#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/31/2233112.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_2233112
loop_
_publ_author_name
'Wang, Xiuhong'
'Wei, Xilian'
'Du, Panpan'
_publ_section_title
;
 2-Hydroxy-N,N,N-trimethyl-3-tetradecyloxypropan-1-aminium
 bromide
;
_journal_coeditor_code           CV5198
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o246
_journal_paper_doi               10.1107/S1600536811054651
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C20 H44 N O2 +, Br -'
_chemical_formula_moiety         'C20 H44 N O2 +, Br -'
_chemical_formula_sum            'C20 H44 Br N O2'
_chemical_formula_weight         410.47
_chemical_name_systematic
;
2-Hydroxy-N,N,N-trimethyl-3-tetradecyloxypropan-1-aminium
bromide
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.1850(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.9470(4)
_cell_length_b                   7.4331(5)
_cell_length_c                   26.720(2)
_cell_measurement_reflns_used    1899
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.6925
_cell_measurement_theta_min      2.7415
_cell_volume                     1180.29(14)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0481
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            5657
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    1.752
_exptl_absorpt_correction_T_max  0.6214
_exptl_absorpt_correction_T_min  0.5481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.423
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0520
_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)+(0.0907P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1421
_refine_ls_wR_factor_ref         0.1540
_reflns_number_gt                1430
_reflns_number_total             2251
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv5198.cif
_cod_data_source_block           I
_cod_original_cell_volume        1180.30(15)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               2233112
_cod_database_fobs_code          2233112
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
Br Br1 -0.29860(11) 0.7500 0.07517(2) 0.0781(3) Uani d S 1 2
O O1 -0.3202(8) 0.3776(8) 0.13541(18) 0.0719(15) Uani d P 0.50 1
H H1D -0.2738 0.4655 0.1183 0.086 Uiso d PR 0.50 1
O O2 0.0819(8) 0.2500 0.23481(14) 0.1043(17) Uani d S 1 2
N N1 0.0902(7) 0.2500 0.07672(15) 0.0570(11) Uani d S 1 2
C C1 0.0206(14) 0.1957(11) 0.1295(3) 0.070(3) Uani d P 0.50 1
H H1A -0.0773 0.0914 0.1269 0.084 Uiso d PR 0.50 1
H H1B 0.1538 0.1618 0.1494 0.084 Uiso d PR 0.50 1
C C2 -0.1016(13) 0.3479(12) 0.1561(3) 0.064(2) Uani d P 0.50 1
H H2 -0.0133 0.4590 0.1549 0.077 Uiso d PR 0.50 1
C C3 -0.1261(14) 0.290(4) 0.2101(2) 0.087(8) Uani d P 0.50 1
H H3A -0.1997 0.3853 0.2282 0.104 Uiso d PR 0.50 1
H H3B -0.2218 0.1843 0.2108 0.104 Uiso d PR 0.50 1
C C4 0.0878(14) 0.2500 0.2862(2) 0.113(3) Uani d S 1 2
H H4A 0.0049 0.1452 0.2968 0.135 Uiso calc PR 0.50 1
H H4B 0.0049 0.3548 0.2968 0.135 Uiso calc PR 0.50 1
C C5 0.2932(11) 0.2500 0.3127(2) 0.091(2) Uani d S 1 2
H H5A 0.3553 0.3698 0.3092 0.109 Uiso d PR 0.50 1
H H5B 0.3907 0.1694 0.2950 0.109 Uiso d PR 0.50 1
C C6 0.3204(15) 0.203(3) 0.3659(3) 0.096(8) Uani d P 0.50 1
H H6A 0.1945 0.2500 0.3826 0.116 Uiso d SR 1 2
H H6B 0.3032 0.0739 0.3683 0.116 Uiso d PR 0.50 1
C C7 0.5191(12) 0.2500 0.3947(2) 0.090(2) Uani d S 1 2
H H7A 0.5322 0.3800 0.3935 0.108 Uiso d PR 0.50 1
H H7B 0.6454 0.2018 0.3771 0.108 Uiso d PR 0.50 1
C C8 0.5521(14) 0.1965(14) 0.4480(3) 0.086(4) Uani d P 0.50 1
H H8A 0.4234 0.2500 0.4655 0.103 Uiso d SR 1 2
H H8B 0.5452 0.0662 0.4492 0.103 Uiso d PR 0.50 1
C C9 0.7504(12) 0.2500 0.4770(2) 0.087(2) Uani d S 1 2
H H9A 0.7576 0.3803 0.4760 0.104 Uiso d PR 0.50 1
H H9B 0.8796 0.2057 0.4596 0.104 Uiso d PR 0.50 1
C C10 0.7807(16) 0.1948(14) 0.5305(3) 0.089(4) Uani d P 0.50 1
H H10A 0.6513 0.2500 0.5479 0.107 Uiso d SR 1 2
H H10B 0.7751 0.0645 0.5315 0.107 Uiso d PR 0.50 1
C C11 0.9785(12) 0.2500 0.5590(2) 0.090(2) Uani d S 1 2
H H11A 0.9839 0.3803 0.5577 0.108 Uiso d PR 0.50 1
H H11B 1.1074 0.2063 0.5414 0.108 Uiso d PR 0.50 1
C C12 1.0140(15) 0.1975(15) 0.6127(3) 0.089(5) Uani d P 0.50 1
H H12A 0.8865 0.2500 0.6304 0.107 Uiso d SR 1 2
H H12B 1.0059 0.0672 0.6141 0.107 Uiso d PR 0.50 1
C C13 1.2124(13) 0.2500 0.6409(2) 0.096(2) Uani d S 1 2
H H13A 1.2690 0.3530 0.6229 0.116 Uiso d PR 0.50 1
H H13B 1.3187 0.1536 0.6355 0.116 Uiso d PR 0.50 1
C C14 1.2474(15) 0.297(2) 0.6938(3) 0.098(7) Uani d P 0.50 1
H H14A 1.2309 0.4267 0.6963 0.118 Uiso d PR 0.50 1
H H14B 1.1238 0.2500 0.7115 0.118 Uiso d SR 1 2
C C15 1.4523(14) 0.2500 0.7218(2) 0.112(3) Uani d S 1 2
H H15A 1.4903 0.1295 0.7110 0.135 Uiso d PR 0.50 1
H H15B 1.5678 0.3286 0.7094 0.135 Uiso d PR 0.50 1
C C16 1.4849(15) 0.2500 0.7756(3) 0.130(3) Uani d S 1 2
H H16A 1.4050 0.3544 0.7875 0.155 Uiso calc PR 0.50 1
H H16B 1.4050 0.1456 0.7875 0.155 Uiso calc PR 0.50 1
C C17 1.6923(17) 0.2500 0.8012(3) 0.157(4) Uani d S 1 2
H H17A 1.6703 0.2500 0.8366 0.235 Uiso calc SR 1 2
H H17B 1.7751 0.3555 0.7923 0.235 Uiso calc PR 0.50 1
H H17C 1.7751 0.1445 0.7923 0.235 Uiso calc PR 0.50 1
C C18 -0.1067(9) 0.2500 0.04103(18) 0.0646(15) Uani d S 1 2
H H18A -0.1988 0.3532 0.0471 0.097 Uiso calc PR 0.50 1
H H18B -0.1930 0.1424 0.0455 0.097 Uiso calc PR 0.50 1
H H18C -0.0558 0.2544 0.0074 0.097 Uiso calc SPR 0.50 2
C C19 0.2289(7) 0.4126(7) 0.06755(16) 0.0844(13) Uani d . 1 1
H H19A 0.2678 0.4158 0.0330 0.127 Uiso calc R 1 1
H H19B 0.3638 0.4084 0.0885 0.127 Uiso calc R 1 1
H H19C 0.1447 0.5186 0.0753 0.127 Uiso calc R 1 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'
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 O1 H1D . . 91.1
C4 O2 C3 . 4_565 117.1(6)
C4 O2 C3 . . 117.1(6)
C3 O2 C3 4_565 . 24(2)
C18 N1 C19 . . 108.9(3)
C18 N1 C19 . 4_565 108.9(3)
C19 N1 C19 . 4_565 108.5(5)
C18 N1 C1 . . 110.9(4)
C19 N1 C1 . . 122.3(4)
C19 N1 C1 4_565 . 96.2(4)
C18 N1 C1 . 4_565 110.9(4)
C19 N1 C1 . 4_565 96.2(4)
C19 N1 C1 4_565 4_565 122.3(4)
C1 N1 C1 . 4_565 30.5(6)
C18 N1 Br1 . . 65.78(10)
C19 N1 Br1 . . 66.7(2)
C19 N1 Br1 4_565 . 169.6(3)
C1 N1 Br1 . . 94.1(3)
C1 N1 Br1 4_565 . 68.0(3)
C1 C1 C2 4_565 4_565 107.3(6)
C1 C1 C2 4_565 . 42.5(4)
C2 C1 C2 4_565 . 64.8(8)
C1 C1 N1 4_565 . 74.8(3)
C2 C1 N1 4_565 . 152.8(8)
C2 C1 N1 . . 112.4(6)
C1 C1 H1A 4_565 . 143.0
C2 C1 H1A 4_565 . 52.6
C2 C1 H1A . . 109.1
N1 C1 H1A . . 109.1
C1 C1 H1B 4_565 . 105.0
C2 C1 H1B 4_565 . 96.7
C2 C1 H1B . . 109.1
N1 C1 H1B . . 109.1
H1A C1 H1B . . 107.9
C1 C2 O1 4_565 . 114.8(7)
C1 C2 C2 4_565 4_565 72.7(6)
O1 C2 C2 . 4_565 99.0(4)
C1 C2 C3 4_565 . 129.0(11)
O1 C2 C3 . . 107.3(6)
C2 C2 C3 4_565 . 73.5(11)
C1 C2 C1 4_565 . 30.2(7)
O1 C2 C1 . . 112.3(6)
C2 C2 C1 4_565 . 42.5(4)
C3 C2 C1 . . 107.3(11)
C1 C2 C3 4_565 4_565 116.0(9)
O1 C2 C3 . 4_565 107.8(6)
C2 C2 C3 4_565 4_565 54.9(8)
C3 C2 C3 . 4_565 18.7(18)
C1 C2 C3 . 4_565 90.4(8)
C1 C2 H2 4_565 . 81.7
O1 C2 H2 . . 110.0
C2 C2 H2 4_565 . 147.4
C3 C2 H2 . . 110.0
C1 C2 H2 . . 110.0
C3 C2 H2 4_565 . 124.9
C3 C3 O2 4_565 . 77.9(11)
C3 C3 C2 4_565 . 106.5(11)
O2 C3 C2 . . 112.9(6)
C3 C3 C2 4_565 4_565 54.9(8)
O2 C3 C2 . 4_565 99.2(11)
C2 C3 C2 . 4_565 51.6(7)
C3 C3 H3A 4_565 . 136.9
O2 C3 H3A . . 109.0
C2 C3 H3A . . 109.0
C2 C3 H3A 4_565 . 151.0
C3 C3 H3B 4_565 . 36.0
O2 C3 H3B . . 109.0
C2 C3 H3B . . 109.0
C2 C3 H3B 4_565 . 67.4
H3A C3 H3B . . 107.8
O2 C4 C5 . . 119.9(6)
O2 C4 H4A . . 107.3
C5 C4 H4A . . 107.3
O2 C4 H4B . . 107.3
C5 C4 H4B . . 107.3
H4A C4 H4B . . 106.9
C4 C5 C6 . . 123.9(7)
C4 C5 C6 . 4_565 123.9(6)
C6 C5 C6 . 4_565 27.4(16)
C4 C5 H5A . . 106.4
C6 C5 H5A . . 106.4
C6 C5 H5A 4_565 . 81.3
C4 C5 H5B . . 106.3
C6 C5 H5B . . 106.3
C6 C5 H5B 4_565 . 125.0
H5A C5 H5B . . 106.4
C6 C6 C7 4_565 . 75.9(8)
C6 C6 C5 4_565 . 76.3(8)
C7 C6 C5 . . 121.6(9)
C6 C6 H6A 4_565 . 68.6
C7 C6 H6A . . 108.0
C5 C6 H6A . . 108.0
C6 C6 H6B 4_565 . 172.7
C7 C6 H6B . . 107.0
C5 C6 H6B . . 107.0
H6A C6 H6B . . 104.1
C6 C7 C6 4_565 . 28.1(16)
C6 C7 C8 4_565 . 131.2(7)
C6 C7 C8 . . 121.9(7)
C6 C7 C8 4_565 4_565 121.9(7)
C6 C7 C8 . 4_565 131.2(7)
C8 C7 C8 . 4_565 31.0(8)
C6 C7 H7A 4_565 . 78.9
C6 C7 H7A . . 106.9
C8 C7 H7A . . 106.8
C8 C7 H7A 4_565 . 75.9
C6 C7 H7B 4_565 . 118.0
C6 C7 H7B . . 106.8
C8 C7 H7B . . 106.8
C8 C7 H7B 4_565 . 119.2
H7A C7 H7B . . 106.7
C8 C8 C9 4_565 . 74.0(4)
C8 C8 C7 4_565 . 74.5(4)
C9 C8 C7 . . 121.1(7)
C8 C8 H8A 4_565 . 66.5
C9 C8 H8A . . 105.5
C7 C8 H8A . . 105.5
C8 C8 H8B 4_565 . 176.9
C9 C8 H8B . . 107.1
C7 C8 H8B . . 107.1
H8A C8 H8B . . 110.4
C8 C9 C8 4_565 . 32.0(8)
C8 C9 C10 4_565 . 131.0(7)
C8 C9 C10 . . 120.3(6)
C8 C9 C10 4_565 4_565 120.3(6)
C8 C9 C10 . 4_565 131.0(7)
C10 C9 C10 . 4_565 31.9(8)
C8 C9 H9A 4_565 . 75.3
C8 C9 H9A . . 107.3
C10 C9 H9A . . 107.2
C10 C9 H9A 4_565 . 75.4
C8 C9 H9B 4_565 . 119.0
C8 C9 H9B . . 107.3
C10 C9 H9B . . 107.2
C10 C9 H9B 4_565 . 118.9
H9A C9 H9B . . 106.9
C10 C10 C11 4_565 . 73.4(4)
C10 C10 C9 4_565 . 74.0(4)
C11 C10 C9 . . 119.8(7)
C10 C10 H10A 4_565 . 65.8
C11 C10 H10A . . 105.3
C9 C10 H10A . . 105.4
C10 C10 H10B 4_565 . 177.4
C11 C10 H10B . . 107.4
C9 C10 H10B . . 107.4
H10A C10 H10B . . 111.6
C10 C11 C10 4_565 . 33.2(9)
C10 C11 C12 4_565 . 131.8(7)
C10 C11 C12 . . 121.2(6)
C10 C11 C12 4_565 4_565 121.2(6)
C10 C11 C12 . 4_565 131.8(7)
C12 C11 C12 . 4_565 30.3(8)
C10 C11 H11A 4_565 . 73.9
C10 C11 H11A . . 107.0
C12 C11 H11A . . 107.0
C12 C11 H11A 4_565 . 76.7
C10 C11 H11B 4_565 . 118.9
C10 C11 H11B . . 107.0
C12 C11 H11B . . 107.0
C12 C11 H11B 4_565 . 117.9
H11A C11 H11B . . 106.8
C12 C12 C13 4_565 . 74.1(4)
C12 C12 C11 4_565 . 74.8(4)
C13 C12 C11 . . 121.2(7)
C12 C12 H12A 4_565 . 66.7
C13 C12 H12A . . 105.8
C11 C12 H12A . . 105.8
C12 C12 H12B 4_565 . 176.3
C13 C12 H12B . . 107.1
C11 C12 H12B . . 107.0
H12A C12 H12B . . 109.6
C12 C13 C12 4_565 . 31.7(9)
C12 C13 C14 4_565 . 121.8(7)
C12 C13 C14 . . 131.1(7)
C12 C13 C14 4_565 4_565 131.1(7)
C12 C13 C14 . 4_565 121.8(7)
C14 C13 C14 . 4_565 27.7(14)
C12 C13 H13A 4_565 . 79.6
C12 C13 H13A . . 104.5
C14 C13 H13A . . 104.4
C14 C13 H13A 4_565 . 128.8
C12 C13 H13B 4_565 . 130.8
C12 C13 H13B . . 104.5
C14 C13 H13B . . 104.5
C14 C13 H13B 4_565 . 84.1
H13A C13 H13B . . 105.6
C14 C14 C15 4_565 . 76.0(7)
C14 C14 C13 4_565 . 76.2(7)
C15 C14 C13 . . 121.8(9)
C14 C14 H14A 4_565 . 172.9
C15 C14 H14A . . 106.9
C13 C14 H14A . . 106.9
C14 C14 H14B 4_565 . 68.5
C15 C14 H14B . . 107.8
C13 C14 H14B . . 107.8
H14A C14 H14B . . 104.4
C16 C15 C14 . 4_565 126.3(7)
C16 C15 C14 . . 126.3(7)
C14 C15 C14 4_565 . 28.0(14)
C16 C15 H15A . . 105.7
C14 C15 H15A 4_565 . 79.9
C14 C15 H15A . . 105.8
C16 C15 H15B . . 105.7
C14 C15 H15B 4_565 . 124.2
C14 C15 H15B . . 105.7
H15A C15 H15B . . 106.2
C17 C16 C15 . . 125.0(8)
C17 C16 H16A . . 106.1
C15 C16 H16A . . 106.1
C17 C16 H16B . . 106.1
C15 C16 H16B . . 106.1
H16A C16 H16B . . 106.3
C16 C17 H17A . . 109.5
C16 C17 H17B . . 109.5
H17A C17 H17B . . 109.5
C16 C17 H17C . . 109.5
H17A C17 H17C . . 109.5
H17B C17 H17C . . 109.5
N1 C18 H18A . . 109.5
N1 C18 H18B . . 109.5
H18A C18 H18B . . 109.5
N1 C18 H18C . . 109.5
H18A C18 H18C . . 109.5
H18B C18 H18C . . 109.5
N1 C19 H19A . . 109.5
N1 C19 H19B . . 109.5
H19A C19 H19B . . 109.5
N1 C19 H19C . . 109.5
H19A C19 H19C . . 109.5
H19B C19 H19C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C2 . 1.411(8)
O1 H1D . 0.8500
O2 C4 . 1.373(7)
O2 C3 4_565 1.411(10)
O2 C3 . 1.411(10)
N1 C18 . 1.482(6)
N1 C19 . 1.489(5)
N1 C19 4_565 1.489(5)
N1 C1 . 1.538(8)
N1 C1 4_565 1.538(8)
C1 C1 4_565 0.808(16)
C1 C2 4_565 1.087(9)
C1 C2 . 1.535(10)
C1 H1A . 0.9700
C1 H1B . 0.9699
C2 C1 4_565 1.087(9)
C2 C2 4_565 1.455(17)
C2 C3 . 1.518(12)
C2 C3 4_565 1.780(19)
C2 H2 . 0.9800
C3 C3 4_565 0.59(6)
C3 C2 4_565 1.780(19)
C3 H3A . 0.9700
C3 H3B . 0.9700
C4 C5 . 1.389(9)
C4 H4A . 0.9700
C4 H4B . 0.9700
C5 C6 . 1.465(10)
C5 C6 4_565 1.465(10)
C5 H5A . 0.9700
C5 H5B . 0.9700
C6 C6 4_565 0.69(4)
C6 C7 . 1.428(10)
C6 H6A . 0.9514
C6 H6B . 0.9699
C7 C6 4_565 1.428(10)
C7 C8 . 1.486(8)
C7 C8 4_565 1.486(8)
C7 H7A . 0.9700
C7 H7B . 0.9698
C8 C8 4_565 0.80(2)
C8 C9 . 1.441(9)
C8 H8A . 0.9952
C8 H8B . 0.9700
C9 C8 4_565 1.441(9)
C9 C10 . 1.493(9)
C9 C10 4_565 1.493(9)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 C10 4_565 0.82(2)
C10 C11 . 1.437(10)
C10 H10A . 1.0021
C10 H10B . 0.9700
C11 C10 4_565 1.437(10)
C11 C12 . 1.493(9)
C11 C12 4_565 1.493(9)
C11 H11A . 0.9700
C11 H11B . 0.9701
C12 C12 4_565 0.78(2)
C12 C13 . 1.430(10)
C12 H12A . 0.9892
C12 H12B . 0.9700
C13 C12 4_565 1.430(10)
C13 C14 . 1.465(10)
C13 C14 4_565 1.465(10)
C13 H13A . 0.9700
C13 H13B . 0.9700
C14 C14 4_565 0.70(4)
C14 C15 . 1.448(11)
C14 H14A . 0.9701
C14 H14B . 0.9543
C15 C16 . 1.443(9)
C15 C14 4_565 1.448(11)
C15 H15A . 0.9701
C15 H15B . 0.9701
C16 C17 . 1.387(11)
C16 H16A . 0.9700
C16 H16B . 0.9700
C17 H17A . 0.9600
C17 H17B . 0.9600
C17 H17C . 0.9600
C18 H18A . 0.9600
C18 H18B . 0.9600
C18 H18C . 0.9600
C19 H19A . 0.9600
C19 H19B . 0.9600
C19 H19C . 0.9600
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
O1 H1D Br1 . 0.85 2.41 3.207(6) 156.5
C19 H19B O1 1_655 0.96 2.23 3.190(6) 175.8
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_4
_geom_torsion
C18 N1 C1 C1 . 4_565 -95.96(18)
C19 N1 C1 C1 . 4_565 34.6(3)
C19 N1 C1 C1 4_565 4_565 151.1(3)
Br1 N1 C1 C1 . 4_565 -30.35(7)
C18 N1 C1 C2 . 4_565 2.4(19)
C19 N1 C1 C2 . 4_565 132.9(17)
C19 N1 C1 C2 4_565 4_565 -110.5(18)
C1 N1 C1 C2 4_565 4_565 98.3(18)
Br1 N1 C1 C2 . 4_565 68.0(18)
C18 N1 C1 C2 . . -75.7(6)
C19 N1 C1 C2 . . 54.9(8)
C19 N1 C1 C2 4_565 . 171.4(6)
C1 N1 C1 C2 4_565 . 20.3(6)
Br1 N1 C1 C2 . . -10.1(6)
C2 C1 C2 C1 4_565 4_565 180.000(4)
N1 C1 C2 C1 . 4_565 -29.6(9)
C1 C1 C2 O1 4_565 . 101.3(7)
C2 C1 C2 O1 4_565 . -78.7(7)
N1 C1 C2 O1 . . 71.7(8)
C1 C1 C2 C2 4_565 4_565 180.000(3)
N1 C1 C2 C2 . 4_565 150.4(9)
C1 C1 C2 C3 4_565 . -141.1(10)
C2 C1 C2 C3 4_565 . 38.9(10)
N1 C1 C2 C3 . . -170.7(7)
C1 C1 C2 C3 4_565 4_565 -149.2(8)
C2 C1 C2 C3 4_565 4_565 30.8(8)
N1 C1 C2 C3 . 4_565 -178.9(6)
C4 O2 C3 C3 . 4_565 -96.3(6)
C4 O2 C3 C2 . . 160.7(11)
C3 O2 C3 C2 4_565 . -102.9(16)
C4 O2 C3 C2 . 4_565 -147.2(4)
C3 O2 C3 C2 4_565 4_565 -50.9(9)
C1 C2 C3 C3 4_565 4_565 -50.3(13)
O1 C2 C3 C3 . 4_565 94.5(6)
C2 C2 C3 C3 4_565 4_565 0.000(9)
C1 C2 C3 C3 . 4_565 -26.3(6)
C1 C2 C3 O2 4_565 . 33(3)
O1 C2 C3 O2 . . 178.0(14)
C2 C2 C3 O2 4_565 . 83.5(17)
C1 C2 C3 O2 . . 57.2(19)
C3 C2 C3 O2 4_565 . 83.5(17)
C1 C2 C3 C2 4_565 4_565 -50.3(13)
O1 C2 C3 C2 . 4_565 94.5(6)
C1 C2 C3 C2 . 4_565 -26.3(6)
C3 C2 C3 C2 4_565 4_565 0.000(15)
C3 O2 C4 C5 4_565 . 166.3(13)
C3 O2 C4 C5 . . -166.3(13)
O2 C4 C5 C6 . . -163.4(9)
O2 C4 C5 C6 . 4_565 163.4(9)
C4 C5 C6 C6 . 4_565 -99.4(6)
C4 C5 C6 C7 . . -163.1(8)
C6 C5 C6 C7 4_565 . -63.7(13)
C5 C6 C7 C6 . 4_565 63.9(13)
C6 C6 C7 C8 4_565 . 118.7(7)
C5 C6 C7 C8 . . -177.4(10)
C6 C6 C7 C8 4_565 4_565 81.5(9)
C5 C6 C7 C8 . 4_565 145.4(9)
C6 C7 C8 C8 4_565 4_565 -84.7(11)
C6 C7 C8 C8 . 4_565 -118.0(10)
C6 C7 C8 C9 4_565 . -144.6(12)
C6 C7 C8 C9 . . -177.9(10)
C8 C7 C8 C9 4_565 . -59.9(8)
C7 C8 C9 C8 . 4_565 60.1(8)
C8 C8 C9 C10 4_565 . 119.9(6)
C7 C8 C9 C10 . . -179.9(7)
C8 C8 C9 C10 4_565 4_565 82.6(6)
C7 C8 C9 C10 . 4_565 142.7(7)
C8 C9 C10 C10 4_565 4_565 -82.4(6)
C8 C9 C10 C10 . 4_565 -120.0(7)
C8 C9 C10 C11 4_565 . -142.0(8)
C8 C9 C10 C11 . . -179.6(7)
C10 C9 C10 C11 4_565 . -59.6(8)
C9 C10 C11 C10 . 4_565 59.9(8)
C10 C10 C11 C12 4_565 . 120.0(7)
C9 C10 C11 C12 . . 179.9(7)
C10 C10 C11 C12 4_565 4_565 84.3(7)
C9 C10 C11 C12 . 4_565 144.2(7)
C10 C11 C12 C12 4_565 4_565 -81.1(7)
C10 C11 C12 C12 . 4_565 -120.6(7)
C10 C11 C12 C13 4_565 . -141.5(8)
C10 C11 C12 C13 . . 179.0(7)
C12 C11 C12 C13 4_565 . -60.4(8)
C11 C12 C13 C12 . 4_565 60.7(8)
C12 C12 C13 C14 4_565 . 85.3(10)
C11 C12 C13 C14 . . 146.0(10)
C12 C12 C13 C14 4_565 4_565 118.0(9)
C11 C12 C13 C14 . 4_565 178.6(9)
C12 C13 C14 C14 4_565 4_565 118.9(7)
C12 C13 C14 C14 . 4_565 80.9(8)
C12 C13 C14 C15 4_565 . -177.5(9)
C12 C13 C14 C15 . . 144.4(9)
C14 C13 C14 C15 4_565 . 63.5(12)
C14 C14 C15 C16 4_565 . -100.6(6)
C13 C14 C15 C16 . . -164.2(7)
C13 C14 C15 C14 . 4_565 -63.6(12)
C14 C15 C16 C17 4_565 . 162.5(9)
C14 C15 C16 C17 . . -162.5(9)
