#------------------------------------------------------------------------------
#$Date: 2024-10-06 10:11:44 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295198 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/22/1572257.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_1572257
loop_
_publ_author_name
'Sarkar, Koushik'
'Behera, Prativa'
'Roy, Lisa'
'Maji, Biplab'
_publ_section_title
;
 Manganese catalyzed chemo-selective synthesis of acyl cyclopentenes: a
 combined experimental and computational investigation.
;
_journal_issue                   35
_journal_name_full               'Chemical science'
_journal_page_first              14287
_journal_page_last               14294
_journal_paper_doi               10.1039/d4sc02842b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C33 H38 N2 O'
_chemical_formula_sum            'C33 H38 N2 O'
_chemical_formula_weight         478.65
_chemical_name_systematic
(S)-(2,3,4,5,6-pentamethylphenyl)(2-phenyl-3-(4-phenylpiperazin-1-yl)cyclopent-1-en-1-yl)methanone
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-12-30
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-01-20 deposited with the CCDC.	2024-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.616(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8634(3)
_cell_length_b                   23.6728(7)
_cell_length_c                   8.7931(3)
_cell_measurement_reflns_used    25113
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      68.3140
_cell_measurement_theta_min      3.4600
_cell_volume                     2639.99(14)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL n/a (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00 109.00   0.50    0.42    --   41.33  68.00-160.00  184
  2  ω    -26.00  66.00   0.50    0.42    --   41.33 -68.00  66.00  184
  3  ω    -83.00 -14.00   0.50    2.00    --  -82.50  68.00-160.00  138
  4  ω   -150.00 -58.00   0.50    2.00    --  -82.50 -68.00  66.00  184
  5  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00  66.00  108
  6  ω     73.00 165.00   0.50    2.00    --   96.67  68.00-160.00  184
  7  ω    -37.00  27.00   0.50    0.42    --  -41.33  32.00  30.00  128
  8  ω   -109.00 -17.00   0.50    0.42    --  -41.33 -68.00  66.00  184
  9  ω    -28.00  30.00   0.50    0.42    --  -41.33  21.00 -60.00  116
 10  ω    -28.00  30.00   0.50    0.42    --  -41.33  21.00  30.00  116
 11  ω    -28.00  30.00   0.50    0.42    --  -41.33  21.00 -30.00  116
 12  ω    -65.00  27.00   0.50    0.42    --  -41.33  68.00-160.00  184
 13  ω     18.00  80.00   0.50    0.42    --   41.33-104.00 150.00  124
 14  ω    -30.00  28.00   0.50    0.42    --   41.33 -21.00  60.00  116
 15  ω    -34.00  24.00   0.50    0.42    --   41.33 -11.00-120.00  116
 16  ω   -101.00 -23.00   0.50    2.00    --  -82.50 145.00-150.00  156
 17  ω    -47.00 -15.00   0.50    2.00    --  -82.50  42.00-150.00   64
 18  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00-120.00   54
 19  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00 150.00   54
 20  ω     30.00 109.00   0.50    2.00    --   96.67-117.00  90.00  158
 21  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00  90.00   54
 22  ω     29.00  68.00   0.50    2.00    --   96.67 -59.00 -60.00   78
 23  ω     99.00 164.00   0.50    2.00    --   96.67 117.00 150.00  130
 24  ω     73.00 165.00   0.50    2.00    --   96.67  68.00 150.00  184
 25  ω     82.00 167.00   0.50    2.00    --   96.67  25.00 150.00  170
 26  ω     73.00 165.00   0.50    2.00    --   96.67  68.00-180.00  184
 27  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00  90.00  108
 28  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00 -60.00   54
 29  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00 120.00   54
 30  ω     29.00  68.00   0.50    2.00    --   96.67 -59.00 120.00   78
 31  ω     75.00 164.00   0.50    2.00    --   96.67  59.00  90.00  178
 32  ω     83.00 164.00   0.50    2.00    --   96.67  33.00 -60.00  162
 33  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00   0.00   54
 34  ω     22.00 106.00   0.50    2.00    --   96.67 -96.00 -90.00  168
 35  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00 -90.00   54
 36  ω   -109.00 -18.00   0.50    0.42    --  -41.33 -65.00   0.00  182
 37  ω   -110.00 -14.00   0.50    0.42    --  -41.33 -77.00 -90.00  192
 38  ω   -110.00 -14.00   0.50    0.42    --  -41.33 -77.00 -30.00  192
 39  ω    -79.00   4.00   0.50    0.42    --  -41.33 104.00-150.00  166
 40  ω     18.00  80.00   0.50    0.42    --   41.33-104.00  30.00  124
 41  ω     18.00 109.00   0.50    0.42    --   41.33  65.00 150.00  182
 42  ω     15.00 110.00   0.50    0.42    --   41.33  77.00-150.00  190
 43  ω     18.00 109.00   0.50    0.42    --   41.33  65.00   0.00  182
 44  ω     15.00 110.00   0.50    0.42    --   41.33  77.00  90.00  190
 45  ω     18.00 109.00   0.50    0.42    --   41.33  65.00 -90.00  182
 46  ω   -151.00 -55.00   0.50    2.00    --  -82.50 -77.00 -30.00  192
 47  ω   -151.00 -55.00   0.50    2.00    --  -82.50 -77.00 120.00  192
 48  ω   -151.00 -55.00   0.50    2.00    --  -82.50 -77.00   0.00  192
 49  ω   -151.00 -55.00   0.50    2.00    --  -82.50 -77.00 -90.00  192
 50  ω     30.00 109.00   0.50    2.00    --   96.67-117.00-120.00  158
 51  ω     75.00 164.00   0.50    2.00    --   96.67  59.00  30.00  178
 52  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00-180.00   54
 53  ω     44.00  70.00   0.50    2.00    --   96.67-145.00-120.00   52
 54  ω     80.00 163.00   0.50    2.00    --   96.67  42.00   0.00  166
 55  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00 -90.00  108
 56  ω     75.00 164.00   0.50    2.00    --   96.67  59.00-120.00  178
 57  ω     30.00 109.00   0.50    2.00    --   96.67-117.00  30.00  158
 58  ω     75.00 164.00   0.50    2.00    --   96.67  59.00  60.00  178
 59  ω     70.00 165.00   0.50    2.00    --   96.67  77.00 -60.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1026369000
_diffrn_orient_matrix_UB_12      0.0342258000
_diffrn_orient_matrix_UB_13      0.0077287000
_diffrn_orient_matrix_UB_21      0.0319628000
_diffrn_orient_matrix_UB_22      -0.0369825000
_diffrn_orient_matrix_UB_23      -0.1286762000
_diffrn_orient_matrix_UB_31      -0.0566725000
_diffrn_orient_matrix_UB_32      0.0411924000
_diffrn_orient_matrix_UB_33      -0.1222340000
_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  0.0752
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            37941
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.424
_diffrn_reflns_theta_min         3.485
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic reddish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_preparation       'crystallised from DCM'
_exptl_crystal_recrystallization_method 'not needed'
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00145(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0492P)²+1.2661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1222
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4252
_reflns_number_total             4821
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02842b2.cif
_cod_data_source_block           ksk-kc93_auto
_cod_depositor_comments
'Adding full bibliography for 1572257--1572260.cif.'
_cod_database_code               1572257
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     100K
_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.
;
_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.a Ternary CH refined with riding coordinates:
 C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18a,H18b), C19(H19a,H19b), C15(H15a,H15b), C16(H16a,H16b), C24(H24a,
 H24b), C23(H23a,H23b)
2.c Aromatic/amide H refined with riding coordinates:
 C36(H36), C32(H32), C35(H35), C30(H30), C34(H34), C26(H26), C29(H29),
 C33(H33), C28(H28), C27(H27)
2.d Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C12(H12a,H12b,H12c), C9(H9a,H9b,H9c), C10(H10a,H10b,
 H10c), C13(H13a,H13b,H13c)
;
_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 1.756
_oxdiff_exptl_absorpt_empirical_full_min 0.607
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O8 O 0.80038(9) 0.45416(5) 0.81545(14) 0.0400(3) Uani 1 1 d . . . . .
N17 N 0.37273(9) 0.23461(5) 0.51135(14) 0.0264(3) Uani 1 1 d . . . . .
N14 N 0.46647(9) 0.34053(5) 0.46086(15) 0.0265(3) Uani 1 1 d . . . . .
C25 C 0.67018(11) 0.37672(7) 0.36322(18) 0.0284(3) Uani 1 1 d . . . . .
C31 C 0.34268(12) 0.17715(6) 0.49583(17) 0.0273(3) Uani 1 1 d . . . . .
C20 C 0.49975(12) 0.39991(6) 0.47053(18) 0.0278(3) Uani 1 1 d . . . . .
H20 H 0.467880 0.419305 0.372772 0.033 Uiso 1 1 calc R U . . .
C21 C 0.61954(12) 0.40297(6) 0.48570(18) 0.0267(3) Uani 1 1 d . . . . .
C1 C 0.85916(12) 0.42270(6) 0.58687(18) 0.0289(3) Uani 1 1 d . . . . .
C18 C 0.48524(11) 0.24512(6) 0.56181(18) 0.0281(3) Uani 1 1 d . . . . .
H18A H 0.524832 0.233950 0.479227 0.034 Uiso 1 1 calc R U . . .
H18B H 0.511182 0.222081 0.654345 0.034 Uiso 1 1 calc R U . . .
C19 C 0.50378(12) 0.30716(6) 0.59920(18) 0.0284(3) Uani 1 1 d . . . . .
H19A H 0.465349 0.318317 0.683086 0.034 Uiso 1 1 calc R U . . .
H19B H 0.579899 0.314096 0.634359 0.034 Uiso 1 1 calc R U . . .
C6 C 0.87102(11) 0.45694(7) 0.46130(18) 0.0297(3) Uani 1 1 d . . . . .
C15 C 0.35252(11) 0.33344(6) 0.42021(18) 0.0271(3) Uani 1 1 d . . . . .
H15A H 0.325367 0.357104 0.329407 0.033 Uiso 1 1 calc R U . . .
H15B H 0.318106 0.345848 0.507180 0.033 Uiso 1 1 calc R U . . .
C16 C 0.32647(11) 0.27186(6) 0.38367(17) 0.0274(3) Uani 1 1 d . . . . .
H16A H 0.248960 0.266922 0.363766 0.033 Uiso 1 1 calc R U . . .
H16B H 0.353736 0.260991 0.288971 0.033 Uiso 1 1 calc R U . . .
C22 C 0.66316(12) 0.42779(6) 0.61873(18) 0.0284(3) Uani 1 1 d . . . . .
C7 C 0.77657(12) 0.43689(6) 0.68258(19) 0.0297(3) Uani 1 1 d . . . . .
C36 C 0.41604(13) 0.13330(7) 0.51579(18) 0.0316(4) Uani 1 1 d . . . . .
H36 H 0.489232 0.141827 0.533439 0.038 Uiso 1 1 calc R U . . .
C32 C 0.23554(13) 0.16260(7) 0.4670(2) 0.0351(4) Uani 1 1 d . . . . .
H32 H 0.183677 0.191536 0.451799 0.042 Uiso 1 1 calc R U . . .
C24 C 0.47500(12) 0.43527(7) 0.6084(2) 0.0322(4) Uani 1 1 d . . . . .
H24A H 0.441954 0.471661 0.571978 0.039 Uiso 1 1 calc R U . . .
H24B H 0.426238 0.414478 0.664322 0.039 Uiso 1 1 calc R U . . .
C11 C 0.81133(13) 0.51181(7) 0.4345(2) 0.0349(4) Uani 1 1 d . . . . .
H11A H 0.769479 0.517596 0.516650 0.052 Uiso 1 1 calc R U . . .
H11B H 0.764383 0.510448 0.334575 0.052 Uiso 1 1 calc R U . . .
H11C H 0.861324 0.543068 0.434823 0.052 Uiso 1 1 calc R U . . .
C35 C 0.38346(14) 0.07733(7) 0.51018(19) 0.0352(4) Uani 1 1 d . . . . .
H35 H 0.434840 0.048149 0.525491 0.042 Uiso 1 1 calc R U . . .
C2 C 0.91996(12) 0.37404(7) 0.6233(2) 0.0348(4) Uani 1 1 d . . . . .
C30 C 0.67032(13) 0.40403(8) 0.22357(19) 0.0345(4) Uani 1 1 d . . . . .
H30 H 0.637968 0.440058 0.206211 0.041 Uiso 1 1 calc R U . . .
C5 C 0.93957(12) 0.43908(8) 0.36194(19) 0.0342(4) Uani 1 1 d . . . . .
C3 C 0.98868(13) 0.35669(7) 0.5246(2) 0.0386(4) Uani 1 1 d . . . . .
C23 C 0.58091(12) 0.44539(7) 0.7139(2) 0.0341(4) Uani 1 1 d . . . . .
H23A H 0.589234 0.485705 0.743352 0.041 Uiso 1 1 calc R U . . .
H23B H 0.586474 0.422270 0.808759 0.041 Uiso 1 1 calc R U . . .
C34 C 0.27797(14) 0.06327(7) 0.4828(2) 0.0386(4) Uani 1 1 d . . . . .
H34 H 0.256214 0.024875 0.479441 0.046 Uiso 1 1 calc R U . . .
C4 C 0.99389(12) 0.38801(8) 0.3907(2) 0.0390(4) Uani 1 1 d . . . . .
C26 C 0.71445(14) 0.32314(7) 0.3831(2) 0.0387(4) Uani 1 1 d . . . . .
H26 H 0.714217 0.303574 0.477376 0.046 Uiso 1 1 calc R U . . .
C29 C 0.71749(14) 0.37910(9) 0.1085(2) 0.0431(5) Uani 1 1 d . . . . .
H29 H 0.719770 0.398764 0.014891 0.052 Uiso 1 1 calc R U . . .
C33 C 0.20446(14) 0.10658(7) 0.4604(2) 0.0409(4) Uani 1 1 d . . . . .
H33 H 0.131462 0.097641 0.440151 0.049 Uiso 1 1 calc R U . . .
C28 C 0.76084(14) 0.32579(9) 0.1308(2) 0.0472(5) Uani 1 1 d . . . . .
H28 H 0.791985 0.308366 0.052094 0.057 Uiso 1 1 calc R U . . .
C12 C 0.95201(14) 0.47403(9) 0.2226(2) 0.0452(5) Uani 1 1 d . . . . .
H12A H 0.911316 0.456871 0.129981 0.068 Uiso 1 1 calc R U . . .
H12B H 1.026649 0.475513 0.212316 0.068 Uiso 1 1 calc R U . . .
H12C H 0.926151 0.512410 0.235137 0.068 Uiso 1 1 calc R U . . .
C27 C 0.75869(16) 0.29803(9) 0.2677(2) 0.0493(5) Uani 1 1 d . . . . .
H27 H 0.787971 0.261214 0.282885 0.059 Uiso 1 1 calc R U . . .
C9 C 0.90811(16) 0.34008(8) 0.7652(3) 0.0512(5) Uani 1 1 d . . . . .
H9A H 0.960693 0.352603 0.852441 0.077 Uiso 1 1 calc R U . . .
H9B H 0.918748 0.299923 0.745504 0.077 Uiso 1 1 calc R U . . .
H9C H 0.837230 0.345726 0.789563 0.077 Uiso 1 1 calc R U . . .
C10 C 1.05529(16) 0.30362(9) 0.5610(3) 0.0549(5) Uani 1 1 d . . . . .
H10A H 1.062928 0.295326 0.671523 0.082 Uiso 1 1 calc R U . . .
H10B H 1.125084 0.309672 0.533108 0.082 Uiso 1 1 calc R U . . .
H10C H 1.020693 0.271756 0.501872 0.082 Uiso 1 1 calc R U . . .
C13 C 1.05950(16) 0.36708(11) 0.2743(3) 0.0579(6) Uani 1 1 d . . . . .
H13A H 1.020514 0.372756 0.169768 0.087 Uiso 1 1 calc R U . . .
H13B H 1.074512 0.326777 0.291291 0.087 Uiso 1 1 calc R U . . .
H13C H 1.125928 0.388177 0.286537 0.087 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
C31 N17 C18 115.69(12) . . ?
C31 N17 C16 115.67(12) . . ?
C18 N17 C16 112.51(12) . . ?
C19 N14 C20 114.65(12) . . ?
C15 N14 C20 113.31(11) . . ?
C15 N14 C19 108.56(12) . . ?
C30 C25 C21 120.82(14) . . ?
C30 C25 C26 118.39(15) . . ?
C26 C25 C21 120.73(14) . . ?
C36 C31 N17 122.39(14) . . ?
C36 C31 C32 117.64(14) . . ?
C32 C31 N17 119.89(14) . . ?
N14 C20 H20 108.4 . . ?
N14 C20 C21 109.33(12) . . ?
N14 C20 C24 117.81(13) . . ?
C21 C20 H20 108.4 . . ?
C21 C20 C24 104.03(12) . . ?
C24 C20 H20 108.4 . . ?
C25 C21 C20 118.40(13) . . ?
C22 C21 C25 130.07(14) . . ?
C22 C21 C20 111.42(13) . . ?
C6 C1 C7 119.61(14) . . ?
C6 C1 C2 121.84(15) . . ?
C2 C1 C7 118.51(14) . . ?
N17 C18 H18A 109.7 . . ?
N17 C18 H18B 109.7 . . ?
N17 C18 C19 110.03(12) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
N14 C19 C18 108.98(12) . . ?
N14 C19 H19A 109.9 . . ?
N14 C19 H19B 109.9 . . ?
C18 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C1 C6 C11 120.20(14) . . ?
C1 C6 C5 118.61(15) . . ?
C5 C6 C11 121.19(15) . . ?
N14 C15 H15A 109.7 . . ?
N14 C15 H15B 109.7 . . ?
N14 C15 C16 109.84(12) . . ?
H15A C15 H15B 108.2 . . ?
C16 C15 H15A 109.7 . . ?
C16 C15 H15B 109.7 . . ?
N17 C16 C15 111.52(12) . . ?
N17 C16 H16A 109.3 . . ?
N17 C16 H16B 109.3 . . ?
C15 C16 H16A 109.3 . . ?
C15 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
C21 C22 C7 129.16(14) . . ?
C21 C22 C23 111.88(13) . . ?
C7 C22 C23 118.89(14) . . ?
O8 C7 C1 121.42(14) . . ?
O8 C7 C22 118.71(14) . . ?
C22 C7 C1 119.82(14) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.82(15) . . ?
C35 C36 H36 119.6 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.77(15) . . ?
C33 C32 H32 119.6 . . ?
C20 C24 H24A 110.5 . . ?
C20 C24 H24B 110.5 . . ?
H24A C24 H24B 108.7 . . ?
C23 C24 C20 106.25(12) . . ?
C23 C24 H24A 110.5 . . ?
C23 C24 H24B 110.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C36 C35 H35 119.4 . . ?
C34 C35 C36 121.28(16) . . ?
C34 C35 H35 119.4 . . ?
C1 C2 C3 119.09(16) . . ?
C1 C2 C9 119.79(16) . . ?
C3 C2 C9 121.09(16) . . ?
C25 C30 H30 119.7 . . ?
C25 C30 C29 120.65(17) . . ?
C29 C30 H30 119.7 . . ?
C6 C5 C12 120.15(16) . . ?
C4 C5 C6 119.60(16) . . ?
C4 C5 C12 120.22(16) . . ?
C2 C3 C4 119.29(15) . . ?
C2 C3 C10 120.16(17) . . ?
C4 C3 C10 120.54(17) . . ?
C22 C23 C24 104.78(13) . . ?
C22 C23 H23A 110.8 . . ?
C22 C23 H23B 110.8 . . ?
C24 C23 H23A 110.8 . . ?
C24 C23 H23B 110.8 . . ?
H23A C23 H23B 108.9 . . ?
C35 C34 H34 120.8 . . ?
C35 C34 C33 118.31(16) . . ?
C33 C34 H34 120.8 . . ?
C5 C4 C3 121.08(16) . . ?
C5 C4 C13 118.61(18) . . ?
C3 C4 C13 120.31(17) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.80(17) . . ?
C27 C26 H26 119.6 . . ?
C30 C29 H29 120.1 . . ?
C28 C29 C30 119.85(17) . . ?
C28 C29 H29 120.1 . . ?
C32 C33 C34 121.17(16) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
C29 C28 H28 120.2 . . ?
C27 C28 C29 119.64(17) . . ?
C27 C28 H28 120.2 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.61(18) . . ?
C28 C27 H27 119.7 . . ?
C2 C9 H9A 109.5 . . ?
C2 C9 H9B 109.5 . . ?
C2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
C3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
O8 C7 1.227(2) . ?
N17 C31 1.4144(19) . ?
N17 C18 1.4625(18) . ?
N17 C16 1.4726(19) . ?
N14 C20 1.4677(19) . ?
N14 C19 1.4626(19) . ?
N14 C15 1.4593(18) . ?
C25 C21 1.485(2) . ?
C25 C30 1.388(2) . ?
C25 C26 1.389(2) . ?
C31 C36 1.394(2) . ?
C31 C32 1.402(2) . ?
C20 H20 1.0000 . ?
C20 C21 1.526(2) . ?
C20 C24 1.550(2) . ?
C21 C22 1.345(2) . ?
C1 C6 1.399(2) . ?
C1 C7 1.500(2) . ?
C1 C2 1.399(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.515(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C6 C11 1.507(2) . ?
C6 C5 1.406(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.518(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C22 C7 1.489(2) . ?
C22 C23 1.513(2) . ?
C36 H36 0.9500 . ?
C36 C35 1.388(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.383(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C23 1.534(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C35 H35 0.9500 . ?
C35 C34 1.379(2) . ?
C2 C3 1.400(2) . ?
C2 C9 1.513(3) . ?
C30 H30 0.9500 . ?
C30 C29 1.395(3) . ?
C5 C4 1.398(3) . ?
C5 C12 1.509(3) . ?
C3 C4 1.403(3) . ?
C3 C10 1.524(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C34 H34 0.9500 . ?
C34 C33 1.386(3) . ?
C4 C13 1.514(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.380(3) . ?
C33 H33 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.376(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C27 H27 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
N17 C31 C36 C35 175.53(15) . . . . ?
N17 C31 C32 C33 -176.20(16) . . . . ?
N17 C18 C19 N14 -60.12(16) . . . . ?
N14 C20 C21 C25 57.89(17) . . . . ?
N14 C20 C21 C22 -118.79(14) . . . . ?
N14 C20 C24 C23 108.91(15) . . . . ?
N14 C15 C16 N17 54.85(16) . . . . ?
C25 C21 C22 C7 0.7(3) . . . . ?
C25 C21 C22 C23 -176.25(15) . . . . ?
C25 C30 C29 C28 2.6(2) . . . . ?
C25 C26 C27 C28 0.6(3) . . . . ?
C31 N17 C18 C19 -170.55(12) . . . . ?
C31 N17 C16 C15 172.91(12) . . . . ?
C31 C36 C35 C34 0.8(3) . . . . ?
C31 C32 C33 C34 0.3(3) . . . . ?
C20 N14 C19 C18 -167.49(12) . . . . ?
C20 N14 C15 C16 169.55(12) . . . . ?
C20 C21 C22 C7 176.86(14) . . . . ?
C20 C21 C22 C23 -0.05(18) . . . . ?
C20 C24 C23 C22 12.30(17) . . . . ?
C21 C25 C30 C29 -179.65(14) . . . . ?
C21 C25 C26 C27 178.05(16) . . . . ?
C21 C20 C24 C23 -12.26(16) . . . . ?
C21 C22 C7 O8 -170.91(16) . . . . ?
C21 C22 C7 C1 6.6(2) . . . . ?
C21 C22 C23 C24 -7.91(18) . . . . ?
C1 C6 C5 C4 -0.1(2) . . . . ?
C1 C6 C5 C12 178.21(14) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C1 C2 C3 C10 -179.61(16) . . . . ?
C18 N17 C31 C36 -4.7(2) . . . . ?
C18 N17 C31 C32 172.02(14) . . . . ?
C18 N17 C16 C15 -51.06(16) . . . . ?
C19 N14 C20 C21 64.33(16) . . . . ?
C19 N14 C20 C24 -54.06(17) . . . . ?
C19 N14 C15 C16 -61.86(15) . . . . ?
C6 C1 C7 O8 -110.36(18) . . . . ?
C6 C1 C7 C22 72.22(19) . . . . ?
C6 C1 C2 C3 -5.1(2) . . . . ?
C6 C1 C2 C9 176.82(15) . . . . ?
C6 C5 C4 C3 -5.8(2) . . . . ?
C6 C5 C4 C13 174.53(15) . . . . ?
C15 N14 C20 C21 -170.28(12) . . . . ?
C15 N14 C20 C24 71.33(17) . . . . ?
C15 N14 C19 C18 64.68(15) . . . . ?
C16 N17 C31 C36 129.93(15) . . . . ?
C16 N17 C31 C32 -53.36(19) . . . . ?
C16 N17 C18 C19 53.42(16) . . . . ?
C7 C1 C6 C11 7.9(2) . . . . ?
C7 C1 C6 C5 -172.19(14) . . . . ?
C7 C1 C2 C3 172.66(14) . . . . ?
C7 C1 C2 C9 -5.4(2) . . . . ?
C7 C22 C23 C24 174.83(13) . . . . ?
C36 C31 C32 C33 0.7(2) . . . . ?
C36 C35 C34 C33 0.2(3) . . . . ?
C32 C31 C36 C35 -1.3(2) . . . . ?
C24 C20 C21 C25 -175.43(13) . . . . ?
C24 C20 C21 C22 7.88(17) . . . . ?
C11 C6 C5 C4 179.81(14) . . . . ?
C11 C6 C5 C12 -1.9(2) . . . . ?
C35 C34 C33 C32 -0.8(3) . . . . ?
C2 C1 C6 C11 -174.32(14) . . . . ?
C2 C1 C6 C5 5.5(2) . . . . ?
C2 C1 C7 O8 71.8(2) . . . . ?
C2 C1 C7 C22 -105.59(17) . . . . ?
C2 C3 C4 C5 6.3(2) . . . . ?
C2 C3 C4 C13 -174.08(16) . . . . ?
C30 C25 C21 C20 78.67(18) . . . . ?
C30 C25 C21 C22 -105.4(2) . . . . ?
C30 C25 C26 C27 0.9(3) . . . . ?
C30 C29 C28 C27 -1.1(3) . . . . ?
C23 C22 C7 O8 5.8(2) . . . . ?
C23 C22 C7 C1 -176.69(14) . . . . ?
C26 C25 C21 C20 -98.46(18) . . . . ?
C26 C25 C21 C22 77.5(2) . . . . ?
C26 C25 C30 C29 -2.5(2) . . . . ?
C29 C28 C27 C26 -0.5(3) . . . . ?
C12 C5 C4 C3 175.90(15) . . . . ?
C12 C5 C4 C13 -3.7(2) . . . . ?
C9 C2 C3 C4 177.21(16) . . . . ?
C9 C2 C3 C10 -1.6(3) . . . . ?
C10 C3 C4 C5 -174.95(16) . . . . ?
C10 C3 C4 C13 4.7(3) . . . . ?
