#------------------------------------------------------------------------------
#$Date: 2021-11-06 21:54:35 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270436 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243472.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_7243472
loop_
_publ_author_name
'Li, Chang'
'Wu, Di'
'Li, Jiulong'
'Ji, Xu'
'Qi, Luguang'
'Sun, Qin'
'Wang, Aiyu'
'Xie, Chuang'
'Gong, Junbo'
'Chen, Wei'
_publ_section_title
;
 Multicomponent crystals of clotrimazole: a combined theoretical and
 experimental study
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              6977
_journal_page_last               6993
_journal_paper_doi               10.1039/D1CE00934F
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C22 H17 Cl N2, C9 H7 N O2'
_chemical_formula_sum            'C31 H24 Cl N3 O2'
_chemical_formula_weight         505.98
_chemical_name_common            'Clotrimazole Indole-6-carboxylic acid'
_chemical_name_systematic
'1-((2-chlorophenyl)(diphenyl)methyl)-1H-imidazole Indole-6-carboxylic acid'
_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     dual
_audit_creation_date             2021-03-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-25 deposited with the CCDC.	2021-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                95.603(4)
_cell_angle_beta                 95.284(4)
_cell_angle_gamma                97.549(4)
_cell_formula_units_Z            2
_cell_length_a                   8.6793(3)
_cell_length_b                   10.6795(6)
_cell_length_c                   13.6524(7)
_cell_measurement_reflns_used    9586
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.6960
_cell_measurement_theta_min      1.9760
_cell_volume                     1241.41(11)
_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 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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00  90.00  180
  3  ω   -115.00  65.00   1.00    1.00    --  -25.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0068366000
_diffrn_orient_matrix_UB_12      0.0657032000
_diffrn_orient_matrix_UB_13      0.0034159000
_diffrn_orient_matrix_UB_21      0.0179271000
_diffrn_orient_matrix_UB_22      0.0017458000
_diffrn_orient_matrix_UB_23      -0.0495417000
_diffrn_orient_matrix_UB_31      -0.0806570000
_diffrn_orient_matrix_UB_32      -0.0149970000
_diffrn_orient_matrix_UB_33      -0.0170396000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18814
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.905
_diffrn_reflns_theta_min         1.936
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95470
_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            colorless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_description       rod
_exptl_crystal_F_000             528
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         8339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0538
_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)+(0.0589P)²+0.2584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1395
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6173
_reflns_number_total             8339
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00934f2.cif
_cod_data_source_block           r20201209b
_cod_depositor_comments
'Adding full bibliography for 7243468--7243476.cif.'
_cod_original_cell_volume        1241.41(10)
_cod_database_code               7243472
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C15(H15), C21(H21), C19(H19), C12(H12), C23(H23), C10(H10),
 C25(H25), C18(H18), C22(H22), C24(H24), C16(H16), C3(H3A), C17(H17), C4(H4),
 C7(H7), C9(H9), C31(H31), C6(H6), C28(H28), C30(H30), C29(H29)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 1.632
_oxdiff_exptl_absorpt_empirical_full_min 0.633
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 0.13457(4) 0.21075(4) 0.71322(3) 0.02474(10) Uani 1 1 d . . . . .
O2 O -0.04213(15) 0.11642(11) 1.07757(9) 0.0293(3) Uani 1 1 d . . . . .
N2 N 0.40953(13) 0.38123(11) 0.66416(8) 0.0146(2) Uani 1 1 d . . . . .
O1 O 0.15112(17) 0.12474(11) 0.98074(10) 0.0389(3) Uani 1 1 d . . . . .
H1 H 0.114408 0.049863 0.965595 0.058 Uiso 1 1 calc R U . . .
N1 N 0.41652(15) 0.52276(12) 0.79651(9) 0.0209(3) Uani 1 1 d . . . . .
N3 N 0.34590(17) 0.60163(12) 0.99702(10) 0.0238(3) Uani 1 1 d . . . . .
C20 C 0.60696(16) 0.28575(13) 0.57227(10) 0.0149(3) Uani 1 1 d . . . . .
C14 C 0.32523(16) 0.22965(13) 0.51027(10) 0.0146(3) Uani 1 1 d . . . . .
C26 C 0.42652(17) 0.15657(12) 0.67372(10) 0.0160(3) Uani 1 1 d . . . . .
C11 C 0.33123(17) 0.47759(13) 0.63410(11) 0.0174(3) Uani 1 1 d . . . . .
H11 H 0.284202 0.483202 0.570957 0.021 Uiso 1 1 calc R U . . .
C13 C 0.44101(16) 0.26364(12) 0.60540(10) 0.0141(3) Uani 1 1 d . . . . .
C15 C 0.33318(17) 0.31005(14) 0.43493(11) 0.0174(3) Uani 1 1 d . . . . .
H15 H 0.402930 0.385200 0.444856 0.021 Uiso 1 1 calc R U . . .
C21 C 0.72280(17) 0.37971(13) 0.62082(11) 0.0175(3) Uani 1 1 d . . . . .
H21 H 0.700948 0.431847 0.674928 0.021 Uiso 1 1 calc R U . . .
C5 C 0.16368(18) 0.58066(14) 1.10492(11) 0.0202(3) Uani 1 1 d . . . . .
C19 C 0.22443(16) 0.11596(13) 0.49151(11) 0.0174(3) Uani 1 1 d . . . . .
H19 H 0.219666 0.059749 0.539411 0.021 Uiso 1 1 calc R U . . .
C12 C 0.45804(17) 0.41334(13) 0.76226(11) 0.0181(3) Uani 1 1 d . . . . .
H12 H 0.513983 0.363917 0.800752 0.022 Uiso 1 1 calc R U . . .
C23 C 0.90666(17) 0.31909(14) 0.50873(11) 0.0209(3) Uani 1 1 d . . . . .
H23 H 1.005673 0.330796 0.487303 0.025 Uiso 1 1 calc R U . . .
C10 C 0.33691(18) 0.56279(14) 0.71581(11) 0.0217(3) Uani 1 1 d . . . . .
H10 H 0.293080 0.637779 0.717040 0.026 Uiso 1 1 calc R U . . .
C25 C 0.64448(17) 0.20808(13) 0.49193(11) 0.0180(3) Uani 1 1 d . . . . .
H25 H 0.568757 0.144545 0.458828 0.022 Uiso 1 1 calc R U . . .
C18 C 0.13014(17) 0.08480(15) 0.40182(12) 0.0218(3) Uani 1 1 d . . . . .
H18 H 0.063000 0.008282 0.390554 0.026 Uiso 1 1 calc R U . . .
C22 C 0.87148(17) 0.39607(15) 0.58874(11) 0.0204(3) Uani 1 1 d . . . . .
H22 H 0.947766 0.459429 0.621499 0.025 Uiso 1 1 calc R U . . .
C24 C 0.79243(18) 0.22424(14) 0.46090(11) 0.0205(3) Uani 1 1 d . . . . .
H24 H 0.815403 0.171195 0.407667 0.025 Uiso 1 1 calc R U . . .
C27 C 0.29295(18) 0.12583(14) 0.72250(11) 0.0194(3) Uani 1 1 d . . . . .
C16 C 0.23885(18) 0.27936(15) 0.34602(11) 0.0211(3) Uani 1 1 d . . . . .
H16 H 0.244736 0.334363 0.297292 0.025 Uiso 1 1 calc R U . . .
C2 C 0.10507(18) 0.31700(14) 1.06408(11) 0.0203(3) Uani 1 1 d . . . . .
C8 C 0.24474(18) 0.51408(14) 1.03600(11) 0.0200(3) Uani 1 1 d . . . . .
C1 C 0.0644(2) 0.17847(14) 1.04241(11) 0.0224(3) Uani 1 1 d . . . . .
C3 C 0.02130(19) 0.38167(15) 1.13231(11) 0.0214(3) Uani 1 1 d . . . . .
H3A H -0.053961 0.335381 1.163851 0.026 Uiso 1 1 calc R U . . .
C17 C 0.13576(18) 0.16693(15) 0.32948(12) 0.0237(3) Uani 1 1 d . . . . .
H17 H 0.071000 0.146888 0.270331 0.028 Uiso 1 1 calc R U . . .
C4 C 0.04936(19) 0.51169(15) 1.15271(11) 0.0226(3) Uani 1 1 d . . . . .
H4 H -0.006484 0.553406 1.197469 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3279(2) 0.72046(15) 1.03846(12) 0.0258(3) Uani 1 1 d . . . . .
H7 H 0.381516 0.796066 1.023058 0.031 Uiso 1 1 calc R U . . .
C9 C 0.21757(18) 0.38246(14) 1.01503(11) 0.0209(3) Uani 1 1 d . . . . .
H9 H 0.272503 0.340178 0.970042 0.025 Uiso 1 1 calc R U . . .
C31 C 0.54634(19) 0.08319(14) 0.68876(11) 0.0206(3) Uani 1 1 d . . . . .
H31 H 0.637276 0.101412 0.658642 0.025 Uiso 1 1 calc R U . . .
C6 C 0.22037(19) 0.71233(14) 1.10549(11) 0.0238(3) Uani 1 1 d . . . . .
H6 H 0.190005 0.779656 1.144042 0.029 Uiso 1 1 calc R U . . .
C28 C 0.2790(2) 0.02591(15) 0.78000(12) 0.0265(3) Uani 1 1 d . . . . .
H28 H 0.188526 0.006951 0.810383 0.032 Uiso 1 1 calc R U . . .
C30 C 0.5342(2) -0.01693(15) 0.74768(12) 0.0278(4) Uani 1 1 d . . . . .
H30 H 0.616385 -0.063811 0.756702 0.033 Uiso 1 1 calc R U . . .
C29 C 0.3999(2) -0.04586(16) 0.79232(12) 0.0313(4) Uani 1 1 d . . . . .
H29 H 0.390381 -0.113337 0.830596 0.038 Uiso 1 1 calc R U . . .
H3 H 0.387(2) 0.5844(19) 0.9386(15) 0.033(5) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N2 C13 129.39(12) . . ?
C12 N2 C11 106.39(11) . . ?
C12 N2 C13 124.22(11) . . ?
C1 O1 H1 109.5 . . ?
C12 N1 C10 104.58(12) . . ?
C8 N3 H3 123.2(13) . . ?
C7 N3 C8 107.95(13) . . ?
C7 N3 H3 125.2(13) . . ?
C21 C20 C13 122.23(12) . . ?
C21 C20 C25 118.27(13) . . ?
C25 C20 C13 119.50(12) . . ?
C15 C14 C13 119.09(12) . . ?
C19 C14 C13 122.64(12) . . ?
C19 C14 C15 117.91(13) . . ?
C27 C26 C13 122.71(12) . . ?
C31 C26 C13 120.95(13) . . ?
C31 C26 C27 116.34(13) . . ?
N2 C11 H11 127.0 . . ?
C10 C11 N2 105.92(13) . . ?
C10 C11 H11 127.0 . . ?
N2 C13 C20 109.50(11) . . ?
N2 C13 C14 111.32(11) . . ?
N2 C13 C26 106.78(10) . . ?
C20 C13 C14 107.04(11) . . ?
C26 C13 C20 110.97(11) . . ?
C26 C13 C14 111.26(11) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.11(14) . . ?
C16 C15 H15 119.4 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.37(13) . . ?
C22 C21 H21 119.8 . . ?
C8 C5 C6 106.47(14) . . ?
C4 C5 C8 118.94(14) . . ?
C4 C5 C6 134.54(14) . . ?
C14 C19 H19 119.5 . . ?
C14 C19 C18 120.91(14) . . ?
C18 C19 H19 119.5 . . ?
N2 C12 H12 123.8 . . ?
N1 C12 N2 112.32(13) . . ?
N1 C12 H12 123.8 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.16(14) . . ?
C24 C23 H23 120.4 . . ?
N1 C10 H10 124.6 . . ?
C11 C10 N1 110.79(13) . . ?
C11 C10 H10 124.6 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 121.07(14) . . ?
C24 C25 H25 119.5 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.46(14) . . ?
C17 C18 H18 119.8 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.74(14) . . ?
C23 C22 H22 119.6 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.38(14) . . ?
C25 C24 H24 119.8 . . ?
C26 C27 Cl1 121.91(11) . . ?
C28 C27 Cl1 116.14(12) . . ?
C28 C27 C26 121.95(15) . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.20(15) . . ?
C17 C16 H16 119.9 . . ?
C3 C2 C1 118.27(14) . . ?
C9 C2 C1 120.36(13) . . ?
C9 C2 C3 121.29(14) . . ?
N3 C8 C5 108.18(13) . . ?
N3 C8 C9 129.30(14) . . ?
C9 C8 C5 122.52(14) . . ?
O2 C1 O1 121.92(14) . . ?
O2 C1 C2 123.45(14) . . ?
O1 C1 C2 114.62(14) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 C2 121.09(15) . . ?
C4 C3 H3A 119.5 . . ?
C18 C17 C16 119.35(14) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 118.99(14) . . ?
C3 C4 H4 120.5 . . ?
N3 C7 H7 124.7 . . ?
C6 C7 N3 110.61(14) . . ?
C6 C7 H7 124.7 . . ?
C2 C9 C8 117.16(14) . . ?
C2 C9 H9 121.4 . . ?
C8 C9 H9 121.4 . . ?
C26 C31 H31 118.9 . . ?
C26 C31 C30 122.10(15) . . ?
C30 C31 H31 118.9 . . ?
C5 C6 H6 126.6 . . ?
C7 C6 C5 106.77(14) . . ?
C7 C6 H6 126.6 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.05(16) . . ?
C29 C28 H28 120.0 . . ?
C31 C30 H30 120.1 . . ?
C29 C30 C31 119.75(15) . . ?
C29 C30 H30 120.1 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.77(15) . . ?
C30 C29 H29 120.1 . . ?
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 C27 1.7453(16) . ?
O2 C1 1.2281(19) . ?
N2 C11 1.3799(17) . ?
N2 C13 1.4931(17) . ?
N2 C12 1.3627(18) . ?
O1 H1 0.8200 . ?
O1 C1 1.3190(19) . ?
N1 C12 1.3225(18) . ?
N1 C10 1.380(2) . ?
N3 C8 1.377(2) . ?
N3 C7 1.372(2) . ?
N3 H3 0.92(2) . ?
C20 C13 1.5448(19) . ?
C20 C21 1.393(2) . ?
C20 C25 1.3987(19) . ?
C14 C13 1.549(2) . ?
C14 C15 1.4036(19) . ?
C14 C19 1.387(2) . ?
C26 C13 1.5444(19) . ?
C26 C27 1.407(2) . ?
C26 C31 1.394(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.362(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.396(2) . ?
C5 C8 1.417(2) . ?
C5 C4 1.405(2) . ?
C5 C6 1.426(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.394(2) . ?
C12 H12 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.384(2) . ?
C23 C24 1.387(2) . ?
C10 H10 0.9300 . ?
C25 H25 0.9300 . ?
C25 C24 1.384(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.383(2) . ?
C22 H22 0.9300 . ?
C24 H24 0.9300 . ?
C27 C28 1.384(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(2) . ?
C2 C1 1.469(2) . ?
C2 C3 1.416(2) . ?
C2 C9 1.387(2) . ?
C8 C9 1.391(2) . ?
C3 H3A 0.9300 . ?
C3 C4 1.374(2) . ?
C17 H17 0.9300 . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.367(2) . ?
C9 H9 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.398(2) . ?
C6 H6 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.385(3) . ?
C30 H30 0.9300 . ?
C30 C29 1.378(3) . ?
C29 H29 0.9300 . ?
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 C27 C28 C29 -179.32(13) . . . . ?
N2 C11 C10 N1 -0.04(17) . . . . ?
N3 C8 C9 C2 -178.47(15) . . . . ?
N3 C7 C6 C5 -1.48(18) . . . . ?
C20 C21 C22 C23 -0.3(2) . . . . ?
C20 C25 C24 C23 -0.5(2) . . . . ?
C14 C15 C16 C17 -0.9(2) . . . . ?
C14 C19 C18 C17 0.2(2) . . . . ?
C26 C27 C28 C29 1.1(2) . . . . ?
C26 C31 C30 C29 0.5(2) . . . . ?
C11 N2 C13 C20 97.07(16) . . . . ?
C11 N2 C13 C14 -21.09(19) . . . . ?
C11 N2 C13 C26 -142.71(14) . . . . ?
C11 N2 C12 N1 -0.07(17) . . . . ?
C13 N2 C11 C10 -179.31(13) . . . . ?
C13 N2 C12 N1 179.34(12) . . . . ?
C13 C20 C21 C22 179.68(13) . . . . ?
C13 C20 C25 C24 -179.28(13) . . . . ?
C13 C14 C15 C16 175.84(12) . . . . ?
C13 C14 C19 C18 -175.24(12) . . . . ?
C13 C26 C27 Cl1 -2.42(19) . . . . ?
C13 C26 C27 C28 177.09(13) . . . . ?
C13 C26 C31 C30 -177.91(13) . . . . ?
C15 C14 C13 N2 67.52(15) . . . . ?
C15 C14 C13 C20 -52.11(15) . . . . ?
C15 C14 C13 C26 -173.50(12) . . . . ?
C15 C14 C19 C18 -2.2(2) . . . . ?
C15 C16 C17 C18 -1.2(2) . . . . ?
C21 C20 C13 N2 21.76(17) . . . . ?
C21 C20 C13 C14 142.56(13) . . . . ?
C21 C20 C13 C26 -95.86(15) . . . . ?
C21 C20 C25 C24 -0.3(2) . . . . ?
C5 C8 C9 C2 0.6(2) . . . . ?
C19 C14 C13 N2 -119.48(14) . . . . ?
C19 C14 C13 C20 120.89(14) . . . . ?
C19 C14 C13 C26 -0.51(18) . . . . ?
C19 C14 C15 C16 2.5(2) . . . . ?
C19 C18 C17 C16 1.5(2) . . . . ?
C12 N2 C11 C10 0.06(16) . . . . ?
C12 N2 C13 C20 -82.19(15) . . . . ?
C12 N2 C13 C14 159.65(13) . . . . ?
C12 N2 C13 C26 38.03(17) . . . . ?
C12 N1 C10 C11 -0.01(17) . . . . ?
C10 N1 C12 N2 0.05(17) . . . . ?
C25 C20 C13 N2 -159.33(12) . . . . ?
C25 C20 C13 C14 -38.53(16) . . . . ?
C25 C20 C13 C26 83.04(15) . . . . ?
C25 C20 C21 C22 0.8(2) . . . . ?
C22 C23 C24 C25 0.9(2) . . . . ?
C24 C23 C22 C21 -0.5(2) . . . . ?
C27 C26 C13 N2 54.11(17) . . . . ?
C27 C26 C13 C20 173.38(13) . . . . ?
C27 C26 C13 C14 -67.55(16) . . . . ?
C27 C26 C31 C30 1.0(2) . . . . ?
C27 C28 C29 C30 0.4(3) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C8 N3 C7 C6 1.59(19) . . . . ?
C8 C5 C4 C3 1.0(2) . . . . ?
C8 C5 C6 C7 0.81(17) . . . . ?
C1 C2 C3 C4 -177.35(14) . . . . ?
C1 C2 C9 C8 177.09(14) . . . . ?
C3 C2 C1 O2 2.8(2) . . . . ?
C3 C2 C1 O1 -177.84(15) . . . . ?
C3 C2 C9 C8 0.2(2) . . . . ?
C4 C5 C8 N3 178.05(13) . . . . ?
C4 C5 C8 C9 -1.2(2) . . . . ?
C4 C5 C6 C7 -176.63(17) . . . . ?
C7 N3 C8 C5 -1.02(17) . . . . ?
C7 N3 C8 C9 178.16(16) . . . . ?
C9 C2 C1 O2 -174.23(15) . . . . ?
C9 C2 C1 O1 5.2(2) . . . . ?
C9 C2 C3 C4 -0.4(2) . . . . ?
C31 C26 C13 N2 -127.04(13) . . . . ?
C31 C26 C13 C20 -7.78(18) . . . . ?
C31 C26 C13 C14 111.30(14) . . . . ?
C31 C26 C27 Cl1 178.68(11) . . . . ?
C31 C26 C27 C28 -1.8(2) . . . . ?
C31 C30 C29 C28 -1.2(3) . . . . ?
C6 C5 C8 N3 0.13(17) . . . . ?
C6 C5 C8 C9 -179.12(14) . . . . ?
C6 C5 C4 C3 178.17(16) . . . . ?
