#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/43/2104326.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_2104326
loop_
_publ_author_name
'Ivashevskaya, Svetlana N.'
'van de Streek, Jacco'
'Djanhan, Juste E.'
'Brüning, Jürgen'
'Alig, Edith'
'Bolte, Michael'
'Schmidt, Martin U.'
'Blaschka, Peter'
'Höffken, Hans Wolfgang'
'Erk, Peter'
_publ_section_title
;
 Structure determination of seven phases and solvates of Pigment Yellow
 183 and Pigment Yellow 191 from X-ray powder and single-crystal data
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              212
_journal_page_last               222
_journal_paper_doi               10.1107/S0108768109001827
_journal_volume                  65
_journal_year                    2009
_chemical_formula_sum            'C29 H41 Ca Cl N8 O11 S2'
_chemical_formula_weight         817.35
_chemical_name_common
'Pigment Yellow 191 dimethylformamide tetrasolvate'
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.134(5)
_cell_angle_beta                 99.765(5)
_cell_angle_gamma                104.181(5)
_cell_formula_units_Z            2
_cell_length_a                   8.1479(5)
_cell_length_b                   13.1042(8)
_cell_length_c                   18.1233(12)
_cell_measurement_reflns_used    37175
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.2
_cell_volume                     1847.0(2)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997) '
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990) '
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_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  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            37376
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.28
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.423
_exptl_absorpt_correction_T_max  0.8592
_exptl_absorpt_correction_T_min  0.8391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS (Spek, 1990; Blessing, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.396
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         8457
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0773
_reflns_number_gt                6914
_reflns_number_total             8457
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            og5036.cif
_cod_data_source_block           PY1914DMF
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2104326
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.20513(14) -0.07899(8) 0.42314(6) 0.0208(2) Uani d . 1 . .
H H1 0.2236 -0.0805 0.3767 0.025 Uiso calc R 1 . .
N N2 0.27932(14) 0.00518(8) 0.46840(6) 0.0204(2) Uani d . 1 . .
C C11 0.09647(17) -0.16584(10) 0.45033(7) 0.0204(2) Uani d . 1 . .
C C12 0.03244(17) -0.26207(10) 0.40840(8) 0.0212(3) Uani d . 1 . .
S S12 0.06747(4) -0.28685(2) 0.315759(18) 0.02165(8) Uani d . 1 . .
O O121 -0.10261(14) -0.31498(11) 0.27063(6) 0.0400(3) Uani d . 1 . .
O O122 0.17794(17) -0.19053(8) 0.29539(6) 0.0388(3) Uani d . 1 . .
O O123 0.14749(15) -0.37448(9) 0.32177(6) 0.0345(2) Uani d . 1 . .
C C13 -0.07003(18) -0.34673(10) 0.43951(8) 0.0241(3) Uani d . 1 . .
H H13 -0.1107 -0.4117 0.4111 0.029 Uiso calc R 1 . .
C C14 -0.11575(18) -0.34124(11) 0.50956(8) 0.0244(3) Uani d . 1 . .
C C141 -0.2285(2) -0.43411(12) 0.54011(9) 0.0329(3) Uani d . 1 . .
H H14A -0.2619 -0.4935 0.5032 0.049 Uiso calc R 1 . .
H H14B -0.3318 -0.4153 0.5506 0.049 Uiso calc R 1 . .
H H14C -0.1654 -0.4541 0.5865 0.049 Uiso calc R 1 . .
C C15 -0.05199(17) -0.24310(11) 0.54868(8) 0.0230(3) Uani d . 1 . .
Cl Cl15 -0.10530(4) -0.22738(3) 0.636744(19) 0.02741(8) Uani d . 1 . .
C C16 0.05074(17) -0.15709(10) 0.52086(8) 0.0225(3) Uani d . 1 . .
H H16 0.0903 -0.0922 0.5494 0.027 Uiso calc R 1 . .
C C21 0.38104(17) 0.08488(10) 0.44246(7) 0.0207(2) Uani d . 1 . .
C C22 0.42560(17) 0.09699(10) 0.36708(7) 0.0212(3) Uani d . 1 . .
O O22 0.38209(13) 0.03244(7) 0.31365(5) 0.0258(2) Uani d . 1 . .
N N23 0.52994(15) 0.19786(9) 0.37048(6) 0.0223(2) Uani d . 1 . .
N N24 0.55559(15) 0.24935(9) 0.44178(6) 0.0235(2) Uani d . 1 . .
C C25 0.46907(17) 0.18362(10) 0.48347(8) 0.0222(3) Uani d . 1 . .
C C26 0.46591(19) 0.21245(11) 0.56252(8) 0.0274(3) Uani d . 1 . .
H H26A 0.5412 0.2829 0.5762 0.041 Uiso calc R 1 . .
H H26B 0.5063 0.1612 0.5956 0.041 Uiso calc R 1 . .
H H26C 0.3482 0.2122 0.5679 0.041 Uiso calc R 1 . .
C C31 0.59883(17) 0.25518(10) 0.31182(7) 0.0202(2) Uani d . 1 . .
C C32 0.52121(17) 0.22746(10) 0.23780(7) 0.0210(3) Uani d . 1 . .
H H32 0.4243 0.1689 0.2261 0.025 Uiso calc R 1 . .
C C33 0.58757(17) 0.28679(10) 0.18087(7) 0.0192(2) Uani d . 1 . .
S S33 0.48027(4) 0.25034(2) 0.087161(18) 0.02021(7) Uani d . 1 . .
O O331 0.53662(15) 0.15857(7) 0.06617(6) 0.0296(2) Uani d . 1 . .
O O332 0.54198(13) 0.33916(7) 0.04209(5) 0.0250(2) Uani d . 1 . .
O O333 0.29874(13) 0.22793(9) 0.08923(6) 0.0320(2) Uani d . 1 . .
C C34 0.72861(17) 0.37296(10) 0.19700(8) 0.0211(3) Uani d . 1 . .
H H34 0.7726 0.4129 0.1578 0.025 Uiso calc R 1 . .
C C35 0.80425(17) 0.39964(10) 0.27144(8) 0.0226(3) Uani d . 1 . .
H H35 0.9006 0.4586 0.2831 0.027 Uiso calc R 1 . .
C C36 0.74125(17) 0.34156(10) 0.32903(8) 0.0218(3) Uani d . 1 . .
H H36 0.7944 0.3603 0.3797 0.026 Uiso calc R 1 . .
Ca Ca1 0.5000 0.0000 0.0000 0.01873(8) Uani d S 1 . .
Ca Ca2 0.5000 0.5000 0.0000 0.01873(8) Uani d S 1 . .
O O1A 0.79542(13) 0.03686(8) 0.01883(6) 0.0293(2) Uani d . 1 . .
C C1A 0.92169(19) 0.04889(12) 0.07032(9) 0.0304(3) Uani d . 1 . .
H H1A 0.9928 0.1183 0.0810 0.036 Uiso calc R 1 . .
N N1A 0.96504(16) -0.02624(10) 0.11123(7) 0.0294(3) Uani d . 1 . .
C C2A 1.1200(2) -0.00658(16) 0.16736(12) 0.0488(5) Uani d . 1 . .
H H2A1 1.2063 -0.0356 0.1489 0.073 Uiso calc R 1 . .
H H2A2 1.0934 -0.0404 0.2136 0.073 Uiso calc R 1 . .
H H2A3 1.1652 0.0695 0.1776 0.073 Uiso calc R 1 . .
C C3A 0.8731(2) -0.13714(12) 0.09459(10) 0.0338(3) Uani d . 1 . .
H H3A1 0.7527 -0.1417 0.0728 0.051 Uiso calc R 1 . .
H H3A2 0.8782 -0.1755 0.1409 0.051 Uiso calc R 1 . .
H H3A3 0.9268 -0.1683 0.0589 0.051 Uiso calc R 1 . .
O O1B 0.51786(13) -0.06538(7) 0.11988(5) 0.0252(2) Uani d . 1 . .
C C1B 0.61063(18) -0.02255(11) 0.17863(8) 0.0246(3) Uani d . 1 . .
H H1B 0.6549 0.0517 0.1802 0.029 Uiso calc R 1 . .
N N1B 0.65205(15) -0.07317(9) 0.23916(6) 0.0238(2) Uani d . 1 . .
C C2B 0.7593(2) -0.01713(13) 0.30634(9) 0.0362(4) Uani d . 1 . .
H H2B1 0.7967 0.0579 0.2969 0.054 Uiso calc R 1 . .
H H2B2 0.8601 -0.0457 0.3202 0.054 Uiso calc R 1 . .
H H2B3 0.6933 -0.0257 0.3474 0.054 Uiso calc R 1 . .
C C3B 0.5807(2) -0.18619(11) 0.24202(9) 0.0305(3) Uani d . 1 . .
H H3B1 0.4792 -0.1988 0.2662 0.046 Uiso calc R 1 . .
H H3B2 0.6672 -0.2179 0.2708 0.046 Uiso calc R 1 . .
H H3B3 0.5478 -0.2180 0.1910 0.046 Uiso calc R 1 . .
O O1C 0.41319(13) 0.52141(8) 0.11269(6) 0.0277(2) Uani d . 1 . .
C C1C 0.48527(18) 0.54202(10) 0.17886(8) 0.0232(3) Uani d . 1 . .
H H1C 0.5995 0.5851 0.1885 0.028 Uiso calc R 1 . .
N N1C 0.41158(15) 0.50722(9) 0.23661(7) 0.0239(2) Uani d . 1 . .
C C2C 0.2386(2) 0.43748(13) 0.22386(9) 0.0344(3) Uani d . 1 . .
H H2C1 0.1542 0.4790 0.2095 0.052 Uiso calc R 1 . .
H H2C2 0.2171 0.4015 0.2699 0.052 Uiso calc R 1 . .
H H2C3 0.2285 0.3851 0.1836 0.052 Uiso calc R 1 . .
C C3C 0.4973(2) 0.53733(12) 0.31343(8) 0.0293(3) Uani d . 1 . .
H H3C1 0.6121 0.5832 0.3135 0.044 Uiso calc R 1 . .
H H3C2 0.5076 0.4740 0.3406 0.044 Uiso calc R 1 . .
H H3C3 0.4299 0.5751 0.3380 0.044 Uiso calc R 1 . .
O O1D 0.77525(13) 0.56605(8) 0.06282(6) 0.0297(2) Uani d . 1 . .
C C1D 0.92133(19) 0.61735(11) 0.09213(8) 0.0261(3) Uani d . 1 . .
H H1D 0.9443 0.6296 0.1450 0.031 Uiso calc R 1 . .
N N1D 1.04673(15) 0.65600(9) 0.05487(7) 0.0233(2) Uani d . 1 . .
C C2D 1.2114(2) 0.72099(13) 0.09251(11) 0.0365(4) Uani d . 1 . .
H H2D1 1.2124 0.7244 0.1466 0.055 Uiso calc R 1 . .
H H2D2 1.2287 0.7922 0.0737 0.055 Uiso calc R 1 . .
H H2D3 1.3040 0.6901 0.0826 0.055 Uiso calc R 1 . .
C C3D 1.0203(2) 0.64251(13) -0.02645(9) 0.0333(3) Uani d . 1 . .
H H3D1 0.9141 0.5882 -0.0440 0.050 Uiso calc R 1 . .
H H3D2 1.1177 0.6210 -0.0411 0.050 Uiso calc R 1 . .
H H3D3 1.0112 0.7093 -0.0490 0.050 Uiso calc R 1 . .
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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 N1 C11 . . 119.04(11) ?
N2 N1 H1 . . 120.5 ?
C11 N1 H1 . . 120.5 ?
C21 N2 N1 . . 118.28(11) ?
C16 C11 C12 . . 118.88(12) ?
C16 C11 N1 . . 119.67(11) ?
C12 C11 N1 . . 121.45(12) ?
C13 C12 C11 . . 118.82(12) ?
C13 C12 S12 . . 115.60(10) ?
C11 C12 S12 . . 125.57(10) ?
O121 S12 O122 . . 114.27(8) ?
O121 S12 O123 . . 112.06(7) ?
O122 S12 O123 . . 113.24(7) ?
O121 S12 C12 . . 104.67(6) ?
O122 S12 C12 . . 106.31(6) ?
O123 S12 C12 . . 105.29(6) ?
C14 C13 C12 . . 123.77(12) ?
C14 C13 H13 . . 118.1 ?
C12 C13 H13 . . 118.1 ?
C13 C14 C15 . . 115.41(12) ?
C13 C14 C141 . . 121.77(13) ?
C15 C14 C141 . . 122.81(13) ?
C14 C141 H14A . . 109.5 ?
C14 C141 H14B . . 109.5 ?
H14A C141 H14B . . 109.5 ?
C14 C141 H14C . . 109.5 ?
H14A C141 H14C . . 109.5 ?
H14B C141 H14C . . 109.5 ?
C16 C15 C14 . . 123.24(13) ?
C16 C15 Cl15 . . 117.80(10) ?
C14 C15 Cl15 . . 118.96(11) ?
C15 C16 C11 . . 119.84(12) ?
C15 C16 H16 . . 120.1 ?
C11 C16 H16 . . 120.1 ?
N2 C21 C25 . . 125.57(12) ?
N2 C21 C22 . . 128.92(12) ?
C25 C21 C22 . . 105.46(11) ?
O22 C22 N23 . . 127.87(13) ?
O22 C22 C21 . . 128.43(12) ?
N23 C22 C21 . . 103.70(11) ?
C22 N23 N24 . . 112.52(11) ?
C22 N23 C31 . . 128.47(11) ?
N24 N23 C31 . . 118.80(10) ?
C25 N24 N23 . . 106.96(10) ?
N24 C25 C21 . . 111.36(12) ?
N24 C25 C26 . . 121.50(12) ?
C21 C25 C26 . . 127.14(12) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C32 C31 C36 . . 120.41(12) ?
C32 C31 N23 . . 119.85(11) ?
C36 C31 N23 . . 119.71(12) ?
C31 C32 C33 . . 119.08(12) ?
C31 C32 H32 . . 120.5 ?
C33 C32 H32 . . 120.5 ?
C34 C33 C32 . . 121.24(12) ?
C34 C33 S33 . . 121.33(10) ?
C32 C33 S33 . . 117.40(10) ?
O333 S33 O331 . . 113.57(7) ?
O333 S33 O332 . . 114.30(6) ?
O331 S33 O332 . . 110.50(6) ?
O333 S33 C33 . . 106.11(6) ?
O331 S33 C33 . . 105.32(6) ?
O332 S33 C33 . . 106.26(6) ?
S33 O331 Ca1 . . 153.35(7) ?
S33 O332 Ca2 . . 144.51(6) ?
C33 C34 C35 . . 118.83(12) ?
C33 C34 H34 . . 120.6 ?
C35 C34 H34 . . 120.6 ?
C36 C35 C34 . . 121.03(12) ?
C36 C35 H35 . . 119.5 ?
C34 C35 H35 . . 119.5 ?
C35 C36 C31 . . 119.41(12) ?
C35 C36 H36 . . 120.3 ?
C31 C36 H36 . . 120.3 ?
O1A Ca1 O1A . 2_655 180.0 ?
O1A Ca1 O331 . . 86.13(4) ?
O1A Ca1 O331 2_655 . 93.86(4) ?
O1A Ca1 O331 . 2_655 93.87(4) ?
O1A Ca1 O331 2_655 2_655 86.14(4) ?
O331 Ca1 O331 . 2_655 180.00(7) ?
O1A Ca1 O1B . . 87.13(4) ?
O1A Ca1 O1B 2_655 . 92.87(4) ?
O331 Ca1 O1B . . 82.48(4) ?
O331 Ca1 O1B 2_655 . 97.52(4) ?
O1A Ca1 O1B . 2_655 92.87(4) ?
O1A Ca1 O1B 2_655 2_655 87.13(4) ?
O331 Ca1 O1B . 2_655 97.52(4) ?
O331 Ca1 O1B 2_655 2_655 82.48(4) ?
O1B Ca1 O1B . 2_655 180.0 ?
O1D Ca2 O1D 2_665 . 180.0 ?
O1D Ca2 O1C 2_665 2_665 86.40(4) ?
O1D Ca2 O1C . 2_665 93.60(4) ?
O1D Ca2 O1C 2_665 . 93.60(4) ?
O1D Ca2 O1C . . 86.40(4) ?
O1C Ca2 O1C 2_665 . 180.0 ?
O1D Ca2 O332 2_665 2_665 84.14(4) ?
O1D Ca2 O332 . 2_665 95.86(4) ?
O1C Ca2 O332 2_665 2_665 86.60(4) ?
O1C Ca2 O332 . 2_665 93.40(4) ?
O1D Ca2 O332 2_665 . 95.86(4) ?
O1D Ca2 O332 . . 84.14(4) ?
O1C Ca2 O332 2_665 . 93.40(4) ?
O1C Ca2 O332 . . 86.60(4) ?
O332 Ca2 O332 2_665 . 180.0 ?
C1A O1A Ca1 . . 140.67(10) ?
O1A C1A N1A . . 125.55(14) ?
O1A C1A H1A . . 117.2 ?
N1A C1A H1A . . 117.2 ?
C1A N1A C2A . . 122.05(14) ?
C1A N1A C3A . . 121.28(13) ?
C2A N1A C3A . . 116.04(14) ?
N1A C2A H2A1 . . 109.5 ?
N1A C2A H2A2 . . 109.5 ?
H2A1 C2A H2A2 . . 109.5 ?
N1A C2A H2A3 . . 109.5 ?
H2A1 C2A H2A3 . . 109.5 ?
H2A2 C2A H2A3 . . 109.5 ?
N1A C3A H3A1 . . 109.5 ?
N1A C3A H3A2 . . 109.5 ?
H3A1 C3A H3A2 . . 109.5 ?
N1A C3A H3A3 . . 109.5 ?
H3A1 C3A H3A3 . . 109.5 ?
H3A2 C3A H3A3 . . 109.5 ?
C1B O1B Ca1 . . 127.90(9) ?
O1B C1B N1B . . 124.44(13) ?
O1B C1B H1B . . 117.8 ?
N1B C1B H1B . . 117.8 ?
C1B N1B C2B . . 121.18(12) ?
C1B N1B C3B . . 120.62(12) ?
C2B N1B C3B . . 118.05(12) ?
N1B C2B H2B1 . . 109.5 ?
N1B C2B H2B2 . . 109.5 ?
H2B1 C2B H2B2 . . 109.5 ?
N1B C2B H2B3 . . 109.5 ?
H2B1 C2B H2B3 . . 109.5 ?
H2B2 C2B H2B3 . . 109.5 ?
N1B C3B H3B1 . . 109.5 ?
N1B C3B H3B2 . . 109.5 ?
H3B1 C3B H3B2 . . 109.5 ?
N1B C3B H3B3 . . 109.5 ?
H3B1 C3B H3B3 . . 109.5 ?
H3B2 C3B H3B3 . . 109.5 ?
C1C O1C Ca2 . . 135.83(9) ?
O1C C1C N1C . . 123.46(13) ?
O1C C1C H1C . . 118.3 ?
N1C C1C H1C . . 118.3 ?
C1C N1C C3C . . 121.81(12) ?
C1C N1C C2C . . 119.77(12) ?
C3C N1C C2C . . 118.42(12) ?
N1C C2C H2C1 . . 109.5 ?
N1C C2C H2C2 . . 109.5 ?
H2C1 C2C H2C2 . . 109.5 ?
N1C C2C H2C3 . . 109.5 ?
H2C1 C2C H2C3 . . 109.5 ?
H2C2 C2C H2C3 . . 109.5 ?
N1C C3C H3C1 . . 109.5 ?
N1C C3C H3C2 . . 109.5 ?
H3C1 C3C H3C2 . . 109.5 ?
N1C C3C H3C3 . . 109.5 ?
H3C1 C3C H3C3 . . 109.5 ?
H3C2 C3C H3C3 . . 109.5 ?
C1D O1D Ca2 . . 169.55(10) ?
O1D C1D N1D . . 124.47(14) ?
O1D C1D H1D . . 117.8 ?
N1D C1D H1D . . 117.8 ?
C1D N1D C2D . . 121.35(13) ?
C1D N1D C3D . . 120.97(12) ?
C2D N1D C3D . . 117.48(13) ?
N1D C2D H2D1 . . 109.5 ?
N1D C2D H2D2 . . 109.5 ?
H2D1 C2D H2D2 . . 109.5 ?
N1D C2D H2D3 . . 109.5 ?
H2D1 C2D H2D3 . . 109.5 ?
H2D2 C2D H2D3 . . 109.5 ?
N1D C3D H3D1 . . 109.5 ?
N1D C3D H3D2 . . 109.5 ?
H3D1 C3D H3D2 . . 109.5 ?
N1D C3D H3D3 . . 109.5 ?
H3D1 C3D H3D3 . . 109.5 ?
H3D2 C3D H3D3 . . 109.5 ?
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 N2 . 1.3250(15) ?
N1 C11 . 1.4068(17) ?
N1 H1 . 0.8800 ?
N2 C21 . 1.3074(17) ?
C11 C16 . 1.4026(19) ?
C11 C12 . 1.4066(18) ?
C12 C13 . 1.3981(19) ?
C12 S12 . 1.7919(14) ?
S12 O121 . 1.4453(11) ?
S12 O122 . 1.4485(11) ?
S12 O123 . 1.4487(11) ?
C13 C14 . 1.389(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.4036(19) ?
C14 C141 . 1.5033(19) ?
C141 H14A . 0.9800 ?
C141 H14B . 0.9800 ?
C141 H14C . 0.9800 ?
C15 C16 . 1.3817(19) ?
C15 Cl15 . 1.7480(14) ?
C16 H16 . 0.9500 ?
C21 C25 . 1.4495(18) ?
C21 C22 . 1.4711(18) ?
C22 O22 . 1.2295(16) ?
C22 N23 . 1.3802(16) ?
N23 N24 . 1.4156(15) ?
N23 C31 . 1.4174(17) ?
N24 C25 . 1.3023(18) ?
C25 C26 . 1.4867(19) ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
C31 C32 . 1.3889(19) ?
C31 C36 . 1.3990(18) ?
C32 C33 . 1.3958(18) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.3891(17) ?
C33 S33 . 1.7790(13) ?
S33 O333 . 1.4427(11) ?
S33 O331 . 1.4592(10) ?
S33 O332 . 1.4601(10) ?
O331 Ca1 . 2.3256(9) ?
O332 Ca2 . 2.3266(9) ?
C34 C35 . 1.3901(19) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.3879(19) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?
Ca1 O1A . 2.3010(10) ?
Ca1 O1A 2_655 2.3010(10) ?
Ca1 O331 2_655 2.3256(9) ?
Ca1 O1B . 2.3320(10) ?
Ca1 O1B 2_655 2.3320(10) ?
Ca2 O1D 2_665 2.2920(10) ?
Ca2 O1D . 2.2920(10) ?
Ca2 O1C 2_665 2.3095(10) ?
Ca2 O1C . 2.3096(10) ?
Ca2 O332 2_665 2.3266(9) ?
O1A C1A . 1.2443(19) ?
C1A N1A . 1.315(2) ?
C1A H1A . 0.9500 ?
N1A C2A . 1.449(2) ?
N1A C3A . 1.467(2) ?
C2A H2A1 . 0.9800 ?
C2A H2A2 . 0.9800 ?
C2A H2A3 . 0.9800 ?
C3A H3A1 . 0.9800 ?
C3A H3A2 . 0.9800 ?
C3A H3A3 . 0.9800 ?
O1B C1B . 1.2395(17) ?
C1B N1B . 1.3209(19) ?
C1B H1B . 0.9500 ?
N1B C2B . 1.4511(18) ?
N1B C3B . 1.4570(18) ?
C2B H2B1 . 0.9800 ?
C2B H2B2 . 0.9800 ?
C2B H2B3 . 0.9800 ?
C3B H3B1 . 0.9800 ?
C3B H3B2 . 0.9800 ?
C3B H3B3 . 0.9800 ?
O1C C1C . 1.2402(17) ?
C1C N1C . 1.3210(18) ?
C1C H1C . 0.9500 ?
N1C C3C . 1.4540(18) ?
N1C C2C . 1.4602(19) ?
C2C H2C1 . 0.9800 ?
C2C H2C2 . 0.9800 ?
C2C H2C3 . 0.9800 ?
C3C H3C1 . 0.9800 ?
C3C H3C2 . 0.9800 ?
C3C H3C3 . 0.9800 ?
O1D C1D . 1.2420(18) ?
C1D N1D . 1.3185(19) ?
C1D H1D . 0.9500 ?
N1D C2D . 1.4553(18) ?
N1D C3D . 1.457(2) ?
C2D H2D1 . 0.9800 ?
C2D H2D2 . 0.9800 ?
C2D H2D3 . 0.9800 ?
C3D H3D1 . 0.9800 ?
C3D H3D2 . 0.9800 ?
C3D H3D3 . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O122 . 0.88 1.98 2.6828(15) 135.6
N1 H1 O22 . 0.88 2.18 2.8462(15) 132.5
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11 N1 N2 C21 . . . . 179.44(12) ?
N2 N1 C11 C16 . . . . 8.27(18) ?
N2 N1 C11 C12 . . . . -171.53(12) ?
C16 C11 C12 C13 . . . . -2.06(19) ?
N1 C11 C12 C13 . . . . 177.75(12) ?
C16 C11 C12 S12 . . . . 176.83(10) ?
N1 C11 C12 S12 . . . . -3.36(19) ?
C13 C12 S12 O121 . . . . 59.72(12) ?
C11 C12 S12 O121 . . . . -119.20(13) ?
C13 C12 S12 O122 . . . . -178.99(11) ?
C11 C12 S12 O122 . . . . 2.09(14) ?
C13 C12 S12 O123 . . . . -58.57(12) ?
C11 C12 S12 O123 . . . . 122.50(12) ?
C11 C12 C13 C14 . . . . 1.2(2) ?
S12 C12 C13 C14 . . . . -177.80(11) ?
C12 C13 C14 C15 . . . . 0.1(2) ?
C12 C13 C14 C141 . . . . 179.06(14) ?
C13 C14 C15 C16 . . . . -0.6(2) ?
C141 C14 C15 C16 . . . . -179.53(14) ?
C13 C14 C15 Cl15 . . . . 178.92(10) ?
C141 C14 C15 Cl15 . . . . 0.00(19) ?
C14 C15 C16 C11 . . . . -0.3(2) ?
Cl15 C15 C16 C11 . . . . -179.81(10) ?
C12 C11 C16 C15 . . . . 1.6(2) ?
N1 C11 C16 C15 . . . . -178.18(12) ?
N1 N2 C21 C25 . . . . 178.45(12) ?
N1 N2 C21 C22 . . . . 1.3(2) ?
N2 C21 C22 O22 . . . . -3.6(2) ?
C25 C21 C22 O22 . . . . 178.78(14) ?
N2 C21 C22 N23 . . . . 177.11(13) ?
C25 C21 C22 N23 . . . . -0.53(14) ?
O22 C22 N23 N24 . . . . -178.76(13) ?
C21 C22 N23 N24 . . . . 0.56(15) ?
O22 C22 N23 C31 . . . . 6.6(2) ?
C21 C22 N23 C31 . . . . -174.07(13) ?
C22 N23 N24 C25 . . . . -0.36(16) ?
C31 N23 N24 C25 . . . . 174.84(12) ?
N23 N24 C25 C21 . . . . -0.02(15) ?
N23 N24 C25 C26 . . . . -179.46(12) ?
N2 C21 C25 N24 . . . . -177.39(13) ?
C22 C21 C25 N24 . . . . 0.35(16) ?
N2 C21 C25 C26 . . . . 2.0(2) ?
C22 C21 C25 C26 . . . . 179.76(13) ?
C22 N23 C31 C32 . . . . 21.7(2) ?
N24 N23 C31 C32 . . . . -152.61(12) ?
C22 N23 C31 C36 . . . . -160.40(13) ?
N24 N23 C31 C36 . . . . 25.27(18) ?
C36 C31 C32 C33 . . . . 0.17(19) ?
N23 C31 C32 C33 . . . . 178.04(12) ?
C31 C32 C33 C34 . . . . -0.35(19) ?
C31 C32 C33 S33 . . . . -178.36(10) ?
C34 C33 S33 O333 . . . . -135.50(11) ?
C32 C33 S33 O333 . . . . 42.51(12) ?
C34 C33 S33 O331 . . . . 103.79(11) ?
C32 C33 S33 O331 . . . . -78.20(11) ?
C34 C33 S33 O332 . . . . -13.47(12) ?
C32 C33 S33 O332 . . . . 164.54(10) ?
O333 S33 O331 Ca1 . . . . 34.92(17) ?
O332 S33 O331 Ca1 . . . . -95.05(16) ?
C33 S33 O331 Ca1 . . . . 150.60(15) ?
O333 S33 O332 Ca2 . . . . 30.36(12) ?
O331 S33 O332 Ca2 . . . . 159.93(9) ?
C33 S33 O332 Ca2 . . . . -86.31(11) ?
C32 C33 C34 C35 . . . . 0.18(19) ?
S33 C33 C34 C35 . . . . 178.11(10) ?
C33 C34 C35 C36 . . . . 0.2(2) ?
C34 C35 C36 C31 . . . . -0.3(2) ?
C32 C31 C36 C35 . . . . 0.2(2) ?
N23 C31 C36 C35 . . . . -177.70(12) ?
S33 O331 Ca1 O1A . . . . 156.84(16) ?
S33 O331 Ca1 O1A . . . 2_655 -23.16(16) ?
S33 O331 Ca1 O331 . . . 2_655 -10E1(10) ?
S33 O331 Ca1 O1B . . . . -115.55(16) ?
S33 O331 Ca1 O1B . . . 2_655 64.45(16) ?
S33 O332 Ca2 O1D . . . 2_665 -60.58(11) ?
S33 O332 Ca2 O1D . . . . 119.42(11) ?
S33 O332 Ca2 O1C . . . 2_665 -147.30(10) ?
S33 O332 Ca2 O1C . . . . 32.70(10) ?
S33 O332 Ca2 O332 . . . 2_665 23(8) ?
O1A Ca1 O1A C1A 2_655 . . . 104(3) ?
O331 Ca1 O1A C1A . . . . 63.87(16) ?
O331 Ca1 O1A C1A 2_655 . . . -116.13(16) ?
O1B Ca1 O1A C1A . . . . -18.78(16) ?
O1B Ca1 O1A C1A 2_655 . . . 161.22(16) ?
Ca1 O1A C1A N1A . . . . 70.6(2) ?
O1A C1A N1A C2A . . . . 176.35(17) ?
O1A C1A N1A C3A . . . . 5.8(2) ?
O1A Ca1 O1B C1B . . . . 49.30(12) ?
O1A Ca1 O1B C1B 2_655 . . . -130.70(12) ?
O331 Ca1 O1B C1B . . . . -37.18(12) ?
O331 Ca1 O1B C1B 2_655 . . . 142.82(12) ?
O1B Ca1 O1B C1B 2_655 . . . 146(12) ?
Ca1 O1B C1B N1B . . . . -159.63(11) ?
O1B C1B N1B C2B . . . . -178.97(14) ?
O1B C1B N1B C3B . . . . -3.5(2) ?
O1D Ca2 O1C C1C 2_665 . . . 169.34(13) ?
O1D Ca2 O1C C1C . . . . -10.66(13) ?
O1C Ca2 O1C C1C 2_665 . . . -1E1(4) ?
O332 Ca2 O1C C1C 2_665 . . . -106.33(13) ?
O332 Ca2 O1C C1C . . . . 73.67(13) ?
Ca2 O1C C1C N1C . . . . -149.29(11) ?
O1C C1C N1C C3C . . . . -176.95(13) ?
O1C C1C N1C C2C . . . . 2.4(2) ?
O1D Ca2 O1D C1D 2_665 . . . 5E1(2) ?
O1C Ca2 O1D C1D 2_665 . . . 83.0(6) ?
O1C Ca2 O1D C1D . . . . -97.0(6) ?
O332 Ca2 O1D C1D 2_665 . . . -4.0(6) ?
O332 Ca2 O1D C1D . . . . 176.1(6) ?
Ca2 O1D C1D N1D . . . . -69.8(6) ?
O1D C1D N1D C2D . . . . 176.12(14) ?
O1D C1D N1D C3D . . . . 1.4(2) ?
