#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/10/4031030.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_4031030
loop_
_publ_author_name
'Wang, Jinjin'
'Liu, Jiyong'
'Ding, Hualong'
'Wang, Jing'
'Lu, Ping'
'Wang, Yanguang'
_publ_section_title
;
 Construction of Multifunctional 3-Amino-2-carbamimidoylacrylamides and
 Their Crystalline Channel-Type Inclusion Complexes.
;
_journal_issue                   11
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5842
_journal_page_last               5850
_journal_paper_doi               10.1021/acs.joc.5b00827
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         'C30 H27 I N4 O3 S'
_chemical_formula_sum            'C30 H27 I N4 O3 S'
_chemical_formula_weight         650.52
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 128.458(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.5464(7)
_cell_length_b                   13.4795(7)
_cell_length_c                   18.7867(12)
_cell_measurement_reflns_used    4146
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1406
_cell_measurement_theta_min      3.1486
_cell_volume                     2884.5(3)
_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection       'CrysAlis PRO'
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11655
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    1.220
_exptl_absorpt_correction_T_max  0.7924
_exptl_absorpt_correction_T_min  0.6542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis PRO (Agilent Technologies, 2011) 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.672
_refine_diff_density_min         -1.047
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0402P)²+2.4418P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.1053
_reflns_number_gt                3839
_reflns_number_total             5264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b00827_si_003.cif
_cod_data_source_block           131108_wjj500006_1
_cod_depositor_comments
'Adding full bibliography for 4031029--4031033.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4031030
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
I1 I 0.01924(3) 0.77212(3) 0.222761(19) 0.07034(14) Uani 1 1 d .
S1 S 0.42048(9) 0.76704(8) 0.46018(7) 0.0509(3) Uani 1 1 d .
O1 O 0.4517(3) 0.8693(2) 0.4644(2) 0.0714(9) Uani 1 1 d .
O2 O 0.3612(3) 0.7171(3) 0.37465(19) 0.0836(10) Uani 1 1 d .
O3 O 0.0683(2) 0.7065(2) 0.51172(18) 0.0570(7) Uani 1 1 d .
N1 N 0.3457(3) 0.7488(2) 0.4965(2) 0.0437(7) Uani 1 1 d .
N2 N 0.3223(3) 0.9159(2) 0.51703(19) 0.0429(7) Uani 1 1 d .
H2 H 0.3712 0.9299 0.5072 0.051 Uiso 1 1 d R
N3 N 0.1116(3) 0.6885(3) 0.41630(19) 0.0510(8) Uani 1 1 d .
H3 H 0.1631 0.6993 0.4085 0.061 Uiso 1 1 d R
N4 N 0.2195(3) 0.7942(3) 0.6686(2) 0.0556(9) Uani 1 1 d .
H4A H 0.1537 0.7631 0.6347 0.067 Uiso 1 1 d R
H4B H 0.2468 0.8129 0.7222 0.067 Uiso 1 1 d R
C1 C 0.8506(5) 0.5254(5) 0.7424(6) 0.144(3) Uani 1 1 d .
H1A H 0.8771 0.5451 0.8016 0.216 Uiso 1 1 calc R
H1B H 0.9128 0.5348 0.7385 0.216 Uiso 1 1 calc R
H1C H 0.8284 0.4567 0.7326 0.216 Uiso 1 1 calc R
C2 C 0.7457(5) 0.5879(4) 0.6706(5) 0.0849(17) Uani 1 1 d .
C3 C 0.7244(4) 0.6780(4) 0.6917(3) 0.0769(14) Uani 1 1 d .
H3A H 0.7767 0.7015 0.7509 0.092 Uiso 1 1 calc R
C4 C 0.6276(4) 0.7350(3) 0.6277(3) 0.0596(11) Uani 1 1 d .
H4 H 0.6157 0.7963 0.6436 0.072 Uiso 1 1 calc R
C5 C 0.5494(3) 0.7000(3) 0.5404(3) 0.0471(9) Uani 1 1 d .
C6 C 0.5705(4) 0.6107(3) 0.5182(4) 0.0734(13) Uani 1 1 d .
H6 H 0.5184 0.5864 0.4592 0.088 Uiso 1 1 calc R
C7 C 0.6694(6) 0.5568(4) 0.5837(5) 0.0950(18) Uani 1 1 d .
H7 H 0.6838 0.4972 0.5674 0.114 Uiso 1 1 calc R
C8 C 0.3061(3) 0.8191(3) 0.5206(2) 0.0365(8) Uani 1 1 d .
C9 C 0.2717(3) 0.9991(3) 0.5269(2) 0.0407(8) Uani 1 1 d .
C10 C 0.1566(3) 1.0005(3) 0.4955(3) 0.0536(10) Uani 1 1 d .
H10 H 0.1101 0.9440 0.4696 0.064 Uiso 1 1 calc R
C11 C 0.1117(4) 1.0863(4) 0.5032(3) 0.0679(12) Uani 1 1 d .
H11 H 0.0351 1.0869 0.4834 0.082 Uiso 1 1 calc R
C12 C 0.1786(5) 1.1707(4) 0.5396(3) 0.0750(13) Uani 1 1 d .
H12 H 0.1476 1.2284 0.5443 0.090 Uiso 1 1 calc R
C13 C 0.2912(5) 1.1693(3) 0.5687(3) 0.0742(13) Uani 1 1 d .
H13 H 0.3364 1.2266 0.5925 0.089 Uiso 1 1 calc R
C14 C 0.3387(4) 1.0836(3) 0.5633(3) 0.0562(10) Uani 1 1 d .
H14 H 0.4159 1.0831 0.5842 0.067 Uiso 1 1 calc R
C15 C 0.2408(3) 0.7857(2) 0.5525(2) 0.0368(8) Uani 1 1 d .
C16 C 0.1351(3) 0.7242(3) 0.4940(2) 0.0397(8) Uani 1 1 d .
C17 C 0.0103(3) 0.6353(3) 0.3478(2) 0.0497(9) Uani 1 1 d .
C18 C -0.0357(4) 0.5606(3) 0.3670(3) 0.0667(12) Uani 1 1 d .
H18 H -0.0007 0.5451 0.4271 0.080 Uiso 1 1 calc R
C19 C -0.1333(5) 0.5083(4) 0.2979(4) 0.0836(16) Uani 1 1 d .
H19 H -0.1637 0.4577 0.3114 0.100 Uiso 1 1 calc R
C20 C -0.1855(5) 0.5316(5) 0.2087(4) 0.0893(17) Uani 1 1 d .
H20 H -0.2514 0.4965 0.1621 0.107 Uiso 1 1 calc R
C21 C -0.1419(4) 0.6052(4) 0.1880(3) 0.0752(14) Uani 1 1 d .
H21 H -0.1777 0.6205 0.1276 0.090 Uiso 1 1 calc R
C22 C -0.0439(3) 0.6571(3) 0.2573(3) 0.0544(10) Uani 1 1 d .
C23 C 0.2791(3) 0.8134(3) 0.6379(2) 0.0390(8) Uani 1 1 d .
C24 C 0.3918(3) 0.8661(3) 0.7034(2) 0.0386(8) Uani 1 1 d .
C25 C 0.4956(3) 0.8306(3) 0.7249(2) 0.0459(9) Uani 1 1 d .
H25 H 0.4952 0.7737 0.6968 0.055 Uiso 1 1 calc R
C26 C 0.6003(4) 0.8798(3) 0.7884(3) 0.0594(11) Uani 1 1 d .
H26 H 0.6695 0.8561 0.8017 0.071 Uiso 1 1 calc R
C27 C 0.6030(4) 0.9638(4) 0.8322(3) 0.0671(13) Uani 1 1 d .
C28 C 0.4990(5) 0.9987(3) 0.8097(3) 0.0667(12) Uani 1 1 d .
H28 H 0.4993 1.0556 0.8379 0.080 Uiso 1 1 calc R
C29 C 0.3949(4) 0.9510(3) 0.7464(3) 0.0547(10) Uani 1 1 d .
H29 H 0.3256 0.9759 0.7322 0.066 Uiso 1 1 calc R
C30 C 0.7194(6) 1.0141(5) 0.9046(4) 0.123(3) Uani 1 1 d .
H30A H 0.7217 1.0324 0.9551 0.185 Uiso 1 1 calc R
H30B H 0.7273 1.0725 0.8795 0.185 Uiso 1 1 calc R
H30C H 0.7827 0.9693 0.9250 0.185 Uiso 1 1 calc R
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'
I I -0.4742 1.8119 '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
O2 S1 O1 117.5(2)
O2 S1 N1 107.88(18)
O1 S1 N1 113.23(16)
O2 S1 C5 107.25(19)
O1 S1 C5 108.26(18)
N1 S1 C5 101.42(16)
C8 N1 S1 125.6(3)
C8 N2 C9 130.2(3)
C8 N2 H2 114.9
C9 N2 H2 114.9
C16 N3 C17 125.5(3)
C16 N3 H3 117.2
C17 N3 H3 117.2
C23 N4 H4A 120.0
C23 N4 H4B 120.0
H4A N4 H4B 120.0
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
C7 C2 C3 117.4(5)
C7 C2 C1 121.3(7)
C3 C2 C1 121.2(7)
C2 C3 C4 122.2(5)
C2 C3 H3A 118.9
C4 C3 H3A 118.9
C5 C4 C3 119.0(4)
C5 C4 H4 120.5
C3 C4 H4 120.5
C6 C5 C4 119.4(4)
C6 C5 S1 120.8(3)
C4 C5 S1 119.8(3)
C5 C6 C7 119.8(5)
C5 C6 H6 120.1
C7 C6 H6 120.1
C2 C7 C6 122.2(5)
C2 C7 H7 118.9
C6 C7 H7 118.9
N1 C8 N2 123.6(3)
N1 C8 C15 116.6(3)
N2 C8 C15 119.8(3)
C14 C9 C10 119.8(4)
C14 C9 N2 117.1(3)
C10 C9 N2 122.9(3)
C11 C10 C9 119.5(4)
C11 C10 H10 120.3
C9 C10 H10 120.3
C12 C11 C10 120.8(4)
C12 C11 H11 119.6
C10 C11 H11 119.6
C13 C12 C11 119.3(4)
C13 C12 H12 120.4
C11 C12 H12 120.4
C12 C13 C14 120.8(5)
C12 C13 H13 119.6
C14 C13 H13 119.6
C9 C14 C13 119.8(4)
C9 C14 H14 120.1
C13 C14 H14 120.1
C23 C15 C16 119.9(3)
C23 C15 C8 119.6(3)
C16 C15 C8 120.5(3)
O3 C16 N3 120.5(3)
O3 C16 C15 122.9(3)
N3 C16 C15 116.6(3)
C18 C17 C22 118.4(4)
C18 C17 N3 122.4(4)
C22 C17 N3 119.1(4)
C17 C18 C19 120.8(4)
C17 C18 H18 119.6
C19 C18 H18 119.6
C20 C19 C18 119.5(5)
C20 C19 H19 120.2
C18 C19 H19 120.2
C21 C20 C19 120.8(4)
C21 C20 H20 119.6
C19 C20 H20 119.6
C20 C21 C22 119.4(5)
C20 C21 H21 120.3
C22 C21 H21 120.3
C21 C22 C17 121.0(4)
C21 C22 I1 118.4(3)
C17 C22 I1 120.6(3)
N4 C23 C15 123.3(3)
N4 C23 C24 114.6(3)
C15 C23 C24 122.1(3)
C25 C24 C29 118.8(3)
C25 C24 C23 121.4(3)
C29 C24 C23 119.8(3)
C24 C25 C26 120.1(4)
C24 C25 H25 119.9
C26 C25 H25 119.9
C27 C26 C25 120.8(4)
C27 C26 H26 119.6
C25 C26 H26 119.6
C28 C27 C26 118.5(4)
C28 C27 C30 121.4(5)
C26 C27 C30 120.1(5)
C29 C28 C27 121.1(4)
C29 C28 H28 119.4
C27 C28 H28 119.4
C28 C29 C24 120.7(4)
C28 C29 H29 119.7
C24 C29 H29 119.7
C27 C30 H30A 109.5
C27 C30 H30B 109.5
H30A C30 H30B 109.5
C27 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 C22 2.100(4)
S1 O2 1.434(3)
S1 O1 1.438(3)
S1 N1 1.623(3)
S1 C5 1.758(4)
O3 C16 1.229(4)
N1 C8 1.326(4)
N2 C8 1.336(4)
N2 C9 1.416(4)
N2 H2 0.8599
N3 C16 1.364(4)
N3 C17 1.408(5)
N3 H3 0.8600
N4 C23 1.331(4)
N4 H4A 0.8600
N4 H4B 0.8600
C1 C2 1.516(7)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 C7 1.348(8)
C2 C3 1.371(8)
C3 C4 1.383(6)
C3 H3A 0.9300
C4 C5 1.373(6)
C4 H4 0.9300
C5 C6 1.369(6)
C6 C7 1.381(7)
C6 H6 0.9300
C7 H7 0.9300
C8 C15 1.473(4)
C9 C14 1.373(5)
C9 C10 1.386(5)
C10 C11 1.379(6)
C10 H10 0.9300
C11 C12 1.371(7)
C11 H11 0.9300
C12 C13 1.367(7)
C12 H12 0.9300
C13 C14 1.382(6)
C13 H13 0.9300
C14 H14 0.9300
C15 C23 1.383(4)
C15 C16 1.469(5)
C17 C18 1.376(6)
C17 C22 1.389(5)
C18 C19 1.380(6)
C18 H18 0.9300
C19 C20 1.378(7)
C19 H19 0.9300
C20 C21 1.359(7)
C20 H20 0.9300
C21 C22 1.381(6)
C21 H21 0.9300
C23 C24 1.482(5)
C24 C25 1.382(5)
C24 C29 1.386(5)
C25 C26 1.386(5)
C25 H25 0.9300
C26 C27 1.385(6)
C26 H26 0.9300
C27 C28 1.377(6)
C27 C30 1.521(6)
C28 C29 1.371(6)
C28 H28 0.9300
C29 H29 0.9300
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
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
O2 S1 N1 C8 -125.8(3)
O1 S1 N1 C8 5.9(4)
C5 S1 N1 C8 121.7(3)
C7 C2 C3 C4 1.2(7)
C1 C2 C3 C4 -178.4(4)
C2 C3 C4 C5 0.8(7)
C3 C4 C5 C6 -1.6(6)
C3 C4 C5 S1 175.4(3)
O2 S1 C5 C6 -7.2(4)
O1 S1 C5 C6 -134.9(3)
N1 S1 C5 C6 105.8(3)
O2 S1 C5 C4 175.8(3)
O1 S1 C5 C4 48.2(4)
N1 S1 C5 C4 -71.2(3)
C4 C5 C6 C7 0.4(6)
S1 C5 C6 C7 -176.6(4)
C3 C2 C7 C6 -2.5(8)
C1 C2 C7 C6 177.1(5)
C5 C6 C7 C2 1.7(8)
S1 N1 C8 N2 0.6(5)
S1 N1 C8 C15 -179.5(2)
C9 N2 C8 N1 169.4(3)
C9 N2 C8 C15 -10.6(5)
C8 N2 C9 C14 149.2(4)
C8 N2 C9 C10 -35.6(5)
C14 C9 C10 C11 -1.4(5)
N2 C9 C10 C11 -176.4(3)
C9 C10 C11 C12 1.4(6)
C10 C11 C12 C13 -0.2(7)
C11 C12 C13 C14 -1.1(7)
C10 C9 C14 C13 0.2(6)
N2 C9 C14 C13 175.5(3)
C12 C13 C14 C9 1.0(7)
N1 C8 C15 C23 122.8(3)
N2 C8 C15 C23 -57.3(4)
N1 C8 C15 C16 -57.9(4)
N2 C8 C15 C16 122.1(3)
C17 N3 C16 O3 4.1(6)
C17 N3 C16 C15 -174.5(3)
C23 C15 C16 O3 10.2(5)
C8 C15 C16 O3 -169.2(3)
C23 C15 C16 N3 -171.3(3)
C8 C15 C16 N3 9.4(5)
C16 N3 C17 C18 -43.9(6)
C16 N3 C17 C22 137.7(4)
C22 C17 C18 C19 0.2(6)
N3 C17 C18 C19 -178.2(4)
C17 C18 C19 C20 -0.3(7)
C18 C19 C20 C21 0.1(8)
C19 C20 C21 C22 0.1(8)
C20 C21 C22 C17 -0.2(7)
C20 C21 C22 I1 -178.9(4)
C18 C17 C22 C21 0.1(6)
N3 C17 C22 C21 178.5(4)
C18 C17 C22 I1 178.7(3)
N3 C17 C22 I1 -2.8(5)
C16 C15 C23 N4 -5.7(5)
C8 C15 C23 N4 173.6(3)
C16 C15 C23 C24 173.3(3)
C8 C15 C23 C24 -7.3(5)
N4 C23 C24 C25 127.8(3)
C15 C23 C24 C25 -51.3(5)
N4 C23 C24 C29 -50.1(4)
C15 C23 C24 C29 130.7(4)
C29 C24 C25 C26 -0.1(5)
C23 C24 C25 C26 -178.1(3)
C24 C25 C26 C27 1.1(6)
C25 C26 C27 C28 -1.5(6)
C25 C26 C27 C30 177.3(4)
C26 C27 C28 C29 1.0(6)
C30 C27 C28 C29 -177.9(5)
C27 C28 C29 C24 0.0(6)
C25 C24 C29 C28 -0.4(5)
C23 C24 C29 C28 177.6(3)
