#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:58:07 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272746 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/11/7061112.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_7061112
loop_
_publ_author_name
'Todorova, Stanislava E.'
'Rusew, Rusi I.'
'Petkova, Zhanina S.'
'Shivachev, Boris L.'
'Nikolova, Rositsa P.'
'Kurteva, Vanya B.'
_publ_section_title
;
 Acylpyrazolones possessing a heterocyclic moiety in the acyl fragment:
 intramolecular vs. intermolecular zwitterionic structures
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1080
_journal_page_last               1086
_journal_paper_doi               10.1039/D1NJ05458A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C22 H32 Cs N3 O7'
_chemical_formula_sum            'C22 H32 Cs N3 O7'
_chemical_formula_weight         583.41
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-14
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_audit_update_record
;
2021-11-02 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.978(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8674(8)
_cell_length_b                   12.8807(8)
_cell_length_c                   16.3307(11)
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    290
_cell_measurement_theta_max      27.049
_cell_measurement_theta_min      2.957
_cell_volume                     2492.9(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      290
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            76373
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.101
_diffrn_reflns_theta_min         2.015
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.531
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1226 before and 0.0567 after correction.
The Ratio of minimum to maximum transmission is 0.7873.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         5427
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0383
_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)+(0.0533P)²+1.5109P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1106
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4711
_reflns_number_total             5427
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05458a2.cif
_cod_data_source_block           mo_b_0170_0m
_cod_depositor_comments
'Adding full bibliography for 7061108--7061121.cif.'
_cod_database_code               7061112
_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   0.657
_shelx_estimated_absorpt_t_min   0.580
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O1WB) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3. Others
 Sof(H15C)=Sof(H15D)=Sof(H14C)=Sof(H14D)=Sof(O2B)=Sof(Cs1B)=Sof(O1WB)=
 Sof(H1WC)=Sof(H1WD)=1-FVAR(1)
 Sof(Cs1A)=Sof(O1WA)=Sof(H1WA)=Sof(H1WB)=Sof(H15A)=Sof(H15B)=Sof(H14A)=
 Sof(H14B)=Sof(O2A)=FVAR(1)
4.a Rotating group:
 O1WA(H1WA,H1WB), O1WB(H1WC,H1WD)
4.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C22(H22A,H22B), C21(H21A,H21B), C20(H20A,
 H20B), C19(H19A,H19B), C18(H18A,H18B), C17(H17A,H17B), C15(H15C,H15D),
 C15(H15A,H15B), C16(H16A,H16B), C14(H14C,H14D), C14(H14A,H14B)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C10(H10), C7(H7), C8(H8), C9(H9)
4.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cs1A Cs 0.55454(10) 0.34199(10) 0.52978(9) 0.0653(2) Uani 0.662(8) 1 d . . P A 1
O1 O 0.2576(2) 0.42931(19) 0.72178(13) 0.0751(6) Uani 1 1 d . . . . .
O11 O 0.4228(2) 0.16954(18) 0.85116(14) 0.0726(6) Uani 1 1 d . . . . .
N1 N 0.1448(2) 0.4132(2) 0.83334(14) 0.0595(5) Uani 1 1 d . . . . .
O5 O 0.5755(2) 0.1123(2) 0.54631(15) 0.0877(7) Uani 1 1 d . . . . .
N3 N 0.5336(2) 0.21438(19) 0.70537(15) 0.0585(5) Uani 1 1 d . . . . .
O4 O 0.7524(2) 0.2187(2) 0.4678(2) 0.1018(9) Uani 1 1 d . . . . .
N2 N 0.1363(3) 0.3510(2) 0.90270(16) 0.0679(7) Uani 1 1 d . . . . .
C2 C 0.2860(2) 0.2997(2) 0.83061(16) 0.0564(6) Uani 1 1 d . . . . .
C5 C 0.0696(2) 0.4986(2) 0.82349(17) 0.0573(6) Uani 1 1 d . . . . .
O3 O 0.8124(3) 0.4108(3) 0.5418(2) 0.1116(10) Uani 1 1 d . . . . .
C3 C 0.2193(3) 0.2853(2) 0.90013(18) 0.0629(7) Uani 1 1 d . . . . .
C1 C 0.2342(2) 0.3847(2) 0.78670(16) 0.0566(6) Uani 1 1 d . . . . .
C6 C -0.0052(3) 0.5176(3) 0.88364(19) 0.0686(7) Uani 1 1 d . . . . .
H6 H -0.006752 0.473351 0.928559 0.082 Uiso 1 1 calc R U . . .
C12 C 0.4367(3) 0.2735(2) 0.73002(18) 0.0609(7) Uani 1 1 d . . . . .
H12A H 0.379107 0.270029 0.685724 0.073 Uiso 1 1 calc R U . . .
H12B H 0.459475 0.345623 0.735456 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3825(3) 0.2419(2) 0.80887(17) 0.0581(6) Uani 1 1 d . . . . .
C10 C 0.0702(3) 0.5642(3) 0.7560(2) 0.0703(8) Uani 1 1 d . . . . .
H10 H 0.119738 0.552648 0.714608 0.084 Uiso 1 1 calc R U . . .
C7 C -0.0779(3) 0.6015(3) 0.8781(2) 0.0796(9) Uani 1 1 d . . . . .
H7 H -0.126851 0.614033 0.919647 0.096 Uiso 1 1 calc R U . . .
C8 C -0.0779(3) 0.6663(3) 0.8115(3) 0.0832(10) Uani 1 1 d . . . . .
H8 H -0.127212 0.722371 0.807261 0.100 Uiso 1 1 calc R U . . .
C13 C 0.6342(3) 0.2251(3) 0.7621(2) 0.0746(9) Uani 1 1 d . . . . .
H13A H 0.609587 0.243769 0.815849 0.090 Uiso 1 1 calc R U . . .
H13B H 0.671368 0.158117 0.767094 0.090 Uiso 1 1 calc R U . . .
C22 C 0.5073(3) 0.1083(3) 0.6810(2) 0.0713(8) Uani 1 1 d . . . . .
H22A H 0.432036 0.106471 0.654886 0.086 Uiso 1 1 calc R U . . .
H22B H 0.507062 0.065204 0.729678 0.086 Uiso 1 1 calc R U . . .
C21 C 0.5888(3) 0.0632(3) 0.6232(2) 0.0822(9) Uani 1 1 d . . . . .
H21A H 0.665488 0.072879 0.645493 0.099 Uiso 1 1 calc R U . . .
H21B H 0.575322 -0.010698 0.616991 0.099 Uiso 1 1 calc R U . . .
C4 C 0.2346(4) 0.2069(4) 0.9669(3) 0.0956(13) Uani 1 1 d . . . . .
H4A H 0.165808 0.200541 0.995002 0.143 Uiso 1 1 calc R U . . .
H4B H 0.294300 0.228705 1.005003 0.143 Uiso 1 1 calc R U . . .
H4C H 0.253456 0.140996 0.943874 0.143 Uiso 1 1 calc R U . . .
C9 C -0.0045(3) 0.6475(3) 0.7513(3) 0.0835(10) Uani 1 1 d . . . . .
H9 H -0.004584 0.691534 0.706144 0.100 Uiso 1 1 calc R U . . .
O1WA O 0.4174(4) 0.5072(3) 0.6135(2) 0.0650(11) Uani 0.662(8) 1 d . . P A 1
H1WA H 0.348177 0.504693 0.624839 0.098 Uiso 0.662(8) 1 d R U P A 1
H1WB H 0.451077 0.531382 0.656759 0.098 Uiso 0.662(8) 1 d R U P A 1
C20 C 0.6442(6) 0.0708(4) 0.4865(4) 0.151(3) Uani 1 1 d . . . . .
H20A H 0.651819 -0.003085 0.496804 0.181 Uiso 1 1 calc R U . . .
H20B H 0.604088 0.078652 0.433570 0.181 Uiso 1 1 calc R U . . .
C19 C 0.7466(6) 0.1095(4) 0.4804(6) 0.159(3) Uani 1 1 d . . . . .
H19A H 0.781421 0.075135 0.435325 0.190 Uiso 1 1 calc R U . . .
H19B H 0.791036 0.092574 0.530196 0.190 Uiso 1 1 calc R U . . .
C18 C 0.8649(4) 0.2519(5) 0.4769(5) 0.132(2) Uani 1 1 d . . . . .
H18A H 0.907559 0.224301 0.432780 0.159 Uiso 1 1 calc R U . . .
H18B H 0.898801 0.226796 0.528508 0.159 Uiso 1 1 calc R U . . .
C17 C 0.8676(5) 0.3638(6) 0.4754(5) 0.132(2) Uani 1 1 d . . . . .
H17A H 0.945667 0.386481 0.477143 0.158 Uiso 1 1 calc R U . . .
H17B H 0.831877 0.387685 0.424029 0.158 Uiso 1 1 calc R U . . .
C15 C 0.7964(7) 0.4407(5) 0.6845(4) 0.161(3) Uani 1 1 d . . . . .
H15C H 0.738797 0.491349 0.668748 0.193 Uiso 0.338(8) 1 calc R U P A 2
H15D H 0.835619 0.459805 0.735895 0.193 Uiso 0.338(8) 1 calc R U P A 2
H15A H 0.770633 0.511343 0.674845 0.193 Uiso 0.662(8) 1 calc R U P A 1
H15B H 0.842629 0.441755 0.735256 0.193 Uiso 0.662(8) 1 calc R U P A 1
C16 C 0.8726(6) 0.4155(6) 0.6184(4) 0.151(3) Uani 1 1 d . . . . .
H16A H 0.931021 0.468078 0.616586 0.182 Uiso 1 1 calc R U . . .
H16B H 0.908888 0.349243 0.629873 0.182 Uiso 1 1 calc R U . . .
C14 C 0.7136(6) 0.2993(8) 0.7382(5) 0.212(5) Uani 1 1 d . . . . .
H14C H 0.684095 0.362452 0.761358 0.255 Uiso 0.338(8) 1 calc R U P A 2
H14D H 0.778800 0.281916 0.773862 0.255 Uiso 0.338(8) 1 calc R U P A 2
H14A H 0.754120 0.321299 0.788349 0.255 Uiso 0.662(8) 1 calc R U P A 1
H14B H 0.767506 0.261520 0.706939 0.255 Uiso 0.662(8) 1 calc R U P A 1
O2B O 0.7550(7) 0.3302(7) 0.6821(4) 0.063(2) Uani 0.338(8) 1 d . . P A 2
Cs1B Cs 0.5703(4) 0.3625(5) 0.5464(3) 0.0936(9) Uani 0.338(8) 1 d . . P A 2
O1WB O 0.3435(11) 0.4831(7) 0.5839(6) 0.088(3) Uani 0.338(8) 1 d . U P A 2
H1WC H 0.373632 0.472010 0.634965 0.132 Uiso 0.338(8) 1 d R U P A 2
H1WD H 0.282768 0.441103 0.578703 0.132 Uiso 0.338(8) 1 d R U P A 2
O2A O 0.6926(5) 0.3765(4) 0.7006(4) 0.0971(19) Uani 0.662(8) 1 d . . P A 1
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'
Cs Cs -0.3680 2.1192 '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
Cs1A Cs1A H1WB 50.7 3_666 . ?
O11 Cs1A Cs1A 73.66(6) 4_565 3_666 ?
O11 Cs1A N3 134.38(8) 4_565 . ?
O11 Cs1A H1WB 113.7 4_565 . ?
O5 Cs1A Cs1A 165.52(9) . 3_666 ?
O5 Cs1A O11 94.02(8) . 4_565 ?
O5 Cs1A N3 56.00(7) . . ?
O5 Cs1A O4 56.70(8) . . ?
O5 Cs1A O3 101.27(9) . . ?
O5 Cs1A O1WA 133.22(9) . 3_666 ?
O5 Cs1A H1WB 132.4 . . ?
O5 Cs1A O2A 91.28(11) . . ?
N3 Cs1A Cs1A 128.20(7) . 3_666 ?
N3 Cs1A H1WB 77.7 . . ?
O4 Cs1A Cs1A 129.49(8) . 3_666 ?
O4 Cs1A O11 91.21(9) . 4_565 ?
O4 Cs1A N3 97.00(8) . . ?
O4 Cs1A O3 53.93(10) . . ?
O4 Cs1A O1WA 87.76(11) . 3_666 ?
O4 Cs1A H1WB 150.1 . . ?
O4 Cs1A O2A 89.62(15) . . ?
O3 Cs1A Cs1A 91.55(8) . 3_666 ?
O3 Cs1A O11 119.05(9) . 4_565 ?
O3 Cs1A N3 101.49(8) . . ?
O3 Cs1A H1WB 97.8 . . ?
O3 Cs1A O2A 57.25(14) . . ?
O1WA Cs1A Cs1A 44.23(7) 3_666 3_666 ?
O1WA Cs1A O11 53.82(10) 3_666 4_565 ?
O1WA Cs1A N3 170.07(9) 3_666 . ?
O1WA Cs1A O3 74.27(12) 3_666 . ?
O1WA Cs1A H1WB 93.8 3_666 . ?
O1WA Cs1A O2A 120.43(12) 3_666 . ?
O2A Cs1A Cs1A 101.41(13) . 3_666 ?
O2A Cs1A O11 174.15(10) . 4_565 ?
O2A Cs1A N3 51.18(10) . . ?
O2A Cs1A H1WB 64.0 . . ?
Cs1A O11 Cs1B 4.04(9) 4_566 4_566 ?
C11 O11 Cs1A 133.6(2) . 4_566 ?
C11 O11 Cs1B 137.6(2) . 4_566 ?
N2 N1 C5 117.7(2) . . ?
C1 N1 N2 112.5(2) . . ?
C1 N1 C5 129.6(2) . . ?
C21 O5 Cs1A 122.1(2) . . ?
C21 O5 C20 114.0(4) . . ?
C21 O5 Cs1B 116.7(2) . . ?
C20 O5 Cs1A 111.2(3) . . ?
C20 O5 Cs1B 113.0(3) . . ?
C12 N3 Cs1A 94.32(15) . . ?
C12 N3 C13 113.7(3) . . ?
C12 N3 Cs1B 93.09(16) . . ?
C13 N3 Cs1A 113.59(17) . . ?
C13 N3 Cs1B 107.9(2) . . ?
C22 N3 Cs1A 104.66(17) . . ?
C22 N3 C12 114.0(2) . . ?
C22 N3 C13 114.5(3) . . ?
C22 N3 Cs1B 111.5(2) . . ?
C19 O4 Cs1A 115.0(2) . . ?
C19 O4 Cs1B 118.7(3) . . ?
C18 O4 Cs1A 123.4(3) . . ?
C18 O4 C19 109.8(4) . . ?
C18 O4 Cs1B 116.4(4) . . ?
C3 N2 N1 105.1(2) . . ?
C3 C2 C1 104.9(2) . . ?
C11 C2 C3 127.9(3) . . ?
C11 C2 C1 127.2(3) . . ?
C6 C5 N1 118.7(3) . . ?
C6 C5 C10 119.1(3) . . ?
C10 C5 N1 122.1(3) . . ?
C17 O3 Cs1A 108.2(3) . . ?
C17 O3 Cs1B 114.6(3) . . ?
C16 O3 Cs1A 120.5(4) . . ?
C16 O3 C17 117.4(5) . . ?
C16 O3 Cs1B 115.9(4) . . ?
N2 C3 C2 113.1(3) . . ?
N2 C3 C4 118.7(3) . . ?
C2 C3 C4 128.2(3) . . ?
O1 C1 N1 123.6(3) . . ?
O1 C1 C2 132.0(3) . . ?
N1 C1 C2 104.4(2) . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
N3 C12 H12A 107.8 . . ?
N3 C12 H12B 107.8 . . ?
N3 C12 C11 117.9(2) . . ?
H12A C12 H12B 107.2 . . ?
C11 C12 H12A 107.8 . . ?
C11 C12 H12B 107.8 . . ?
O11 C11 C2 123.0(3) . . ?
O11 C11 C12 120.2(3) . . ?
C2 C11 C12 116.8(2) . . ?
C5 C10 H10 120.6 . . ?
C5 C10 C9 118.9(3) . . ?
C9 C10 H10 120.6 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.1(4) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.4 . . ?
N3 C13 H13A 108.6 . . ?
N3 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 N3 114.7(3) . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
N3 C22 H22A 108.9 . . ?
N3 C22 H22B 108.9 . . ?
N3 C22 C21 113.5(3) . . ?
H22A C22 H22B 107.7 . . ?
C21 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
O5 C21 C22 109.9(3) . . ?
O5 C21 H21A 109.7 . . ?
O5 C21 H21B 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C9 H9 119.2 . . ?
C8 C9 C10 121.6(4) . . ?
C8 C9 H9 119.2 . . ?
Cs1A O1WA H1WA 109.5 3_666 . ?
Cs1A O1WA H1WB 109.6 3_666 . ?
H1WA O1WA H1WB 104.4 . . ?
O5 C20 H20A 107.7 . . ?
O5 C20 H20B 107.7 . . ?
H20A C20 H20B 107.1 . . ?
C19 C20 O5 118.4(5) . . ?
C19 C20 H20A 107.7 . . ?
C19 C20 H20B 107.7 . . ?
O4 C19 H19A 108.4 . . ?
O4 C19 H19B 108.4 . . ?
C20 C19 O4 115.7(6) . . ?
C20 C19 H19A 108.4 . . ?
C20 C19 H19B 108.4 . . ?
H19A C19 H19B 107.4 . . ?
O4 C18 H18A 109.9 . . ?
O4 C18 H18B 109.9 . . ?
O4 C18 C17 109.0(5) . . ?
H18A C18 H18B 108.3 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
O3 C17 C18 113.5(5) . . ?
O3 C17 H17A 108.9 . . ?
O3 C17 H17B 108.9 . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
H15C C15 H15D 111.0 . . ?
H15A C15 H15B 106.6 . . ?
C16 C15 H15C 113.8 . . ?
C16 C15 H15D 113.8 . . ?
C16 C15 H15A 106.7 . . ?
C16 C15 H15B 106.7 . . ?
C16 C15 O2B 89.1(6) . . ?
C16 C15 O2A 122.6(6) . . ?
O2B C15 H15C 113.8 . . ?
O2B C15 H15D 113.8 . . ?
O2A C15 H15A 106.7 . . ?
O2A C15 H15B 106.7 . . ?
O3 C16 C15 110.9(6) . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C13 C14 H14C 101.6 . . ?
C13 C14 H14D 101.6 . . ?
C13 C14 H14A 105.9 . . ?
C13 C14 H14B 105.9 . . ?
H14C C14 H14D 104.6 . . ?
H14A C14 H14B 106.2 . . ?
O2B C14 C13 141.6(9) . . ?
O2B C14 H14C 101.6 . . ?
O2B C14 H14D 101.6 . . ?
O2A C14 C13 125.8(6) . . ?
O2A C14 H14A 105.9 . . ?
O2A C14 H14B 105.9 . . ?
C15 O2B Cs1B 96.4(5) . . ?
C14 O2B C15 117.7(9) . . ?
C14 O2B Cs1B 108.0(5) . . ?
O11 Cs1B Cs1B 66.82(16) 4_565 3_666 ?
O11 Cs1B H1WC 97.0 4_565 . ?
O5 Cs1B O11 83.9(2) . 4_565 ?
O5 Cs1B N3 54.56(9) . . ?
O5 Cs1B Cs1B 149.0(3) . 3_666 ?
O5 Cs1B H1WC 117.6 . . ?
N3 Cs1B O11 124.1(2) . 4_565 ?
N3 Cs1B Cs1B 135.86(16) . 3_666 ?
N3 Cs1B H1WC 76.3 . . ?
O4 Cs1B O11 83.34(17) . 4_565 ?
O4 Cs1B O5 53.24(11) . . ?
O4 Cs1B N3 95.86(11) . . ?
O4 Cs1B Cs1B 128.20(15) . 3_666 ?
O4 Cs1B H1WC 170.8 . . ?
O3 Cs1B O11 115.72(14) . 4_565 ?
O3 Cs1B O5 101.09(12) . . ?
O3 Cs1B N3 108.29(15) . . ?
O3 Cs1B O4 54.98(11) . . ?
O3 Cs1B O2B 52.03(15) . . ?
O3 Cs1B Cs1B 100.6(2) . 3_666 ?
O3 Cs1B O1WB 59.6(2) . 3_666 ?
O3 Cs1B H1WC 131.7 . . ?
O2B Cs1B O5 81.44(18) . . ?
O2B Cs1B N3 57.71(14) . . ?
O2B Cs1B O4 74.69(17) . . ?
O2B Cs1B O1WB 109.4(2) . 3_666 ?
O2B Cs1B H1WC 104.4 . . ?
Cs1B Cs1B H1WC 59.5 3_666 . ?
O1WB Cs1B O5 129.00(19) 3_666 . ?
O1WB Cs1B N3 167.0(2) 3_666 . ?
O1WB Cs1B O4 80.90(17) 3_666 . ?
O1WB Cs1B H1WC 107.8 3_666 . ?
Cs1B O1WB H1WC 127.0 3_666 . ?
Cs1B O1WB H1WD 127.3 3_666 . ?
H1WC O1WB H1WD 105.7 . . ?
C15 O2A Cs1A 108.0(4) . . ?
C14 O2A Cs1A 114.8(5) . . ?
C14 O2A C15 113.3(6) . . ?
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
Cs1A Cs1A 4.366(2) 3_666 ?
Cs1A O11 3.240(3) 4_565 ?
Cs1A O5 2.981(3) . ?
Cs1A N3 3.326(3) . ?
Cs1A O4 3.050(3) . ?
Cs1A O3 3.183(4) . ?
Cs1A O1WA 3.072(3) 3_666 ?
Cs1A H1WB 3.4674 . ?
Cs1A O2A 3.192(5) . ?
O1 C1 1.250(3) . ?
O11 C11 1.241(3) . ?
O11 Cs1B 3.580(7) 4_566 ?
N1 N2 1.395(3) . ?
N1 C5 1.420(4) . ?
N1 C1 1.387(4) . ?
O5 C21 1.407(5) . ?
O5 C20 1.409(5) . ?
O5 Cs1B 3.224(6) . ?
N3 C12 1.454(4) . ?
N3 C13 1.479(4) . ?
N3 C22 1.453(4) . ?
N3 Cs1B 3.269(4) . ?
O4 C19 1.424(7) . ?
O4 C18 1.403(6) . ?
O4 Cs1B 3.168(5) . ?
N2 C3 1.302(4) . ?
C2 C3 1.429(4) . ?
C2 C1 1.430(4) . ?
C2 C11 1.427(4) . ?
C5 C6 1.380(4) . ?
C5 C10 1.390(4) . ?
O3 C17 1.431(8) . ?
O3 C16 1.409(6) . ?
O3 Cs1B 2.946(6) . ?
C3 C4 1.490(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.383(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.524(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.392(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.371(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.368(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.411(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C21 1.503(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C9 H9 0.9300 . ?
O1WA H1WA 0.8524 . ?
O1WA H1WB 0.8523 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C19 1.322(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.441(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.480(10) . ?
C15 O2B 1.506(9) . ?
C15 O2A 1.519(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 O2B 1.134(9) . ?
C14 O2A 1.188(8) . ?
O2B Cs1B 3.063(8) . ?
Cs1B Cs1B 4.166(6) 3_666 ?
Cs1B O1WB 3.124(8) 3_666 ?
Cs1B H1WC 3.1429 . ?
O1WB H1WC 0.9012 . ?
O1WB H1WD 0.9012 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C10 H10 O1 0.93 2.28 2.899(4) 123.6 . yes
C13 H13A O11 0.97 2.51 3.050(4) 115.1 . yes
C22 H22B O11 0.97 2.64 3.105(4) 110.1 . yes
O1WA H1WA O1 0.85 2.19 2.843(4) 133.6 . yes
O1WA H1WB O11 0.85 2.33 2.861(5) 120.5 2_656 yes
O1WB H1WC O1 0.90 2.10 2.613(7) 115.0 . yes
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
Cs1A O11 C11 C2 -68.9(4) 4_566 . . . ?
Cs1A O11 C11 C12 110.7(3) 4_566 . . . ?
Cs1A O5 C21 C22 45.2(4) . . . . ?
Cs1A O5 C20 C19 54.1(8) . . . . ?
Cs1A N3 C12 C11 176.0(2) . . . . ?
Cs1A N3 C13 C14 9.3(7) . . . . ?
Cs1A N3 C22 C21 53.2(3) . . . . ?
Cs1A O4 C19 C20 25.2(8) . . . . ?
Cs1A O4 C18 C17 -31.2(7) . . . . ?
Cs1A O3 C17 C18 -60.9(5) . . . . ?
Cs1A O3 C16 C15 -30.0(7) . . . . ?
N1 N2 C3 C2 0.0(4) . . . . ?
N1 N2 C3 C4 179.7(3) . . . . ?
N1 C5 C6 C7 178.1(3) . . . . ?
N1 C5 C10 C9 -178.8(3) . . . . ?
O5 C20 C19 O4 -55.7(10) . . . . ?
N3 C12 C11 O11 1.9(4) . . . . ?
N3 C12 C11 C2 -178.6(3) . . . . ?
N3 C13 C14 O2B -39.9(18) . . . . ?
N3 C13 C14 O2A 31.0(15) . . . . ?
N3 C22 C21 O5 -69.6(4) . . . . ?
O4 C18 C17 O3 63.2(7) . . . . ?
N2 N1 C5 C6 1.9(4) . . . . ?
N2 N1 C5 C10 -179.0(3) . . . . ?
N2 N1 C1 O1 179.7(3) . . . . ?
N2 N1 C1 C2 -0.9(3) . . . . ?
C5 N1 N2 C3 -174.9(3) . . . . ?
C5 N1 C1 O1 -5.4(5) . . . . ?
C5 N1 C1 C2 174.0(3) . . . . ?
C5 C6 C7 C8 1.2(6) . . . . ?
C5 C10 C9 C8 0.2(6) . . . . ?
C3 C2 C1 O1 -179.9(3) . . . . ?
C3 C2 C1 N1 0.8(3) . . . . ?
C3 C2 C11 O11 -1.3(5) . . . . ?
C3 C2 C11 C12 179.2(3) . . . . ?
C1 N1 N2 C3 0.6(3) . . . . ?
C1 N1 C5 C6 -172.7(3) . . . . ?
C1 N1 C5 C10 6.4(5) . . . . ?
C1 C2 C3 N2 -0.5(4) . . . . ?
C1 C2 C3 C4 179.8(4) . . . . ?
C1 C2 C11 O11 179.3(3) . . . . ?
C1 C2 C11 C12 -0.3(4) . . . . ?
C6 C5 C10 C9 0.3(5) . . . . ?
C6 C7 C8 C9 -0.7(6) . . . . ?
C12 N3 C13 C14 -97.1(7) . . . . ?
C12 N3 C22 C21 154.9(3) . . . . ?
C11 C2 C3 N2 180.0(3) . . . . ?
C11 C2 C3 C4 0.3(6) . . . . ?
C11 C2 C1 O1 -0.4(5) . . . . ?
C11 C2 C1 N1 -179.7(3) . . . . ?
C10 C5 C6 C7 -1.0(5) . . . . ?
C7 C8 C9 C10 0.0(6) . . . . ?
C13 N3 C12 C11 -65.9(3) . . . . ?
C13 N3 C22 C21 -71.7(4) . . . . ?
C13 C14 O2B C15 153.2(12) . . . . ?
C13 C14 O2B Cs1B 45.6(18) . . . . ?
C13 C14 O2A Cs1A -55.4(14) . . . . ?
C13 C14 O2A C15 179.9(9) . . . . ?
C22 N3 C12 C11 67.9(3) . . . . ?
C22 N3 C13 C14 129.4(6) . . . . ?
C21 O5 C20 C19 -88.7(7) . . . . ?
C20 O5 C21 C22 -176.5(4) . . . . ?
C19 O4 C18 C17 -172.1(6) . . . . ?
C18 O4 C19 C20 169.7(7) . . . . ?
C17 O3 C16 C15 -165.5(5) . . . . ?
C16 O3 C17 C18 79.7(6) . . . . ?
C16 C15 O2B C14 159.0(9) . . . . ?
C16 C15 O2B Cs1B -86.8(4) . . . . ?
C16 C15 O2A Cs1A -48.7(8) . . . . ?
C16 C15 O2A C14 79.7(10) . . . . ?
O2B C15 C16 O3 77.1(6) . . . . ?
Cs1B O11 C11 C2 -69.1(4) 4_566 . . . ?
Cs1B O11 C11 C12 110.4(3) 4_566 . . . ?
Cs1B O5 C21 C22 48.8(4) . . . . ?
Cs1B O5 C20 C19 47.7(8) . . . . ?
Cs1B N3 C12 C11 -176.9(3) . . . . ?
Cs1B N3 C13 C14 4.7(7) . . . . ?
Cs1B N3 C22 C21 51.1(3) . . . . ?
Cs1B O4 C19 C20 32.3(9) . . . . ?
Cs1B O4 C18 C17 -33.6(7) . . . . ?
Cs1B O3 C17 C18 -61.3(6) . . . . ?
Cs1B O3 C16 C15 -25.0(6) . . . . ?
O2A C15 C16 O3 56.0(9) . . . . ?
