?
C16' C8' C9' C20' -175.1(2) . . . . ?
C16' C8' C17' O3' -164.1(3) . . . . ?
C16' C8' C17' O4' 28.5(10) . . . . ?
C16' C8' C17' O4'A 9.0(7) . . . . ?
C17' O4' C18' C19' -94(3) . . . . ?
C17' O4'A C18B C19B -95.6(16) . . . . ?
C17' C8' C9' C10' 179.51(19) . . . . ?
C17' C8' C9' C20' -55.1(3) . . . . ?
C17' C8' C16' O1' 92.1(3) . . . . ?
C17' C8' C16' O2' -90.1(3) . . . . ?
C18' O4' C17' O3' 28(3) . . . . ?
C18' O4' C17' C8' -164(3) . . . . ?
C18B O4'A C17' O3' -10.7(17) . . . . ?
C18B O4'A C17' C8' 176.4(12) . . . . ?
C20' C9' C10' C11' -83.8(3) . . . . ?
C20' C9' C10' C15' 99.9(3) . . . . ?
C21' C20' C22' O5' -153.9(3) . . . . ?
C21' C20' C22' O6' 24.6(4) . . . . ?
C22' O6' C23' C24' -98.1(7) . . . . ?
C22' O6' C23B C24B -159.2(16) . . . . ?
C23' O6' C22' O5' -1.5(6) . . . . ?
C23' O6' C22' C20' -180.0(4) . . . . ?
C23B O6' C22' O5' -14.9(10) . . . . ?
C23B O6' C22' C20' 166.6(9) . . . . ?
C25' O8' C26' C27' 63.4(3) . . . . ?
C25' O8' C26' C28' -179.2(2) . . . . ?
C25' O8' C26' C29' -61.5(3) . . . . ?
C25' N1' C7' C6' 88.1(2) . . . . ?
C25' N1' C7' C8' -149.4(2) . . . . ?
C25' N1' C11' C10' 123.6(2) . . . . ?
C25' N1' C11' C12' -56.3(3) . . . . ?
C26' O8' C25' O7' 4.4(4) . . . . ?
C26' O8' C25' N1' -175.2(2) . . . . ?
