#------------------------------------------------------------------------------
#$Date: 2020-12-06 16:31:13 +0200 (Sun, 06 Dec 2020) $
#$Revision: 259609 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/00/7060035.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_7060035
loop_
_publ_author_name
'Aydıner, Burcu'
'Şahin, Ömer'
'Çakmaz, Deniz'
'Kaplan, Gökhan'
'Kaya, Kerem'
'Özdemir, Ümmühan Özmen'
'Seferoğlu, Nurgül'
'Seferoğlu, Zeynel'
_publ_section_title
;
 A highly sensitive and selective fluorescent turn-on chemosensor bearing
 a 7-diethylaminocoumarin moiety for the detection of cyanide in organic
 and aqueous solutions
;
_journal_issue                   44
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              19155
_journal_page_last               19165
_journal_paper_doi               10.1039/D0NJ03003A
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C27 H30 N4 O3 S'
_chemical_formula_sum            'C27 H30 N4 O3 S'
_chemical_formula_weight         490.61
_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
_audit_creation_date             2020-09-18
_audit_creation_method
;
Olex2 1.3-dev
(compiled 2020.09.11 svn.rc89507dd for OlexSys, GUI svn.r5830)
;
_audit_update_record
;
2020-10-01 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                94.791(7)
_cell_angle_beta                 100.141(7)
_cell_angle_gamma                109.862(7)
_cell_formula_units_Z            2
_cell_length_a                   7.6487(14)
_cell_length_b                   8.7524(14)
_cell_length_c                   20.607(3)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      5
_cell_volume                     1261.8(4)
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      311.4
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  Bruker_D8_VENTRE
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            32175
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         2.504
_exptl_absorpt_coefficient_mu    0.164
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_description       rod_like
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         4441
_refine_ls_number_restraints     134
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0463
_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)+(0.0685P)²+0.5870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1256
_refine_ls_wR_factor_ref         0.1364
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3516
_reflns_number_total             4441
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj03003a2.cif
_cod_data_source_block           nnnn_0m_a
_cod_depositor_comments
'Adding full bibliography for 7060034--7060036.cif.'
_cod_database_code               7060035
_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   0.989
_shelx_estimated_absorpt_t_min   0.894
_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. Restrained distances
 C23-C19 \\sim C23A-C19A
 with sigma of 0.04
 N4-C25 \\sim N4A-C25
 with sigma of 0.04
 C17-C18 \\sim C17-C18A
 with sigma of 0.02
 C17-C19 \\sim C17-C19A
 with sigma of 0.04
 C21-N4 \\sim C21A-N4A
 with sigma of 0.04
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C21-C23 \\sim C21A-C23A
 with sigma of 0.02
 N4-C23 \\sim N4A-C23A
 with sigma of 0.02
 N4-C26 \\sim N4A-C26A
 with sigma of 0.02
 C23-C22 \\sim C23A-C22A
 with sigma of 0.02
 C18-C21 \\sim C18A-C21A
 with sigma of 0.04
 C19-C22 \\sim C19A-C22A
 with sigma of 0.02
 C18-C22 \\sim C18A-C22A
 with sigma of 0.04
 C21-C22 \\sim C21A-C22A
 with sigma of 0.04
 N4-C22 \\sim N4A-C22A
 with sigma of 0.04
 N4-C27 \\sim N4A-C27A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C23-C26 \\sim C23A-C26A
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 O3, C22, C19, C18, C27, C21, C24, C20, C26, N4, C23
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C22A, C19A, C18A, C27A, C21A, C26A, N4A, C23A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: H17(0.5) H17A(0.5) C18(0.5) C21(0.5) H21(0.5) N4(0.5) C23(0.5)
 C19(0.5) H19(0.5) C22(0.5) H22(0.5) C26(0.5) H26A(0.5) H26B(0.5) C27(0.5)
 H27A(0.5) H27B(0.5) H27C(0.5) C18A(0.5) C21A(0.5) H21A(0.5) N4A(0.5) C23A(0.5)
 C19A(0.5) H19A(0.5) C22A(0.5) H22A(0.5) C26A(0.5) H26C(0.5) H26D(0.5)
 C27A(0.5) H27D(0.5) H27E(0.5) H27F(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C24(H24A,H24B), C26(H26A,H26B), C26A(H26C,H26D)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C9(H9), C6(H6), C7(H7), C17(H17), C17(H17A), C21(H21), C19(H19),
 C22(H22), C15(H15), C21A(H21A), C19A(H19A), C22A(H22A)
5.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C1(H1A,H1B,H1C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C),
 C27A(H27D,H27E,H27F)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
S1 S 1.05633(9) 0.81838(8) 0.69433(3) 0.0550(2) Uani 1 1 d . . . . .
O1 O 0.64932(19) 0.35520(16) 0.43412(6) 0.0358(3) Uani 1 1 d . . . . .
O2 O 0.8753(2) 0.59562(18) 0.47475(8) 0.0491(4) Uani 1 1 d . . . . .
N2 N 0.7302(2) 0.58225(19) 0.66600(8) 0.0351(4) Uani 1 1 d . . . . .
N1 N 0.1642(2) -0.1564(2) 0.33011(8) 0.0402(4) Uani 1 1 d . . . . .
N3 N 0.8178(3) 0.7307(2) 0.77768(8) 0.0438(4) Uani 1 1 d . . . . .
O3 O 0.9267(2) 0.8587(3) 0.90295(9) 0.0745(6) Uani 1 1 d . . . . .
C10 C 0.4392(3) 0.2053(2) 0.49974(9) 0.0305(4) Uani 1 1 d . . . . .
C12 C 0.6941(3) 0.4633(2) 0.55093(9) 0.0298(4) Uani 1 1 d . . . . .
C11 C 0.5430(3) 0.3304(2) 0.55493(9) 0.0319(4) Uani 1 1 d . . . . .
H11 H 0.505984 0.320786 0.595495 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4970(3) 0.2200(2) 0.43943(9) 0.0303(4) Uani 1 1 d . . . . .
C5 C 0.2541(3) -0.0378(2) 0.38484(9) 0.0325(4) Uani 1 1 d . . . . .
C14 C 0.8037(3) 0.5893(2) 0.60925(10) 0.0338(4) Uani 1 1 d . . . . .
C9 C 0.2824(3) 0.0641(2) 0.50063(10) 0.0349(5) Uani 1 1 d . . . . .
H9 H 0.239017 0.050207 0.539941 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4105(3) 0.1038(2) 0.38326(9) 0.0340(4) Uani 1 1 d . . . . .
H6 H 0.455240 0.118684 0.344237 0.041 Uiso 1 1 calc R U . . .
C7 C 0.1920(3) -0.0530(2) 0.44611(10) 0.0349(5) Uani 1 1 d . . . . .
H7 H 0.088053 -0.144380 0.448761 0.042 Uiso 1 1 calc R U . . .
C16 C 0.8473(3) 0.6963(2) 0.71400(10) 0.0375(5) Uani 1 1 d . . . . .
C13 C 0.7505(3) 0.4816(2) 0.48726(10) 0.0352(5) Uani 1 1 d . . . . .
C3 C 0.0088(3) -0.3078(2) 0.33267(11) 0.0413(5) Uani 1 1 d . . . . .
H3A H 0.033222 -0.340552 0.376162 0.050 Uiso 1 1 calc R U . . .
H3B H 0.006463 -0.394310 0.299498 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6464(3) 0.6739(3) 0.78731(11) 0.0460(5) Uani 1 1 d D . . . .
H17 H 0.544410 0.623123 0.751198 0.055 Uiso 0.5 1 calc R U P A 1
H17A H 0.552300 0.601317 0.752635 0.055 Uiso 0.5 1 calc R U P B 2
C18 C 0.6128(19) 0.689(2) 0.8538(5) 0.037(3) Uani 0.5 1 d D . P C 1
C2 C 0.2178(3) -0.1367(3) 0.26617(10) 0.0489(6) Uani 1 1 d . . . . .
H2A H 0.250268 -0.022301 0.260232 0.059 Uiso 1 1 calc R U . . .
H2B H 0.109537 -0.201807 0.230743 0.059 Uiso 1 1 calc R U . . .
C21 C 0.709(2) 0.811(3) 0.9693(9) 0.051(4) Uani 0.5 1 d D . P C 1
H21 H 0.808198 0.869535 1.005315 0.061 Uiso 0.5 1 calc R U P C 1
C20 C 0.7432(3) 0.7943(3) 0.90711(11) 0.0479(5) Uani 1 1 d . . . . .
N4 N 0.4800(11) 0.7620(10) 1.0395(4) 0.061(2) Uani 0.5 1 d D . P C 1
C4 C -0.1835(3) -0.2907(3) 0.32030(13) 0.0579(7) Uani 1 1 d . . . . .
H4A H -0.180761 -0.202255 0.351801 0.087 Uiso 1 1 calc R U . . .
H4B H -0.278530 -0.391267 0.325409 0.087 Uiso 1 1 calc R U . . .
H4C H -0.213645 -0.267786 0.275813 0.087 Uiso 1 1 calc R U . . .
C23 C 0.5239(16) 0.7413(18) 0.9791(5) 0.047(3) Uani 0.5 1 d D . P C 1
C19 C 0.4269(16) 0.6208(16) 0.8634(6) 0.048(3) Uani 0.5 1 d D . P C 1
H19 H 0.330704 0.557218 0.827288 0.058 Uiso 0.5 1 calc R U P C 1
C1 C 0.3839(4) -0.1880(4) 0.26034(14) 0.0712(8) Uani 1 1 d . . . . .
H1A H 0.491038 -0.125293 0.295739 0.107 Uiso 1 1 calc R U . . .
H1B H 0.416765 -0.168638 0.218116 0.107 Uiso 1 1 calc R U . . .
H1C H 0.350021 -0.302890 0.263446 0.107 Uiso 1 1 calc R U . . .
C24 C 0.6109(4) 0.9029(4) 1.09196(13) 0.0709(8) Uani 1 1 d . . . C 1
H24A H 0.691397 0.989919 1.072434 0.085 Uiso 1 1 calc R U . C 1
H24B H 0.540290 0.947478 1.117965 0.085 Uiso 1 1 calc R U . C 1
C22 C 0.3811(16) 0.6433(17) 0.9231(5) 0.055(3) Uani 0.5 1 d D . P C 1
H22 H 0.255967 0.594512 0.927391 0.066 Uiso 0.5 1 calc R U P C 1
C25 C 0.7226(6) 0.8241(5) 1.13257(17) 0.0978(11) Uani 1 1 d . . . C 1
H25A H 0.797103 0.787662 1.106353 0.147 Uiso 1 1 calc R U . C 1
H25B H 0.638146 0.731465 1.147327 0.147 Uiso 1 1 calc R U . C 1
H25C H 0.805677 0.901622 1.170623 0.147 Uiso 1 1 calc R U . C 1
C15 C 0.9779(3) 0.7109(2) 0.61491(10) 0.0322(4) Uani 1 1 d . . . . .
H15 H 1.043581 0.731799 0.580758 0.039 Uiso 1 1 calc R U . . .
C26 C 0.3047(8) 0.6550(9) 1.0555(3) 0.0593(12) Uani 0.5 1 d D . P C 1
H26A H 0.334766 0.629619 1.100106 0.071 Uiso 0.5 1 calc R U P C 1
H26B H 0.255389 0.552460 1.024717 0.071 Uiso 0.5 1 calc R U P C 1
C27 C 0.1508(9) 0.7284(9) 1.0522(4) 0.0806(18) Uani 0.5 1 d D . P C 1
H27A H 0.111500 0.744495 1.007224 0.121 Uiso 0.5 1 calc R U P C 1
H27B H 0.199707 0.832114 1.081189 0.121 Uiso 0.5 1 calc R U P C 1
H27C H 0.043624 0.654925 1.066052 0.121 Uiso 0.5 1 calc R U P C 1
C18A C 0.5904(18) 0.714(2) 0.8472(5) 0.035(3) Uani 0.5 1 d D . P C 2
C21A C 0.688(2) 0.830(3) 0.9658(8) 0.045(3) Uani 0.5 1 d D . P C 2
H21A H 0.781838 0.895786 1.002216 0.054 Uiso 0.5 1 calc R U P C 2
N4A N 0.4551(10) 0.8140(9) 1.0317(4) 0.0558(18) Uani 0.5 1 d D . P C 2
C23A C 0.4986(17) 0.7732(19) 0.9727(5) 0.046(2) Uani 0.5 1 d D . P C 2
C19A C 0.4035(16) 0.6579(16) 0.8564(6) 0.047(2) Uani 0.5 1 d D . P C 2
H19A H 0.305864 0.600385 0.819746 0.056 Uiso 0.5 1 calc R U P C 2
C22A C 0.3565(18) 0.6824(17) 0.9156(5) 0.055(3) Uani 0.5 1 d D . P C 2
H22A H 0.229844 0.639246 0.918889 0.066 Uiso 0.5 1 calc R U P C 2
C26A C 0.2621(10) 0.7579(9) 1.0427(3) 0.0717(16) Uani 0.5 1 d D . P C 2
H26C H 0.174068 0.748391 1.001184 0.086 Uiso 0.5 1 calc R U P C 2
H26D H 0.251069 0.839750 1.074894 0.086 Uiso 0.5 1 calc R U P C 2
C27A C 0.2066(13) 0.5965(9) 1.0675(4) 0.108(3) Uani 0.5 1 d D . P C 2
H27D H 0.211862 0.513754 1.035090 0.162 Uiso 0.5 1 calc R U P C 2
H27E H 0.079321 0.566874 1.074679 0.162 Uiso 0.5 1 calc R U P C 2
H27F H 0.292786 0.605000 1.108783 0.162 Uiso 0.5 1 calc R U P C 2
H3 H 0.934(4) 0.816(4) 0.8496(16) 0.092(10) 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'
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'
S S 0.1246 0.1234 '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
C15 S1 C16 89.22(9) . . ?
C8 O1 C13 122.61(14) . . ?
C16 N2 C14 110.26(17) . . ?
C5 N1 C3 121.87(16) . . ?
C5 N1 C2 121.34(17) . . ?
C2 N1 C3 116.78(17) . . ?
C17 N3 C16 118.60(18) . . ?
C20 O3 H3 106.9(16) . . ?
C8 C10 C11 118.28(17) . . ?
C8 C10 C9 116.29(17) . . ?
C9 C10 C11 125.41(17) . . ?
C11 C12 C14 121.76(17) . . ?
C11 C12 C13 119.20(17) . . ?
C13 C12 C14 119.04(17) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 C10 122.55(17) . . ?
C12 C11 H11 118.7 . . ?
O1 C8 C10 120.08(17) . . ?
C6 C8 O1 116.65(16) . . ?
C6 C8 C10 123.27(18) . . ?
N1 C5 C6 121.77(17) . . ?
N1 C5 C7 120.96(17) . . ?
C6 C5 C7 117.27(17) . . ?
N2 C14 C12 117.57(17) . . ?
C15 C14 N2 115.41(18) . . ?
C15 C14 C12 126.95(17) . . ?
C10 C9 H9 118.8 . . ?
C7 C9 C10 122.30(18) . . ?
C7 C9 H9 118.8 . . ?
C8 C6 C5 119.93(17) . . ?
C8 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C7 H7 119.5 . . ?
C9 C7 C5 120.92(18) . . ?
C9 C7 H7 119.5 . . ?
N2 C16 S1 115.25(15) . . ?
N2 C16 N3 126.45(19) . . ?
N3 C16 S1 118.28(15) . . ?
O1 C13 C12 117.21(16) . . ?
O2 C13 O1 115.48(17) . . ?
O2 C13 C12 127.30(19) . . ?
N1 C3 H3A 108.9 . . ?
N1 C3 H3B 108.9 . . ?
N1 C3 C4 113.15(18) . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
N3 C17 H17 119.9 . . ?
N3 C17 H17A 117.5 . . ?
N3 C17 C18 120.3(6) . . ?
N3 C17 C18A 125.1(6) . . ?
C18 C17 H17 119.9 . . ?
C18A C17 H17A 117.5 . . ?
C20 C18 C17 123.9(10) . . ?
C20 C18 C19 115.4(8) . . ?
C19 C18 C17 119.4(10) . . ?
N1 C2 H2A 109.0 . . ?
N1 C2 H2B 109.0 . . ?
N1 C2 C1 112.7(2) . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C23 120.1(11) . . ?
C23 C21 H21 120.0 . . ?
O3 C20 C18 119.0(5) . . ?
O3 C20 C21 115.9(7) . . ?
O3 C20 C18A 121.3(4) . . ?
O3 C20 C21A 120.3(6) . . ?
C21 C20 C18 123.6(9) . . ?
C21A C20 C18A 117.1(8) . . ?
C23 N4 C24 119.7(7) . . ?
C23 N4 C26 122.7(8) . . ?
C26 N4 C24 117.6(6) . . ?
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 . . ?
C21 C23 C22 117.1(8) . . ?
N4 C23 C21 122.4(9) . . ?
N4 C23 C22 120.5(8) . . ?
C18 C19 H19 118.6 . . ?
C22 C19 C18 122.8(10) . . ?
C22 C19 H19 118.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N4 C24 H24A 111.4 . . ?
N4 C24 H24B 111.4 . . ?
H24A C24 H24B 109.3 . . ?
C25 C24 N4 101.8(4) . . ?
C25 C24 H24A 111.4 . . ?
C25 C24 H24B 111.4 . . ?
C23 C22 H22 119.9 . . ?
C19 C22 C23 120.1(9) . . ?
C19 C22 H22 119.9 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
S1 C15 H15 125.1 . . ?
C14 C15 S1 109.84(14) . . ?
C14 C15 H15 125.1 . . ?
N4 C26 H26A 108.8 . . ?
N4 C26 H26B 108.8 . . ?
N4 C26 C27 114.0(7) . . ?
H26A C26 H26B 107.6 . . ?
C27 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
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 . . ?
C17 C18A C20 117.2(8) . . ?
C19A C18A C17 124.9(9) . . ?
C19A C18A C20 116.9(7) . . ?
C20 C21A H21A 118.3 . . ?
C20 C21A C23A 123.3(10) . . ?
C23A C21A H21A 118.3 . . ?
C23A N4A C26A 123.1(8) . . ?
C21A C23A C22A 117.5(8) . . ?
N4A C23A C21A 120.1(9) . . ?
N4A C23A C22A 122.2(9) . . ?
C18A C19A H19A 118.1 . . ?
C22A C19A C18A 123.8(10) . . ?
C22A C19A H19A 118.1 . . ?
C23A C22A H22A 119.7 . . ?
C19A C22A C23A 120.6(9) . . ?
C19A C22A H22A 119.7 . . ?
N4A C26A H26C 108.9 . . ?
N4A C26A H26D 108.9 . . ?
N4A C26A C27A 113.2(8) . . ?
H26C C26A H26D 107.8 . . ?
C27A C26A H26C 108.9 . . ?
C27A C26A H26D 108.9 . . ?
C26A C27A H27D 109.5 . . ?
C26A C27A H27E 109.5 . . ?
C26A C27A H27F 109.5 . . ?
H27D C27A H27E 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 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
S1 C16 1.732(2) . ?
S1 C15 1.7138(19) . ?
O1 C8 1.378(2) . ?
O1 C13 1.393(2) . ?
O2 C13 1.206(2) . ?
N2 C14 1.381(2) . ?
N2 C16 1.301(3) . ?
N1 C5 1.367(2) . ?
N1 C3 1.461(3) . ?
N1 C2 1.454(3) . ?
N3 C16 1.396(3) . ?
N3 C17 1.292(3) . ?
O3 C20 1.345(3) . ?
O3 H3 1.15(3) . ?
C10 C11 1.416(3) . ?
C10 C8 1.392(3) . ?
C10 C9 1.404(3) . ?
C12 C11 1.354(3) . ?
C12 C14 1.469(3) . ?
C12 C13 1.456(3) . ?
C11 H11 0.9300 . ?
C8 C6 1.374(3) . ?
C5 C6 1.408(3) . ?
C5 C7 1.426(3) . ?
C14 C15 1.372(3) . ?
C9 H9 0.9300 . ?
C9 C7 1.358(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.508(3) . ?
C17 H17 0.9300 . ?
C17 H17A 0.9300 . ?
C17 C18 1.441(9) . ?
C17 C18A 1.430(9) . ?
C18 C20 1.368(13) . ?
C18 C19 1.401(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.504(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.360(14) . ?
C21 C23 1.395(9) . ?
C20 C18A 1.474(12) . ?
C20 C21A 1.396(12) . ?
N4 C23 1.359(8) . ?
N4 C24 1.499(9) . ?
N4 C26 1.462(8) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C23 C22 1.420(8) . ?
C19 H19 0.9300 . ?
C19 C22 1.353(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.467(5) . ?
C22 H22 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C15 H15 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.515(8) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C18A C19A 1.398(8) . ?
C21A H21A 0.9300 . ?
C21A C23A 1.401(9) . ?
N4A C23A 1.367(8) . ?
N4A C26A 1.454(8) . ?
C23A C22A 1.415(9) . ?
C19A H19A 0.9300 . ?
C19A C22A 1.351(8) . ?
C22A H22A 0.9300 . ?
C26A H26C 0.9700 . ?
C26A H26D 0.9700 . ?
C26A C27A 1.492(9) . ?
C27A H27D 0.9600 . ?
C27A H27E 0.9600 . ?
C27A H27F 0.9600 . ?
