#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/03/1520367.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_1520367
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Skabara, Peter J.'
'Afonina, Irina'
'Kanibolotsky, Alexander'
_publ_section_title
;
 C46H58Br2S3
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              716
_journal_year                    2009
_chemical_formula_sum            'C46 H58 Br2 S3'
_chemical_formula_weight         866.92
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 99.3500(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3163(3)
_cell_length_b                   11.8126(2)
_cell_length_c                   33.2617(7)
_cell_measurement_reflns_used    31227
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     4387.18(17)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'Sheldrick, G.M. (2008). Acta Cryst. A64, 112-1'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            48089
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    2.021
_exptl_absorpt_correction_T_max  0.9235
_exptl_absorpt_correction_T_min  0.4987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.560
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         10019
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0416P)²+8.4025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1255
_reflns_number_gt                7578
_reflns_number_total             10019
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-716.cif
_cod_data_source_block           2009src0647
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Skabara, Peter J. and 
Afonina, Irina and Kanibolotsky, Alexander (2009) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/716)

More at:
http://ecrystals.chem.soton.ac.uk/716/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1520367
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7620(3) 0.3321(3) -0.16949(10) 0.0215(7) Uani 1 1 d . . .
C2 C 0.8258(3) 0.4213(3) -0.14890(9) 0.0207(7) Uani 1 1 d . . .
C3 C 0.8096(3) 0.4273(3) -0.10759(9) 0.0210(7) Uani 1 1 d . . .
C4 C 0.7374(3) 0.3432(3) -0.09759(10) 0.0229(7) Uani 1 1 d . . .
C5 C 0.7142(3) 0.3504(3) -0.05394(10) 0.0245(7) Uani 1 1 d . . .
C6 C 0.7874(3) 0.4577(3) -0.04061(10) 0.0235(7) Uani 1 1 d . . .
C7 C 0.8047(3) 0.5099(3) -0.00282(10) 0.0242(7) Uani 1 1 d . . .
H7 H 0.7701 0.4799 0.0191 0.029 Uiso 1 1 calc R . .
C8 C 0.8738(3) 0.6070(3) 0.00212(10) 0.0256(7) Uani 1 1 d . . .
C9 C 0.9261(3) 0.6529(3) -0.02910(10) 0.0253(7) Uani 1 1 d . . .
H9 H 0.9714 0.7207 -0.0248 0.030 Uiso 1 1 calc R . .
C10 C 0.9120(3) 0.5991(3) -0.06685(10) 0.0246(7) Uani 1 1 d . . .
H10 H 0.9491 0.6281 -0.0883 0.030 Uiso 1 1 calc R . .
C11 C 0.8424(3) 0.5021(3) -0.07217(9) 0.0208(7) Uani 1 1 d . . .
C12 C 0.7709(4) 0.2506(3) -0.02714(11) 0.0321(8) Uani 1 1 d . . .
H12A H 0.8572 0.2473 -0.0291 0.038 Uiso 1 1 calc R . .
H12B H 0.7647 0.2677 0.0016 0.038 Uiso 1 1 calc R . .
C13 C 0.7176(4) 0.1345(3) -0.03728(12) 0.0345(9) Uani 1 1 d . . .
H13A H 0.7241 0.1149 -0.0658 0.041 Uiso 1 1 calc R . .
H13B H 0.6316 0.1351 -0.0347 0.041 Uiso 1 1 calc R . .
C14 C 0.7836(4) 0.0448(4) -0.00829(14) 0.0493(11) Uani 1 1 d . . .
H14A H 0.7672 0.0584 0.0197 0.059 Uiso 1 1 calc R . .
H14B H 0.8709 0.0524 -0.0078 0.059 Uiso 1 1 calc R . .
C15 C 0.7439(4) -0.0777(3) -0.02168(14) 0.0448(11) Uani 1 1 d . . .
H15A H 0.7580 -0.0895 -0.0500 0.054 Uiso 1 1 calc R . .
H15B H 0.7951 -0.1320 -0.0041 0.054 Uiso 1 1 calc R . .
C16 C 0.6161(4) -0.1038(4) -0.01978(13) 0.0449(10) Uani 1 1 d . . .
H16A H 0.5641 -0.0542 -0.0391 0.054 Uiso 1 1 calc R . .
H16B H 0.5997 -0.0873 0.0080 0.054 Uiso 1 1 calc R . .
C17 C 0.5857(5) -0.2257(4) -0.03005(15) 0.0540(12) Uani 1 1 d . . .
H17A H 0.6144 -0.2460 -0.0554 0.081 Uiso 1 1 calc R . .
H17B H 0.4987 -0.2359 -0.0336 0.081 Uiso 1 1 calc R . .
H17C H 0.6242 -0.2744 -0.0079 0.081 Uiso 1 1 calc R . .
C18 C 0.5804(3) 0.3667(3) -0.05221(10) 0.0280(8) Uani 1 1 d . . .
H18A H 0.5359 0.3001 -0.0649 0.034 Uiso 1 1 calc R . .
H18B H 0.5694 0.3692 -0.0233 0.034 Uiso 1 1 calc R . .
C19 C 0.5261(3) 0.4732(3) -0.07343(15) 0.0433(10) Uani 1 1 d . . .
H19A H 0.5523 0.5389 -0.0557 0.052 Uiso 1 1 calc R . .
H19B H 0.5595 0.4831 -0.0989 0.052 Uiso 1 1 calc R . .
C20 C 0.3941(4) 0.4762(4) -0.08368(14) 0.0484(11) Uani 1 1 d . . .
H20A H 0.3606 0.4574 -0.0588 0.058 Uiso 1 1 calc R . .
H20B H 0.3686 0.4159 -0.1039 0.058 Uiso 1 1 calc R . .
C21 C 0.3400(4) 0.5852(4) -0.10026(17) 0.0532(12) Uani 1 1 d . . .
H21A H 0.3559 0.6418 -0.0781 0.064 Uiso 1 1 calc R . .
H21B H 0.3850 0.6098 -0.1219 0.064 Uiso 1 1 calc R . .
C22 C 0.2130(4) 0.5927(5) -0.11715(19) 0.0738(18) Uani 1 1 d . . .
H22A H 0.1673 0.5650 -0.0961 0.089 Uiso 1 1 calc R . .
H22B H 0.1972 0.5395 -0.1404 0.089 Uiso 1 1 calc R . .
C23 C 0.1631(5) 0.7026(4) -0.1313(2) 0.0721(17) Uani 1 1 d . . .
H23A H 0.1567 0.7508 -0.1077 0.108 Uiso 1 1 calc R . .
H23B H 0.0834 0.6918 -0.1474 0.108 Uiso 1 1 calc R . .
H23C H 0.2157 0.7389 -0.1481 0.108 Uiso 1 1 calc R . .
C24 C 0.7774(3) 0.3271(3) -0.21097(10) 0.0223(7) Uani 1 1 d . . .
C25 C 0.8539(3) 0.4109(3) -0.22083(10) 0.0221(7) Uani 1 1 d . . .
C26 C 0.8721(3) 0.4034(3) -0.26217(10) 0.0219(7) Uani 1 1 d . . .
C27 C 0.8081(3) 0.3171(3) -0.28219(10) 0.0226(7) Uani 1 1 d . . .
C28 C 0.8273(3) 0.3034(3) -0.32584(9) 0.0225(7) Uani 1 1 d . . .
C29 C 0.9207(3) 0.3965(3) -0.32699(10) 0.0229(7) Uani 1 1 d . . .
C30 C 0.9774(3) 0.4258(3) -0.35920(10) 0.0266(7) Uani 1 1 d . . .
H30 H 0.9615 0.3862 -0.3844 0.032 Uiso 1 1 calc R . .
C31 C 1.0588(3) 0.5153(3) -0.35374(10) 0.0278(8) Uani 1 1 d . . .
C32 C 1.0832(3) 0.5751(3) -0.31752(10) 0.0269(7) Uani 1 1 d . . .
H32 H 1.1389 0.6359 -0.3148 0.032 Uiso 1 1 calc R . .
C33 C 1.0255(3) 0.5454(3) -0.28501(10) 0.0243(7) Uani 1 1 d . . .
H33 H 1.0414 0.5857 -0.2600 0.029 Uiso 1 1 calc R . .
C34 C 0.9444(3) 0.4561(3) -0.28983(10) 0.0213(7) Uani 1 1 d . . .
C35 C 0.7117(3) 0.3273(3) -0.35627(10) 0.0261(7) Uani 1 1 d . . .
H35A H 0.7295 0.3197 -0.3843 0.031 Uiso 1 1 calc R . .
H35B H 0.6512 0.2693 -0.3526 0.031 Uiso 1 1 calc R . .
C36 C 0.6583(3) 0.4440(3) -0.35172(12) 0.0343(9) Uani 1 1 d . . .
H36A H 0.6424 0.4524 -0.3235 0.041 Uiso 1 1 calc R . .
H36B H 0.7179 0.5021 -0.3561 0.041 Uiso 1 1 calc R . .
C37 C 0.5431(3) 0.4661(3) -0.38094(11) 0.0333(9) Uani 1 1 d . . .
H37A H 0.4824 0.4100 -0.3758 0.040 Uiso 1 1 calc R . .
H37B H 0.5581 0.4546 -0.4092 0.040 Uiso 1 1 calc R . .
C38 C 0.4925(3) 0.5843(3) -0.37754(12) 0.0365(9) Uani 1 1 d . . .
H38A H 0.5534 0.6402 -0.3827 0.044 Uiso 1 1 calc R . .
H38B H 0.4219 0.5937 -0.3991 0.044 Uiso 1 1 calc R . .
C39 C 0.4555(4) 0.6110(4) -0.33665(12) 0.0423(10) Uani 1 1 d . . .
H39A H 0.5268 0.6056 -0.3151 0.051 Uiso 1 1 calc R . .
H39B H 0.3970 0.5535 -0.3308 0.051 Uiso 1 1 calc R . .
C40 C 0.4003(4) 0.7279(4) -0.33517(15) 0.0502(12) Uani 1 1 d . . .
H40A H 0.4578 0.7853 -0.3409 0.075 Uiso 1 1 calc R . .
H40B H 0.3798 0.7410 -0.3080 0.075 Uiso 1 1 calc R . .
H40C H 0.3276 0.7327 -0.3556 0.075 Uiso 1 1 calc R . .
C41 C 0.8759(3) 0.1844(3) -0.33312(10) 0.0265(7) Uani 1 1 d . . .
H41A H 0.8127 0.1281 -0.3307 0.032 Uiso 1 1 calc R . .
H41B H 0.8926 0.1807 -0.3614 0.032 Uiso 1 1 calc R . .
C42 C 0.9897(3) 0.1505(3) -0.30412(11) 0.0301(8) Uani 1 1 d . . .
H42A H 1.0603 0.1818 -0.3144 0.036 Uiso 1 1 calc R . .
H42B H 0.9875 0.1840 -0.2770 0.036 Uiso 1 1 calc R . .
C43 C 1.0031(4) 0.0234(3) -0.29983(15) 0.0458(11) Uani 1 1 d . . .
H43A H 1.0033 -0.0097 -0.3272 0.055 Uiso 1 1 calc R . .
H43B H 0.9326 -0.0072 -0.2893 0.055 Uiso 1 1 calc R . .
C44 C 1.1157(4) -0.0148(3) -0.27186(13) 0.0375(9) Uani 1 1 d . . .
H44A H 1.1866 0.0109 -0.2833 0.045 Uiso 1 1 calc R . .
H44B H 1.1186 0.0220 -0.2450 0.045 Uiso 1 1 calc R . .
C45 C 1.1229(5) -0.1409(4) -0.2659(2) 0.089(2) Uani 1 1 d . . .
H45A H 1.1200 -0.1773 -0.2929 0.107 Uiso 1 1 calc R . .
H45B H 1.0515 -0.1662 -0.2547 0.107 Uiso 1 1 calc R . .
C46 C 1.2332(5) -0.1816(4) -0.23820(18) 0.0648(15) Uani 1 1 d . . .
H46A H 1.3045 -0.1615 -0.2499 0.097 Uiso 1 1 calc R . .
H46B H 1.2294 -0.2641 -0.2352 0.097 Uiso 1 1 calc R . .
H46C H 1.2375 -0.1459 -0.2114 0.097 Uiso 1 1 calc R . .
S1 S 0.68284(8) 0.25546(7) -0.13812(2) 0.02290(18) Uani 1 1 d . . .
S2 S 0.90687(7) 0.49843(7) -0.17970(2) 0.02136(17) Uani 1 1 d . . .
S3 S 0.72553(8) 0.23994(7) -0.25211(2) 0.02343(18) Uani 1 1 d . . .
Br1 Br 0.89543(3) 0.68204(3) 0.053555(10) 0.03075(10) Uani 1 1 d . . .
Br2 Br 1.13593(4) 0.55842(4) -0.398060(12) 0.04395(13) Uani 1 1 d . . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C2 C1 C24 111.9(3) . .
C2 C1 S1 112.1(2) . .
C24 C1 S1 136.0(3) . .
C1 C2 C3 112.1(3) . .
C1 C2 S2 112.8(2) . .
C3 C2 S2 135.1(3) . .
C4 C3 C2 112.2(3) . .
C4 C3 C11 109.0(3) . .
C2 C3 C11 138.7(3) . .
C3 C4 C5 113.4(3) . .
C3 C4 S1 113.5(2) . .
C5 C4 S1 133.0(3) . .
C4 C5 C18 111.5(3) . .
C4 C5 C6 98.8(3) . .
C18 C5 C6 111.9(3) . .
C4 C5 C12 112.8(3) . .
C18 C5 C12 113.0(3) . .
C6 C5 C12 107.9(3) . .
C7 C6 C11 119.8(3) . .
C7 C6 C5 128.2(3) . .
C11 C6 C5 112.0(3) . .
C8 C7 C6 118.1(3) . .
C7 C8 C9 122.5(3) . .
C7 C8 Br1 118.7(3) . .
C9 C8 Br1 118.8(3) . .
C8 C9 C10 119.8(3) . .
C11 C10 C9 118.1(3) . .
C10 C11 C6 121.6(3) . .
C10 C11 C3 131.5(3) . .
C6 C11 C3 106.8(3) . .
C13 C12 C5 116.6(3) . .
C12 C13 C14 110.4(3) . .
C13 C14 C15 111.8(3) . .
C16 C15 C14 114.6(4) . .
C15 C16 C17 112.1(4) . .
C19 C18 C5 114.3(3) . .
C20 C19 C18 116.3(3) . .
C19 C20 C21 116.4(4) . .
C22 C21 C20 121.0(4) . .
C21 C22 C23 118.9(5) . .
C25 C24 C1 112.3(3) . .
C25 C24 S3 112.4(2) . .
C1 C24 S3 135.3(3) . .
C24 C25 C26 112.1(3) . .
C24 C25 S2 112.7(2) . .
C26 C25 S2 135.1(3) . .
C27 C26 C25 111.7(3) . .
C27 C26 C34 108.5(3) . .
C25 C26 C34 139.6(3) . .
C26 C27 C28 113.8(3) . .
C26 C27 S3 113.9(2) . .
C28 C27 S3 132.3(2) . .
C27 C28 C29 98.9(2) . .
C27 C28 C41 111.0(3) . .
C29 C28 C41 112.6(3) . .
C27 C28 C35 111.8(3) . .
C29 C28 C35 111.5(3) . .
C41 C28 C35 110.5(3) . .
C30 C29 C34 120.6(3) . .
C30 C29 C28 127.6(3) . .
C34 C29 C28 111.8(3) . .
C29 C30 C31 118.1(3) . .
C32 C31 C30 122.2(3) . .
C32 C31 Br2 119.1(3) . .
C30 C31 Br2 118.6(3) . .
C31 C32 C33 119.6(3) . .
C34 C33 C32 119.0(3) . .
C33 C34 C29 120.5(3) . .
C33 C34 C26 132.5(3) . .
C29 C34 C26 107.0(3) . .
C36 C35 C28 114.1(3) . .
C37 C36 C35 114.0(3) . .
C36 C37 C38 113.9(3) . .
C39 C38 C37 114.7(3) . .
C38 C39 C40 113.1(4) . .
C42 C41 C28 115.1(3) . .
C43 C42 C41 112.4(3) . .
C42 C43 C44 114.4(3) . .
C45 C44 C43 113.3(4) . .
C44 C45 C46 114.7(4) . .
C4 S1 C1 90.12(16) . .
C2 S2 C25 90.26(16) . .
C27 S3 C24 89.89(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.393(4) .
C1 C24 1.420(4) .
C1 S1 1.736(3) .
C2 C3 1.417(4) .
C2 S2 1.740(3) .
C3 C4 1.361(5) .
C3 C11 1.471(4) .
C4 C5 1.519(4) .
C4 S1 1.733(3) .
C5 C18 1.537(5) .
C5 C6 1.540(5) .
C5 C12 1.552(5) .
C6 C7 1.385(4) .
C6 C11 1.406(5) .
C7 C8 1.383(5) .
C8 C9 1.386(5) .
C8 Br1 1.907(3) .
C9 C10 1.393(5) .
C10 C11 1.385(5) .
C12 C13 1.514(5) .
C13 C14 1.542(5) .
C14 C15 1.558(6) .
C15 C16 1.490(6) .
C16 C17 1.506(6) .
C18 C19 1.523(5) .
C19 C20 1.477(5) .
C20 C21 1.492(6) .
C21 C22 1.459(6) .
C22 C23 1.462(7) .
C24 C25 1.388(5) .
C24 S3 1.737(3) .
C25 C26 1.426(4) .
C25 S2 1.742(3) .
C26 C27 1.360(4) .
C26 C34 1.465(5) .
C27 C28 1.511(4) .
C27 S3 1.735(3) .
C28 C29 1.530(5) .
C28 C41 1.543(5) .
C28 C35 1.544(5) .
C29 C30 1.380(5) .
C29 C34 1.410(4) .
C30 C31 1.394(5) .
C31 C32 1.385(5) .
C31 Br2 1.900(3) .
C32 C33 1.396(5) .
C33 C34 1.391(5) .
C35 C36 1.522(5) .
C36 C37 1.517(5) .
C37 C38 1.520(5) .
C38 C39 1.519(6) .
C39 C40 1.520(6) .
C41 C42 1.531(5) .
C42 C43 1.514(5) .
C43 C44 1.519(5) .
C44 C45 1.503(6) .
C45 C46 1.506(7) .
