#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/15/4001553.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_4001553
loop_
_publ_author_name
'Ballabh, Amar'
'Trivedi, Darshak R.'
'Dastidar, Parthasarathi'
_publ_section_title
;
 New Series of Organogelators Derived from a Combinatorial Library of
 Primary Ammonium Monocarboxylate Salts
;
_journal_issue                   16
_journal_name_full               'Chemistry of Materials'
_journal_page_first              3795
_journal_paper_doi               10.1021/cm0605015
_journal_volume                  18
_journal_year                    2006
_chemical_formula_sum            'C15 H22 Br N O2'
_chemical_formula_weight         328.24
_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                93.1300(10)
_cell_angle_beta                 90.752(2)
_cell_angle_gamma                108.1310(10)
_cell_formula_units_Z            2
_cell_length_a                   5.5215(5)
_cell_length_b                   7.5087(6)
_cell_length_c                   19.0830(16)
_cell_measurement_temperature    293(2)
_cell_volume                     750.38(11)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SMART 3'
_computing_molecular_graphics    'PLATON, MERCURY 1.2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.892
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_device_type  'BRUKER SMART CCD AREA DETECTOR'
_diffrn_measurement_method       PHI-OMEGA
_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  0.0152
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            4499
_diffrn_reflns_theta_full        28.21
_diffrn_reflns_theta_max         28.21
_diffrn_reflns_theta_min         2.86
_diffrn_standards_decay_%        '<10 %'
_exptl_absorpt_coefficient_mu    2.737
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.92
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0259
_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)+(0.0486P)²+0.2875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0751
_reflns_number_gt                3189
_reflns_number_total             3293
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm0605015si20060301_110436.cif
_cod_data_source_block           ab0607m
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4001553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Br1 Br 1.36868(3) 0.84922(2) 0.111613(8) 0.01831(8) Uani 1 1 d
O1 O 0.6254(2) 0.79480(19) 0.55343(7) 0.0200(3) Uani 1 1 d
O2 O 0.3154(2) 0.70597(17) 0.47057(6) 0.0172(2) Uani 1 1 d
C1 C 0.5475(3) 0.7638(2) 0.49036(9) 0.0150(3) Uani 1 1 d
C2 C 0.7461(3) 0.7977(2) 0.43510(9) 0.0164(3) Uani 1 1 d
C3 C 0.6861(3) 0.7392(2) 0.36817(9) 0.0144(3) Uani 1 1 d
C4 C 0.8586(3) 0.7650(2) 0.30900(9) 0.0133(3) Uani 1 1 d
C5 C 1.1175(3) 0.8726(2) 0.31500(9) 0.0143(3) Uani 1 1 d
C6 C 1.2682(3) 0.8970(2) 0.25641(9) 0.0151(3) Uani 1 1 d
C7 C 1.1622(3) 0.8129(2) 0.19141(9) 0.0144(3) Uani 1 1 d
C8 C 0.9082(3) 0.7041(2) 0.18418(9) 0.0154(3) Uani 1 1 d
C9 C 0.7590(3) 0.6817(2) 0.24300(9) 0.0148(3) Uani 1 1 d
N1 N -0.0081(3) 0.3519(2) 0.41607(8) 0.0158(3) Uani 1 1 d
C10 C -0.1299(3) 0.2824(2) 0.34570(8) 0.0148(3) Uani 1 1 d
C11 C 0.0636(3) 0.3337(2) 0.28830(9) 0.0144(3) Uani 1 1 d
C12 C -0.0484(3) 0.2448(2) 0.21650(9) 0.0145(3) Uani 1 1 d
C13 C 0.1431(3) 0.3002(2) 0.15842(9) 0.0152(3) Uani 1 1 d
C14 C 0.0333(3) 0.2226(3) 0.08534(9) 0.0191(3) Uani 1 1 d
C15 C 0.2291(4) 0.2840(3) 0.02870(10) 0.0247(4) Uani 1 1 d
H2 H 0.916(5) 0.856(4) 0.4497(14) 0.033(7) Uiso 1 1 d
H3 H 0.511(4) 0.672(3) 0.3550(12) 0.016(5) Uiso 1 1 d
H5 H 1.195(5) 0.931(3) 0.3586(13) 0.020(6) Uiso 1 1 d
H6 H 1.437(4) 0.972(3) 0.2608(11) 0.014(5) Uiso 1 1 d
H8 H 0.841(5) 0.647(4) 0.1398(14) 0.025(6) Uiso 1 1 d
H9 H 0.587(4) 0.609(3) 0.2404(12) 0.017(5) Uiso 1 1 d
H1NA H 0.077(5) 0.476(4) 0.4187(14) 0.030(6) Uiso 1 1 d
H1NB H 0.107(5) 0.295(4) 0.4254(14) 0.029(6) Uiso 1 1 d
H1NC H -0.121(6) 0.325(4) 0.4505(18) 0.051(9) Uiso 1 1 d
H10A H -0.278(5) 0.337(3) 0.3389(12) 0.022(6) Uiso 1 1 d
H10B H -0.207(4) 0.146(3) 0.3454(12) 0.019(5) Uiso 1 1 d
H11A H 0.119(4) 0.469(3) 0.2874(11) 0.013(5) Uiso 1 1 d
H11B H 0.207(4) 0.288(3) 0.2998(12) 0.018(5) Uiso 1 1 d
H12A H -0.200(5) 0.281(3) 0.2052(12) 0.020(5) Uiso 1 1 d
H12B H -0.118(5) 0.106(3) 0.2167(12) 0.021(6) Uiso 1 1 d
H13A H 0.208(4) 0.438(3) 0.1607(12) 0.016(5) Uiso 1 1 d
H13B H 0.289(4) 0.255(3) 0.1712(12) 0.017(5) Uiso 1 1 d
H14A H -0.110(5) 0.259(3) 0.0757(13) 0.025(6) Uiso 1 1 d
H14B H -0.038(5) 0.080(4) 0.0843(14) 0.026(6) Uiso 1 1 d
H15A H 0.288(5) 0.418(4) 0.0295(15) 0.038(7) Uiso 1 1 d
H15B H 0.155(6) 0.234(4) -0.0187(16) 0.041(7) Uiso 1 1 d
H15C H 0.379(6) 0.249(4) 0.0397(15) 0.039(7) Uiso 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'
Br Br -0.2901 2.4595 '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'
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
O2 O2 C1 0(10) 1 .
O1 C1 O2 124.52(16) . 1
O1 C1 O2 124.52(16) . .
O2 C1 O2 0.00(12) 1 .
O1 C1 C2 117.24(15) . .
O2 C1 C2 118.24(15) 1 .
O2 C1 C2 118.24(15) . .
C3 C2 C1 121.75(15) . .
C2 C3 C4 127.47(15) . .
C9 C4 C5 118.35(15) . .
C9 C4 C3 118.40(14) . .
C5 C4 C3 123.23(15) . .
C6 C5 C4 120.35(15) . .
C5 C6 C7 119.74(15) . .
C8 C7 C6 121.10(15) . .
C8 C7 Br1 119.52(13) . .
C6 C7 Br1 119.38(12) . .
C7 C8 C9 118.68(15) . .
C8 C9 C4 121.77(15) . .
N1 C10 C11 111.07(13) . .
C10 C11 C12 112.26(13) . .
C11 C12 C13 112.42(13) . .
C14 C13 C12 113.84(14) . .
C15 C14 C13 112.23(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C7 1.8948(16) .
O1 C1 1.258(2) .
O2 O2 0.000(3) 1
O2 C1 1.263(2) .
C1 O2 1.263(2) 1
C1 C2 1.505(2) .
C2 C3 1.331(2) .
C3 C4 1.469(2) .
C4 C9 1.401(2) .
C4 C5 1.406(2) .
C5 C6 1.388(2) .
C6 C7 1.394(2) .
C7 C8 1.387(2) .
C8 C9 1.388(2) .
N1 C10 1.486(2) .
C10 C11 1.520(2) .
C11 C12 1.525(2) .
C12 C13 1.526(2) .
C13 C14 1.523(2) .
C14 C15 1.524(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1NA O2 0.90(3) 2.01(3) 2.8345(19) 151(2) 1
N1 H1NB O1 0.89(3) 1.85(3) 2.739(2) 173(2) 2_666
N1 H1NC O2 0.90(4) 1.84(4) 2.736(2) 171(3) 2_566
N1 H1NC O1 0.90(4) 2.65(3) 3.310(2) 131(3) 2_566
