#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/27/4502720.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_4502720
loop_
_publ_author_name
'Chen, Jing'
'Kampf, Jeff W.'
'McNeil, Anne J.'
_publ_section_title
;
 Comparing molecular gelators and nongelators based on solubilities and
 solid-state interactions.
;
_journal_issue                   16
_journal_name_full
'Langmuir : the ACS journal of surfaces and colloids'
_journal_page_first              13076
_journal_page_last               13080
_journal_paper_doi               10.1021/la102500u
_journal_volume                  26
_journal_year                    2010
_chemical_formula_moiety         'C25 H29 N O6'
_chemical_formula_sum            'C25 H29 N O6'
_chemical_formula_weight         439.49
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 91.1360(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7391(8)
_cell_length_b                   20.7305(11)
_cell_length_c                   7.4520(4)
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    85(2)
_cell_measurement_theta_max      23.31
_cell_measurement_theta_min      2.76
_cell_volume                     2276.5(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART-APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      85(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  '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  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0100
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            50928
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_correction_T_min  0.9592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  Blessing, R. Acta Cryst. (1995) A51 33-38.
  Sheldrick, G.  SADABS (Version 2008/1) Bruker AXS area
  detector absorption and other corrections, University of
  Gottingen, Germany 2008.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0375
_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)+(0.0585P)²+1.3749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1036
_reflns_number_gt                2533
_reflns_number_total             2833
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            la102500u_si_003.cif
_cod_data_source_block           ipr
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4502720
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
N1 N 1.0000 0.02356(5) 0.7500 0.0177(2) Uani 1 2 d S
O1 O 0.78217(5) 0.15207(4) 0.91677(11) 0.02755(19) Uani 1 1 d .
O2 O 0.89947(5) 0.18927(3) 1.08668(9) 0.01925(17) Uani 1 1 d .
O3 O 0.85185(5) 0.48458(3) 0.88682(10) 0.02043(17) Uani 1 1 d .
C1 C 0.93491(6) 0.05623(4) 0.83495(12) 0.01728(19) Uani 1 1 d .
C2 C 0.93400(6) 0.12378(4) 0.84235(12) 0.01676(19) Uani 1 1 d .
C3 C 1.0000 0.15874(6) 0.7500 0.0167(3) Uani 1 2 d S
C4 C 0.86303(7) 0.01622(5) 0.92186(14) 0.0206(2) Uani 1 1 d .
H4A H 0.8076 0.0170 0.8472 0.031 Uiso 1 1 calc R
H4B H 0.8502 0.0339 1.0407 0.031 Uiso 1 1 calc R
H4C H 0.8844 -0.0283 0.9344 0.031 Uiso 1 1 calc R
C5 C 0.86246(7) 0.15669(4) 0.94912(13) 0.0183(2) Uani 1 1 d .
C6 C 0.83667(7) 0.21745(5) 1.21627(13) 0.0208(2) Uani 1 1 d .
H6A H 0.7789 0.2305 1.1537 0.025 Uiso 1 1 calc R
C7 C 0.81786(9) 0.16624(6) 1.35527(16) 0.0314(3) Uani 1 1 d .
H7A H 0.7873 0.1295 1.2975 0.047 Uiso 1 1 calc R
H7B H 0.7789 0.1842 1.4478 0.047 Uiso 1 1 calc R
H7C H 0.8752 0.1518 1.4105 0.047 Uiso 1 1 calc R
C8 C 0.88385(7) 0.27621(5) 1.29389(15) 0.0254(2) Uani 1 1 d .
H8A H 0.9390 0.2628 1.3594 0.038 Uiso 1 1 calc R
H8B H 0.8431 0.2983 1.3761 0.038 Uiso 1 1 calc R
H8C H 0.9000 0.3056 1.1965 0.038 Uiso 1 1 calc R
C9 C 1.0000 0.22779(7) 0.7500 0.0181(3) Uani 1 2 d S
C10 C 1.0000 0.28559(6) 0.7500 0.0180(3) Uani 1 2 d S
C11 C 1.0000 0.35497(6) 0.7500 0.0168(3) Uani 1 2 d S
C12 C 0.92669(6) 0.38815(5) 0.82295(12) 0.01762(19) Uani 1 1 d .
H12A H 0.8777 0.3653 0.8740 0.021 Uiso 1 1 calc R
C13 C 0.92688(6) 0.45552(5) 0.81929(12) 0.01674(19) Uani 1 1 d .
C14 C 1.0000 0.48957(6) 0.7500 0.0168(3) Uani 1 2 d S
H14A H 1.0000 0.5354 0.7500 0.020 Uiso 1 2 calc SR
C15 C 0.84630(7) 0.55341(5) 0.87147(14) 0.0211(2) Uani 1 1 d .
H15A H 0.8968 0.5732 0.9390 0.032 Uiso 1 1 calc R
H15B H 0.7887 0.5683 0.9200 0.032 Uiso 1 1 calc R
H15C H 0.8496 0.5658 0.7448 0.032 Uiso 1 1 calc R
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
C1 N1 C1 119.45(11) 2_756 .
C5 O2 C6 116.86(7) . .
C13 O3 C15 117.09(7) . .
N1 C1 C2 121.99(9) . .
N1 C1 C4 116.19(8) . .
C2 C1 C4 121.82(8) . .
C1 C2 C3 119.29(9) . .
C1 C2 C5 118.90(8) . .
C3 C2 C5 121.81(8) . .
C2 C3 C2 117.85(11) . 2_756
C2 C3 C9 121.07(6) . .
C2 C3 C9 121.07(6) 2_756 .
O1 C5 O2 125.28(9) . .
O1 C5 C2 123.76(9) . .
O2 C5 C2 110.92(8) . .
O2 C6 C8 106.28(8) . .
O2 C6 C7 107.27(8) . .
C8 C6 C7 113.11(9) . .
C10 C9 C3 180.000(1) . .
C9 C10 C11 180.000(1) . .
C12 C11 C12 121.14(12) 2_756 .
C12 C11 C10 119.43(6) 2_756 .
C12 C11 C10 119.43(6) . .
C13 C12 C11 118.81(9) . .
O3 C13 C14 123.40(9) . .
O3 C13 C12 115.62(8) . .
C14 C13 C12 120.97(9) . .
C13 C14 C13 119.24(12) . 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.3430(11) 2_756
N1 C1 1.3430(11) .
O1 C5 1.2067(13) .
O2 C5 1.3351(12) .
O2 C6 1.4718(11) .
O3 C13 1.3642(11) .
O3 C15 1.4337(11) .
C1 C2 1.4016(13) .
C1 C4 1.5024(13) .
C2 C3 1.4041(11) .
C2 C5 1.4979(13) .
C3 C2 1.4041(11) 2_756
C3 C9 1.4316(17) .
C6 C8 1.5120(14) .
C6 C7 1.5127(14) .
C9 C10 1.1982(19) .
C10 C11 1.4383(17) .
C11 C12 1.3997(11) 2_756
C11 C12 1.3997(11) .
C12 C13 1.3969(12) .
C13 C14 1.3960(11) .
C14 C13 1.3959(11) 2_756
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139145013
