#------------------------------------------------------------------------------
#$Date: 2024-09-06 02:56:13 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294487 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572045.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_1572045
loop_
_publ_author_name
'Jiang, Yi-Fan'
'Tong, Shuo'
'Zhu, Jieping'
'Wang, Mei-Xiang'
_publ_section_title
;
 Inherently chiral nor-heteracalixarenes: design and synthesis via
 enantioselective intramolecular Suzuki-Miyaura reaction.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              12517
_journal_page_last               12522
_journal_paper_doi               10.1039/d4sc03506b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C27 H30 N8 O'
_chemical_formula_sum            'C27 H30 N8 O'
_chemical_formula_weight         482.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-02-18 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.053(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.3425(2)
_cell_length_b                   12.0823(2)
_cell_length_c                   10.7603(2)
_cell_measurement_reflns_used    14332
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      77.1510
_cell_measurement_theta_min      4.3640
_cell_volume                     1254.86(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  24.00   0.50    0.35    --  -48.26  63.00 -88.00  176
  2  ω   -119.00 -32.00   0.50    0.35    --  -48.26 -63.00 134.00  174
  3  ω    -72.00 -32.00   0.50    1.39    -- -104.00  63.00 -88.00   80
  4  ω   -175.00 -88.00   0.50    1.39    -- -104.00 -63.00 134.00  174
  5  ω     35.00  76.00   0.50    1.39    --  106.93 -63.00 134.00   82
  6  ω     91.00 178.00   0.50    1.39    --  106.93  63.00 -88.00  174
  7  ω   -119.00 -74.00   0.50    0.35    --  -48.26-125.00 -60.00   90
  8  ω   -120.00 -38.00   0.50    0.35    --  -48.26 -38.00 -30.00  164
  9  ω   -119.00 -74.00   0.50    0.35    --  -48.26-125.00-150.00   90
 10  ω   -119.00 -74.00   0.50    0.35    --  -48.26-125.00 120.00   90
 11  ω    -41.00  24.00   0.50    0.35    --  -48.26  38.00-120.00  130
 12  ω   -120.00 -38.00   0.50    0.35    --  -48.26 -38.00  30.00  164
 13  ω    -24.00  26.00   0.50    0.35    --  -48.26  19.00  30.00  100
 14  ω    -23.00  64.00   0.50    0.35    --   48.26 -63.00 134.00  174
 15  ω     32.00 121.00   0.50    0.35    --   48.26  63.00 -88.00  178
 16  ω   -111.00 -32.00   0.50    1.39    -- -104.00 125.00  60.00  158
 17  ω   -111.00 -32.00   0.50    1.39    -- -104.00 125.00-180.00  158
 18  ω   -175.00 -90.00   0.50    1.39    -- -104.00 -57.00   0.00  170
 19  ω   -103.00 -32.00   0.50    1.39    -- -104.00  77.00 120.00  142
 20  ω   -175.00 -82.00   0.50    1.39    -- -104.00 -77.00  60.00  186
 21  ω   -175.00 -93.00   0.50    1.39    -- -104.00 -19.00 -30.00  164
 22  ω   -175.00 -93.00   0.50    1.39    -- -104.00 -19.00  30.00  164
 23  ω   -175.00 -90.00   0.50    1.39    -- -104.00 -57.00  30.00  170
 24  ω   -103.00 -32.00   0.50    1.39    -- -104.00  77.00-120.00  142
 25  ω   -103.00 -32.00   0.50    1.39    -- -104.00  77.00  30.00  142
 26  ω   -175.00 -93.00   0.50    1.39    -- -104.00 -38.00  90.00  164
 27  ω    -64.00 -32.00   0.50    1.39    -- -104.00  57.00 -90.00   64
 28  ω    -64.00 -32.00   0.50    1.39    -- -104.00  57.00 -60.00   64
 29  ω     35.00  68.00   0.50    1.39    --  106.93 -57.00   0.00   66
 30  ω     96.00 178.00   0.50    1.39    --  106.93  38.00-180.00  164
 31  ω     35.00 106.00   0.50    1.39    --  106.93 -99.00-120.00  142
 32  ω     35.00  68.00   0.50    1.39    --  106.93 -57.00 -90.00   66
 33  ω     96.00 178.00   0.50    1.39    --  106.93  38.00-150.00  164
 34  ω     35.00 106.00   0.50    1.39    --  106.93 -99.00  30.00  142
 35  ω     35.00  68.00   0.50    1.39    --  106.93 -57.00  90.00   66
 36  ω     85.00 178.00   0.50    1.39    --  106.93  77.00 -30.00  186
 37  ω     85.00 178.00   0.50    1.39    --  106.93  77.00   0.00  186
 38  ω     35.00  68.00   0.50    1.39    --  106.93 -57.00-120.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1173794000
_diffrn_orient_matrix_UB_12      0.0864129000
_diffrn_orient_matrix_UB_13      0.0432836000
_diffrn_orient_matrix_UB_21      -0.0385045000
_diffrn_orient_matrix_UB_22      0.0367031000
_diffrn_orient_matrix_UB_23      -0.1459973000
_diffrn_orient_matrix_UB_31      -0.1010785000
_diffrn_orient_matrix_UB_32      0.0862520000
_diffrn_orient_matrix_UB_33      0.0187964000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23451
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.012
_diffrn_reflns_theta_min         4.403
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83286
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 2171 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     332
_refine_ls_number_reflns         5147
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0324
_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)+(0.0475P)²+0.1914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0835
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.934
_reflns_number_gt                4942
_reflns_number_total             5147
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc03506b2.cif
_cod_data_source_block           14-tm-20230310_auto
_cod_depositor_comments
'Adding full bibliography for 1572045--1572046.cif.'
_cod_database_code               1572045
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N'
_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.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00I(H00I), C00K(H00K), C00M(H00M), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T)
2.b Idealised Me refined as rotating group:
 C00U(H00A,H00B,H00C), C00V(H00D,H00E,H00F), C00W(H00H,H00J,H00L), C00X(H00N,
 H00O,H00U), C00Y(H00V,H00W,H00X), C00Z(H00Y,H,HA), C010(H01A,H01B,H01C)
;
_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 1.740
_oxdiff_exptl_absorpt_empirical_full_min 0.311
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.52280(16) 0.62772(13) 0.49038(17) 0.0340(3) Uani 1 1 d . . . . .
N002 N 0.19810(17) 0.52863(14) 0.27301(17) 0.0232(3) Uani 1 1 d . . . . .
N003 N -0.00203(16) 0.49510(13) 0.32060(16) 0.0224(3) Uani 1 1 d . . . . .
N004 N 0.48339(16) 0.43822(14) 0.67295(16) 0.0237(3) Uani 1 1 d . . . . .
N005 N -0.01998(17) 0.61131(14) 0.14624(17) 0.0255(4) Uani 1 1 d . . . . .
N006 N 0.70027(17) 0.46938(16) 0.66799(17) 0.0286(4) Uani 1 1 d . . . . .
N007 N 0.18168(18) 0.65659(15) 0.09746(18) 0.0278(4) Uani 1 1 d . . . . .
N008 N 0.38930(18) 0.58039(15) 0.22171(18) 0.0277(4) Uani 1 1 d . . . . .
N009 N -0.03264(19) 0.72618(16) -0.02897(19) 0.0342(4) Uani 1 1 d . . . . .
C00A C 0.25129(19) 0.39985(16) 0.64769(19) 0.0231(4) Uani 1 1 d . . . . .
C00B C 0.2516(2) 0.58834(16) 0.19712(19) 0.0232(4) Uani 1 1 d . . . . .
C00C C 0.06277(19) 0.54693(15) 0.24457(18) 0.0201(4) Uani 1 1 d . . . . .
C00D C 0.0456(2) 0.66312(17) 0.0751(2) 0.0255(4) Uani 1 1 d . . . . .
C00E C 0.3950(2) 0.42619(17) 0.73716(19) 0.0237(4) Uani 1 1 d . . . . .
C00F C 0.47721(19) 0.50090(17) 0.3113(2) 0.0234(4) Uani 1 1 d . . . . .
C00G C 0.19701(19) 0.45658(16) 0.52735(19) 0.0221(4) Uani 1 1 d . . . . .
H00G H 0.249863 0.513274 0.506938 0.026 Uiso 1 1 calc R U . . .
C00H C 0.63793(19) 0.44874(18) 0.5281(2) 0.0251(4) Uani 1 1 d . . . . .
C00I C -0.0072(2) 0.34307(17) 0.4657(2) 0.0266(4) Uani 1 1 d . . . . .
H00I H -0.094466 0.321664 0.402644 0.032 Uiso 1 1 calc R U . . .
C00J C 0.6168(2) 0.46004(17) 0.7427(2) 0.0255(4) Uani 1 1 d . . . . .
C00K C 0.5015(2) 0.40053(18) 0.2609(2) 0.0250(4) Uani 1 1 d . . . . .
H00K H 0.453131 0.383925 0.169557 0.030 Uiso 1 1 calc R U . . .
C00L C 0.06541(19) 0.43068(16) 0.43648(18) 0.0210(4) Uani 1 1 d . . . . .
C00M C 0.6602(2) 0.34874(16) 0.4750(2) 0.0256(4) Uani 1 1 d . . . . .
H00M H 0.721611 0.296154 0.531931 0.031 Uiso 1 1 calc R U . . .
C00N C 0.5948(2) 0.32368(17) 0.3404(2) 0.0257(4) Uani 1 1 d . . . . .
C00O C 0.5483(2) 0.52732(17) 0.4453(2) 0.0250(4) Uani 1 1 d . . . . .
C00P C 0.1751(2) 0.31651(18) 0.6792(2) 0.0285(4) Uani 1 1 d . . . . .
H00P H 0.210155 0.280370 0.763154 0.034 Uiso 1 1 calc R U . . .
C00Q C 0.4350(2) 0.43549(19) 0.8743(2) 0.0295(4) Uani 1 1 d . . . . .
H00Q H 0.370411 0.425732 0.917681 0.035 Uiso 1 1 calc R U . . .
C00R C 0.6667(2) 0.47202(19) 0.8823(2) 0.0299(4) Uani 1 1 d . . . . .
H00R H 0.761400 0.488062 0.930859 0.036 Uiso 1 1 calc R U . . .
C00S C 0.0470(2) 0.28702(19) 0.5859(2) 0.0310(5) Uani 1 1 d . . . . .
H00S H -0.003890 0.227992 0.604665 0.037 Uiso 1 1 calc R U . . .
C00T C 0.5731(2) 0.4596(2) 0.9457(2) 0.0336(5) Uani 1 1 d . . . . .
H00T H 0.603499 0.467674 1.039703 0.040 Uiso 1 1 calc R U . . .
C00U C -0.1531(2) 0.50407(19) 0.2795(2) 0.0299(4) Uani 1 1 d . . . . .
H00A H -0.184474 0.572160 0.227932 0.045 Uiso 1 1 calc R U . . .
H00B H -0.178967 0.505967 0.358561 0.045 Uiso 1 1 calc R U . . .
H00C H -0.196698 0.440069 0.224411 0.045 Uiso 1 1 calc R U . . .
C00V C 0.4544(2) 0.65530(19) 0.1558(2) 0.0332(5) Uani 1 1 d . . . . .
H00D H 0.430739 0.632582 0.062833 0.050 Uiso 1 1 calc R U . . .
H00E H 0.555218 0.652914 0.201367 0.050 Uiso 1 1 calc R U . . .
H00F H 0.421215 0.730840 0.158911 0.050 Uiso 1 1 calc R U . . .
C00W C 0.6390(3) 0.69969(19) 0.5417(3) 0.0391(5) Uani 1 1 d . . . . .
H00H H 0.703735 0.685710 0.495641 0.059 Uiso 1 1 calc R U . . .
H00J H 0.685659 0.686115 0.637238 0.059 Uiso 1 1 calc R U . . .
H00L H 0.607593 0.776760 0.527481 0.059 Uiso 1 1 calc R U . . .
C00X C -0.1738(3) 0.7563(2) -0.0471(3) 0.0410(6) Uani 1 1 d . . . . .
H00N H -0.210780 0.704073 0.001350 0.062 Uiso 1 1 calc R U . . .
H00O H -0.230826 0.754021 -0.142139 0.062 Uiso 1 1 calc R U . . .
H00U H -0.175341 0.831294 -0.012918 0.062 Uiso 1 1 calc R U . . .
C00Y C 0.6195(3) 0.21531(19) 0.2833(3) 0.0368(5) Uani 1 1 d . . . . .
H00V H 0.547078 0.162425 0.281632 0.055 Uiso 1 1 calc R U . . .
H00W H 0.710263 0.185857 0.338559 0.055 Uiso 1 1 calc R U . . .
H00X H 0.617243 0.227170 0.192400 0.055 Uiso 1 1 calc R U . . .
C00Z C 0.8505(2) 0.4667(3) 0.7321(2) 0.0415(6) Uani 1 1 d . . . . .
H00Y H 0.878319 0.397943 0.783130 0.062 Uiso 1 1 calc R U . . .
H H 0.881268 0.530184 0.792125 0.062 Uiso 1 1 calc R U . . .
HA H 0.892906 0.470005 0.664067 0.062 Uiso 1 1 calc R U . . .
C010 C 0.0305(3) 0.7838(3) -0.1107(3) 0.0468(6) Uani 1 1 d . . . . .
H01A H 0.063322 0.856537 -0.071654 0.070 Uiso 1 1 calc R U . . .
H01B H -0.037981 0.793453 -0.200678 0.070 Uiso 1 1 calc R U . . .
H01C H 0.108942 0.740567 -0.114963 0.070 Uiso 1 1 calc R U . . .
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'
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
C00O O001 C00W 115.86(17) . . ?
C00C N002 C00B 113.31(16) . . ?
C00C N003 C00L 125.34(15) . . ?
C00C N003 C00U 118.62(16) . . ?
C00L N003 C00U 116.03(15) . . ?
C00E N004 C00J 119.34(16) . . ?
C00C N005 C00D 114.11(16) . . ?
C00H N006 C00Z 119.68(17) . . ?
C00J N006 C00H 117.32(15) . . ?
C00J N006 C00Z 120.46(17) . . ?
C00B N007 C00D 114.15(17) . . ?
C00B N008 C00F 123.21(16) . . ?
C00B N008 C00V 119.91(17) . . ?
C00F N008 C00V 116.89(16) . . ?
C00D N009 C00X 121.75(19) . . ?
C00D N009 C010 120.42(19) . . ?
C00X N009 C010 116.72(19) . . ?
C00G C00A C00E 118.17(17) . . ?
C00G C00A C00P 120.52(18) . . ?
C00P C00A C00E 121.22(17) . . ?
N002 C00B N008 118.35(17) . . ?
N007 C00B N002 126.37(18) . . ?
N007 C00B N008 115.28(17) . . ?
N002 C00C N003 118.67(16) . . ?
N002 C00C N005 126.38(17) . . ?
N005 C00C N003 114.95(16) . . ?
N005 C00D N009 117.27(18) . . ?
N007 C00D N005 125.53(18) . . ?
N007 C00D N009 117.19(18) . . ?
N004 C00E C00A 113.51(16) . . ?
N004 C00E C00Q 122.87(18) . . ?
C00Q C00E C00A 123.61(17) . . ?
C00K C00F N008 118.87(18) . . ?
C00K C00F C00O 120.03(18) . . ?
C00O C00F N008 120.82(18) . . ?
C00A C00G H00G 119.8 . . ?
C00A C00G C00L 120.44(17) . . ?
C00L C00G H00G 119.8 . . ?
C00M C00H N006 120.33(18) . . ?
C00M C00H C00O 119.83(18) . . ?
C00O C00H N006 119.75(18) . . ?
C00L C00I H00I 119.7 . . ?
C00S C00I H00I 119.7 . . ?
C00S C00I C00L 120.67(19) . . ?
N004 C00J N006 115.10(17) . . ?
N004 C00J C00R 121.80(18) . . ?
N006 C00J C00R 123.10(17) . . ?
C00F C00K H00K 119.1 . . ?
C00F C00K C00N 121.70(19) . . ?
C00N C00K H00K 119.1 . . ?
C00G C00L N003 122.61(17) . . ?
C00G C00L C00I 118.65(17) . . ?
C00I C00L N003 118.56(17) . . ?
C00H C00M H00M 119.2 . . ?
C00H C00M C00N 121.68(19) . . ?
C00N C00M H00M 119.2 . . ?
C00K C00N C00M 117.73(19) . . ?
C00K C00N C00Y 120.7(2) . . ?
C00M C00N C00Y 121.5(2) . . ?
O001 C00O C00F 118.11(18) . . ?
O001 C00O C00H 122.95(19) . . ?
C00F C00O C00H 118.89(18) . . ?
C00A C00P H00P 120.5 . . ?
C00S C00P C00A 118.99(18) . . ?
C00S C00P H00P 120.5 . . ?
C00E C00Q H00Q 121.3 . . ?
C00E C00Q C00T 117.45(19) . . ?
C00T C00Q H00Q 121.3 . . ?
C00J C00R H00R 121.2 . . ?
C00T C00R C00J 117.58(18) . . ?
C00T C00R H00R 121.2 . . ?
C00I C00S C00P 120.58(19) . . ?
C00I C00S H00S 119.7 . . ?
C00P C00S H00S 119.7 . . ?
C00Q C00T H00T 119.5 . . ?
C00R C00T C00Q 120.95(19) . . ?
C00R C00T H00T 119.5 . . ?
N003 C00U H00A 109.5 . . ?
N003 C00U H00B 109.5 . . ?
N003 C00U H00C 109.5 . . ?
H00A C00U H00B 109.5 . . ?
H00A C00U H00C 109.5 . . ?
H00B C00U H00C 109.5 . . ?
N008 C00V H00D 109.5 . . ?
N008 C00V H00E 109.5 . . ?
N008 C00V H00F 109.5 . . ?
H00D C00V H00E 109.5 . . ?
H00D C00V H00F 109.5 . . ?
H00E C00V H00F 109.5 . . ?
O001 C00W H00H 109.5 . . ?
O001 C00W H00J 109.5 . . ?
O001 C00W H00L 109.5 . . ?
H00H C00W H00J 109.5 . . ?
H00H C00W H00L 109.5 . . ?
H00J C00W H00L 109.5 . . ?
N009 C00X H00N 109.5 . . ?
N009 C00X H00O 109.5 . . ?
N009 C00X H00U 109.5 . . ?
H00N C00X H00O 109.5 . . ?
H00N C00X H00U 109.5 . . ?
H00O C00X H00U 109.5 . . ?
C00N C00Y H00V 109.5 . . ?
C00N C00Y H00W 109.5 . . ?
C00N C00Y H00X 109.5 . . ?
H00V C00Y H00W 109.5 . . ?
H00V C00Y H00X 109.5 . . ?
H00W C00Y H00X 109.5 . . ?
N006 C00Z H00Y 109.5 . . ?
N006 C00Z H 109.5 . . ?
N006 C00Z HA 109.5 . . ?
H00Y C00Z H 109.5 . . ?
H00Y C00Z HA 109.5 . . ?
H C00Z HA 109.5 . . ?
N009 C010 H01A 109.5 . . ?
N009 C010 H01B 109.5 . . ?
N009 C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 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
O001 C00O 1.367(3) . ?
O001 C00W 1.424(3) . ?
N002 C00B 1.348(3) . ?
N002 C00C 1.339(2) . ?
N003 C00C 1.380(2) . ?
N003 C00L 1.422(2) . ?
N003 C00U 1.467(2) . ?
N004 C00E 1.337(3) . ?
N004 C00J 1.339(2) . ?
N005 C00C 1.344(2) . ?
N005 C00D 1.345(3) . ?
N006 C00H 1.431(3) . ?
N006 C00J 1.380(3) . ?
N006 C00Z 1.456(3) . ?
N007 C00B 1.340(3) . ?
N007 C00D 1.342(3) . ?
N008 C00B 1.355(3) . ?
N008 C00F 1.432(3) . ?
N008 C00V 1.456(3) . ?
N009 C00D 1.356(3) . ?
N009 C00X 1.448(3) . ?
N009 C010 1.448(3) . ?
C00A C00E 1.486(3) . ?
C00A C00G 1.393(3) . ?
C00A C00P 1.393(3) . ?
C00E C00Q 1.387(3) . ?
C00F C00K 1.388(3) . ?
C00F C00O 1.399(3) . ?
C00G H00G 0.9500 . ?
C00G C00L 1.397(3) . ?
C00H C00M 1.391(3) . ?
C00H C00O 1.400(3) . ?
C00I H00I 0.9500 . ?
C00I C00L 1.397(3) . ?
C00I C00S 1.387(3) . ?
C00J C00R 1.409(3) . ?
C00K H00K 0.9500 . ?
C00K C00N 1.390(3) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.394(3) . ?
C00N C00Y 1.507(3) . ?
C00P H00P 0.9500 . ?
C00P C00S 1.391(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C00T 1.388(3) . ?
C00R H00R 0.9500 . ?
C00R C00T 1.379(3) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U H00A 0.9800 . ?
C00U H00B 0.9800 . ?
C00U H00C 0.9800 . ?
C00V H00D 0.9800 . ?
C00V H00E 0.9800 . ?
C00V H00F 0.9800 . ?
C00W H00H 0.9800 . ?
C00W H00J 0.9800 . ?
C00W H00L 0.9800 . ?
C00X H00N 0.9800 . ?
C00X H00O 0.9800 . ?
C00X H00U 0.9800 . ?
C00Y H00V 0.9800 . ?
C00Y H00W 0.9800 . ?
C00Y H00X 0.9800 . ?
C00Z H00Y 0.9800 . ?
C00Z H 0.9800 . ?
C00Z HA 0.9800 . ?
C010 H01A 0.9800 . ?
C010 H01B 0.9800 . ?
C010 H01C 0.9800 . ?
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
N004 C00E C00Q C00T 0.7(3) . . . . ?
N004 C00J C00R C00T 0.5(3) . . . . ?
N006 C00H C00M C00N 176.34(18) . . . . ?
N006 C00H C00O O001 4.1(3) . . . . ?
N006 C00H C00O C00F -173.46(17) . . . . ?
N006 C00J C00R C00T -179.3(2) . . . . ?
N008 C00F C00K C00N 174.50(17) . . . . ?
N008 C00F C00O O001 5.1(3) . . . . ?
N008 C00F C00O C00H -177.19(17) . . . . ?
C00A C00E C00Q C00T 179.5(2) . . . . ?
C00A C00G C00L N003 171.65(17) . . . . ?
C00A C00G C00L C00I -3.4(3) . . . . ?
C00A C00P C00S C00I -2.9(3) . . . . ?
C00B N002 C00C N003 -176.50(17) . . . . ?
C00B N002 C00C N005 4.3(3) . . . . ?
C00B N007 C00D N005 2.5(3) . . . . ?
C00B N007 C00D N009 -176.58(19) . . . . ?
C00B N008 C00F C00K 93.6(2) . . . . ?
C00B N008 C00F C00O -92.4(2) . . . . ?
C00C N002 C00B N007 -3.1(3) . . . . ?
C00C N002 C00B N008 176.86(17) . . . . ?
C00C N003 C00L C00G 35.8(3) . . . . ?
C00C N003 C00L C00I -149.16(18) . . . . ?
C00C N005 C00D N007 -1.6(3) . . . . ?
C00C N005 C00D N009 177.55(18) . . . . ?
C00D N005 C00C N002 -2.2(3) . . . . ?
C00D N005 C00C N003 178.56(17) . . . . ?
C00D N007 C00B N002 0.0(3) . . . . ?
C00D N007 C00B N008 -179.95(18) . . . . ?
C00E N004 C00J N006 179.07(18) . . . . ?
C00E N004 C00J C00R -0.7(3) . . . . ?
C00E C00A C00G C00L 176.47(17) . . . . ?
C00E C00A C00P C00S -173.2(2) . . . . ?
C00E C00Q C00T C00R -1.0(3) . . . . ?
C00F N008 C00B N002 8.8(3) . . . . ?
C00F N008 C00B N007 -171.22(19) . . . . ?
C00F C00K C00N C00M 2.4(3) . . . . ?
C00F C00K C00N C00Y -179.96(18) . . . . ?
C00G C00A C00E N004 -42.1(2) . . . . ?
C00G C00A C00E C00Q 139.1(2) . . . . ?
C00G C00A C00P C00S 3.2(3) . . . . ?
C00H N006 C00J N004 -3.5(3) . . . . ?
C00H N006 C00J C00R 176.3(2) . . . . ?
C00H C00M C00N C00K -2.5(3) . . . . ?
C00H C00M C00N C00Y 179.87(19) . . . . ?
C00J N004 C00E C00A -178.75(17) . . . . ?
C00J N004 C00E C00Q 0.1(3) . . . . ?
C00J N006 C00H C00M -102.6(2) . . . . ?
C00J N006 C00H C00O 74.0(3) . . . . ?
C00J C00R C00T C00Q 0.4(3) . . . . ?
C00K C00F C00O O001 178.99(17) . . . . ?
C00K C00F C00O C00H -3.3(3) . . . . ?
C00L N003 C00C N002 6.2(3) . . . . ?
C00L N003 C00C N005 -174.43(17) . . . . ?
C00L C00I C00S C00P -0.5(3) . . . . ?
C00M C00H C00O O001 -179.22(18) . . . . ?
C00M C00H C00O C00F 3.2(3) . . . . ?
C00O C00F C00K C00N 0.5(3) . . . . ?
C00O C00H C00M C00N -0.3(3) . . . . ?
C00P C00A C00E N004 134.4(2) . . . . ?
C00P C00A C00E C00Q -44.4(3) . . . . ?
C00P C00A C00G C00L 0.0(3) . . . . ?
C00S C00I C00L N003 -171.59(19) . . . . ?
C00S C00I C00L C00G 3.6(3) . . . . ?
C00U N003 C00C N002 -172.54(17) . . . . ?
C00U N003 C00C N005 6.8(2) . . . . ?
C00U N003 C00L C00G -145.36(19) . . . . ?
C00U N003 C00L C00I 29.6(2) . . . . ?
C00V N008 C00B N002 -170.91(19) . . . . ?
C00V N008 C00B N007 9.0(3) . . . . ?
C00V N008 C00F C00K -86.6(2) . . . . ?
C00V N008 C00F C00O 87.3(2) . . . . ?
C00W O001 C00O C00F -119.5(2) . . . . ?
C00W O001 C00O C00H 62.9(3) . . . . ?
C00X N009 C00D N005 12.8(3) . . . . ?
C00X N009 C00D N007 -168.0(2) . . . . ?
C00Z N006 C00H C00M 59.4(3) . . . . ?
C00Z N006 C00H C00O -123.9(2) . . . . ?
C00Z N006 C00J N004 -165.4(2) . . . . ?
C00Z N006 C00J C00R 14.4(3) . . . . ?
C010 N009 C00D N005 -179.6(2) . . . . ?
C010 N009 C00D N007 -0.4(3) . . . . ?
