#------------------------------------------------------------------------------
#$Date: 2016-02-13 21:28:24 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176429 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519579.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_1519579
loop_
_publ_author_name
'Butts, Craig'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C25H44BrN2O0.50
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              960
_journal_year                    2003
_chemical_formula_sum            'C25 H44 Br N2 O0.5'
_chemical_formula_weight         460.53
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 110.858(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.5547(10)
_cell_length_b                   8.8674(6)
_cell_length_c                   17.7449(12)
_cell_measurement_reflns_used    2825
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     2581.2(3)
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       ' DENZO (Otwinowski and Minor, 1997)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.704
_diffrn_measured_fraction_theta_max 0.704
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0663
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12586
_diffrn_reflns_theta_full        27.39
_diffrn_reflns_theta_max         27.39
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    1.607
_exptl_absorpt_correction_T_max  0.7608
_exptl_absorpt_correction_T_min  0.5316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4135
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0825
_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)+(0.0089P)²+15.3942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1680
_reflns_number_gt                3111
_reflns_number_total             4135
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-960.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Butts, Craig and Horton, Peter N. and Hursthouse, Michael B. (2003) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/960)

More at:
http://ecrystals.chem.soton.ac.uk/960/

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 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C25 H44 Br N2 O0.50'
_cod_database_code               1519579
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.8872(3) 0.1756(9) 0.5439(4) 0.0342(17) Uani 1 1 d . . .
H1 H 0.8856 0.2484 0.5826 0.041 Uiso 1 1 calc R . .
C2 C 0.8860(3) 0.0720(8) 0.4307(4) 0.0316(16) Uani 1 1 d . . .
C3 C 0.8970(3) -0.0445(9) 0.4873(4) 0.0342(16) Uani 1 1 d . . .
C4 C 0.9083(4) -0.1934(8) 0.4723(5) 0.0389(18) Uani 1 1 d . . .
H4 H 0.9158 -0.2703 0.5115 0.047 Uiso 1 1 calc R . .
C5 C 0.9082(4) -0.2226(10) 0.3956(5) 0.051(2) Uani 1 1 d . . .
H5 H 0.9153 -0.3238 0.3818 0.061 Uiso 1 1 calc R . .
C6 C 0.8980(4) -0.1112(11) 0.3380(5) 0.050(2) Uani 1 1 d . . .
H6 H 0.8993 -0.1382 0.2866 0.061 Uiso 1 1 calc R . .
C7 C 0.8862(4) 0.0385(10) 0.3534(4) 0.0421(19) Uani 1 1 d . . .
H7 H 0.8785 0.1146 0.3137 0.050 Uiso 1 1 calc R . .
C8 C 0.8711(4) 0.3569(8) 0.4311(4) 0.0372(17) Uani 1 1 d . . .
H8A H 0.9102 0.3689 0.4028 0.045 Uiso 1 1 calc R . .
H8B H 0.8839 0.4343 0.4741 0.045 Uiso 1 1 calc R . .
C9 C 0.7843(3) 0.3815(8) 0.3714(4) 0.0354(17) Uani 1 1 d . . .
H9A H 0.7823 0.4775 0.3422 0.042 Uiso 1 1 calc R . .
H9B H 0.7701 0.2989 0.3312 0.042 Uiso 1 1 calc R . .
C10 C 0.7213(4) 0.3867(9) 0.4123(4) 0.0401(18) Uani 1 1 d . . .
H10A H 0.7352 0.4701 0.4520 0.048 Uiso 1 1 calc R . .
H10B H 0.7240 0.2913 0.4421 0.048 Uiso 1 1 calc R . .
C11 C 0.6339(4) 0.4093(9) 0.3527(4) 0.0383(17) Uani 1 1 d . . .
H11A H 0.6322 0.4994 0.3192 0.046 Uiso 1 1 calc R . .
H11B H 0.6179 0.3209 0.3164 0.046 Uiso 1 1 calc R . .
C12 C 0.5730(4) 0.4291(9) 0.3953(4) 0.0423(19) Uani 1 1 d . . .
H12A H 0.5897 0.5168 0.4321 0.051 Uiso 1 1 calc R . .
H12B H 0.5749 0.3386 0.4286 0.051 Uiso 1 1 calc R . .
C13 C 0.4851(4) 0.4531(9) 0.3376(4) 0.0407(17) Uani 1 1 d . . .
H13A H 0.4835 0.5416 0.3030 0.049 Uiso 1 1 calc R . .
H13B H 0.4677 0.3638 0.3020 0.049 Uiso 1 1 calc R . .
C14 C 0.4251(4) 0.4779(9) 0.3810(4) 0.0418(18) Uani 1 1 d . . .
H14A H 0.4268 0.3893 0.4155 0.050 Uiso 1 1 calc R . .
H14B H 0.4427 0.5669 0.4167 0.050 Uiso 1 1 calc R . .
C15 C 0.3373(4) 0.5024(9) 0.3241(4) 0.044(2) Uani 1 1 d . . .
H15A H 0.3188 0.4124 0.2893 0.053 Uiso 1 1 calc R . .
H15B H 0.3354 0.5899 0.2889 0.053 Uiso 1 1 calc R . .
C16 C 0.2792(4) 0.5305(10) 0.3701(4) 0.049(2) Uani 1 1 d . . .
H16A H 0.2806 0.4436 0.4047 0.073 Uiso 1 1 calc R . .
H16B H 0.2237 0.5445 0.3315 0.073 Uiso 1 1 calc R . .
H16C H 0.2964 0.6212 0.4034 0.073 Uiso 1 1 calc R . .
C17 C 0.9046(4) -0.0478(10) 0.6349(4) 0.051(2) Uani 1 1 d . . .
H17A H 0.9246 0.0258 0.6796 0.062 Uiso 1 1 calc R . .
H17B H 0.9454 -0.1297 0.6453 0.062 Uiso 1 1 calc R . .
C18 C 0.8241(4) -0.1130(10) 0.6330(5) 0.053(2) Uani 1 1 d . . .
H18A H 0.8337 -0.1736 0.6824 0.064 Uiso 1 1 calc R . .
H18B H 0.8027 -0.1815 0.5861 0.064 Uiso 1 1 calc R . .
C19 C 0.7601(4) 0.0075(9) 0.6276(4) 0.0434(19) Uani 1 1 d . . .
H19A H 0.7491 0.0661 0.5773 0.052 Uiso 1 1 calc R . .
H19B H 0.7821 0.0778 0.6736 0.052 Uiso 1 1 calc R . .
C20 C 0.6795(4) -0.0600(9) 0.6283(4) 0.0432(19) Uani 1 1 d . . .
H20A H 0.6585 -0.1325 0.5832 0.052 Uiso 1 1 calc R . .
H20B H 0.6904 -0.1165 0.6792 0.052 Uiso 1 1 calc R . .
C21 C 0.6140(4) 0.0581(8) 0.6207(4) 0.0382(18) Uani 1 1 d . . .
H21A H 0.6045 0.1177 0.5711 0.046 Uiso 1 1 calc R . .
H21B H 0.6337 0.1280 0.6672 0.046 Uiso 1 1 calc R . .
C22 C 0.5332(4) -0.0121(8) 0.6179(4) 0.0394(18) Uani 1 1 d . . .
H22A H 0.5128 -0.0802 0.5707 0.047 Uiso 1 1 calc R . .
H22B H 0.5429 -0.0735 0.6670 0.047 Uiso 1 1 calc R . .
C23 C 0.4682(4) 0.1059(8) 0.6122(4) 0.0396(18) Uani 1 1 d . . .
H23A H 0.4591 0.1682 0.5635 0.048 Uiso 1 1 calc R . .
H23B H 0.4883 0.1731 0.6597 0.048 Uiso 1 1 calc R . .
C24 C 0.3871(4) 0.0363(9) 0.6081(4) 0.0428(18) Uani 1 1 d . . .
H24A H 0.3967 -0.0311 0.6551 0.051 Uiso 1 1 calc R . .
H24B H 0.3652 -0.0257 0.5587 0.051 Uiso 1 1 calc R . .
C25 C 0.3237(4) 0.1556(10) 0.6078(5) 0.053(2) Uani 1 1 d . . .
H25A H 0.3450 0.2173 0.6566 0.080 Uiso 1 1 calc R . .
H25B H 0.2734 0.1055 0.6063 0.080 Uiso 1 1 calc R . .
H25C H 0.3122 0.2201 0.5601 0.080 Uiso 1 1 calc R . .
N1 N 0.8804(3) 0.2079(6) 0.4672(3) 0.0298(13) Uani 1 1 d . . .
N2 N 0.8964(3) 0.0282(8) 0.5577(3) 0.0350(14) Uani 1 1 d . . .
Br1 Br 0.95801(4) 0.53122(9) 0.64669(4) 0.0426(2) Uani 1 1 d . . .
O1W O 0.9085(6) 0.2444(12) 0.7291(6) 0.047(3) Uani 0.50 1 d PD . .
H1WA H 0.954(4) 0.285(12) 0.737(9) 0.071 Uiso 0.50 1 d PD . .
H1WB H 0.875(6) 0.315(9) 0.725(10) 0.071 Uiso 0.50 1 d PD . .
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'
Br Br -0.2901 2.4595 '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'
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
N2 C1 N1 110.8(6) . .
N2 C1 H1 124.6 . .
N1 C1 H1 124.6 . .
N1 C2 C3 108.7(6) . .
N1 C2 C7 131.6(7) . .
C3 C2 C7 119.7(7) . .
C4 C3 C2 124.0(7) . .
C4 C3 N2 131.2(7) . .
C2 C3 N2 104.8(6) . .
C3 C4 C5 114.9(7) . .
C3 C4 H4 122.6 . .
C5 C4 H4 122.6 . .
C4 C5 C6 123.1(8) . .
C4 C5 H5 118.4 . .
C6 C5 H5 118.4 . .
C7 C6 C5 121.7(7) . .
C7 C6 H6 119.2 . .
C5 C6 H6 119.2 . .
C6 C7 C2 116.6(7) . .
C6 C7 H7 121.7 . .
C2 C7 H7 121.7 . .
N1 C8 C9 111.3(5) . .
N1 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
N1 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C10 C9 C8 112.7(5) . .
C10 C9 H9A 109.0 . .
C8 C9 H9A 109.0 . .
C10 C9 H9B 109.0 . .
C8 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
C9 C10 C11 113.1(5) . .
C9 C10 H10A 109.0 . .
C11 C10 H10A 109.0 . .
C9 C10 H10B 109.0 . .
C11 C10 H10B 109.0 . .
H10A C10 H10B 107.8 . .
C12 C11 C10 112.3(5) . .
C12 C11 H11A 109.1 . .
C10 C11 H11A 109.1 . .
C12 C11 H11B 109.1 . .
C10 C11 H11B 109.1 . .
H11A C11 H11B 107.9 . .
C11 C12 C13 113.7(5) . .
C11 C12 H12A 108.8 . .
C13 C12 H12A 108.8 . .
C11 C12 H12B 108.8 . .
C13 C12 H12B 108.8 . .
H12A C12 H12B 107.7 . .
C14 C13 C12 113.2(5) . .
C14 C13 H13A 108.9 . .
C12 C13 H13A 108.9 . .
C14 C13 H13B 108.9 . .
C12 C13 H13B 108.9 . .
H13A C13 H13B 107.7 . .
C15 C14 C13 113.7(5) . .
C15 C14 H14A 108.8 . .
C13 C14 H14A 108.8 . .
C15 C14 H14B 108.8 . .
C13 C14 H14B 108.8 . .
H14A C14 H14B 107.7 . .
C14 C15 C16 112.1(5) . .
C14 C15 H15A 109.2 . .
C16 C15 H15A 109.2 . .
C14 C15 H15B 109.2 . .
C16 C15 H15B 109.2 . .
H15A C15 H15B 107.9 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N2 C17 C18 111.7(5) . .
N2 C17 H17A 109.3 . .
C18 C17 H17A 109.3 . .
N2 C17 H17B 109.3 . .
C18 C17 H17B 109.3 . .
H17A C17 H17B 107.9 . .
C17 C18 C19 113.1(7) . .
C17 C18 H18A 109.0 . .
C19 C18 H18A 109.0 . .
C17 C18 H18B 109.0 . .
C19 C18 H18B 109.0 . .
H18A C18 H18B 107.8 . .
C18 C19 C20 112.6(6) . .
C18 C19 H19A 109.1 . .
C20 C19 H19A 109.1 . .
C18 C19 H19B 109.1 . .
C20 C19 H19B 109.1 . .
H19A C19 H19B 107.8 . .
C21 C20 C19 113.5(6) . .
C21 C20 H20A 108.9 . .
C19 C20 H20A 108.9 . .
C21 C20 H20B 108.9 . .
C19 C20 H20B 108.9 . .
H20A C20 H20B 107.7 . .
C20 C21 C22 112.6(6) . .
C20 C21 H21A 109.1 . .
C22 C21 H21A 109.1 . .
C20 C21 H21B 109.1 . .
C22 C21 H21B 109.1 . .
H21A C21 H21B 107.8 . .
C23 C22 C21 112.7(6) . .
C23 C22 H22A 109.1 . .
C21 C22 H22A 109.1 . .
C23 C22 H22B 109.1 . .
C21 C22 H22B 109.1 . .
H22A C22 H22B 107.8 . .
C22 C23 C24 112.9(6) . .
C22 C23 H23A 109.0 . .
C24 C23 H23A 109.0 . .
C22 C23 H23B 109.0 . .
C24 C23 H23B 109.0 . .
H23A C23 H23B 107.8 . .
C23 C24 C25 112.6(6) . .
C23 C24 H24A 109.1 . .
C25 C24 H24A 109.1 . .
C23 C24 H24B 109.1 . .
C25 C24 H24B 109.1 . .
H24A C24 H24B 107.8 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C1 N1 C2 106.8(6) . .
C1 N1 C8 126.3(6) . .
C2 N1 C8 126.9(5) . .
C1 N2 C3 109.0(6) . .
C1 N2 C17 125.5(6) . .
C3 N2 C17 125.5(7) . .
H1WA O1W H1WB 106.9(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.329(9) .
C1 N1 1.353(8) .
C1 H1 0.9500 .
C2 N1 1.388(8) .
C2 C3 1.405(9) .
C2 C7 1.405(9) .
C3 C4 1.376(10) .
C3 N2 1.408(8) .
C4 C5 1.383(10) .
C4 H4 0.9500 .
C5 C6 1.388(11) .
C5 H5 0.9500 .
C6 C7 1.386(11) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 N1 1.452(8) .
C8 C9 1.531(8) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.524(8) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.535(8) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.523(8) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.533(8) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.527(8) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.526(8) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.537(9) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 N2 1.487(8) .
C17 C18 1.516(10) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.529(10) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.541(9) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.525(9) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.533(9) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.524(9) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.530(9) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.533(10) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
O1W H1WA 0.841(11) .
O1W H1WB 0.840(10) .
