#------------------------------------------------------------------------------
#$Date: 2020-04-04 07:27:14 +0300 (Sat, 04 Apr 2020) $
#$Revision: 250105 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/80/4038083.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_4038083
loop_
_publ_author_name
'Delecluse, Magalie'
'Colomban, Cédric'
'Chatelet, Bastien'
'Chevallier-Michaud, Sabine'
'Moraleda, Delphine'
'Dutasta, Jean-Pierre'
'Martinez, Alexandre'
_publ_section_title
;
 Highly Selective Fluoride Recognition by a Small Tris-Urea Covalent Cage.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              4706
_journal_page_last               4711
_journal_paper_doi               10.1021/acs.joc.9b03429
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety
'C H Cl3, 0.9(F), C39 H51 N7 O9, 0.1(H2 O), C16 H36 N'
_chemical_formula_sum            'C56 H88.2 Cl3 F0.9 N8 O9.1'
_chemical_formula_weight         1142.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.269(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1056(3)
_cell_length_b                   18.4895(5)
_cell_length_c                   27.4703(7)
_cell_measurement_reflns_used    6126
_cell_measurement_temperature    220.00(10)
_cell_measurement_theta_max      67.4770
_cell_measurement_theta_min      4.0270
_cell_volume                     6111.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      220.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω      1.00  38.00   1.00    7.50    --    0.00 -99.00  60.00   37
  2  ω      0.00  29.00   1.00    7.50    --    0.00  57.00-150.00   29
  3  ω     44.00  90.00   1.00    7.50    --    0.00  57.00-150.00   46
  4  ω   -139.00 -82.00   1.00   15.00    --  -53.19 -94.00-150.00   57
  5  ω   -150.00 -80.00   1.00   15.00    --  -53.19 -94.00  60.00   70
  6  ω   -152.00 -80.00   1.00   15.00    --  -53.19 -94.00   0.00   72
  7  ω   -112.00 -80.00   1.00   15.00    --  -53.19 -91.00 -52.00   32
  8  ω    -89.00 -51.00   1.00   15.00    --  -53.19 125.00-180.00   38
  9  ω   -140.00-109.00   1.00   15.00    --  -53.19 -94.00 -60.00   31
 10  ω     24.00  93.00   1.00   15.00    --   53.19 -94.00  30.00   69
 11  ω     65.00  91.00   1.00   30.00    --  106.37 178.00 -60.00   26
 12  ω    100.00 168.00   1.00   30.00    --  106.37  50.00 120.00   68
 13  ω     64.00  90.00   1.00   30.00    --  106.37 178.00  30.00   26
 14  ω    116.00 141.00   1.00   30.00    --  106.37 178.00  30.00   25
 15  ω    109.00 140.00   1.00   30.00    --  106.37  63.00 -30.00   31
 16  ω     61.00 102.00   1.00   30.00    --  106.37  63.00 -30.00   41
 17  ω     56.00 112.00   1.00   30.00    --  106.37-111.00-120.00   56
 18  ω     65.00 177.00   1.00   30.00    --  106.37  63.00 -90.00  112
 19  ω     13.00  54.00   1.00   30.00    --  106.37-111.00-120.00   41
 20  ω     72.00 140.00   1.00   30.00    --  106.37 178.00  90.00   68
 21  ω     22.00 116.00   1.00   30.00    --  106.37 -63.00-180.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0646628000
_diffrn_orient_matrix_UB_12      0.0037164000
_diffrn_orient_matrix_UB_13      -0.0514681000
_diffrn_orient_matrix_UB_21      0.0045348000
_diffrn_orient_matrix_UB_22      -0.0830495000
_diffrn_orient_matrix_UB_23      -0.0038405000
_diffrn_orient_matrix_UB_31      -0.1104215000
_diffrn_orient_matrix_UB_32      -0.0056011000
_diffrn_orient_matrix_UB_33      0.0227834000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22969
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.343
_diffrn_reflns_theta_min         3.237
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.859
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) 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    1.242
_exptl_crystal_description       needle
_exptl_crystal_F_000             2448
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     748
_refine_ls_number_reflns         10919
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1206
_refine_ls_R_factor_gt           0.0894
_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)+(0.1536P)²+4.5155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2549
_refine_ls_wR_factor_ref         0.2870
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7299
_reflns_number_total             10919
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b03429_si_002.cif
_cod_data_source_block           cc1exp133
_cod_depositor_comments          'Adding full bibliography for 4038083.cif.'
_cod_original_formula_sum        'C56 H88.20 Cl3 F0.90 N8 O9.10'
_cod_database_code               4038083
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c55 h87 f1 n8 o9'
_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   0.946
_shelx_estimated_absorpt_t_min   0.554
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 C53-C54
 1.54 with sigma of 0.01
 C51-C52
 1.54 with sigma of 0.01
 C56-C57
 1.45 with sigma of 0.01
 C56-C59
 1.45 with sigma of 0.01
 C57-C58
 1.54 with sigma of 0.01
 C59-C60
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C56 \\sim C57: within 1.7A with sigma of 0.005 and sigma for terminal atoms of
0.01
C57 \\sim C58: within 1.7A with sigma of 0.005 and sigma for terminal atoms of
0.01
4. Rigid body (RIGU) restrains
 C56, C57, C58, C59, C60
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: F1(0.9) O10(0.1) H10A(0.1) H10B(0.1) H50A(0.5) H50B(0.5) H50C(0.5)
 H50D(0.5) C51(0.5) H51A(0.5) H51B(0.5) C52(0.5) H52A(0.5) H52B(0.5) H52C(0.5)
 C53(0.5) H53A(0.5) H53B(0.5) C54(0.5) H54A(0.5) H54B(0.5) H54C(0.5) H56C(0.5)
 H56D(0.5) H56A(0.5) H56B(0.5) C57(0.5) H57A(0.5) H57B(0.5) C58(0.5) H58A(0.5)
 H58B(0.5) H58C(0.5) C59(0.5) H59A(0.5) H59B(0.5) C60(0.5) H60A(0.5) H60B(0.5)
 H60C(0.5)
6.a Riding coordinates:
 O10(H10A,H10B)
6.b Ternary CH refined with riding coordinates:
 C40(H40)
6.c Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B), C13(H13A,H13B), C21(H21A,
 H21B), C22(H22A,H22B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
 C27(H27A,H27B), C29(H29A,H29B), C30(H30A,H30B), C38(H38A,H38B), C39(H39A,H39B),
  C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C45(H45A,H45B), C46(H46A,
 H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B), C50(H50C,H50D),
 C51(H51A,H51B), C53(H53A,H53B), C55(H55A,H55B), C56(H56C,H56D), C56(H56A,H56B),
  C57(H57A,H57B), C59(H59A,H59B)
6.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N4(H4), N5(H5), N6(H6), N7(H7), C7(H7A), C10(H10), C15(H15),
 C18(H18), C32(H32), C35(H35)
6.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C20(H20A,H20B,H20C), C37(H37A,H37B,H37C), C44(H44A,H44B,
 H44C), C48(H48A,H48B,H48C), C52(H52A,H52B,H52C), C54(H54A,H54B,H54C), C58(H58A,
 H58B,H58C), C60(H60A,H60B,H60C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.743
_oxdiff_exptl_absorpt_empirical_full_min 0.501
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.7275(4) 1.03892(13) 0.57269(10) 0.2023(16) Uani 1 1 d . . . . .
Cl2 Cl 0.6468(3) 0.97155(18) 0.48244(10) 0.1865(12) Uani 1 1 d . . . . .
Cl3 Cl 0.8747(3) 0.9628(2) 0.51409(14) 0.2120(15) Uani 1 1 d . . . . .
C40 C 0.7474(7) 0.9687(4) 0.5341(2) 0.115(2) Uani 1 1 d . . . . .
H40 H 0.735312 0.923813 0.551741 0.138 Uiso 1 1 calc R . . . .
F1 F 0.5417(2) 0.66136(13) 0.66042(9) 0.0594(6) Uani 0.9 1 d . . P A 1
O1 O 0.7347(3) 0.84904(16) 0.60406(12) 0.0724(8) Uani 1 1 d . . . . .
O2 O 0.8409(3) 0.65402(15) 0.56671(10) 0.0677(8) Uani 1 1 d . . . . .
O3 O 0.6446(3) 0.5889(2) 0.54616(12) 0.0835(10) Uani 1 1 d . . . . .
O4 O 0.4986(3) 0.75577(16) 0.81403(10) 0.0647(7) Uani 1 1 d . . . . .
O5 O 0.8508(2) 0.63239(15) 0.83912(10) 0.0624(7) Uani 1 1 d . . . . .
O6 O 1.0003(3) 0.68519(16) 0.78196(12) 0.0699(8) Uani 1 1 d . . . . .
O7 O 0.1870(3) 0.60410(18) 0.66268(12) 0.0723(8) Uani 1 1 d . . . . .
O8 O 0.3808(2) 0.40506(16) 0.69644(12) 0.0673(8) Uani 1 1 d . . . . .
O9 O 0.4557(3) 0.40636(19) 0.79802(11) 0.0723(8) Uani 1 1 d . . . . .
O10 O 0.684(2) 0.5831(12) 0.7043(8) 0.050(6) Uani 0.1 1 d . . P B -1
H10A H 0.690025 0.594111 0.674589 0.075 Uiso 0.1 1 d R . P B -1
H10B H 0.718155 0.542981 0.708479 0.075 Uiso 0.1 1 d R . P B -1
N1 N 0.3493(3) 0.81013(18) 0.63999(12) 0.0547(8) Uani 1 1 d . . . . .
N2 N 0.5639(3) 0.80079(19) 0.60938(13) 0.0633(9) Uani 1 1 d . . . . .
H2 H 0.526788 0.761278 0.610524 0.076 Uiso 1 1 calc R . . . .
N3 N 0.7192(3) 0.73496(18) 0.63324(13) 0.0634(9) Uani 1 1 d . . . . .
H3 H 0.674232 0.701010 0.639476 0.076 Uiso 1 1 calc R . . . .
N4 N 0.4509(3) 0.75414(18) 0.73170(12) 0.0585(8) Uani 1 1 d . . . . .
H4 H 0.467080 0.737315 0.704170 0.070 Uiso 1 1 calc R . . . .
N5 N 0.5860(3) 0.6796(2) 0.76558(14) 0.0695(10) Uani 1 1 d . . . . .
H5 H 0.592322 0.666702 0.735931 0.083 Uiso 1 1 calc R . . . .
N6 N 0.3193(3) 0.65428(19) 0.62130(12) 0.0605(8) Uani 1 1 d . . . . .
H6 H 0.385789 0.650052 0.613425 0.073 Uiso 1 1 calc R . . . .
N7 N 0.3671(3) 0.56907(19) 0.67992(13) 0.0618(9) Uani 1 1 d . . . . .
H7 H 0.430614 0.566010 0.668765 0.074 Uiso 1 1 calc R . . . .
C1 C 0.3800(4) 0.8536(2) 0.59871(16) 0.0662(11) Uani 1 1 d . . . . .
H1A H 0.341028 0.899501 0.598179 0.079 Uiso 1 1 calc R . . . .
H1B H 0.356183 0.828600 0.568328 0.079 Uiso 1 1 calc R . . . .
C2 C 0.5040(4) 0.8678(2) 0.60159(17) 0.0655(11) Uani 1 1 d . . . . .
H2A H 0.521606 0.889988 0.571386 0.079 Uiso 1 1 calc R . . . .
H2B H 0.526038 0.900851 0.628301 0.079 Uiso 1 1 calc R . . . .
C3 C 0.6775(4) 0.7975(2) 0.61505(14) 0.0564(9) Uani 1 1 d . . . . .
C4 C 0.8373(4) 0.7227(2) 0.64273(16) 0.0602(10) Uani 1 1 d . . . . .
H4A H 0.849994 0.681598 0.664601 0.072 Uiso 1 1 calc R . . . .
H4B H 0.871470 0.764632 0.659353 0.072 Uiso 1 1 calc R . . . .
C5 C 0.8928(4) 0.7086(2) 0.59736(17) 0.0650(11) Uani 1 1 d . . . . .
H5A H 0.893643 0.753108 0.578755 0.078 Uiso 1 1 calc R . . . .
H5B H 0.969320 0.694658 0.606948 0.078 Uiso 1 1 calc R . . . .
C6 C 0.8267(4) 0.5874(2) 0.58848(14) 0.0566(10) Uani 1 1 d . . . . .
C7 C 0.9060(4) 0.5544(2) 0.61962(13) 0.0540(9) Uani 1 1 d . . . . .
H7A H 0.975002 0.576635 0.625923 0.065 Uiso 1 1 calc R . . . .
C8 C 0.8889(3) 0.4882(2) 0.64271(14) 0.0516(9) Uani 1 1 d . . . . .
C9 C 0.7872(4) 0.4534(2) 0.63092(14) 0.0566(9) Uani 1 1 d . . . . .
C10 C 0.7075(4) 0.4865(2) 0.59737(15) 0.0628(10) Uani 1 1 d . . . . .
H10 H 0.641329 0.462102 0.588172 0.075 Uiso 1 1 calc R . . . .
C11 C 0.7231(4) 0.5539(2) 0.57729(14) 0.0615(10) Uani 1 1 d . . . . .
C12 C 0.5312(5) 0.5740(4) 0.5525(2) 0.0981(18) Uani 1 1 d . . . . .
H12A H 0.512554 0.525965 0.541163 0.147 Uiso 1 1 calc GR . . . .
H12B H 0.483947 0.608242 0.534047 0.147 Uiso 1 1 calc GR . . . .
H12C H 0.520895 0.577810 0.586572 0.147 Uiso 1 1 calc GR . . . .
C13 C 0.9766(3) 0.4631(2) 0.68267(15) 0.0556(9) Uani 1 1 d . . . . .
H13A H 1.049971 0.475080 0.674036 0.067 Uiso 1 1 calc R . . . .
H13B H 0.972316 0.411031 0.686503 0.067 Uiso 1 1 calc R . . . .
C14 C 0.9568(3) 0.5003(2) 0.73023(14) 0.0508(8) Uani 1 1 d . . . . .
C15 C 0.9975(3) 0.5712(2) 0.73702(14) 0.0536(9) Uani 1 1 d . . . . .
H15 H 1.047290 0.588727 0.716359 0.064 Uiso 1 1 calc R . . . .
C16 C 0.9659(3) 0.6153(2) 0.77341(15) 0.0555(9) Uani 1 1 d . . . . .
C17 C 0.8921(3) 0.5878(2) 0.80475(14) 0.0529(9) Uani 1 1 d . . . . .
C18 C 0.8613(3) 0.5168(2) 0.80110(14) 0.0512(8) Uani 1 1 d . . . . .
H18 H 0.818669 0.497883 0.824267 0.061 Uiso 1 1 calc R . . . .
C19 C 0.8910(3) 0.47120(19) 0.76401(14) 0.0502(8) Uani 1 1 d . . . . .
C20 C 1.0683(4) 0.7159(2) 0.74856(18) 0.0711(12) Uani 1 1 d . . . . .
H20A H 1.027829 0.717665 0.716525 0.107 Uiso 1 1 calc GR . . . .
H20B H 1.133687 0.686740 0.747566 0.107 Uiso 1 1 calc GR . . . .
H20C H 1.089495 0.763931 0.758956 0.107 Uiso 1 1 calc GR . . . .
C21 C 0.7670(4) 0.6817(2) 0.81596(18) 0.0671(11) Uani 1 1 d . . . . .
H21A H 0.791528 0.700509 0.785969 0.081 Uiso 1 1 calc R . . . .
H21B H 0.758392 0.722265 0.837653 0.081 Uiso 1 1 calc R . . . .
C22 C 0.6568(4) 0.6445(3) 0.80439(18) 0.0700(12) Uani 1 1 d . . . . .
H22A H 0.669551 0.594938 0.794919 0.084 Uiso 1 1 calc R . . . .
H22B H 0.618746 0.643339 0.833686 0.084 Uiso 1 1 calc R . . . .
C23 C 0.5110(3) 0.7310(2) 0.77276(14) 0.0526(9) Uani 1 1 d . . . . .
C24 C 0.3614(4) 0.8052(2) 0.73091(15) 0.0608(10) Uani 1 1 d . . . . .
H24A H 0.372447 0.835644 0.759792 0.073 Uiso 1 1 calc R . . . .
H24B H 0.291798 0.779477 0.731639 0.073 Uiso 1 1 calc R . . . .
C25 C 0.3554(4) 0.8521(2) 0.68537(16) 0.0661(11) Uani 1 1 d . . . . .
H25A H 0.290462 0.882989 0.684435 0.079 Uiso 1 1 calc R . . . .
H25B H 0.420463 0.882953 0.687334 0.079 Uiso 1 1 calc R . . . .
C26 C 0.2405(4) 0.7764(2) 0.62804(17) 0.0654(11) Uani 1 1 d . . . . .
H26A H 0.190830 0.810689 0.610178 0.078 Uiso 1 1 calc R . . . .
H26B H 0.209693 0.764273 0.658145 0.078 Uiso 1 1 calc R . . . .
C27 C 0.2469(4) 0.7088(3) 0.59767(16) 0.0661(11) Uani 1 1 d . . . . .
H27A H 0.172791 0.688746 0.590704 0.079 Uiso 1 1 calc R . . . .
H27B H 0.273120 0.721637 0.566685 0.079 Uiso 1 1 calc R . . . .
C28 C 0.2849(4) 0.6100(2) 0.65536(15) 0.0572(9) Uani 1 1 d . . . . .
C29 C 0.3491(4) 0.5311(2) 0.72405(16) 0.0665(11) Uani 1 1 d . . . . .
H29A H 0.296070 0.558213 0.740830 0.080 Uiso 1 1 calc R . . . .
H29B H 0.418584 0.529926 0.745301 0.080 Uiso 1 1 calc R . . . .
C30 C 0.3074(4) 0.4551(3) 0.71660(17) 0.0694(11) Uani 1 1 d . . . . .
H30A H 0.290514 0.436491 0.747958 0.083 Uiso 1 1 calc R . . . .
H30B H 0.238275 0.456589 0.695134 0.083 Uiso 1 1 calc R . . . .
C31 C 0.4920(3) 0.4038(2) 0.71485(16) 0.0585(10) Uani 1 1 d . . . . .
C32 C 0.5663(4) 0.3961(2) 0.68117(15) 0.0571(9) Uani 1 1 d . . . . .
H32 H 0.538762 0.394354 0.648239 0.069 Uiso 1 1 calc R . . . .
C33 C 0.6817(3) 0.39053(18) 0.69323(14) 0.0517(9) Uani 1 1 d . . . . .
C34 C 0.7211(3) 0.39412(18) 0.74299(15) 0.0524(9) Uani 1 1 d . . . . .
C35 C 0.6459(4) 0.4000(2) 0.77778(15) 0.0573(10) Uani 1 1 d . . . . .
H35 H 0.672886 0.401538 0.810795 0.069 Uiso 1 1 calc R . . . .
C36 C 0.5321(3) 0.4038(2) 0.76463(15) 0.0570(9) Uani 1 1 d . . . . .
C37 C 0.4968(5) 0.4219(3) 0.84731(19) 0.0853(15) Uani 1 1 d . . . . .
H37A H 0.536266 0.467016 0.848641 0.128 Uiso 1 1 calc GR . . . .
H37B H 0.546034 0.383987 0.859851 0.128 Uiso 1 1 calc GR . . . .
H37C H 0.435711 0.425268 0.866760 0.128 Uiso 1 1 calc GR . . . .
C38 C 0.7564(4) 0.3822(2) 0.65312(15) 0.0601(10) Uani 1 1 d . . . . .
H38A H 0.719412 0.351922 0.627480 0.072 Uiso 1 1 calc R . . . .
H38B H 0.823925 0.357603 0.666302 0.072 Uiso 1 1 calc R . . . .
C39 C 0.8434(3) 0.3949(2) 0.76070(15) 0.0564(9) Uani 1 1 d . . . . .
H39A H 0.883049 0.366595 0.738491 0.068 Uiso 1 1 calc R . . . .
H39B H 0.854927 0.372388 0.792739 0.068 Uiso 1 1 calc R . . . .
N8 N 0.7945(4) 0.7102(2) 0.42586(12) 0.0714(10) Uani 1 1 d . . . . .
C41 C 0.7805(5) 0.7557(3) 0.37932(16) 0.0818(14) Uani 1 1 d . . . . .
H41A H 0.845706 0.749066 0.362169 0.098 Uiso 1 1 calc R . . . .
H41B H 0.717053 0.737428 0.358283 0.098 Uiso 1 1 calc R . . . .
C42 C 0.7643(8) 0.8354(3) 0.3869(2) 0.122(3) Uani 1 1 d . . . . .
H42A H 0.693754 0.842650 0.399903 0.147 Uiso 1 1 calc R . . . .
H42B H 0.822446 0.852562 0.411240 0.147 Uiso 1 1 calc R . . . .
C43 C 0.7656(7) 0.8789(4) 0.3425(2) 0.118(2) Uani 1 1 d . . . . .
H43A H 0.716040 0.856741 0.316581 0.142 Uiso 1 1 calc R . . . .
H43B H 0.840019 0.877547 0.332490 0.142 Uiso 1 1 calc R . . . .
C44 C 0.7330(9) 0.9545(4) 0.3473(3) 0.138(3) Uani 1 1 d . . . . .
H44A H 0.715652 0.975260 0.315306 0.207 Uiso 1 1 calc GR . . . .
H44B H 0.793082 0.980924 0.364768 0.207 Uiso 1 1 calc GR . . . .
H44C H 0.668832 0.957095 0.364886 0.207 Uiso 1 1 calc GR . . . .
C45 C 0.7952(5) 0.6323(3) 0.41076(17) 0.0788(13) Uani 1 1 d . . . . .
H45A H 0.854101 0.625173 0.389968 0.095 Uiso 1 1 calc R . . . .
H45B H 0.725298 0.621395 0.391427 0.095 Uiso 1 1 calc R . . . .
C46 C 0.8117(6) 0.5796(3) 0.4531(2) 0.0929(16) Uani 1 1 d . . . . .
H46A H 0.877383 0.593412 0.474497 0.111 Uiso 1 1 calc R . . . .
H46B H 0.748455 0.582473 0.471839 0.111 Uiso 1 1 calc R . . . .
C47 C 0.8241(9) 0.5061(4) 0.4373(3) 0.133(3) Uani 1 1 d . . . . .
H47A H 0.883927 0.504356 0.416582 0.160 Uiso 1 1 calc R . . . .
H47B H 0.756386 0.491781 0.417523 0.160 Uiso 1 1 calc R . . . .
C48 C 0.8484(9) 0.4512(4) 0.4782(3) 0.138(3) Uani 1 1 d . . . . .
H48A H 0.898984 0.471814 0.503819 0.206 Uiso 1 1 calc GR . . . .
H48B H 0.881046 0.408789 0.465599 0.206 Uiso 1 1 calc GR . . . .
H48C H 0.780391 0.438323 0.491046 0.206 Uiso 1 1 calc GR . . . .
C49 C 0.7020(5) 0.7234(3) 0.45785(18) 0.0839(15) Uani 1 1 d . . . . .
H49A H 0.717971 0.695226 0.487561 0.101 Uiso 1 1 calc R . . . .
H49B H 0.704226 0.774009 0.467261 0.101 Uiso 1 1 calc R . . . .
C50 C 0.5873(6) 0.7062(4) 0.4365(3) 0.108(2) Uani 1 1 d . . . . .
H50A H 0.571619 0.654813 0.437165 0.129 Uiso 0.5 1 calc R . P C 1
H50B H 0.571275 0.724515 0.403363 0.129 Uiso 0.5 1 calc R . P C 1
H50C H 0.584318 0.654375 0.431114 0.129 Uiso 0.5 1 calc R . P D 2
H50D H 0.576978 0.728730 0.404404 0.129 Uiso 0.5 1 calc R . P D 2
C51 C 0.5238(13) 0.7506(11) 0.4750(7) 0.099(5) Uani 0.5 1 d D . P E 1
H51A H 0.546572 0.733797 0.508008 0.119 Uiso 0.5 1 calc R . P E 1
H51B H 0.540746 0.801699 0.473205 0.119 Uiso 0.5 1 calc R . P E 1
C52 C 0.4010(14) 0.7379(15) 0.4618(8) 0.174(10) Uani 0.5 1 d D . P E 1
H52A H 0.381849 0.690456 0.472280 0.261 Uiso 0.5 1 calc GR . P E 1
H52B H 0.383413 0.741798 0.426945 0.261 Uiso 0.5 1 calc GR . P E 1
H52C H 0.359673 0.773446 0.477715 0.261 Uiso 0.5 1 calc GR . P E 1
C53 C 0.4852(15) 0.7263(7) 0.4627(8) 0.101(5) Uani 0.5 1 d D . P E 2
H53A H 0.419617 0.701416 0.447688 0.122 Uiso 0.5 1 calc R . P E 2
H53B H 0.497225 0.712650 0.496969 0.122 Uiso 0.5 1 calc R . P E 2
C54 C 0.4698(14) 0.8085(7) 0.4578(6) 0.115(5) Uani 0.5 1 d D . P E 2
H54A H 0.407112 0.823200 0.473996 0.172 Uiso 0.5 1 calc GR . P E 2
H54B H 0.457344 0.821285 0.423774 0.172 Uiso 0.5 1 calc GR . P E 2
H54C H 0.535440 0.832502 0.472581 0.172 Uiso 0.5 1 calc GR . P E 2
C55 C 0.9017(5) 0.7311(3) 0.45641(17) 0.0880(16) Uani 1 1 d . . . . .
H55A H 0.897842 0.782195 0.463990 0.106 Uiso 1 1 calc R . . . .
H55B H 0.905153 0.704978 0.487170 0.106 Uiso 1 1 calc R . . . .
C56 C 1.0079(5) 0.7178(5) 0.4347(2) 0.120(2) Uani 1 1 d D U . . .
H56C H 1.023701 0.666684 0.431628 0.144 Uiso 0.5 1 calc R . P F 2
H56D H 1.009277 0.741499 0.403240 0.144 Uiso 0.5 1 calc R . P F 2
H56A H 1.008346 0.666996 0.425951 0.144 Uiso 0.5 1 calc R . P G 1
H56B H 1.002939 0.744708 0.404197 0.144 Uiso 0.5 1 calc R . P G 1
C57 C 1.0829(11) 0.7529(13) 0.4737(5) 0.128(3) Uani 0.5 1 d D U P H 2
H57A H 1.081589 0.727083 0.504410 0.154 Uiso 0.5 1 calc R . P H 2
H57B H 1.059852 0.802455 0.478387 0.154 Uiso 0.5 1 calc R . P H 2
C58 C 1.1988(12) 0.7511(12) 0.4575(6) 0.145(4) Uani 0.5 1 d D U P H 2
H58A H 1.217777 0.702237 0.450030 0.217 Uiso 0.5 1 calc GR . P H 2
H58B H 1.251318 0.769288 0.483332 0.217 Uiso 0.5 1 calc GR . P H 2
H58C H 1.200706 0.780676 0.428873 0.217 Uiso 0.5 1 calc GR . P H 2
C59 C 1.1177(9) 0.7337(8) 0.4606(5) 0.111(4) Uani 0.5 1 d D U P H 1
H59A H 1.176035 0.721614 0.440459 0.133 Uiso 0.5 1 calc R . P H 1
H59B H 1.129522 0.706331 0.490902 0.133 Uiso 0.5 1 calc R . P H 1
C60 C 1.1172(13) 0.8153(8) 0.4713(8) 0.158(7) Uani 0.5 1 d D U P H 1
H60A H 1.059978 0.838156 0.449639 0.237 Uiso 0.5 1 calc GR . P H 1
H60B H 1.188031 0.835541 0.466157 0.237 Uiso 0.5 1 calc GR . P H 1
H60C H 1.103243 0.823076 0.504584 0.237 Uiso 0.5 1 calc GR . P H 1
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'
F F 0.0727 0.0534 '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
Cl1 C40 Cl2 110.1(5) . . ?
Cl1 C40 H40 107.2 . . ?
Cl2 C40 H40 107.2 . . ?
Cl3 C40 Cl1 116.3(5) . . ?
Cl3 C40 Cl2 108.3(4) . . ?
Cl3 C40 H40 107.2 . . ?
C6 O2 C5 116.3(3) . . ?
C11 O3 C12 116.3(4) . . ?
C17 O5 C21 111.1(3) . . ?
C16 O6 C20 117.0(3) . . ?
C31 O8 C30 119.2(3) . . ?
C36 O9 C37 116.9(4) . . ?
H10A O10 H10B 104.5 . . ?
C25 N1 C1 112.0(3) . . ?
C26 N1 C1 111.0(3) . . ?
C26 N1 C25 112.2(3) . . ?
C2 N2 H2 118.7 . . ?
C3 N2 H2 118.7 . . ?
C3 N2 C2 122.6(3) . . ?
C3 N3 H3 119.0 . . ?
C3 N3 C4 122.0(4) . . ?
C4 N3 H3 119.0 . . ?
C23 N4 H4 117.9 . . ?
C23 N4 C24 124.1(3) . . ?
C24 N4 H4 117.9 . . ?
C22 N5 H5 117.8 . . ?
C23 N5 H5 117.8 . . ?
C23 N5 C22 124.3(4) . . ?
C27 N6 H6 119.3 . . ?
C28 N6 H6 119.3 . . ?
C28 N6 C27 121.3(4) . . ?
C28 N7 H7 119.4 . . ?
C28 N7 C29 121.1(4) . . ?
C29 N7 H7 119.4 . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.7(3) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N2 C2 C1 109.8(4) . . ?
N2 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
O1 C3 N2 121.4(4) . . ?
O1 C3 N3 124.1(4) . . ?
N3 C3 N2 114.6(4) . . ?
N3 C4 H4A 108.8 . . ?
N3 C4 H4B 108.8 . . ?
N3 C4 C5 113.7(4) . . ?
H4A C4 H4B 107.7 . . ?
C5 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
O2 C5 C4 114.1(4) . . ?
O2 C5 H5A 108.7 . . ?
O2 C5 H5B 108.7 . . ?
C4 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
O2 C6 C11 116.6(4) . . ?
C7 C6 O2 123.9(4) . . ?
C7 C6 C11 119.5(4) . . ?
C6 C7 H7A 118.4 . . ?
C6 C7 C8 123.1(4) . . ?
C8 C7 H7A 118.4 . . ?
C7 C8 C13 117.9(4) . . ?
C9 C8 C7 117.8(4) . . ?
C9 C8 C13 123.9(4) . . ?
C8 C9 C10 118.6(4) . . ?
C8 C9 C38 123.8(4) . . ?
C10 C9 C38 117.6(4) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 C9 122.8(4) . . ?
C11 C10 H10 118.6 . . ?
O3 C11 C6 118.0(4) . . ?
O3 C11 C10 124.0(4) . . ?
C10 C11 C6 117.9(4) . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.9 . . ?
C8 C13 H13B 109.9 . . ?
C8 C13 C14 108.7(3) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
C15 C14 C13 116.8(3) . . ?
C19 C14 C13 123.5(3) . . ?
C19 C14 C15 119.2(4) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 C14 121.9(4) . . ?
C16 C15 H15 119.1 . . ?
O6 C16 C15 125.5(4) . . ?
O6 C16 C17 116.1(4) . . ?
C15 C16 C17 118.4(4) . . ?
O5 C17 C16 120.2(3) . . ?
C18 C17 O5 120.4(3) . . ?
C18 C17 C16 119.4(4) . . ?
C17 C18 H18 118.6 . . ?
C17 C18 C19 122.9(4) . . ?
C19 C18 H18 118.6 . . ?
C14 C19 C18 117.6(3) . . ?
C14 C19 C39 123.9(4) . . ?
C18 C19 C39 118.4(3) . . ?
O6 C20 H20A 109.5 . . ?
O6 C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O5 C21 H21A 109.3 . . ?
O5 C21 H21B 109.3 . . ?
O5 C21 C22 111.4(3) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
N5 C22 C21 113.0(4) . . ?
N5 C22 H22A 109.0 . . ?
N5 C22 H22B 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
O4 C23 N4 122.6(4) . . ?
O4 C23 N5 122.9(4) . . ?
N4 C23 N5 114.5(4) . . ?
N4 C24 H24A 109.5 . . ?
N4 C24 H24B 109.5 . . ?
N4 C24 C25 110.9(3) . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
N1 C25 C24 113.2(4) . . ?
N1 C25 H25A 108.9 . . ?
N1 C25 H25B 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.8 . . ?
N1 C26 H26A 109.2 . . ?
N1 C26 H26B 109.2 . . ?
N1 C26 C27 112.3(4) . . ?
H26A C26 H26B 107.9 . . ?
C27 C26 H26A 109.2 . . ?
C27 C26 H26B 109.2 . . ?
N6 C27 C26 113.3(4) . . ?
N6 C27 H27A 108.9 . . ?
N6 C27 H27B 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
O7 C28 N6 123.1(4) . . ?
O7 C28 N7 122.3(4) . . ?
N6 C28 N7 114.6(4) . . ?
N7 C29 H29A 108.5 . . ?
N7 C29 H29B 108.5 . . ?
N7 C29 C30 115.0(4) . . ?
H29A C29 H29B 107.5 . . ?
C30 C29 H29A 108.5 . . ?
C30 C29 H29B 108.5 . . ?
O8 C30 C29 116.3(4) . . ?
O8 C30 H30A 108.2 . . ?
O8 C30 H30B 108.2 . . ?
C29 C30 H30A 108.2 . . ?
C29 C30 H30B 108.2 . . ?
H30A C30 H30B 107.4 . . ?
O8 C31 C36 125.1(4) . . ?
C32 C31 O8 116.1(4) . . ?
C32 C31 C36 118.5(4) . . ?
C31 C32 H32 118.0 . . ?
C31 C32 C33 124.0(4) . . ?
C33 C32 H32 118.0 . . ?
C32 C33 C38 119.7(4) . . ?
C34 C33 C32 116.8(4) . . ?
C34 C33 C38 123.4(4) . . ?
C33 C34 C39 122.3(4) . . ?
C35 C34 C33 119.7(4) . . ?
C35 C34 C39 118.0(4) . . ?
C34 C35 H35 119.0 . . ?
C36 C35 C34 122.0(4) . . ?
C36 C35 H35 119.0 . . ?
O9 C36 C31 117.8(4) . . ?
O9 C36 C35 123.4(4) . . ?
C35 C36 C31 118.8(4) . . ?
O9 C37 H37A 109.5 . . ?
O9 C37 H37B 109.5 . . ?
O9 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C9 C38 H38A 108.9 . . ?
C9 C38 H38B 108.9 . . ?
C33 C38 C9 113.5(3) . . ?
C33 C38 H38A 108.9 . . ?
C33 C38 H38B 108.9 . . ?
H38A C38 H38B 107.7 . . ?
C19 C39 H39A 109.1 . . ?
C19 C39 H39B 109.1 . . ?
C34 C39 C19 112.4(3) . . ?
C34 C39 H39A 109.1 . . ?
C34 C39 H39B 109.1 . . ?
H39A C39 H39B 107.9 . . ?
C45 N8 C41 107.5(3) . . ?
C45 N8 C49 110.0(4) . . ?
C45 N8 C55 111.5(4) . . ?
C49 N8 C41 112.1(4) . . ?
C55 N8 C41 109.5(4) . . ?
C55 N8 C49 106.2(4) . . ?
N8 C41 H41A 108.4 . . ?
N8 C41 H41B 108.4 . . ?
H41A C41 H41B 107.5 . . ?
C42 C41 N8 115.4(4) . . ?
C42 C41 H41A 108.4 . . ?
C42 C41 H41B 108.4 . . ?
C41 C42 H42A 108.7 . . ?
C41 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
C43 C42 C41 114.2(5) . . ?
C43 C42 H42A 108.7 . . ?
C43 C42 H42B 108.7 . . ?
C42 C43 H43A 108.5 . . ?
C42 C43 H43B 108.5 . . ?
C42 C43 C44 115.0(6) . . ?
H43A C43 H43B 107.5 . . ?
C44 C43 H43A 108.5 . . ?
C44 C43 H43B 108.5 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N8 C45 H45A 108.7 . . ?
N8 C45 H45B 108.7 . . ?
N8 C45 C46 114.2(4) . . ?
H45A C45 H45B 107.6 . . ?
C46 C45 H45A 108.7 . . ?
C46 C45 H45B 108.7 . . ?
C45 C46 H46A 109.0 . . ?
C45 C46 H46B 109.0 . . ?
H46A C46 H46B 107.8 . . ?
C47 C46 C45 112.8(5) . . ?
C47 C46 H46A 109.0 . . ?
C47 C46 H46B 109.0 . . ?
C46 C47 H47A 108.5 . . ?
C46 C47 H47B 108.5 . . ?
C46 C47 C48 115.3(5) . . ?
H47A C47 H47B 107.5 . . ?
C48 C47 H47A 108.5 . . ?
C48 C47 H47B 108.5 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N8 C49 H49A 108.0 . . ?
N8 C49 H49B 108.0 . . ?
H49A C49 H49B 107.3 . . ?
C50 C49 N8 117.1(4) . . ?
C50 C49 H49A 108.0 . . ?
C50 C49 H49B 108.0 . . ?
C49 C50 H50A 112.3 . . ?
C49 C50 H50B 112.3 . . ?
C49 C50 H50C 106.9 . . ?
C49 C50 H50D 106.9 . . ?
C49 C50 C51 97.2(7) . . ?
C49 C50 C53 121.8(9) . . ?
H50A C50 H50B 109.9 . . ?
H50C C50 H50D 106.7 . . ?
C51 C50 H50A 112.3 . . ?
C51 C50 H50B 112.3 . . ?
C53 C50 H50C 106.9 . . ?
C53 C50 H50D 106.9 . . ?
C50 C51 H51A 110.3 . . ?
C50 C51 H51B 110.3 . . ?
H51A C51 H51B 108.6 . . ?
C52 C51 C50 107.1(14) . . ?
C52 C51 H51A 110.3 . . ?
C52 C51 H51B 110.3 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C50 C53 H53A 110.3 . . ?
C50 C53 H53B 110.3 . . ?
H53A C53 H53B 108.6 . . ?
C54 C53 C50 107.0(13) . . ?
C54 C53 H53A 110.3 . . ?
C54 C53 H53B 110.3 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N8 C55 H55A 108.0 . . ?
N8 C55 H55B 108.0 . . ?
H55A C55 H55B 107.2 . . ?
C56 C55 N8 117.3(4) . . ?
C56 C55 H55A 108.0 . . ?
C56 C55 H55B 108.0 . . ?
C55 C56 H56C 112.3 . . ?
C55 C56 H56D 112.3 . . ?
C55 C56 H56A 106.6 . . ?
C55 C56 H56B 106.6 . . ?
H56C C56 H56D 109.9 . . ?
H56A C56 H56B 106.5 . . ?
C57 C56 C55 97.2(8) . . ?
C57 C56 H56C 112.3 . . ?
C57 C56 H56D 112.3 . . ?
C59 C56 C55 123.1(8) . . ?
C59 C56 H56A 106.6 . . ?
C59 C56 H56B 106.6 . . ?
C56 C57 H57A 110.3 . . ?
C56 C57 H57B 110.3 . . ?
C56 C57 C58 106.9(11) . . ?
H57A C57 H57B 108.6 . . ?
C58 C57 H57A 110.3 . . ?
C58 C57 H57B 110.3 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C56 C59 H59A 110.7 . . ?
C56 C59 H59B 110.7 . . ?
C56 C59 C60 105.4(11) . . ?
H59A C59 H59B 108.8 . . ?
C60 C59 H59A 110.7 . . ?
C60 C59 H59B 110.7 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 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 C40 1.711(7) . ?
Cl2 C40 1.766(9) . ?
Cl3 C40 1.695(8) . ?
C40 H40 0.9800 . ?
O1 C3 1.235(5) . ?
O2 C5 1.416(5) . ?
O2 C6 1.387(5) . ?
O3 C11 1.369(5) . ?
O3 C12 1.430(7) . ?
O4 C23 1.247(5) . ?
O5 C17 1.388(5) . ?
O5 C21 1.458(5) . ?
O6 C16 1.369(5) . ?
O6 C20 1.416(5) . ?
O7 C28 1.228(5) . ?
O8 C30 1.436(6) . ?
O8 C31 1.385(5) . ?
O9 C36 1.373(5) . ?
O9 C37 1.420(6) . ?
O10 H10A 0.8503 . ?
O10 H10B 0.8499 . ?
N1 C1 1.471(5) . ?
N1 C25 1.463(5) . ?
N1 C26 1.461(6) . ?
N2 H2 0.8600 . ?
N2 C2 1.439(5) . ?
N2 C3 1.368(5) . ?
N3 H3 0.8600 . ?
N3 C3 1.336(5) . ?
N3 C4 1.443(5) . ?
N4 H4 0.8600 . ?
N4 C23 1.344(5) . ?
N4 C24 1.435(5) . ?
N5 H5 0.8600 . ?
N5 C22 1.446(6) . ?
N5 C23 1.343(5) . ?
N6 H6 0.8600 . ?
N6 C27 1.443(6) . ?
N6 C28 1.344(5) . ?
N7 H7 0.8600 . ?
N7 C28 1.368(6) . ?
N7 C29 1.438(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.517(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.502(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.360(6) . ?
C6 C11 1.403(6) . ?
C7 H7A 0.9300 . ?
C7 C8 1.404(5) . ?
C8 C9 1.395(6) . ?
C8 C13 1.514(6) . ?
C9 C10 1.399(6) . ?
C9 C38 1.515(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.518(5) . ?
C14 C15 1.405(5) . ?
C14 C19 1.396(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(5) . ?
C16 C17 1.402(6) . ?
C17 C18 1.365(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.399(5) . ?
C19 C39 1.523(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.504(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.517(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.508(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.499(6) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.366(6) . ?
C31 C36 1.400(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.403(6) . ?
C33 C34 1.399(6) . ?
C33 C38 1.508(6) . ?
C34 C35 1.394(6) . ?
C34 C39 1.507(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.388(6) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
N8 C41 1.524(6) . ?
N8 C45 1.499(6) . ?
N8 C49 1.516(6) . ?
N8 C55 1.516(6) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.504(8) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.463(8) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.464(10) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C46 1.514(8) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C47 1.439(8) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 C48 1.518(10) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C50 1.482(9) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C50 H50C 0.9700 . ?
C50 H50D 0.9700 . ?
C50 C51 1.60(2) . ?
C50 C53 1.54(2) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 C52 1.509(9) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 C54 1.535(9) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 C56 1.496(9) . ?
C56 H56C 0.9700 . ?
C56 H56D 0.9700 . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C56 C57 1.478(9) . ?
C56 C59 1.468(9) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C58 1.519(9) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C59 C60 1.536(10) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
