#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:02:11 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180369 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/38/7203800.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_7203800
loop_
_publ_author_name
'Trivedi, Darshak R.'
'Ballabh, Amar'
'Dastidar, Parthasarathi'
_publ_section_title
;
 Facile preparation and structure--property correlation of low
 molecular mass organic gelators derived from simple organic salts
;
_journal_issue                   26
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2606
_journal_paper_doi               10.1039/b504969e
_journal_volume                  15
_journal_year                    2005
_chemical_formula_sum            'C19 H28 N2 O4'
_chemical_formula_weight         348.43
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.300(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5764(13)
_cell_length_b                   12.8644(13)
_cell_length_c                   12.9625(13)
_cell_measurement_temperature    293(2)
_cell_volume                     1896.0(3)
_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, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.3
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_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  0.0131
_diffrn_reflns_av_sigmaI/netI    0.0157
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7506
_diffrn_reflns_theta_full        22.49
_diffrn_reflns_theta_max         22.49
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        '<10 %'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            'LIGHT YELLOW'
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.58mm
_exptl_crystal_size_mid          0.68mm
_exptl_crystal_size_min          0.32mm
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         2471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0552P)²+0.3835P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0985
_reflns_number_gt                2265
_reflns_number_total             2471
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b504969e.txt
_cod_data_source_block           dt0939
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'MONOCLINIC' changed to 'monoclinic'
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:

'_refine_ls_weighting_scheme' value '
calc w=1/[\s^2^(Fo^2^)+(0.0552P)^2^+0.3835P] where
P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=1/[\s^2^(Fo^2^)+(0.0552P)^2^+0.3835P] where
P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 2(1)/C'
_cod_database_code               7203800
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.72552(10) 0.43670(10) 0.13809(9) 0.0679(4) Uani 1 d . . .
O2 O 0.60018(10) 0.43228(9) 0.21783(9) 0.0637(3) Uani 1 d . . .
O3 O 1.17585(12) 0.32802(13) 0.66291(12) 0.0955(5) Uani 1 d . . .
O4 O 1.05105(14) 0.29659(16) 0.73069(12) 0.1120(6) Uani 1 d . . .
C2 C 0.79938(12) 0.39419(11) 0.33361(12) 0.0449(4) Uani 1 d . . .
N1 N 1.07560(14) 0.32138(13) 0.65315(12) 0.0697(4) Uani 1 d . . .
N2 N 0.37752(11) 0.43484(9) 0.04665(10) 0.0372(3) Uani 1 d . . .
C1 C 0.69985(14) 0.42364(12) 0.21990(13) 0.0498(4) Uani 1 d . . .
C3 C 0.77621(14) 0.37051(14) 0.42569(13) 0.0590(5) Uani 1 d . . .
H3 H 0.6991 0.3722 0.4175 0.071 Uiso 1 calc R . .
C4 C 0.86596(15) 0.34431(15) 0.53023(14) 0.0641(5) Uani 1 d . . .
H4 H 0.8498 0.3269 0.5917 0.077 Uiso 1 calc R . .
C5 C 0.97885(13) 0.34472(12) 0.54093(12) 0.0518(4) Uani 1 d . . .
C6 C 1.00487(14) 0.36657(14) 0.45094(14) 0.0618(5) Uani 1 d . . .
H6 H 1.0823 0.3652 0.4598 0.074 Uiso 1 calc R . .
C7 C 0.91424(14) 0.39068(14) 0.34682(14) 0.0581(4) Uani 1 d . . .
H7 H 0.9307 0.4047 0.2848 0.070 Uiso 1 calc R . .
C1A C 0.36361(12) 0.32975(10) -0.00815(11) 0.0382(3) Uani 1 d . . .
H1A1 H 0.2819 0.3219 -0.0648 0.046 Uiso 1 calc R . .
C2A C 0.39242(13) 0.24237(11) 0.07785(12) 0.0464(4) Uani 1 d . . .
H2A1 H 0.3375 0.2435 0.1123 0.056 Uiso 1 calc R . .
H2A2 H 0.4710 0.2523 0.1379 0.056 Uiso 1 calc R . .
C3A C 0.38540(16) 0.13740(12) 0.02048(15) 0.0577(4) Uani 1 d . . .
H3A2 H 0.4082 0.0829 0.0776 0.069 Uiso 1 calc R . .
H3A1 H 0.3049 0.1245 -0.0341 0.069 Uiso 1 calc R . .
C4A C 0.46476(15) 0.13429(12) -0.04015(13) 0.0551(4) Uani 1 d . . .
H4A2 H 0.5461 0.1397 0.0154 0.066 Uiso 1 calc R . .
H4A1 H 0.4550 0.0684 -0.0795 0.066 Uiso 1 calc R . .
C5A C 0.43644(14) 0.22209(12) -0.12503(12) 0.0487(4) Uani 1 d . . .
H5A2 H 0.3580 0.2122 -0.1852 0.058 Uiso 1 calc R . .
H5A1 H 0.4914 0.2209 -0.1594 0.058 Uiso 1 calc R . .
C6A C 0.44299(13) 0.32682(11) -0.06919(12) 0.0439(4) Uani 1 d . . .
H6A1 H 0.4195 0.3809 -0.1269 0.053 Uiso 1 calc R . .
H6A2 H 0.5235 0.3404 -0.0149 0.053 Uiso 1 calc R . .
C1B C 0.31236(12) 0.45646(11) 0.11775(11) 0.0394(3) Uani 1 d . . .
H1B1 H 0.3455 0.4121 0.1856 0.047 Uiso 1 calc R . .
C2B C 0.18239(12) 0.43290(13) 0.05545(13) 0.0499(4) Uani 1 d . . .
H2B1 H 0.1712 0.3599 0.0347 0.060 Uiso 1 calc R . .
H2B2 H 0.1480 0.4737 -0.0140 0.060 Uiso 1 calc R . .
C3B C 0.12197(14) 0.45878(15) 0.13199(15) 0.0629(5) Uani 1 d . . .
H3B2 H 0.0385 0.4446 0.0913 0.075 Uiso 1 calc R . .
H3B1 H 0.1534 0.4147 0.1991 0.075 Uiso 1 calc R . .
C4B C 0.13957(16) 0.57138(16) 0.16858(15) 0.0710(5) Uani 1 d . . .
H4B2 H 0.1020 0.5849 0.2188 0.085 Uiso 1 calc R . .
H4B1 H 0.1031 0.6157 0.1021 0.085 Uiso 1 calc R . .
C5B C 0.26915(15) 0.59647(14) 0.22976(14) 0.0621(5) Uani 1 d . . .
H5B2 H 0.3035 0.5577 0.3007 0.075 Uiso 1 calc R . .
H5B1 H 0.2789 0.6700 0.2482 0.075 Uiso 1 calc R . .
C6B C 0.33350(14) 0.56939(12) 0.15673(13) 0.0511(4) Uani 1 d . . .
H6B2 H 0.3063 0.6146 0.0905 0.061 Uiso 1 calc R . .
H6B1 H 0.4172 0.5810 0.2005 0.061 Uiso 1 calc R . .
H2N1 H 0.3539(13) 0.4821(13) -0.0113(14) 0.053(4) Uiso 1 d . . .
H2N2 H 0.4578(15) 0.4428(12) 0.0964(14) 0.053(4) Uiso 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'
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
_geom_angle_publ_flag
C3 C2 C7 118.85(14) . . ?
C3 C2 C1 120.27(14) . . ?
C7 C2 C1 120.88(14) . . ?
O4 N1 O3 123.52(15) . . ?
O4 N1 C5 118.41(16) . . ?
O3 N1 C5 118.07(16) . . ?
C1B N2 C1A 118.32(11) . . ?
C1B N2 H2N1 108.1(9) . . ?
C1A N2 H2N1 106.3(10) . . ?
C1B N2 H2N2 105.4(9) . . ?
C1A N2 H2N2 107.2(9) . . ?
H2N1 N2 H2N2 111.6(13) . . ?
O1 C1 O2 126.43(14) . 1 ?
O1 C1 O2 126.43(14) . . ?
O1 C1 C2 117.02(14) . . ?
O2 C1 C2 116.55(14) 1 . ?
O2 C1 C2 116.55(14) . . ?
C2 C3 C4 121.05(15) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.40(15) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 122.06(14) . . ?
C4 C5 N1 118.88(15) . . ?
C6 C5 N1 119.05(14) . . ?
C5 C6 C7 118.79(15) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 120.79(15) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
N2 C1A C2A 112.15(11) . . ?
N2 C1A C6A 107.43(10) . . ?
C2A C1A C6A 111.22(11) . . ?
N2 C1A H1A1 108.6 . . ?
C2A C1A H1A1 108.6 . . ?
C6A C1A H1A1 108.6 . . ?
C1A C2A C3A 110.63(12) . . ?
C1A C2A H2A1 109.5 . . ?
C3A C2A H2A1 109.5 . . ?
C1A C2A H2A2 109.5 . . ?
C3A C2A H2A2 109.5 . . ?
H2A1 C2A H2A2 108.1 . . ?
C4A C3A C2A 111.30(13) . . ?
C4A C3A H3A2 109.4 . . ?
C2A C3A H3A2 109.4 . . ?
C4A C3A H3A1 109.4 . . ?
C2A C3A H3A1 109.4 . . ?
H3A2 C3A H3A1 108.0 . . ?
C5A C4A C3A 110.89(12) . . ?
C5A C4A H4A2 109.5 . . ?
C3A C4A H4A2 109.5 . . ?
C5A C4A H4A1 109.5 . . ?
C3A C4A H4A1 109.5 . . ?
H4A2 C4A H4A1 108.0 . . ?
C4A C5A C6A 111.68(11) . . ?
C4A C5A H5A2 109.3 . . ?
C6A C5A H5A2 109.3 . . ?
C4A C5A H5A1 109.3 . . ?
C6A C5A H5A1 109.3 . . ?
H5A2 C5A H5A1 107.9 . . ?
C5A C6A C1A 110.97(12) . . ?
C5A C6A H6A1 109.4 . . ?
C1A C6A H6A1 109.4 . . ?
C5A C6A H6A2 109.4 . . ?
C1A C6A H6A2 109.4 . . ?
H6A1 C6A H6A2 108.0 . . ?
N2 C1B C2B 112.63(11) . . ?
N2 C1B C6B 108.50(11) . . ?
C2B C1B C6B 111.33(12) . . ?
N2 C1B H1B1 108.1 . . ?
C2B C1B H1B1 108.1 . . ?
C6B C1B H1B1 108.1 . . ?
C1B C2B C3B 109.56(12) . . ?
C1B C2B H2B1 109.8 . . ?
C3B C2B H2B1 109.8 . . ?
C1B C2B H2B2 109.8 . . ?
C3B C2B H2B2 109.8 . . ?
H2B1 C2B H2B2 108.2 . . ?
C4B C3B C2B 111.56(15) . . ?
C4B C3B H3B2 109.3 . . ?
C2B C3B H3B2 109.3 . . ?
C4B C3B H3B1 109.3 . . ?
C2B C3B H3B1 109.3 . . ?
H3B2 C3B H3B1 108.0 . . ?
C3B C4B C5B 110.48(14) . . ?
C3B C4B H4B2 109.6 . . ?
C5B C4B H4B2 109.6 . . ?
C3B C4B H4B1 109.6 . . ?
C5B C4B H4B1 109.6 . . ?
H4B2 C4B H4B1 108.1 . . ?
C4B C5B C6B 111.39(13) . . ?
C4B C5B H5B2 109.4 . . ?
C6B C5B H5B2 109.4 . . ?
C4B C5B H5B1 109.4 . . ?
C6B C5B H5B1 109.4 . . ?
H5B2 C5B H5B1 108.0 . . ?
C1B C6B C5B 111.09(13) . . ?
C1B C6B H6B2 109.4 . . ?
C5B C6B H6B2 109.4 . . ?
C1B C6B H6B1 109.4 . . ?
C5B C6B H6B1 109.4 . . ?
H6B2 C6B H6B1 108.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2449(18) . ?
O2 C1 1.2473(19) . ?
O3 N1 1.215(2) . ?
O4 N1 1.213(2) . ?
C2 C3 1.378(2) . ?
C2 C7 1.381(2) . ?
C2 C1 1.519(2) . ?
N1 C5 1.474(2) . ?
N2 C1B 1.4979(17) . ?
N2 C1A 1.5022(17) . ?
N2 H2N1 0.912(17) . ?
N2 H2N2 0.943(17) . ?
C1 O2 1.2473(19) 1 ?
C3 C4 1.384(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(2) . ?
C6 C7 1.379(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C1A C2A 1.5141(19) . ?
C1A C6A 1.5164(19) . ?
C1A H1A1 0.9800 . ?
C2A C3A 1.526(2) . ?
C2A H2A1 0.9700 . ?
C2A H2A2 0.9700 . ?
C3A C4A 1.512(2) . ?
C3A H3A2 0.9700 . ?
C3A H3A1 0.9700 . ?
C4A C5A 1.509(2) . ?
C4A H4A2 0.9700 . ?
C4A H4A1 0.9700 . ?
C5A C6A 1.515(2) . ?
C5A H5A2 0.9700 . ?
C5A H5A1 0.9700 . ?
C6A H6A1 0.9700 . ?
C6A H6A2 0.9700 . ?
C1B C2B 1.513(2) . ?
C1B C6B 1.524(2) . ?
C1B H1B1 0.9800 . ?
C2B C3B 1.522(2) . ?
C2B H2B1 0.9700 . ?
C2B H2B2 0.9700 . ?
C3B C4B 1.511(3) . ?
C3B H3B2 0.9700 . ?
C3B H3B1 0.9700 . ?
C4B C5B 1.511(3) . ?
C4B H4B2 0.9700 . ?
C4B H4B1 0.9700 . ?
C5B C6B 1.525(2) . ?
C5B H5B2 0.9700 . ?
C5B H5B1 0.9700 . ?
C6B H6B2 0.9700 . ?
C6B H6B1 0.9700 . ?
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
N2 H2N1 O1 0.912(17) 1.840(18) 2.7372(16) 167.3(14) 3_665
N2 H2N2 O2 0.943(17) 1.815(18) 2.7305(16) 163.0(14) 1
