#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:32:22 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178395 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/17/4021793.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_4021793
loop_
_publ_author_name
'Václav Št'astný'
'Ivan Stibor'
'Ivana Císarřová'
'Jan Sýkora'
'Michaela Pojarová'
'Pavel Lhoták'
_publ_section_title
;
 Synthesis of Unique Cagelike Thiacalix[4]arene Derivatives
 in a 1,3-Alternate Conformation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5404
_journal_page_last               5406
_journal_paper_doi               10.1021/jo0607358
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C40 H38 N6 O8 S4'
_chemical_formula_sum            'C40 H38 N6 O8 S4'
_chemical_formula_weight         859.04
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             06-03-17
_audit_creation_method           CRYSTALS_ver_12.83
_cell_angle_alpha                90
_cell_angle_beta                 106.7661(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1560(2)
_cell_length_b                   15.0070(2)
_cell_length_c                   21.4060(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    150
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     4046.58(11)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9086
_diffrn_reflns_theta_full        27.484
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.111
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.295
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       pyramides
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.02
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0662
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.000708
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.862 0.590 0.490 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0601
_refine_ls_wR_factor_gt          0.0507
_refine_ls_wR_factor_ref         0.0507
_reflns_limit_h_max              16
_reflns_limit_h_min              -17
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              0
_reflns_number_gt                3755
_reflns_number_total             4634
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            jo0607358si20060406_083541.cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4021793
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.60560(12) 0.61924(10) 0.10723(6) 0.0311 1.0000 Uani . .
N2 N 0.40745(13) 0.70911(10) 0.05586(8) 0.0359 1.0000 Uani . .
N3 N 0.6281(3) 0.22766(16) 0.41633(14) 0.0809 1.0000 Uani . .
O1 O 0.61939(9) 0.76352(7) 0.33142(5) 0.0270 1.0000 Uani . .
O2 O 0.62907(9) 0.56238(7) 0.22508(5) 0.0233 1.0000 Uani . .
O3 O 0.58118(12) 0.85328(9) 0.47196(7) 0.0402 1.0000 Uani . .
O4 O 0.69575(12) 0.50265(9) 0.08153(6) 0.0416 1.0000 Uani . .
S1 S 0.5000 0.92175(4) 0.2500 0.0488 1.0000 Uani S T
C2 C 0.59709(15) 0.85100(11) 0.23382(9) 0.0346 1.0000 Uani . .
C3 C 0.62859(17) 0.86952(13) 0.17800(10) 0.0434 1.0000 Uani . .
C4 C 0.71233(18) 0.82462(15) 0.16620(10) 0.0441 1.0000 Uani . .
C5 C 0.76501(15) 0.75926(14) 0.20875(9) 0.0375 1.0000 Uani . .
C6 C 0.73465(13) 0.73916(11) 0.26447(8) 0.0279 1.0000 Uani . .
S7 S 0.81433(3) 0.66207(3) 0.32020(2) 0.0322 1.0000 Uani . .
C8 C 0.72521(12) 0.58420(11) 0.33789(7) 0.0246 1.0000 Uani . .
C9 C 0.74249(14) 0.56132(12) 0.40361(7) 0.0294 1.0000 Uani . .
C10 C 0.68077(14) 0.49645(12) 0.42103(7) 0.0315 1.0000 Uani . .
C11 C 0.60197(14) 0.45307(11) 0.37336(8) 0.0295 1.0000 Uani . .
C12 C 0.58613(13) 0.47369(10) 0.30760(7) 0.0245 1.0000 Uani . .
S13 S 0.5000 0.40285(4) 0.2500 0.0299 1.0000 Uani S T
C14 C 0.65132(13) 0.78565(11) 0.27759(8) 0.0269 1.0000 Uani . .
C15 C 0.64754(12) 0.53934(10) 0.28981(7) 0.0216 1.0000 Uani . .
C16 C 0.65789(16) 0.82286(13) 0.38602(10) 0.0399 1.0000 Uani . .
C17 C 0.60604(14) 0.79643(12) 0.43807(8) 0.0320 1.0000 Uani . .
C18 C 0.68645(13) 0.51064(11) 0.19012(7) 0.0279 1.0000 Uani . .
C19 C 0.66183(13) 0.54404(11) 0.12068(7) 0.0268 1.0000 Uani . .
C20 C 0.58162(14) 0.66587(12) 0.04517(8) 0.0309 1.0000 Uani . .
C21 C 0.46297(15) 0.67079(12) 0.01237(8) 0.0325 1.0000 Uani . .
C22 C 0.5681(2) 0.07179(16) 0.43772(14) 0.0558 1.0000 Uani . .
C23 C 0.60195(19) 0.15881(15) 0.42572(11) 0.0468 1.0000 Uani . .
H31 H 0.5899 0.9153 0.1482 0.0481 1.0000 Uiso . .
H41 H 0.7351 0.8377 0.1283 0.0512 1.0000 Uiso . .
H51 H 0.8222 0.7258 0.2001 0.0447 1.0000 Uiso . .
H91 H 0.7972 0.5920 0.4365 0.0335 1.0000 Uiso . .
H101 H 0.6906 0.4824 0.4665 0.0368 1.0000 Uiso . .
H111 H 0.5578 0.4072 0.3852 0.0352 1.0000 Uiso . .
H161 H 0.6404 0.8839 0.3732 0.0509 1.0000 Uiso . .
H162 H 0.7350 0.8162 0.4025 0.0503 1.0000 Uiso . .
H181 H 0.7638 0.5169 0.2117 0.0355 1.0000 Uiso . .
H182 H 0.6649 0.4461 0.1896 0.0349 1.0000 Uiso . .
H201 H 0.6103 0.7279 0.0519 0.0385 1.0000 Uiso . .
H202 H 0.6155 0.6332 0.0153 0.0383 1.0000 Uiso . .
H211 H 0.4502 0.7077 -0.0270 0.0387 1.0000 Uiso . .
H212 H 0.4376 0.6096 0.0002 0.0394 1.0000 Uiso . .
H14 H 0.5850 0.6455 0.1394 0.0377 1.0000 Uiso . .
H16 H 0.3871 0.6729 0.0828 0.0463 1.0000 Uiso . .
H221 H 0.6258 0.0273 0.4407 0.0689 1.0000 Uiso . .
H222 H 0.5484 0.0713 0.4798 0.0689 1.0000 Uiso . .
H223 H 0.5039 0.0541 0.4013 0.0689 1.0000 Uiso . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C19 . N1 C20 . 124.40(14) yes
C19 . N1 H14 . 118.4 no
C20 . N1 H14 . 117.1 no
C17 5_655 N2 C21 . 123.73(14) yes
C17 5_655 N2 H16 . 117.7 no
C21 . N2 H16 . 118.3 no
C14 . O1 C16 . 114.18(12) yes
C15 . O2 C18 . 114.92(11) yes
C2 5_655 S1 C2 . 106.30(11) yes
S1 . C2 C3 . 117.10(15) yes
S1 . C2 C14 . 123.08(15) yes
C3 . C2 C14 . 119.37(18) yes
C2 . C3 C4 . 120.60(18) yes
C2 . C3 H31 . 118.1 no
C4 . C3 H31 . 121.3 no
C3 . C4 C5 . 120.19(17) yes
C3 . C4 H41 . 121.0 no
C5 . C4 H41 . 118.8 no
C4 . C5 C6 . 120.28(19) yes
C4 . C5 H51 . 120.8 no
C6 . C5 H51 . 118.9 no
C5 . C6 S7 . 117.19(14) yes
C5 . C6 C14 . 119.95(17) yes
S7 . C6 C14 . 122.53(12) yes
C6 . S7 C8 . 105.97(7) yes
S7 . C8 C9 . 116.77(12) yes
S7 . C8 C15 . 123.31(11) yes
C9 . C8 C15 . 119.60(15) yes
C8 . C9 C10 . 120.29(15) yes
C8 . C9 H91 . 119.0 no
C10 . C9 H91 . 120.7 no
C9 . C10 C11 . 120.17(14) yes
C9 . C10 H101 . 120.3 no
C11 . C10 H101 . 119.5 no
C10 . C11 C12 . 119.95(16) yes
C10 . C11 H111 . 120.8 no
C12 . C11 H111 . 119.2 no
C11 . C12 S13 . 116.66(13) yes
C11 . C12 C15 . 120.12(15) yes
S13 . C12 C15 . 122.62(11) yes
C12 5_655 S13 C12 . 106.11(10) yes
C2 . C14 C6 . 119.58(16) yes
C2 . C14 O1 . 120.62(16) yes
C6 . C14 O1 . 119.70(14) yes
C8 . C15 C12 . 119.84(13) yes
C8 . C15 O2 . 119.91(14) yes
C12 . C15 O2 . 120.20(13) yes
O1 . C16 C17 . 107.88(14) yes
O1 . C16 H161 . 111.0 no
C17 . C16 H161 . 109.6 no
O1 . C16 H162 . 108.3 no
C17 . C16 H162 . 110.4 no
H161 . C16 H162 . 109.6 no
C16 . C17 N2 5_655 115.40(15) yes
C16 . C17 O3 . 120.44(17) yes
N2 5_655 C17 O3 . 124.15(17) yes
O2 . C18 C19 . 109.73(12) yes
O2 . C18 H181 . 109.2 no
C19 . C18 H181 . 109.1 no
O2 . C18 H182 . 109.7 no
C19 . C18 H182 . 109.1 no
H181 . C18 H182 . 110.0 no
C18 . C19 N1 . 116.12(14) yes
C18 . C19 O4 . 119.13(14) yes
N1 . C19 O4 . 124.72(15) yes
N1 . C20 C21 . 111.68(14) yes
N1 . C20 H201 . 110.0 no
C21 . C20 H201 . 108.5 no
N1 . C20 H202 . 109.1 no
C21 . C20 H202 . 108.4 no
H201 . C20 H202 . 109.1 no
C20 . C21 N2 . 111.22(14) yes
C20 . C21 H211 . 108.9 no
N2 . C21 H211 . 109.5 no
C20 . C21 H212 . 107.6 no
N2 . C21 H212 . 110.0 no
H211 . C21 H212 . 109.7 no
C23 . C22 H221 . 110.6 no
C23 . C22 H222 . 110.0 no
H221 . C22 H222 . 109.0 no
C23 . C22 H223 . 109.7 no
H221 . C22 H223 . 109.1 no
H222 . C22 H223 . 108.4 no
C22 . C23 N3 . 179.6(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C19 . 1.334(2) yes
N1 C20 . 1.453(2) yes
N1 H14 . 0.901 no
N2 C17 5_655 1.334(2) yes
N2 C21 . 1.457(2) yes
N2 H16 . 0.887 no
N3 C23 . 1.125(3) yes
O1 C14 . 1.3761(19) yes
O1 C16 . 1.440(2) yes
O2 C15 . 1.3800(17) yes
O2 C18 . 1.4346(18) yes
O3 C17 . 1.224(2) yes
O4 C19 . 1.226(2) yes
S1 C2 5_655 1.770(2) yes
S1 C2 . 1.770(2) yes
C2 C3 . 1.401(3) yes
C2 C14 . 1.401(2) yes
C3 C4 . 1.376(3) yes
C3 H31 . 0.976 no
C4 C5 . 1.381(3) yes
C4 H41 . 0.964 no
C5 C6 . 1.396(2) yes
C5 H51 . 0.967 no
C6 S7 . 1.7717(18) yes
C6 C14 . 1.395(2) yes
S7 C8 . 1.7719(17) yes
C8 C9 . 1.402(2) yes
C8 C15 . 1.396(2) yes
C9 C10 . 1.386(3) yes
C9 H91 . 0.966 no
C10 C11 . 1.389(2) yes
C10 H101 . 0.968 no
C11 C12 . 1.397(2) yes
C11 H111 . 0.980 no
C12 S13 . 1.7687(16) yes
C12 C15 . 1.395(2) yes
C16 C17 . 1.517(3) yes
C16 H161 . 0.965 no
C16 H162 . 0.978 no
C18 C19 . 1.513(2) yes
C18 H181 . 0.993 no
C18 H182 . 1.009 no
C20 C21 . 1.518(3) yes
C20 H201 . 0.999 no
C20 H202 . 1.006 no
C21 H211 . 0.982 no
C21 H212 . 0.985 no
C22 C23 . 1.427(3) yes
C22 H221 . 0.999 no
C22 H222 . 1.007 no
C22 H223 . 1.006 no
