#------------------------------------------------------------------------------
#$Date: 2022-06-10 03:39:50 +0300 (Fri, 10 Jun 2022) $
#$Revision: 275950 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/87/7158725.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_7158725
loop_
_publ_author_name
'Zhao, Hong-Wu'
'Zhang, Heng'
'Cai, Lu-Yu'
'Wang, Kuo'
_publ_section_title
;
 Pd-Catalyzed Three-Component Decarboxylative Coupling Reactions Among
 Alkylidene Pyrazolones, Allyl Carbonates and Active Methylene Compounds
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00791F
_journal_year                    2022
_chemical_formula_moiety         'C27 H30 N2 O5'
_chemical_formula_sum            'C27 H30 N2 O5'
_chemical_formula_weight         462.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-01-16 deposited with the CCDC.	2022-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.428(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.1744(9)
_cell_length_b                   7.6768(3)
_cell_length_c                   29.6328(13)
_cell_measurement_reflns_used    9222
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.5080
_cell_measurement_theta_min      2.1830
_cell_volume                     4989.9(4)
_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)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_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   -120.00  60.00   1.00    6.00    --  -30.00  45.00   0.00  180
  2  ω   -120.00  60.00   1.00    6.00    --  -30.00  45.00  90.00  180
  3  ω   -120.00  60.00   1.00    6.00    --  -30.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0318855000
_diffrn_orient_matrix_UB_12      -0.0151959000
_diffrn_orient_matrix_UB_13      0.0029612000
_diffrn_orient_matrix_UB_21      -0.0006610000
_diffrn_orient_matrix_UB_22      0.0011825000
_diffrn_orient_matrix_UB_23      -0.0240000000
_diffrn_orient_matrix_UB_31      0.0052948000
_diffrn_orient_matrix_UB_32      0.0911585000
_diffrn_orient_matrix_UB_33      0.0008117000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            25550
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         2.477
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         6133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0586
_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)+(0.0635P)²+3.5663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1531
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4320
_reflns_number_total             6133
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00791f2.cif
_cod_data_source_block           r20211109b
_cod_database_code               7158725
_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.
;
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.982
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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:
 C14(H14), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C23(H23A,H23B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20)
2.d X=CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.e Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C24(H24A,H24B,H24C), C27(H27A,H27B,H27C)
;
_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 1.265
_oxdiff_exptl_absorpt_empirical_full_min 0.845
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
O1 O 0.53082(6) 0.58269(16) 0.63909(4) 0.0262(3) Uani 1 1 d . . . . .
O2 O 0.69631(8) 0.29486(19) 0.69229(5) 0.0476(4) Uani 1 1 d . . . . .
O3 O 0.69938(6) 0.57483(17) 0.71433(4) 0.0301(3) Uani 1 1 d . . . . .
O4 O 0.77049(6) 0.48684(18) 0.61426(5) 0.0352(3) Uani 1 1 d . . . . .
O5 O 0.72662(6) 0.74980(18) 0.60889(5) 0.0375(4) Uani 1 1 d . . . . .
N1 N 0.49391(7) 0.30679(19) 0.65049(5) 0.0238(3) Uani 1 1 d . . . . .
N2 N 0.51690(7) 0.13569(19) 0.64906(5) 0.0253(3) Uani 1 1 d . . . . .
C1 C 0.45861(8) 0.3469(2) 0.68584(6) 0.0231(4) Uani 1 1 d . . . . .
C2 C 0.41080(8) 0.4627(3) 0.67674(6) 0.0296(4) Uani 1 1 d . . . . .
H2 H 0.401418 0.514027 0.647386 0.035 Uiso 1 1 calc R . . . .
C3 C 0.37658(9) 0.5033(3) 0.71089(7) 0.0340(5) Uani 1 1 d . . . . .
H3 H 0.343762 0.583519 0.704897 0.041 Uiso 1 1 calc R . . . .
C4 C 0.38972(9) 0.4286(3) 0.75326(7) 0.0350(5) Uani 1 1 d . . . . .
H4 H 0.366131 0.457415 0.776502 0.042 Uiso 1 1 calc R . . . .
C5 C 0.43757(9) 0.3109(3) 0.76212(7) 0.0327(4) Uani 1 1 d . . . . .
H5 H 0.446382 0.258280 0.791353 0.039 Uiso 1 1 calc R . . . .
C6 C 0.47235(8) 0.2702(2) 0.72855(6) 0.0278(4) Uani 1 1 d . . . . .
H6 H 0.505334 0.190554 0.734615 0.033 Uiso 1 1 calc R . . . .
C7 C 0.47010(9) 0.0006(2) 0.63682(7) 0.0316(4) Uani 1 1 d . . . . .
H7A H 0.437586 0.014859 0.656129 0.038 Uiso 1 1 calc R . . . .
H7B H 0.488776 -0.115503 0.643341 0.038 Uiso 1 1 calc R . . . .
C8 C 0.44235(9) 0.0083(3) 0.58785(8) 0.0384(5) Uani 1 1 d . . . . .
H8 H 0.422092 0.112443 0.577008 0.046 Uiso 1 1 calc R . . . .
C9 C 0.44419(11) -0.1194(3) 0.55899(9) 0.0528(6) Uani 1 1 d . . . . .
H9A H 0.464114 -0.225307 0.568792 0.063 Uiso 1 1 calc R . . . .
H9B H 0.425614 -0.106472 0.528192 0.063 Uiso 1 1 calc R . . . .
C10 C 0.59992(9) -0.0134(2) 0.61640(7) 0.0330(5) Uani 1 1 d . . . . .
H10A H 0.583561 -0.113925 0.631018 0.049 Uiso 1 1 calc GR . . . .
H10B H 0.643597 -0.002100 0.627484 0.049 Uiso 1 1 calc GR . . . .
H10C H 0.593752 -0.030187 0.583258 0.049 Uiso 1 1 calc GR . . . .
C11 C 0.56778(8) 0.1474(2) 0.62770(6) 0.0229(4) Uani 1 1 d . . . . .
C12 C 0.58191(8) 0.3162(2) 0.62050(6) 0.0217(4) Uani 1 1 d . . . . .
C13 C 0.53576(8) 0.4232(2) 0.63624(6) 0.0217(4) Uani 1 1 d . . . . .
C14 C 0.63885(7) 0.3802(2) 0.60383(6) 0.0220(4) Uani 1 1 d . . . . .
H14 H 0.667320 0.278783 0.604902 0.026 Uiso 1 1 calc R . . . .
C15 C 0.62785(8) 0.4438(2) 0.55460(6) 0.0228(4) Uani 1 1 d . . . . .
C16 C 0.58046(9) 0.5575(3) 0.53914(7) 0.0325(4) Uani 1 1 d . . . . .
H16 H 0.554381 0.597848 0.559648 0.039 Uiso 1 1 calc R . . . .
C17 C 0.57091(9) 0.6126(3) 0.49418(7) 0.0367(5) Uani 1 1 d . . . . .
H17 H 0.538504 0.690662 0.484069 0.044 Uiso 1 1 calc R . . . .
C18 C 0.60820(10) 0.5545(3) 0.46407(7) 0.0347(5) Uani 1 1 d . . . . .
H18 H 0.601065 0.590705 0.433092 0.042 Uiso 1 1 calc R . . . .
C19 C 0.65572(10) 0.4442(3) 0.47891(7) 0.0362(5) Uani 1 1 d . . . . .
H19 H 0.681937 0.405783 0.458288 0.043 Uiso 1 1 calc R . . . .
C20 C 0.66552(9) 0.3887(3) 0.52388(7) 0.0299(4) Uani 1 1 d . . . . .
H20 H 0.698424 0.312062 0.533826 0.036 Uiso 1 1 calc R . . . .
C21 C 0.67101(8) 0.5206(2) 0.63617(6) 0.0236(4) Uani 1 1 d . . . . .
H21 H 0.642987 0.621834 0.637684 0.028 Uiso 1 1 calc R . . . .
C22 C 0.68990(8) 0.4473(3) 0.68358(6) 0.0266(4) Uani 1 1 d . . . . .
C23 C 0.72064(10) 0.5215(3) 0.76136(6) 0.0355(5) Uani 1 1 d . . . . .
H23A H 0.745304 0.616243 0.777491 0.043 Uiso 1 1 calc R . . . .
H23B H 0.746976 0.417384 0.761315 0.043 Uiso 1 1 calc R . . . .
C24 C 0.66845(12) 0.4808(4) 0.78589(8) 0.0569(7) Uani 1 1 d . . . . .
H24A H 0.645683 0.587832 0.789811 0.085 Uiso 1 1 calc GR . . . .
H24B H 0.683770 0.431374 0.815870 0.085 Uiso 1 1 calc GR . . . .
H24C H 0.641513 0.396479 0.768149 0.085 Uiso 1 1 calc GR . . . .
C25 C 0.72855(8) 0.5812(2) 0.61884(6) 0.0260(4) Uani 1 1 d . . . . .
C26 C 0.77900(11) 0.8171(3) 0.58990(10) 0.0529(7) Uani 1 1 d . . . . .
H26A H 0.786762 0.744944 0.563661 0.063 Uiso 1 1 calc R . . . .
H26B H 0.815820 0.814425 0.613254 0.063 Uiso 1 1 calc R . . . .
C27 C 0.76495(14) 0.9966(4) 0.57514(14) 0.0864(12) Uani 1 1 d . . . . .
H27A H 0.728252 0.997718 0.552256 0.130 Uiso 1 1 calc GR . . . .
H27B H 0.799262 1.045067 0.561846 0.130 Uiso 1 1 calc GR . . . .
H27C H 0.757939 1.067092 0.601454 0.130 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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
C22 O3 C23 116.24(15) . . ?
C25 O5 C26 115.46(16) . . ?
N2 N1 C1 117.46(14) . . ?
C13 N1 N2 109.10(13) . . ?
C13 N1 C1 122.86(14) . . ?
N1 N2 C7 114.68(14) . . ?
C11 N2 N1 106.08(13) . . ?
C11 N2 C7 121.88(15) . . ?
C2 C1 N1 118.90(16) . . ?
C2 C1 C6 120.73(17) . . ?
C6 C1 N1 120.37(16) . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.32(18) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.55(18) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.90(18) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.20(18) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 120.4 . . ?
C5 C6 C1 119.29(18) . . ?
C5 C6 H6 120.4 . . ?
N2 C7 H7A 109.0 . . ?
N2 C7 H7B 109.0 . . ?
N2 C7 C8 112.76(16) . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8 118.0 . . ?
C9 C8 C7 124.0(2) . . ?
C9 C8 H8 118.0 . . ?
C8 C9 H9A 120.0 . . ?
C8 C9 H9B 120.0 . . ?
H9A C9 H9B 120.0 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
N2 C11 C10 120.10(16) . . ?
C12 C11 N2 111.02(15) . . ?
C12 C11 C10 128.88(16) . . ?
C11 C12 C13 107.57(15) . . ?
C11 C12 C14 125.99(16) . . ?
C13 C12 C14 126.14(16) . . ?
O1 C13 N1 122.99(15) . . ?
O1 C13 C12 131.46(16) . . ?
N1 C13 C12 105.53(15) . . ?
C12 C14 H14 107.0 . . ?
C12 C14 C15 113.25(14) . . ?
C12 C14 C21 110.95(14) . . ?
C15 C14 H14 107.0 . . ?
C15 C14 C21 111.38(14) . . ?
C21 C14 H14 107.0 . . ?
C16 C15 C14 121.57(16) . . ?
C20 C15 C14 120.17(16) . . ?
C20 C15 C16 118.25(17) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.67(18) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.23(19) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.86(18) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.16(19) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.81(19) . . ?
C19 C20 H20 119.6 . . ?
C14 C21 H21 109.7 . . ?
C22 C21 C14 110.83(15) . . ?
C22 C21 H21 109.7 . . ?
C22 C21 C25 107.22(14) . . ?
C25 C21 C14 109.79(14) . . ?
C25 C21 H21 109.7 . . ?
O2 C22 O3 124.51(17) . . ?
O2 C22 C21 124.66(17) . . ?
O3 C22 C21 110.82(15) . . ?
O3 C23 H23A 109.4 . . ?
O3 C23 H23B 109.4 . . ?
O3 C23 C24 111.06(18) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O4 C25 O5 124.25(17) . . ?
O4 C25 C21 123.85(17) . . ?
O5 C25 C21 111.90(15) . . ?
O5 C26 H26A 110.2 . . ?
O5 C26 H26B 110.2 . . ?
O5 C26 C27 107.6(2) . . ?
H26A C26 H26B 108.5 . . ?
C27 C26 H26A 110.2 . . ?
C27 C26 H26B 110.2 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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
O1 C13 1.233(2) . ?
O2 C22 1.202(2) . ?
O3 C22 1.333(2) . ?
O3 C23 1.463(2) . ?
O4 C25 1.202(2) . ?
O5 C25 1.327(2) . ?
O5 C26 1.457(2) . ?
N1 N2 1.412(2) . ?
N1 C1 1.430(2) . ?
N1 C13 1.397(2) . ?
N2 C7 1.474(2) . ?
N2 C11 1.375(2) . ?
C1 C2 1.379(3) . ?
C1 C6 1.389(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.492(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.305(3) . ?
C9 H9A 0.9500 . ?
C9 H9B 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 C11 1.488(2) . ?
C11 C12 1.357(2) . ?
C12 C13 1.442(2) . ?
C12 C14 1.504(2) . ?
C14 H14 1.0000 . ?
C14 C15 1.524(2) . ?
C14 C21 1.546(2) . ?
C15 C16 1.391(3) . ?
C15 C20 1.389(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.376(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.373(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(3) . ?
C20 H20 0.9500 . ?
C21 H21 1.0000 . ?
C21 C22 1.515(2) . ?
C21 C25 1.516(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.487(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.466(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
N1 N2 C7 C8 71.3(2) . . . . ?
N1 N2 C11 C10 -173.95(16) . . . . ?
N1 N2 C11 C12 7.0(2) . . . . ?
N1 C1 C2 C3 -179.56(17) . . . . ?
N1 C1 C6 C5 -179.94(17) . . . . ?
N2 N1 C1 C2 -145.63(17) . . . . ?
N2 N1 C1 C6 34.3(2) . . . . ?
N2 N1 C13 O1 -171.39(16) . . . . ?
N2 N1 C13 C12 7.01(18) . . . . ?
N2 C7 C8 C9 120.2(2) . . . . ?
N2 C11 C12 C13 -2.8(2) . . . . ?
N2 C11 C12 C14 171.30(16) . . . . ?
C1 N1 N2 C7 68.0(2) . . . . ?
C1 N1 N2 C11 -154.48(15) . . . . ?
C1 N1 C13 O1 -27.8(3) . . . . ?
C1 N1 C13 C12 150.58(15) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
C7 N2 C11 C10 -40.2(2) . . . . ?
C7 N2 C11 C12 140.74(17) . . . . ?
C10 C11 C12 C13 178.33(18) . . . . ?
C10 C11 C12 C14 -7.6(3) . . . . ?
C11 N2 C7 C8 -58.8(2) . . . . ?
C11 C12 C13 O1 175.51(18) . . . . ?
C11 C12 C13 N1 -2.69(19) . . . . ?
C11 C12 C14 C15 106.9(2) . . . . ?
C11 C12 C14 C21 -126.97(18) . . . . ?
C12 C14 C15 C16 48.0(2) . . . . ?
C12 C14 C15 C20 -132.04(18) . . . . ?
C12 C14 C21 C22 61.09(18) . . . . ?
C12 C14 C21 C25 179.36(14) . . . . ?
C13 N1 N2 C7 -146.19(15) . . . . ?
C13 N1 N2 C11 -8.68(18) . . . . ?
C13 N1 C1 C2 73.6(2) . . . . ?
C13 N1 C1 C6 -106.5(2) . . . . ?
C13 C12 C14 C15 -80.1(2) . . . . ?
C13 C12 C14 C21 46.0(2) . . . . ?
C14 C12 C13 O1 1.5(3) . . . . ?
C14 C12 C13 N1 -176.73(15) . . . . ?
C14 C15 C16 C17 -179.42(18) . . . . ?
C14 C15 C20 C19 179.38(17) . . . . ?
C14 C21 C22 O2 20.8(3) . . . . ?
C14 C21 C22 O3 -160.19(14) . . . . ?
C14 C21 C25 O4 -60.5(2) . . . . ?
C14 C21 C25 O5 118.71(16) . . . . ?
C15 C14 C21 C22 -171.76(14) . . . . ?
C15 C14 C21 C25 -53.49(18) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C15 C20 C19 -0.7(3) . . . . ?
C16 C17 C18 C19 -1.2(3) . . . . ?
C17 C18 C19 C20 1.2(3) . . . . ?
C18 C19 C20 C15 -0.2(3) . . . . ?
C20 C15 C16 C17 0.6(3) . . . . ?
C21 C14 C15 C16 -77.9(2) . . . . ?
C21 C14 C15 C20 102.07(19) . . . . ?
C22 O3 C23 C24 -87.6(2) . . . . ?
C22 C21 C25 O4 60.0(2) . . . . ?
C22 C21 C25 O5 -120.81(17) . . . . ?
C23 O3 C22 O2 1.8(3) . . . . ?
C23 O3 C22 C21 -177.29(15) . . . . ?
C25 O5 C26 C27 172.0(2) . . . . ?
C25 C21 C22 O2 -99.1(2) . . . . ?
C25 C21 C22 O3 79.99(18) . . . . ?
C26 O5 C25 O4 2.0(3) . . . . ?
C26 O5 C25 C21 -177.19(18) . . . . ?
