#------------------------------------------------------------------------------
#$Date: 2016-11-06 04:04:01 +0200 (Sun, 06 Nov 2016) $
#$Revision: 187967 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/43/1544319.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_1544319
loop_
_publ_author_name
'Feng, Wei-Xu'
'van der Lee, Arie'
'Legrand, Yves-Marie'
'Petit, Eddy'
'Dumitrescu, Dan'
'Su, Cheng-Yong'
'Barboiu, Mihail'
_publ_section_title
;
 Adaptive Encapsulation of ω-Amino Acids and Their Guanidinium-Amide
 Congeners.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              5556
_journal_page_last               5559
_journal_paper_doi               10.1021/acs.orglett.6b02802
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C40 H76 N10 O20 S4'
_chemical_formula_weight         1145.35
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.503(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7136(4)
_cell_length_b                   12.8367(5)
_cell_length_c                   26.8813(11)
_cell_measurement_reflns_used    10505
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.8
_cell_measurement_theta_min      2.8
_cell_volume                     2659.2(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Agilent Technologies Gemini-S four-circle diffractometer'
_diffrn_measurement_method       'φ and 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  0.0508
_diffrn_reflns_av_sigmaI/netI    0.0699
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10505
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.262
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1220
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.691
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.160
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.1106
_refine_ls_R_factor_gt           0.0730
_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)+(0.1889P)²+3.4264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2120
_refine_ls_wR_factor_ref         0.3003
_reflns_number_gt                3375
_reflns_number_total             4645
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol6b02802_si_007.cif
_cod_data_source_block           feng
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 1544319--1544323.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1544319
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.97772(16) 0.82492(10) 0.07894(5) 0.0276(4) Uani 1 1 d .
S2 S 1.10655(17) 0.23938(10) 0.11817(5) 0.0270(4) Uani 1 1 d .
O3 O 1.1327(5) 0.8006(3) 0.10792(14) 0.0308(9) Uani 1 1 d .
O7 O 0.9200(5) 0.4548(3) -0.24312(16) 0.0420(10) Uani 1 1 d .
O6 O 1.1269(6) 0.1293(3) 0.10850(15) 0.0444(11) Uani 1 1 d .
N2 N 0.8135(5) 0.6138(4) -0.25937(16) 0.0291(10) Uani 1 1 d .
H2A H 0.7300 0.6503 -0.2726 0.035 Uiso 1 1 calc R
C2 C 0.9877(6) 0.6228(4) 0.03807(18) 0.0210(10) Uani 1 1 d .
N3 N 0.9624(6) 0.6629(4) -0.24118(17) 0.0330(11) Uani 1 1 d .
H3B H 0.9707 0.6804 -0.2103 0.040 Uiso 1 1 calc R
C3 C 1.0161(6) 0.5782(4) 0.08657(18) 0.0246(11) Uani 1 1 d .
H3C H 1.0150 0.6217 0.1142 0.030 Uiso 1 1 calc R
C6 C 1.0769(6) 0.2975(4) 0.05866(18) 0.0210(10) Uani 1 1 d .
C4 C 1.0444(6) 0.4755(4) 0.09369(18) 0.0242(11) Uani 1 1 d .
H4A H 1.0621 0.4500 0.1259 0.029 Uiso 1 1 calc R
O5 O 0.9478(5) 0.2595(3) 0.14370(13) 0.0357(10) Uani 1 1 d .
C20 C 1.0937(6) 0.6837(4) -0.27021(19) 0.0252(11) Uani 1 1 d .
O2 O 0.8244(6) 0.8176(4) 0.10704(17) 0.0614(15) Uani 1 1 d .
C5 C 1.0474(6) 0.4056(4) 0.05273(18) 0.0212(11) Uani 1 1 d .
C1 C 0.9611(6) 0.7303(4) 0.03000(18) 0.0217(11) Uani 1 1 d .
C7 C 1.0721(6) 0.2315(4) 0.01739(18) 0.0247(11) Uani 1 1 d .
H7A H 1.0917 0.1606 0.0219 0.030 Uiso 1 1 calc R
C8 C 0.9850(5) 0.5544(4) -0.00360(18) 0.0200(10) Uani 1 1 d .
O4 O 1.2560(5) 0.2867(3) 0.14274(15) 0.0363(10) Uani 1 1 d .
N4 N 1.2266(6) 0.7363(4) -0.2503(2) 0.0403(12) Uani 1 1 d .
H4C H 1.3138 0.7508 -0.2679 0.048 Uiso 1 1 calc R
H4D H 1.2259 0.7560 -0.2198 0.048 Uiso 1 1 calc R
N5 N 1.0892(6) 0.6522(4) -0.31667(18) 0.0347(11) Uani 1 1 d .
H5B H 1.1747 0.6656 -0.3352 0.042 Uiso 1 1 calc R
H5C H 1.0009 0.6181 -0.3286 0.042 Uiso 1 1 calc R
N1 N 0.7310(6) 0.0668(4) 0.09610(19) 0.0403(12) Uani 1 1 d .
H1A H 0.7617 0.0000 0.0967 0.060 Uiso 1 1 calc R
H1B H 0.6497 0.0777 0.1180 0.060 Uiso 1 1 calc R
H1C H 0.8233 0.1061 0.1040 0.060 Uiso 1 1 calc R
C19 C 0.7976(7) 0.5097(4) -0.25665(19) 0.0294(12) Uani 1 1 d .
C17 C 0.4839(7) 0.5000(4) -0.2351(2) 0.0336(13) Uani 1 1 d .
H17A H 0.4669 0.5748 -0.2363 0.040 Uiso 1 1 calc R
H17B H 0.3747 0.4674 -0.2453 0.040 Uiso 1 1 calc R
C14 C 0.4474(8) 0.4818(5) -0.0915(2) 0.0401(15) Uani 1 1 d .
H14A H 0.3561 0.5070 -0.0709 0.048 Uiso 1 1 calc R
H14B H 0.5509 0.5224 -0.0833 0.048 Uiso 1 1 calc R
C16 C 0.5302(7) 0.4688(5) -0.1822(2) 0.0352(13) Uani 1 1 d .
H16A H 0.6402 0.5007 -0.1721 0.042 Uiso 1 1 calc R
H16B H 0.5457 0.3938 -0.1809 0.042 Uiso 1 1 calc R
O1 O 0.9927(7) 0.9239(3) 0.05370(17) 0.0623(16) Uani 1 1 d .
C18 C 0.6195(8) 0.4704(5) -0.2719(2) 0.0376(14) Uani 1 1 d .
H18A H 0.6233 0.3952 -0.2749 0.045 Uiso 1 1 calc R
H18B H 0.5857 0.4987 -0.3044 0.045 Uiso 1 1 calc R
C9 C 0.6617(8) 0.0947(5) 0.0454(2) 0.0436(15) Uani 1 1 d .
H9A H 0.5628 0.0505 0.0368 0.052 Uiso 1 1 calc R
H9B H 0.7501 0.0807 0.0216 0.052 Uiso 1 1 calc R
C15 C 0.3943(8) 0.5000(5) -0.1450(2) 0.0400(14) Uani 1 1 d .
H15A H 0.3678 0.5733 -0.1496 0.048 Uiso 1 1 calc R
H15B H 0.2886 0.4612 -0.1528 0.048 Uiso 1 1 calc R
C11 C 0.5530(8) 0.2332(5) -0.0132(2) 0.0396(14) Uani 1 1 d .
H11A H 0.6436 0.2097 -0.0345 0.048 Uiso 1 1 calc R
H11B H 0.4490 0.1939 -0.0224 0.048 Uiso 1 1 calc R
C10 C 0.6074(8) 0.2057(5) 0.0406(2) 0.0389(14) Uani 1 1 d .
H10A H 0.7028 0.2503 0.0518 0.047 Uiso 1 1 calc R
H10B H 0.5111 0.2185 0.0618 0.047 Uiso 1 1 calc R
C12 C 0.5176(8) 0.3465(5) -0.0244(2) 0.0396(15) Uani 1 1 d .
H12A H 0.4178 0.3687 -0.0064 0.048 Uiso 1 1 calc R
H12B H 0.6165 0.3875 -0.0124 0.048 Uiso 1 1 calc R
C13 C 0.4838(8) 0.3682(5) -0.0787(2) 0.0393(14) Uani 1 1 d .
H13A H 0.3853 0.3268 -0.0905 0.047 Uiso 1 1 calc R
H13B H 0.5837 0.3456 -0.0965 0.047 Uiso 1 1 calc R
O8 O 0.9386(5) 0.2568(3) -0.20613(15) 0.0360(10) Uani 1 1 d .
H8A H 0.9518 0.3191 -0.2159 0.043 Uiso 1 1 d R
H8D H 0.8775 0.2471 -0.1787 0.043 Uiso 1 1 d R
O9 O 1.5488(5) 0.1647(3) 0.17319(15) 0.0388(10) Uani 1 1 d .
H9C H 1.5604 0.1446 0.2033 0.047 Uiso 1 1 d R
H9D H 1.4774 0.2135 0.1662 0.047 Uiso 1 1 d R
O10 O 1.3760(5) -0.0311(3) 0.11693(16) 0.0407(10) Uani 1 1 d .
H10D H 1.3028 0.0184 0.1149 0.049 Uiso 1 1 d R
H10F H 1.3391 -0.0824 0.0995 0.049 Uiso 1 1 d 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'
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
O2 S1 O3 112.8(3) . .
O2 S1 O1 112.9(3) . .
O3 S1 O1 111.3(3) . .
O2 S1 C1 108.0(2) . .
O3 S1 C1 106.5(2) . .
O1 S1 C1 104.8(2) . .
O4 S2 O6 113.8(2) . .
O4 S2 O5 112.5(2) . .
O6 S2 O5 111.0(3) . .
O4 S2 C6 107.8(2) . .
O6 S2 C6 105.0(2) . .
O5 S2 C6 105.9(2) . .
C19 N2 N3 120.7(5) . .
C1 C2 C8 119.0(4) . .
C1 C2 C3 123.2(4) . .
C8 C2 C3 117.8(4) . .
C20 N3 N2 121.7(4) . .
C4 C3 C2 122.5(4) . .
C7 C6 C5 120.5(4) . .
C7 C6 S2 117.4(4) . .
C5 C6 S2 121.9(4) . .
C3 C4 C5 121.0(5) . .
N5 C20 N4 122.0(5) . .
N5 C20 N3 120.4(5) . .
N4 C20 N3 117.5(5) . .
C6 C5 C4 122.7(5) . .
C6 C5 C8 118.5(4) . 3_765
C4 C5 C8 118.7(4) . 3_765
C7 C1 C2 120.6(5) 3_765 .
C7 C1 S1 116.3(4) 3_765 .
C2 C1 S1 123.0(4) . .
C1 C7 C6 121.1(5) 3_765 .
C2 C8 C5 120.2(4) . 3_765
C2 C8 C8 120.0(5) . 3_765
C5 C8 C8 119.8(5) 3_765 3_765
O7 C19 N2 121.2(5) . .
O7 C19 C18 125.0(5) . .
N2 C19 C18 113.8(5) . .
C16 C17 C18 114.0(5) . .
C15 C14 C13 113.9(5) . .
C17 C16 C15 113.9(5) . .
C19 C18 C17 112.7(5) . .
N1 C9 C10 113.5(5) . .
C14 C15 C16 114.8(5) . .
C12 C11 C10 116.8(5) . .
C9 C10 C11 111.6(5) . .
C13 C12 C11 113.4(5) . .
C12 C13 C14 114.9(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.434(4) .
S1 O3 1.433(4) .
S1 O1 1.447(5) .
S1 C1 1.791(5) .
S2 O4 1.438(4) .
S2 O6 1.446(4) .
S2 O5 1.453(4) .
S2 C6 1.771(5) .
O7 C19 1.221(7) .
N2 C19 1.345(7) .
N2 N3 1.380(6) .
C2 C1 1.411(7) .
C2 C8 1.422(7) .
C2 C3 1.432(7) .
N3 C20 1.332(7) .
C3 C4 1.348(7) .
C6 C7 1.395(7) .
C6 C5 1.414(7) .
C4 C5 1.422(7) .
C20 N5 1.312(7) .
C20 N4 1.321(7) .
C5 C8 1.429(7) 3_765
C1 C7 1.378(7) 3_765
C7 C1 1.378(7) 3_765
C8 C5 1.429(7) 3_765
C8 C8 1.429(9) 3_765
N1 C9 1.487(8) .
C19 C18 1.503(8) .
C17 C16 1.505(8) .
C17 C18 1.520(8) .
C14 C15 1.498(9) .
C14 C13 1.521(9) .
C16 C15 1.532(8) .
C9 C10 1.490(9) .
C11 C12 1.508(9) .
C11 C10 1.528(8) .
C12 C13 1.498(9) .
