#------------------------------------------------------------------------------
#$Date: 2017-02-10 18:21:58 +0200 (Fri, 10 Feb 2017) $
#$Revision: 191977 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/02/2010239.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010239
loop_
_publ_author_name
'In, Y.'
'Doi, M.'
'Inoue, M.'
'Ishida, T.'
_publ_section_title
;
 Structure of ascidiacyclamide as the ethanol water solvate, a
 cytotoxic cyclic peptide from Ascidian
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2015
_journal_page_last               2017
_journal_paper_doi               10.1107/S0108270194000685
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C36 H52 N8 O6 S2,C2 H5 O H,H2 O'
_chemical_formula_sum            'C38 H60 N8 O8 S2'
_chemical_formula_weight         821.073
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 99.950(10)
_cell_angle_gamma                90.
_cell_formula_units_Z            2
_cell_length_a                   14.360(2)
_cell_length_b                   13.369(2)
_cell_length_c                   12.905(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      21.5
_cell_measurement_theta_min      18.4
_cell_volume                     2440.2(6)
_diffrn_measurement_device       'Rigaku AFC-5'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.018
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2201
_diffrn_reflns_theta_max         62
_diffrn_standards_decay_%        .0
_diffrn_standards_interval_count 100
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    1.374
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_density_meas      1.115
_exptl_crystal_description       plates
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.285
_refine_ls_number_parameters     264
_refine_ls_number_reflns         1828
_refine_ls_R_factor_obs          0.055
_refine_ls_shift/esd_max         0.52
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.080
_reflns_number_observed          1960
_reflns_number_total             2021
_reflns_observed_criterion       F>2\s(F)
_cod_data_source_file            as1088.cif
_cod_data_source_block           as1088a
_cod_depositor_comments
;
 Changing the _atom_site_occupancy data item value from '.' to '1'
 for all fully occupied atom sites.

 Antanas Vaitkus,
 2017-02-10

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2440.2(5)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2010239
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
N(1a) .6867(3) .0556 .0524(4) .077(2) 1.0
C(1) .7384(5) .0255(6) .1416(5) .084(3) 1.0
O(1) .8051(5) -.0337(6) .1467(5) .114(4) 1.0
C(2) .7134(5) .0698(6) .2402(5) .083(3) 1.0
N(2) .6491(4) .1485(5) .2346(4) .079(3) 1.0
C(3) .7490(7) .0367(9) .3393(6) .113(5) 1.0
S(3) .7047(2) .1049(4) .42740(10) .126(2) 1.0
C(4) .6396(5) .1760(7) .3271(5) .083(3) 1.0
C(5) .5756(5) .2612(7) .3478(4) .087(3) 1.0
C(6) .6202(6) .3621(7) .3296(6) .102(5) 1.0
C(7) .7197(6) .3690(10) .3979(8) .122(6) 1.0
C(8) .5550(10) .4466(8) .3490(10) .138(8) 1.0
N(2a) .4859(4) .2465(6) .2753(4) .084(3) 1.0
C(9) .4010(5) .2513(7) .3067(5) .091(4) 1.0
O(9) .3909(4) .2745(8) .3937(3) .130(4) 1.0
C(10) .3164(5) .2357(6) .2212(4) .082(3) 1.0
N(10) .3383(4) .1817(5) .1292(4) .078(3) 1.0
C(11) .2377(5) .1745(7) .2603(5) .093(4) 1.0
O(11) .2344(3) .0852(5) .1933(3) .087(2) 1.0
C(12) .1443(8) .2230(10) .2410(10) .143(8) 1.0
C(13) .2910(4) .1023(6) .1238(4) .069(3) 1.0
C(14) .2937(6) .0188(6) .0455(6) .093(4) 0.0455
C(15) .3621(7) -.0667(8) .0830(7) .114(6) 0.0455
C(16) .3160(10) -.1380(10) .147(2) .180(10) 0.0455
C(17) .364(2) -.2310(10) .153(4) .31(3) 0.0455
C(18) .4430(10) -.0345(9) .1340(10) .150(10) 0.0455
O(1)W .5000 .1868(7) .0000 .109(5) 1.0
O(1)Et .4520(10) .3830(10) .051(2) .170(10) 0.5
C(1)Et .5000 .553(4) .0000 .29(4) 1.0
C(2)Et .5000 .446(2) .0000 .51(7) 1.0
H(1a) .646(5) .104(6) .047(6) .07(2) 1
H(3) .795(5) -.019(6) .358(6) .08(2) 1
H(5) .564(5) .254(6) .415(6) .09(2) 1
H(6) .629(5) .359(6) .250(7) .08(2) 1
H(7)a .721(5) .326(6) .469(7) .10(2) 1
H(7)b .735(5) .447(6) .418(6) .11(2) 1
H(7)c .772(5) .341(6) .371(6) .09(2) 1
H(8)a .477(5) .419(6) .326(6) .12(2) 1
H(8)b .567(5) .513(6) .310(6) .11(2) 1
H(8)c .563(5) .463(6) .426(6) .11(2) 1
H(2a) .481(5) .234(6) .209(7) .11(2) 1
H(10) .285(5) .301(6) .199(6) .10(2) 1
H(11) .258(5) .155(6) .339(7) .06(2) 1
H(12)a .155(5) .300(7) .249(6) .09(2) 1
H(12)b .113(5) .197(6) .295(6) .12(2) 1
H(12)c .115(5) .195(6) .164(6) .11(2) 1
H(14) .774(5) -.012(6) -.030(6) .06(2) 1
H(15) .622(5) -.113(6) -.017(6) .11(2) 1
H(16)a .750(5) -.170(6) -.102(7) .11(2) 1
H(16)b .661(5) -.109(6) -.225(7) .13(2) 1
H(17)a .601(5) -.246(6) -.102(6) .10(2) 1
H(17)b .672(5) -.304(6) -.172(6) .12(2) 1
H(17)c .580(5) -.231(6) -.221(6) .10(2) 1
H(18)a .538(5) .026(6) -.108(6) .13(2) 1
H(18)b .508(5) -.099(6) -.124(6) .12(2) 1
H(18)c .561(5) -.029(6) -.217(7) .06(2) 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) N(1a) C(14) 119.9(5) no
N(1a) C(1) O(1) 123.8(4) no
N(1a) C(1) C(2) 116.0(4) no
O(1) C(1) C(2) 120.2(5) no
C(1) C(2) N(2) 120.4(4) no
C(1) C(2) C(3) 124.1(5) no
N(2) C(2) C(3) 115.5(5) no
C(2) N(2) C(4) 110.2(5) no
C(2) C(3) S(3) 109.7(4) no
C(3) S(3) C(4) 90.6(4) no
N(2) C(4) S(3) 114.0(3) no
N(2) C(4) C(5) 123.1(4) no
S(3) C(4) C(5) 122.9(3) no
C(4) C(5) C(6) 110.7(5) no
C(4) C(5) N(2a) 106.1(4) no
C(6) C(5) N(2a) 111.4(4) no
C(5) C(6) C(7) 109.8(5) no
C(5) C(6) C(8) 110.2(6) no
C(7) C(6) C(8) 113.4(6) no
C(5) N(2a) C(9) 122.7(5) no
N(2a) C(9) O(9) 123.7(4) no
N(2a) C(9) C(10) 115.4(4) no
O(9) C(9) C(10) 120.6(5) no
C(9) C(10) N(10) 113.6(4) no
C(9) C(10) C(11) 112.1(4) no
N(10) C(10) C(11) 105.9(4) no
C(10) N(10) C(13) 105.8(4) no
C(10) C(11) O(11) 100.9(4) no
C(10) C(11) C(12) 113.9(6) no
O(11) C(11) C(12) 109.1(6) no
C(11) O(11) C(13) 107.2(4) no
N(10) C(13) O(11) 119.7(4) no
N(1a) C(14) C(15) 108.9(5) no
C(14) C(15) C(16) 109.2(8) no
C(14) C(15) C(18) 112.4(7) no
C(16) C(15) C(18) 112.0(10) no
C(15) C(16) C(17) 110.0(10) no
O(1)Et C(2)Et C(1)Et 129.0(10) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1a) C(1) 1.320(8) no
N(1a) C(14) 1.428(8) no
C(1) O(1) 1.240(10) no
C(1) C(2) 1.500(10) no
C(2) N(2) 1.394(9) no
C(2) C(3) 1.370(10) no
N(2) C(4) 1.279(9) no
C(3) S(3) 1.670(10) no
S(3) C(4) 1.742(8) no
C(4) C(5) 1.520(10) no
C(5) C(6) 1.530(10) no
C(5) N(2a) 1.469(9) no
C(6) C(7) 1.550(10) no
C(6) C(8) 1.52(2) no
N(2a) C(9) 1.350(10) no
C(9) O(9) 1.200(10) no
C(9) C(10) 1.510(10) no
C(10) N(10) 1.470(9) no
C(10) C(11) 1.550(10) no
N(10) C(13) 1.255(8) no
C(11) O(11) 1.470(9) no
C(11) C(12) 1.48(2) no
O(11) C(13) 1.330(8) no
C(14) C(15) 1.530(10) no
C(15) C(16) 1.48(2) no
C(15) C(18) 1.31(2) no
C(16) C(17) 1.42(3) no
O(1)Et C(2)Et 1.33(2) no
C(1)Et C(2)Et 1.43(2) no
N(1a) H(1a) 0.87(7) no
C(3) H(3) 1.00(8) no
C(5) H(5) 0.92(8) no
C(6) H(6) 1.06(8) no
C(7) H(7)a 1.08(8) no
C(7) H(7)b 1.08(8) no
C(7) H(7)c 0.95(8) no
C(8) H(8)a 1.17(8) no
C(8) H(8)b 1.04(8) no
C(8) H(8)c 1.01(8) no
N(2a) H(2a) 0.86(8) no
C(10) H(10) 1.00(8) no
C(11) H(11) 1.04(8) no
C(12) H(12)a 1.04(8) no
C(12) H(12)b 0.95(8) no
C(12) H(12)c 1.08(8) no
C(14) H(14) 1.04(8) no
C(15) H(15) 1.11(8) no
C(16) H(16)a 1.11(8) no
C(16) H(16)b 1.08(8) no
C(17) H(17)a 0.91(8) no
C(17) H(17)b 1.15(8) no
C(17) H(17)c 1.08(8) no
C(18) H(18)a 0.93(8) no
C(18) H(18)b 1.13(8) no
C(18) H(18)c 1.08(8) no
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_publ_flag
N(1a) C(1) C(2) N(2) -9.2(6) yes
C(14') N(1a) C(1) C(2) 178.9(8) yes
C(9) N(2a) C(5) C(4) 132.3(7) yes
N(2a) C(5) C(4) N(2) 45.7(5) yes
N(2a) C(5) C(6) C(7) -173.3(8) yes
N(2a) C(5) C(6) C(8) 61.1(7) yes
N(10) C(10) C(9) N(2a) 21.9(6) yes
C(10) C(9) N(2a) C(5) 179.1(8) yes
C(1)' N(1a)' C(14) C(13) -133.0(6) yes
N(1a)' C(14) C(13) N(10) -31.1(9) yes
N(1a)' C(14) C(15) C(16) -151.0(10) yes
N(1a)' C(14) C(15) C(18) 85.0(10) yes
C(14) C(15) C(16) C(17) 161(2) yes
