#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:43:41 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258111 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/02/7240246.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_7240246
loop_
_publ_author_name
'El-Harairy, Ahmed'
'Shaheen, Mennatallah'
'Li, Jun'
'Wu, Yuzhou'
'Li, Minghao'
'Gu, Yanlong'
_publ_section_title
;
 Synthesis of α-indolylacrylates as potential anticancer agents using a
 Brønsted acid ionic liquid catalyst and the butyl acetate solvent
;
_journal_issue                   23
_journal_name_full               'RSC Advances'
_journal_page_first              13507
_journal_page_last               13516
_journal_paper_doi               10.1039/D0RA00990C
_journal_volume                  10
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C28 H30 N2 O4'
_chemical_formula_sum            'C28 H30 N2 O4'
_chemical_formula_weight         458.54
_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             2019-04-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-29 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.819(13)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.179(2)
_cell_length_b                   8.8178(15)
_cell_length_c                   17.233(2)
_cell_measurement_reflns_used    4180
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      27.8020
_cell_measurement_theta_min      2.3360
_cell_volume                     2387.4(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  14.00   1.00    7.50    --  -11.74 -99.00 -30.00   29
  2  ω    -76.00  15.00   1.00    7.50    --  -11.74 -57.00  30.00   91
  3  ω    -35.00  61.00   1.00    7.50    --  -11.74  57.00-180.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0448659000
_diffrn_orient_matrix_UB_12      -0.0024627000
_diffrn_orient_matrix_UB_13      -0.0144229000
_diffrn_orient_matrix_UB_21      0.0013942000
_diffrn_orient_matrix_UB_22      -0.0803780000
_diffrn_orient_matrix_UB_23      0.0010856000
_diffrn_orient_matrix_UB_31      -0.0048222000
_diffrn_orient_matrix_UB_32      0.0014016000
_diffrn_orient_matrix_UB_33      0.0398478000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0860
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11382
_diffrn_reflns_point_group_measured_fraction_full 0.862
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        24.990
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_min         2.434
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.043
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            bronze
_exptl_crystal_density_diffrn    0.638
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details
;
 Flack x determined using 1817 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         7256
_refine_ls_number_restraints     109
_refine_ls_restrained_S_all      1.309
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0732
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0829P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1990
_refine_ls_wR_factor_ref         0.2059
_reflns_Friedel_coverage         0.610
_reflns_Friedel_fraction_full    0.704
_reflns_Friedel_fraction_max     0.704
_reflns_number_gt                6367
_reflns_number_total             7256
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ra00990c2.cif
_cod_data_source_block           exp_1776
_cod_depositor_comments          'Adding full bibliography for 7240246.cif.'
_cod_original_cell_volume        2387.3(6)
_cod_database_code               7240246
_shelx_shelxl_version_number     2018/3
_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   0.995
_shelx_estimated_absorpt_t_min   0.994
_reflns_odcompleteness_completeness 99.92
_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. Rigid bond restraints
 C1, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C23, C24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O2, C12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C16, C7
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N1, C7, C11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C1, C8, C9, C10
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C2, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.004
C23 \\sim C24: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
O2 \\sim C12: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
C16 \\sim C17: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
N1 \\sim C7 \\sim C11: within 2A with sigma of 0.002 and sigma for terminal
atoms of 0.004
C1 \\sim C8 \\sim C9 \\sim C10: within 2A with sigma of 0.002 and sigma for
terminal atoms of 0.004
C2 \\sim C3: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C6) \\sim Ueq, Uanis(C0AA) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(C7) \\sim Ueq, Uanis(C23) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(C8) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C28) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C10) = Uanis(C11) = Uanis(C12) = Uanis(C13) = Uanis(C14)
Uanis(O1) = Uanis(C12)
Uanis(N1) = Uanis(C6)
Uanis(N2) = Uanis(C16)
Uanis(C1) = Uanis(C6)
Uanis(C3) = Uanis(C4)
Uanis(C9) = Uanis(C25)
Uanis(C17) = Uanis(C18) = Uanis(C19) = Uanis(C20)
Uanis(N2) = Uanis(C22)
Uanis(O2) = Uanis(C23)
Uanis(C4) = Uanis(C5)
Uanis(C7) = Uanis(C11)
Uanis(C9) = Uanis(C10)
Uanis(O2) = Uanis(C12)
Uanis(O4) = Uanis(C25)
Uanis(C5) = Uanis(C6)
Uanis(C13) = Uanis(C17)
Uanis(C26) = Uanis(C27)
4.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C26(H26A,H26B), C23(H23A,H23B)
4.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C14(H14), C20(H20), C5(H5), C19(H19), C2(H2), C21(H21), C3(H3),
 C4(H4)
4.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C22(H22A,H22B,H22C), C0AA(H0AA,H0AB,H0AC), C27(H27A,H27B,
 H27C), C24(H24A,H24B,H24C)
;
_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 1.920
_oxdiff_exptl_absorpt_empirical_full_min 0.625
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
O4 O 0.8804(2) 0.1679(4) 0.8242(2) 0.0399(3) Uani 1 1 d . . . . .
O1 O 0.7511(2) 0.7250(5) 0.7942(2) 0.0399(3) Uani 1 1 d . . . . .
O3 O 0.8456(2) 0.3883(5) 0.7663(2) 0.0552(11) Uani 1 1 d . . . . .
O2 O 0.8342(2) 0.6286(4) 0.8972(2) 0.0399(3) Uani 1 1 d . U . . .
N1 N 0.7530(3) 0.4201(6) 1.0135(3) 0.0455(5) Uani 1 1 d . U . . .
C8 C 0.7520(3) 0.2714(7) 0.9102(3) 0.0369(8) Uani 1 1 d . U . . .
N2 N 0.5208(3) 0.7825(6) 0.8747(3) 0.0473(7) Uani 1 1 d . . . . .
C7 C 0.7346(3) 0.4126(7) 0.9328(3) 0.0399(3) Uani 1 1 d . U . . .
C13 C 0.6216(3) 0.6012(7) 0.8730(3) 0.0399(3) Uani 1 1 d . . . . .
C18 C 0.5282(3) 0.3794(7) 0.9092(3) 0.0399(3) Uani 1 1 d . . . . .
H18 H 0.566177 0.301124 0.907070 0.048 Uiso 1 1 calc R . . . .
C6 C 0.7826(3) 0.2791(7) 1.0427(3) 0.0455(5) Uani 1 1 d . U . . .
C16 C 0.4882(3) 0.6469(7) 0.8922(3) 0.0473(7) Uani 1 1 d . U . . .
C17 C 0.5479(3) 0.5275(7) 0.8925(3) 0.0399(3) Uani 1 1 d . U . . .
C1 C 0.7802(3) 0.1834(7) 0.9778(3) 0.0455(5) Uani 1 1 d . U . . .
C14 C 0.6057(3) 0.7546(7) 0.8666(3) 0.0399(3) Uani 1 1 d . . . . .
H14 H 0.643830 0.828234 0.858407 0.048 Uiso 1 1 calc R . . . .
C12 C 0.7685(3) 0.6398(7) 0.8528(3) 0.0399(3) Uani 1 1 d . U . . .
C11 C 0.7022(3) 0.5244(7) 0.8648(3) 0.0399(3) Uani 1 1 d . U . . .
C10 C 0.6823(3) 0.4002(7) 0.7927(3) 0.0399(3) Uani 1 1 d . U . . .
H10A H 0.623028 0.369795 0.781095 0.048 Uiso 1 1 calc R . . . .
H10B H 0.694125 0.442878 0.744553 0.048 Uiso 1 1 calc R . . . .
C25 C 0.8244(3) 0.2810(7) 0.7979(3) 0.0399(3) Uani 1 1 d . . . . .
C9 C 0.7412(3) 0.2611(7) 0.8214(3) 0.0399(3) Uani 1 1 d . U . . .
C20 C 0.3923(3) 0.4737(7) 0.9257(3) 0.0399(3) Uani 1 1 d . . . . .
H20 H 0.339576 0.455828 0.936553 0.048 Uiso 1 1 calc R . . . .
C26 C 0.9629(3) 0.1836(8) 0.8069(4) 0.0561(13) Uani 1 1 d . . . . .
H26A H 0.990599 0.275532 0.830956 0.067 Uiso 1 1 calc R . . . .
H26B H 0.957214 0.188744 0.749614 0.067 Uiso 1 1 calc R . . . .
C5 C 0.8087(3) 0.2304(7) 1.1263(3) 0.0455(5) Uani 1 1 d . . . . .
H5 H 0.800877 0.292537 1.167592 0.055 Uiso 1 1 calc R . . . .
C28 C 0.6941(3) 0.1084(6) 0.7795(3) 0.0369(12) Uani 1 1 d . U . . .
H28A H 0.720764 0.020838 0.807920 0.055 Uiso 1 1 calc GR . . . .
H28B H 0.698744 0.103619 0.725018 0.055 Uiso 1 1 calc GR . . . .
H28C H 0.635157 0.110856 0.780769 0.055 Uiso 1 1 calc GR . . . .
C22 C 0.4796(3) 0.9314(7) 0.8715(3) 0.0473(7) Uani 1 1 d . . . . .
H22A H 0.428421 0.931705 0.829591 0.071 Uiso 1 1 calc GR . . . .
H22B H 0.517584 1.008267 0.861144 0.071 Uiso 1 1 calc GR . . . .
H22C H 0.465820 0.951595 0.921701 0.071 Uiso 1 1 calc GR . . . .
C19 C 0.4496(3) 0.3483(7) 0.9295(3) 0.0399(3) Uani 1 1 d . . . . .
H19 H 0.436096 0.251798 0.944394 0.048 Uiso 1 1 calc R . . . .
C0AA C 0.7358(4) 0.5530(7) 1.0614(3) 0.0462(14) Uani 1 1 d . U . . .
H0AA H 0.767783 0.638950 1.050703 0.069 Uiso 1 1 calc GR . . . .
H0AB H 0.752510 0.528638 1.117247 0.069 Uiso 1 1 calc GR . . . .
H0AC H 0.676178 0.576504 1.046902 0.069 Uiso 1 1 calc GR . . . .
C2 C 0.8085(3) 0.0281(7) 0.9868(3) 0.0476(9) Uani 1 1 d . U . . .
H2 H 0.806072 -0.037172 0.943941 0.057 Uiso 1 1 calc R . . . .
C27 C 1.0183(3) 0.0363(8) 0.8438(4) 0.0561(13) Uani 1 1 d . . . . .
H27A H 1.020074 -0.033856 0.801663 0.084 Uiso 1 1 calc GR . . . .
H27B H 0.992389 -0.011718 0.882116 0.084 Uiso 1 1 calc GR . . . .
H27C H 1.075090 0.067101 0.869601 0.084 Uiso 1 1 calc GR . . . .
C21 C 0.4106(3) 0.6127(7) 0.9077(3) 0.0478(15) Uani 1 1 d . . . . .
H21 H 0.370502 0.689128 0.905411 0.057 Uiso 1 1 calc R . . . .
C3 C 0.8413(3) -0.0164(8) 1.0697(3) 0.0455(5) Uani 1 1 d . U . . .
H3 H 0.860720 -0.115642 1.078787 0.055 Uiso 1 1 calc R . . . .
C4 C 0.8471(3) 0.0814(7) 1.1421(3) 0.0455(5) Uani 1 1 d . . . . .
H4 H 0.873425 0.048836 1.193345 0.055 Uiso 1 1 calc R . . . .
C23 C 0.8992(3) 0.7326(7) 0.8799(3) 0.0399(3) Uani 1 1 d . U . . .
H23A H 0.876800 0.834441 0.869133 0.048 Uiso 1 1 calc R . . . .
H23B H 0.919822 0.697324 0.834639 0.048 Uiso 1 1 calc R . . . .
C24 C 0.9745(4) 0.7272(9) 0.9622(3) 0.0602(15) Uani 1 1 d . U . . .
H24A H 1.026307 0.691603 0.950473 0.090 Uiso 1 1 calc GR . . . .
H24B H 0.958215 0.659663 0.999663 0.090 Uiso 1 1 calc GR . . . .
H24C H 0.983347 0.827028 0.984884 0.090 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
C25 O4 C26 116.0(4) . . ?
C12 O2 C23 113.6(4) . . ?
C7 N1 C6 107.6(5) . . ?
C7 N1 C0AA 125.5(5) . . ?
C6 N1 C0AA 126.6(5) . . ?
C7 C8 C1 108.8(5) . . ?
C7 C8 C9 111.6(5) . . ?
C1 C8 C9 139.4(6) . . ?
C16 N2 C14 107.4(5) . . ?
C16 N2 C22 126.5(4) . . ?
C14 N2 C22 126.0(5) . . ?
N1 C7 C11 135.2(5) . . ?
C8 C7 N1 109.4(5) . . ?
C8 C7 C11 115.4(5) . . ?
C17 C13 C11 126.4(5) . . ?
C14 C13 C17 107.9(4) . . ?
C14 C13 C11 125.7(5) . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.5(5) . . ?
C19 C18 H18 120.2 . . ?
N1 C6 C1 108.1(5) . . ?
N1 C6 C5 127.9(6) . . ?
C1 C6 C5 123.9(6) . . ?
N2 C16 C17 110.5(4) . . ?
C21 C16 N2 130.6(6) . . ?
C21 C16 C17 119.0(6) . . ?
C18 C17 C13 134.6(5) . . ?
C18 C17 C16 120.4(5) . . ?
C16 C17 C13 105.0(5) . . ?
C8 C1 C2 131.0(5) . . ?
C6 C1 C8 106.1(5) . . ?
C6 C1 C2 122.8(5) . . ?
N2 C14 H14 125.5 . . ?
C13 C14 N2 109.0(5) . . ?
C13 C14 H14 125.5 . . ?
O1 C12 C11 119.0(5) . . ?
O2 C12 O1 125.9(5) . . ?
O2 C12 C11 114.7(5) . . ?
C7 C11 C10 96.9(4) . . ?
C13 C11 C7 111.4(4) . . ?
C13 C11 C12 111.5(5) . . ?
C13 C11 C10 110.9(4) . . ?
C12 C11 C7 114.2(4) . . ?
C12 C11 C10 111.2(4) . . ?
C11 C10 H10A 110.3 . . ?
C11 C10 H10B 110.3 . . ?
H10A C10 H10B 108.6 . . ?
C9 C10 C11 107.0(4) . . ?
C9 C10 H10A 110.3 . . ?
C9 C10 H10B 110.3 . . ?
O4 C25 C9 113.2(5) . . ?
O3 C25 O4 120.0(4) . . ?
O3 C25 C9 126.4(5) . . ?
C8 C9 C10 100.9(4) . . ?
C8 C9 C25 111.9(4) . . ?
C8 C9 C28 115.5(4) . . ?
C10 C9 C28 108.9(4) . . ?
C25 C9 C10 109.9(5) . . ?
C25 C9 C28 109.3(4) . . ?
C19 C20 H20 118.3 . . ?
C21 C20 H20 118.3 . . ?
C21 C20 C19 123.4(5) . . ?
O4 C26 H26A 110.3 . . ?
O4 C26 H26B 110.3 . . ?
O4 C26 C27 107.1(5) . . ?
H26A C26 H26B 108.6 . . ?
C27 C26 H26A 110.3 . . ?
C27 C26 H26B 110.3 . . ?
C6 C5 H5 121.3 . . ?
C4 C5 C6 117.3(5) . . ?
C4 C5 H5 121.3 . . ?
C9 C28 H28A 109.5 . . ?
C9 C28 H28B 109.5 . . ?
C9 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C19 C20 116.5(5) . . ?
C18 C19 H19 121.8 . . ?
C20 C19 H19 121.8 . . ?
N1 C0AA H0AA 109.5 . . ?
N1 C0AA H0AB 109.5 . . ?
N1 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C1 C2 H2 123.4 . . ?
C1 C2 C3 113.2(6) . . ?
C3 C2 H2 123.4 . . ?
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 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 121.1(6) . . ?
C20 C21 H21 119.5 . . ?
C2 C3 H3 116.7 . . ?
C2 C3 C4 126.6(6) . . ?
C4 C3 H3 116.7 . . ?
C5 C4 C3 115.2(5) . . ?
C5 C4 H4 122.4 . . ?
C3 C4 H4 122.4 . . ?
O2 C23 H23A 111.1 . . ?
O2 C23 H23B 111.1 . . ?
O2 C23 C24 103.1(4) . . ?
H23A C23 H23B 109.1 . . ?
C24 C23 H23A 111.1 . . ?
C24 C23 H23B 111.1 . . ?
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 . . ?
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
O4 C25 1.351(6) . ?
O4 C26 1.442(6) . ?
O1 C12 1.235(6) . ?
O3 C25 1.182(7) . ?
O2 C12 1.155(6) . ?
O2 C23 1.479(6) . ?
N1 C7 1.352(6) . ?
N1 C6 1.384(8) . ?
N1 C0AA 1.496(7) . ?
C8 C7 1.354(8) . ?
C8 C1 1.384(7) . ?
C8 C9 1.500(7) . ?
N2 C16 1.369(7) . ?
N2 C14 1.434(6) . ?
N2 C22 1.467(7) . ?
C7 C11 1.526(7) . ?
C13 C17 1.465(7) . ?
C13 C14 1.376(8) . ?
C13 C11 1.506(7) . ?
C18 H18 0.9300 . ?
C18 C17 1.391(8) . ?
C18 C19 1.424(6) . ?
C6 C1 1.394(8) . ?
C6 C5 1.465(7) . ?
C16 C17 1.427(8) . ?
C16 C21 1.378(7) . ?
C1 C2 1.441(9) . ?
C14 H14 0.9300 . ?
C12 C11 1.528(7) . ?
C11 C10 1.630(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.559(8) . ?
C25 C9 1.506(6) . ?
C9 C28 1.628(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.434(8) . ?
C20 C21 1.315(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.619(9) . ?
C5 H5 0.9300 . ?
C5 C4 1.452(8) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C19 H19 0.9300 . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.453(7) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C21 H21 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.501(8) . ?
C4 H4 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.635(8) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.759 -0.554 0.500 1312.5 280.2 ?
