#------------------------------------------------------------------------------
#$Date: 2023-09-07 04:08:48 +0300 (Thu, 07 Sep 2023) $
#$Revision: 286258 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/73/7247340.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_7247340
loop_
_publ_author_name
'Rana, Manish'
'Hungyo, Hungharla'
'Parashar, Palak'
'Ahmad, Shaban'
'Mehandi, Rabiya'
'Tandon, Vibha'
'Raza, Khalid'
'Assiri, Mohammed A.'
'Ali, Tarik E.'
'El-Bahy, Zeinhom M.'
Rahisuddin,
_publ_section_title
;
 Design, synthesis, X-ray crystal structures, anticancer, DNA binding, and
 molecular modelling studies of pyrazole--pyrazoline hybrid derivatives
;
_journal_issue                   38
_journal_name_full               'RSC Advances'
_journal_page_first              26766
_journal_page_last               26779
_journal_paper_doi               10.1039/D3RA04873J
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C23 H18 N2 O2'
_chemical_formula_sum            'C23 H18 N2 O2'
_chemical_formula_weight         354.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-12-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-01-12 deposited with the CCDC.	2023-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.0921(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.54552(17)
_cell_length_b                   7.38135(7)
_cell_length_c                   22.77667(19)
_cell_measurement_reflns_used    12981
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.9110
_cell_measurement_theta_min      2.2770
_cell_volume                     3554.62(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.9940
_diffrn_measured_fraction_theta_max 0.9940
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            36401
_diffrn_reflns_theta_full        68.1601
_diffrn_reflns_theta_max         68.16
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.683
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3244
_exptl_crystal_description       needle
_exptl_crystal_F_000             1492.6451
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.1849
_refine_diff_density_min         -0.1355
_refine_diff_density_rms         0.0311
_refine_ls_d_res_high            0.8305
_refine_ls_d_res_low             17.0884
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0325
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     490
_refine_ls_number_reflns         6446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0325
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0537P)²+0.5531P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1031
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -25
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              -16
_reflns_number_gt                5533
_reflns_number_total             6446
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3ra04873j2.cif
_cod_data_source_block           SC-4_SC-4
_cod_database_code               7247340
_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:
 C7(H7), C6(H6), C4(H4), C3(H3), C17(H17), C16(H16), C14(H14), C13(H13),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C30(H30), C29(H29), C27(H27),
  C26(H26), C40(H40), C39(H39), C37(H37), C36(H36), C46(H46), C45(H45),
 C44(H44), C43(H43), C42(H42), C11(H11), C34(H34), C10(H10), C33(H33)
2.b Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C24(H24a,H24b,H24c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
O1 O 0.78066(4) 0.19554(14) 0.85594(4) 0.0581(3) Uani 1.000000 .
O3 O -0.02113(5) 0.24232(16) 0.43273(4) 0.0683(3) Uani 1.000000 .
O2 O 0.42084(4) 0.27394(17) 0.72126(5) 0.0711(3) Uani 1.000000 .
N2 N 0.57822(4) 0.23179(15) 0.60974(4) 0.0443(2) Uani 1.000000 .
N1 N 0.51811(4) 0.24466(14) 0.57642(4) 0.0435(2) Uani 1.000000 .
N4 N 0.17537(4) 0.39565(15) 0.67670(4) 0.0465(3) Uani 1.000000 .
N3 N 0.23507(4) 0.41833(15) 0.70999(4) 0.0450(2) Uani 1.000000 .
O4 O 0.33252(4) 0.41262(18) 0.56454(4) 0.0762(3) Uani 1.000000 .
C5 C 0.62507(5) 0.21549(17) 0.71590(5) 0.0418(3) Uani 1.000000 .
C8 C 0.57036(5) 0.23060(17) 0.66622(5) 0.0418(3) Uani 1.000000 .
C31 C 0.18334(5) 0.39291(17) 0.62041(5) 0.0442(3) Uani 1.000000 .
C4 C 0.68319(5) 0.29409(19) 0.71236(5) 0.0473(3) Uani 1.000000 .
C12 C 0.50880(5) 0.25054(17) 0.51282(5) 0.0426(3) Uani 1.000000 .
C28 C 0.12912(5) 0.36377(18) 0.57120(5) 0.0450(3) Uani 1.000000 .
C35 C 0.24367(5) 0.42006(17) 0.77361(5) 0.0441(3) Uani 1.000000 .
C2 C 0.72778(6) 0.19681(18) 0.81187(5) 0.0451(3) Uani 1.000000 .
C6 C 0.62064(6) 0.12470(19) 0.76805(5) 0.0488(3) Uani 1.000000 .
C14 C 0.54867(6) 0.30950(19) 0.42400(6) 0.0486(3) Uani 1.000000 .
C11 C 0.47418(6) 0.25218(17) 0.61074(5) 0.0456(3) Uani 1.000000 .
C15 C 0.49108(6) 0.26150(17) 0.38815(5) 0.0443(3) Uani 1.000000 .
C13 C 0.55746(6) 0.30615(19) 0.48551(5) 0.0479(3) Uani 1.000000 .
C9 C 0.50515(5) 0.24460(17) 0.66913(5) 0.0441(3) Uani 1.000000 .
C3 C 0.73368(6) 0.28549(19) 0.75955(6) 0.0502(3) Uani 1.000000 .
C17 C 0.45099(6) 0.20176(19) 0.47834(6) 0.0485(3) Uani 1.000000 .
C34 C 0.27872(6) 0.43121(18) 0.67562(6) 0.0483(3) Uani 1.000000 .
C38 C 0.25890(5) 0.41883(17) 0.89824(5) 0.0444(3) Uani 1.000000 .
C36 C 0.19410(6) 0.46999(19) 0.80039(6) 0.0498(3) Uani 1.000000 .
C32 C 0.24808(6) 0.41528(18) 0.61720(5) 0.0464(3) Uani 1.000000 .
C29 C 0.08034(6) 0.24641(18) 0.57838(6) 0.0482(3) Uani 1.000000 .
C41 C 0.26640(6) 0.41764(17) 0.96448(5) 0.0458(3) Uani 1.000000 .
C27 C 0.12494(6) 0.44797(19) 0.51608(6) 0.0520(3) Uani 1.000000 .
C40 C 0.30130(6) 0.36947(19) 0.80843(6) 0.0505(3) Uani 1.000000 .
C26 C 0.07573(6) 0.4119(2) 0.46878(6) 0.0539(3) Uani 1.000000 .
C7 C 0.67103(6) 0.11490(19) 0.81589(5) 0.0506(3) Uani 1.000000 .
C18 C 0.48266(6) 0.26934(17) 0.32194(5) 0.0466(3) Uani 1.000000 .
C39 C 0.30825(6) 0.36967(19) 0.86990(6) 0.0494(3) Uani 1.000000 .
C37 C 0.20202(6) 0.46922(19) 0.86194(6) 0.0505(3) Uani 1.000000 .
C16 C 0.44233(6) 0.20885(18) 0.41675(6) 0.0483(3) Uani 1.000000 .
C25 C 0.02868(6) 0.2912(2) 0.47650(6) 0.0509(3) Uani 1.000000 .
C23 C 0.42560(6) 0.32274(19) 0.28648(6) 0.0527(3) Uani 1.000000 .
C10 C 0.47702(6) 0.2742(2) 0.72118(6) 0.0522(3) Uani 1.000000 .
C30 C 0.03068(6) 0.2122(2) 0.53205(6) 0.0523(3) Uani 1.000000 .
C42 C 0.32466(6) 0.4484(2) 1.00175(6) 0.0574(4) Uani 1.000000 .
C46 C 0.21480(6) 0.3884(2) 0.99179(6) 0.0565(3) Uani 1.000000 .
C33 C 0.27704(6) 0.3956(2) 0.56543(6) 0.0574(4) Uani 1.000000 .
C19 C 0.53216(7) 0.2272(2) 0.29331(6) 0.0597(4) Uani 1.000000 .
C45 C 0.22047(7) 0.3901(2) 1.05308(6) 0.0624(4) Uani 1.000000 .
C22 C 0.41915(7) 0.3361(2) 0.22536(6) 0.0642(4) Uani 1.000000 .
C44 C 0.27844(7) 0.4201(2) 1.08921(6) 0.0655(4) Uani 1.000000 .
C43 C 0.33042(7) 0.4496(2) 1.06318(6) 0.0680(4) Uani 1.000000 .
C21 C 0.46918(8) 0.2942(2) 0.19773(6) 0.0681(4) Uani 1.000000 .
C20 C 0.52560(8) 0.2387(2) 0.23196(7) 0.0681(4) Uani 1.000000 .
C1 C 0.77528(8) 0.1201(2) 0.91225(6) 0.0699(4) Uani 1.000000 .
C24 C -0.02091(8) 0.3019(3) 0.37372(7) 0.0832(6) Uani 1.000000 .
H7 H 0.66674(6) 0.05356(19) 0.85055(5) 0.0607(4) Uiso 1.000000 R
H6 H 0.58272(6) 0.06864(19) 0.77106(5) 0.0585(4) Uiso 1.000000 R
H4 H 0.68786(5) 0.35337(19) 0.67744(5) 0.0568(4) Uiso 1.000000 R
H3 H 0.77191(6) 0.33937(19) 0.75635(6) 0.0603(4) Uiso 1.000000 R
H17 H 0.41813(6) 0.16437(19) 0.49666(6) 0.0582(4) Uiso 1.000000 R
H16 H 0.40320(6) 0.17790(18) 0.39390(6) 0.0580(4) Uiso 1.000000 R
H14 H 0.58198(6) 0.34466(19) 0.40595(6) 0.0584(4) Uiso 1.000000 R
H13 H 0.59602(6) 0.34121(19) 0.50855(5) 0.0575(4) Uiso 1.000000 R
H19 H 0.57067(7) 0.1903(2) 0.31603(6) 0.0717(4) Uiso 1.000000 R
H20 H 0.55936(8) 0.2090(2) 0.21377(7) 0.0817(5) Uiso 1.000000 R
H21 H 0.46467(8) 0.3034(2) 0.15641(6) 0.0817(5) Uiso 1.000000 R
H22 H 0.38084(7) 0.3736(2) 0.20241(6) 0.0770(5) Uiso 1.000000 R
H23 H 0.39137(6) 0.34975(19) 0.30435(6) 0.0632(4) Uiso 1.000000 R
H30 H -0.00181(6) 0.1355(2) 0.53801(6) 0.0628(4) Uiso 1.000000 R
H29 H 0.08148(6) 0.19041(18) 0.61515(6) 0.0578(4) Uiso 1.000000 R
H27 H 0.15597(6) 0.53066(19) 0.51081(6) 0.0624(4) Uiso 1.000000 R
H26 H 0.07425(6) 0.4684(2) 0.43204(6) 0.0647(4) Uiso 1.000000 R
H40 H 0.33483(6) 0.33582(19) 0.79046(6) 0.0606(4) Uiso 1.000000 R
H39 H 0.34692(6) 0.33611(19) 0.89307(6) 0.0593(4) Uiso 1.000000 R
H37 H 0.16837(6) 0.50337(19) 0.87966(6) 0.0606(4) Uiso 1.000000 R
H36 H 0.15554(6) 0.50398(19) 0.77710(6) 0.0597(4) Uiso 1.000000 R
H46 H 0.17533(6) 0.3670(2) 0.96797(6) 0.0678(4) Uiso 1.000000 R
H45 H 0.18505(7) 0.3709(2) 1.07003(6) 0.0749(5) Uiso 1.000000 R
H44 H 0.28259(7) 0.4205(2) 1.13061(6) 0.0785(5) Uiso 1.000000 R
H43 H 0.36974(7) 0.4706(2) 1.08732(6) 0.0816(5) Uiso 1.000000 R
H42 H 0.36019(6) 0.4683(2) 0.98505(6) 0.0689(4) Uiso 1.000000 R
H11 H 0.43069(6) 0.26094(17) 0.59738(5) 0.0547(4) Uiso 1.000000 R
H34 H 0.32192(6) 0.44791(18) 0.68890(6) 0.0579(4) Uiso 1.000000 R
H10 H 0.50429(6) 0.2950(2) 0.75746(6) 0.0626(4) Uiso 1.000000 R
H33 H 0.25043(6) 0.3671(2) 0.52941(6) 0.0689(4) Uiso 1.000000 R
H1a H 0.7639(6) -0.0055(5) 0.90722(11) 0.1048(7) Uiso 1.000000 GR
H1b H 0.81503(18) 0.1310(15) 0.93954(18) 0.1048(7) Uiso 1.000000 GR
H1c H 0.7432(4) 0.1839(11) 0.9280(3) 0.1048(7) Uiso 1.000000 GR
H24a H -0.0553(4) 0.2462(14) 0.34666(10) 0.1248(8) Uiso 1.000000 GR
H24b H -0.0257(6) 0.4312(4) 0.37176(15) 0.1248(8) Uiso 1.000000 GR
H24c H 0.0184(3) 0.2689(16) 0.3627(2) 0.1248(8) Uiso 1.000000 GR
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C1 O1 C2 117.64(11) . . ?
C24 O3 C25 117.74(12) . . ?
C8 N2 N1 104.65(9) . . ?
C12 N1 N2 119.84(9) . . ?
C11 N1 N2 112.20(10) . . ?
C11 N1 C12 127.96(10) . . ?
C31 N4 N3 104.72(9) . . ?
C35 N3 N4 119.19(9) . . ?
C34 N3 N4 112.03(10) . . ?
C34 N3 C35 128.75(10) . . ?
C4 C5 C8 121.22(11) . . ?
C6 C5 C8 121.28(11) . . ?
C6 C5 C4 117.50(11) . . ?
C5 C8 N2 120.78(10) . . ?
C9 C8 N2 110.82(10) . . ?
C9 C8 C5 128.41(11) . . ?
C28 C31 N4 120.49(10) . . ?
C32 C31 N4 111.05(10) . . ?
C32 C31 C28 128.44(11) . . ?
C3 C4 C5 121.25(11) . . ?
H4 C4 C5 119.37(7) . . ?
H4 C4 C3 119.37(7) . . ?
C13 C12 N1 119.80(10) . . ?
C17 C12 N1 120.24(11) . . ?
C17 C12 C13 119.96(11) . . ?
C29 C28 C31 120.47(11) . . ?
C27 C28 C31 121.84(11) . . ?
C27 C28 C29 117.68(11) . . ?
C36 C35 N3 119.49(10) . . ?
C40 C35 N3 120.33(11) . . ?
C40 C35 C36 120.18(11) . . ?
C3 C2 O1 115.68(11) . . ?
C7 C2 O1 124.85(11) . . ?
C7 C2 C3 119.46(11) . . ?
C7 C6 C5 121.88(11) . . ?
H6 C6 C5 119.06(7) . . ?
H6 C6 C7 119.06(7) . . ?
C13 C14 C15 121.61(11) . . ?
H14 C14 C15 119.20(7) . . ?
H14 C14 C13 119.20(7) . . ?
C9 C11 N1 107.33(10) . . ?
H11 C11 N1 126.33(7) . . ?
H11 C11 C9 126.33(7) . . ?
C18 C15 C14 120.41(11) . . ?
C16 C15 C14 117.60(11) . . ?
C16 C15 C18 121.98(11) . . ?
C14 C13 C12 119.74(11) . . ?
H13 C13 C12 120.13(7) . . ?
H13 C13 C14 120.13(7) . . ?
C11 C9 C8 104.99(10) . . ?
C10 C9 C8 128.43(11) . . ?
C10 C9 C11 125.90(11) . . ?
C2 C3 C4 120.24(11) . . ?
H3 C3 C4 119.88(7) . . ?
H3 C3 C2 119.88(7) . . ?
C16 C17 C12 119.81(11) . . ?
H17 C17 C12 120.10(7) . . ?
H17 C17 C16 120.10(7) . . ?
C32 C34 N3 107.48(10) . . ?
H34 C34 N3 126.26(7) . . ?
H34 C34 C32 126.26(7) . . ?
C39 C38 C41 121.67(11) . . ?
C37 C38 C41 121.09(11) . . ?
C37 C38 C39 117.24(11) . . ?
C37 C36 C35 119.60(11) . . ?
H36 C36 C35 120.20(7) . . ?
H36 C36 C37 120.20(7) . . ?
C34 C32 C31 104.72(11) . . ?
C33 C32 C31 127.83(12) . . ?
C33 C32 C34 126.73(11) . . ?
C30 C29 C28 121.13(12) . . ?
H29 C29 C28 119.44(7) . . ?
H29 C29 C30 119.44(8) . . ?
C42 C41 C38 121.83(11) . . ?
C46 C41 C38 120.97(11) . . ?
C46 C41 C42 117.19(12) . . ?
C26 C27 C28 121.64(12) . . ?
H27 C27 C28 119.18(7) . . ?
H27 C27 C26 119.18(8) . . ?
C39 C40 C35 119.32(11) . . ?
H40 C40 C35 120.34(7) . . ?
H40 C40 C39 120.34(7) . . ?
C25 C26 C27 119.62(12) . . ?
H26 C26 C27 120.19(8) . . ?
H26 C26 C25 120.19(8) . . ?
C6 C7 C2 119.65(11) . . ?
H7 C7 C2 120.18(7) . . ?
H7 C7 C6 120.18(7) . . ?
C23 C18 C15 121.48(11) . . ?
C19 C18 C15 120.89(11) . . ?
C19 C18 C23 117.62(12) . . ?
C40 C39 C38 121.79(11) . . ?
H39 C39 C38 119.10(7) . . ?
H39 C39 C40 119.10(7) . . ?
C36 C37 C38 121.87(11) . . ?
H37 C37 C38 119.07(7) . . ?
H37 C37 C36 119.07(7) . . ?
C17 C16 C15 121.27(11) . . ?
H16 C16 C15 119.37(7) . . ?
H16 C16 C17 119.37(7) . . ?
C26 C25 O3 124.66(12) . . ?
C30 C25 O3 115.94(12) . . ?
C30 C25 C26 119.40(12) . . ?
C22 C23 C18 120.90(13) . . ?
H23 C23 C18 119.55(8) . . ?
H23 C23 C22 119.55(8) . . ?
C9 C10 O2 125.24(13) . . ?
H10 C10 O2 117.38(8) . . ?
H10 C10 C9 117.38(7) . . ?
C25 C30 C29 120.44(12) . . ?
H30 C30 C29 119.78(8) . . ?
H30 C30 C25 119.78(8) . . ?
C43 C42 C41 120.92(13) . . ?
H42 C42 C41 119.54(8) . . ?
H42 C42 C43 119.54(8) . . ?
C45 C46 C41 121.92(12) . . ?
H46 C46 C41 119.04(8) . . ?
H46 C46 C45 119.04(8) . . ?
C32 C33 O4 126.05(13) . . ?
H33 C33 O4 116.97(8) . . ?
H33 C33 C32 116.97(7) . . ?
C20 C19 C18 121.57(13) . . ?
H19 C19 C18 119.22(8) . . ?
H19 C19 C20 119.22(9) . . ?
C44 C45 C46 120.08(13) . . ?
H45 C45 C46 119.96(8) . . ?
H45 C45 C44 119.96(8) . . ?
C21 C22 C23 120.55(13) . . ?
H22 C22 C23 119.73(8) . . ?
H22 C22 C21 119.73(8) . . ?
C43 C44 C45 119.11(13) . . ?
H44 C44 C45 120.44(8) . . ?
H44 C44 C43 120.44(8) . . ?
C44 C43 C42 120.76(13) . . ?
H43 C43 C42 119.62(8) . . ?
H43 C43 C44 119.62(8) . . ?
C20 C21 C22 119.35(13) . . ?
H21 C21 C22 120.32(8) . . ?
H21 C21 C20 120.32(9) . . ?
C21 C20 C19 120.01(14) . . ?
H20 C20 C19 120.00(9) . . ?
H20 C20 C21 120.00(9) . . ?
H1a C1 O1 109.5 . . ?
H1b C1 O1 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 O1 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
H24a C24 O3 109.5 . . ?
H24b C24 O3 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 O3 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 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 C2 1.3660(14) . ?
O1 C1 1.4233(17) . ?
O3 C25 1.3651(15) . ?
O3 C24 1.4151(18) . ?
O2 C10 1.2107(15) . ?
N2 N1 1.3727(13) . ?
N2 C8 1.3295(15) . ?
N1 C12 1.4243(15) . ?
N1 C11 1.3395(15) . ?
N4 N3 1.3721(13) . ?
N4 C31 1.3260(15) . ?
N3 C35 1.4251(15) . ?
N3 C34 1.3377(16) . ?
O4 C33 1.2061(15) . ?
C5 C8 1.4727(16) . ?
C5 C4 1.3965(16) . ?
C5 C6 1.3830(17) . ?
C8 C9 1.4229(16) . ?
C31 C28 1.4709(16) . ?
C31 C32 1.4204(16) . ?
C4 C3 1.3758(17) . ?
C4 H4 0.9300 . ?
C12 C13 1.3804(17) . ?
C12 C17 1.3863(16) . ?
C28 C29 1.3956(17) . ?
C28 C27 1.3882(18) . ?
C35 C36 1.3782(17) . ?
C35 C40 1.3896(17) . ?
C2 C3 1.3867(17) . ?
C2 C7 1.3828(18) . ?
C6 C7 1.3844(17) . ?
C6 H6 0.9300 . ?
C14 C15 1.3934(17) . ?
C14 C13 1.3774(17) . ?
C14 H14 0.9300 . ?
C11 C9 1.3697(17) . ?
C11 H11 0.9300 . ?
C15 C18 1.4849(17) . ?
C15 C16 1.3936(18) . ?
C13 H13 0.9300 . ?
C9 C10 1.4481(17) . ?
C3 H3 0.9300 . ?
C17 C16 1.3801(17) . ?
C17 H17 0.9300 . ?
C34 C32 1.3718(17) . ?
C34 H34 0.9300 . ?
C38 C41 1.4862(17) . ?
C38 C39 1.3939(17) . ?
C38 C37 1.3908(17) . ?
C36 C37 1.3792(17) . ?
C36 H36 0.9300 . ?
C32 C33 1.4437(18) . ?
C29 C30 1.3739(17) . ?
C29 H29 0.9300 . ?
C41 C42 1.3919(17) . ?
C41 C46 1.3912(18) . ?
C27 C26 1.3842(18) . ?
C27 H27 0.9300 . ?
C40 C39 1.3791(17) . ?
C40 H40 0.9300 . ?
C26 C25 1.3862(19) . ?
C26 H26 0.9300 . ?
C7 H7 0.9300 . ?
C18 C23 1.3917(17) . ?
C18 C19 1.3883(18) . ?
C39 H39 0.9300 . ?
C37 H37 0.9300 . ?
C16 H16 0.9300 . ?
C25 C30 1.3864(19) . ?
C23 C22 1.3759(18) . ?
C23 H23 0.9300 . ?
C10 H10 0.9300 . ?
C30 H30 0.9300 . ?
C42 C43 1.3807(19) . ?
C42 H42 0.9300 . ?
C46 C45 1.3777(19) . ?
C46 H46 0.9300 . ?
C33 H33 0.9300 . ?
C19 C20 1.3799(19) . ?
C19 H19 0.9300 . ?
C45 C44 1.375(2) . ?
C45 H45 0.9300 . ?
C22 C21 1.384(2) . ?
C22 H22 0.9300 . ?
C44 C43 1.382(2) . ?
C44 H44 0.9300 . ?
C43 H43 0.9300 . ?
C21 C20 1.374(2) . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
