#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:43:35 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179593 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/57/4505716.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_4505716
loop_
_publ_author_name
'Feng, Zheng'
'Fan, Ailong'
'Valiyaveettil, Suresh'
'Vittal, Jagadese J.'
_publ_section_title
;
 Interplay of Weak Interactions and Structural Features in the Solid State
 Self-Assembly of Symmetric Diamides
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              555
_journal_paper_doi               10.1021/cg034045y
_journal_volume                  3
_journal_year                    2003
_chemical_formula_sum            'C42 H36 N2 O4'
_chemical_formula_weight         632.73
_chemical_name_systematic
; 
 ? 
;
_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                 123.935(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.470(2)
_cell_length_b                   9.0645(8)
_cell_length_c                   19.9526(18)
_cell_measurement_reflns_used    2765
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.06
_cell_volume                     3371.7(5)
_computing_cell_refinement       'Bruker AXS, SAINT'
_computing_data_collection       'Bruker AXS, SMART'
_computing_data_reduction        'Bruker AXS, SAINT'
_computing_molecular_graphics    'Bruker AXS, SHELXTL'
_computing_publication_material  'Bruker AXS, SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_method       'ω 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  0.0576
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8024
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9808
_exptl_absorpt_correction_T_min  0.4045
_exptl_absorpt_correction_type   'sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular shape, cut'
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0013(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2918
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0854P)²+0.0731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1511
_refine_ls_wR_factor_ref         0.1724
_reflns_number_gt                1704
_reflns_number_total             2918
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg034045ysi20030326_110748.cif
_cod_data_source_block           122
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4505716
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
O1 O 0.15077(10) 1.1073(2) -0.07197(13) 0.1094(8) Uani 1 1 d .
O2 O 0.06665(8) 0.8029(2) 0.00915(10) 0.0802(6) Uani 1 1 d .
N1 N 0.17679(10) 0.9313(2) 0.02063(11) 0.0607(6) Uani 1 1 d .
H1 H 0.1578 0.8705 0.0374 0.073 Uiso 1 1 calc R
C1 C 0.10323(13) 0.5839(3) 0.08680(15) 0.0648(7) Uani 1 1 d .
C2 C 0.13864(17) 0.5081(4) 0.06104(18) 0.0934(10) Uani 1 1 d .
H2 H 0.1241 0.5174 0.0070 0.112 Uiso 1 1 calc R
C3 C 0.19533(18) 0.4177(4) 0.1121(2) 0.1069(11) Uani 1 1 d .
H3 H 0.2197 0.3665 0.0933 0.128 Uiso 1 1 calc R
C4 C 0.21658(16) 0.4027(4) 0.1925(2) 0.0970(11) Uani 1 1 d .
H4 H 0.2546 0.3399 0.2284 0.116 Uiso 1 1 calc R
C5 C 0.18071(17) 0.4814(4) 0.21689(18) 0.0930(10) Uani 1 1 d .
H5 H 0.1946 0.4739 0.2708 0.112 Uiso 1 1 calc R
C6 C 0.12523(15) 0.5708(3) 0.16533(17) 0.0766(8) Uani 1 1 d .
H6 H 0.1016 0.6246 0.1842 0.092 Uiso 1 1 calc R
C7 C 0.04026(14) 0.6793(3) 0.02886(18) 0.0918(9) Uani 1 1 d .
H7A H 0.0063 0.6234 -0.0201 0.110 Uiso 1 1 calc R
H7B H 0.0154 0.7123 0.0538 0.110 Uiso 1 1 calc R
C8 C 0.02076(13) 0.8839(3) -0.05973(15) 0.0700(8) Uani 1 1 d .
C9 C -0.05337(14) 0.8652(3) -0.10281(17) 0.0838(9) Uani 1 1 d .
H9 H -0.0736 0.7994 -0.0844 0.101 Uiso 1 1 calc R
C10 C -0.09660(16) 0.9451(4) -0.17292(19) 0.0937(10) Uani 1 1 d .
H10 H -0.1466 0.9319 -0.2027 0.112 Uiso 1 1 calc R
C11 C -0.06829(16) 1.0424(4) -0.19975(18) 0.0947(10) Uani 1 1 d .
H11 H -0.0983 1.0949 -0.2480 0.114 Uiso 1 1 calc R
C12 C 0.00504(14) 1.0630(3) -0.15516(15) 0.0821(9) Uani 1 1 d .
H12 H 0.0243 1.1324 -0.1730 0.098 Uiso 1 1 calc R
C13 C 0.05139(13) 0.9844(3) -0.08461(14) 0.0654(7) Uani 1 1 d .
C14 C 0.13029(13) 1.0145(3) -0.04455(15) 0.0698(7) Uani 1 1 d .
C15 C 0.25239(12) 0.9316(3) 0.06445(12) 0.0539(6) Uani 1 1 d .
C16 C 0.28810(13) 0.7996(3) 0.09949(13) 0.0625(7) Uani 1 1 d .
H16 H 0.2616 0.7139 0.0924 0.075 Uiso 1 1 calc R
C17 C 0.36205(13) 0.7934(3) 0.14457(13) 0.0641(7) Uani 1 1 d .
H17 H 0.3853 0.7034 0.1678 0.077 Uiso 1 1 calc R
C18 C 0.40263(12) 0.9177(3) 0.15612(13) 0.0591(7) Uani 1 1 d .
C19 C 0.36633(13) 1.0483(3) 0.12129(14) 0.0626(7) Uani 1 1 d .
H19 H 0.3928 1.1340 0.1286 0.075 Uiso 1 1 calc R
C20 C 0.29235(13) 1.0565(3) 0.07609(13) 0.0596(7) Uani 1 1 d .
H20 H 0.2692 1.1469 0.0533 0.072 Uiso 1 1 calc R
C21 C 0.48313(12) 0.9110(3) 0.20531(14) 0.0721(8) Uani 1 1 d .
H21A H 0.4979 0.8214 0.1908 0.087 Uiso 1 1 calc R
H21B H 0.5013 0.9959 0.1914 0.087 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
C8 O2 C7 119.9(2) .
C14 N1 C15 127.6(2) .
C2 C1 C6 118.8(3) .
C2 C1 C7 120.1(3) .
C6 C1 C7 121.1(3) .
C1 C2 C3 121.4(3) .
C2 C3 C4 119.3(3) .
C5 C4 C3 118.0(3) .
C4 C5 C6 121.5(3) .
C5 C6 C1 121.0(3) .
O2 C7 C1 107.9(2) .
O2 C8 C13 117.4(2) .
O2 C8 C9 121.4(3) .
C13 C8 C9 121.2(2) .
C10 C9 C8 119.0(3) .
C11 C10 C9 121.3(3) .
C10 C11 C12 119.1(3) .
C11 C12 C13 122.2(3) .
C8 C13 C12 117.2(2) .
C8 C13 C14 126.8(2) .
C12 C13 C14 116.0(3) .
O1 C14 N1 122.1(2) .
O1 C14 C13 120.7(2) .
N1 C14 C13 117.2(3) .
C20 C15 C16 118.8(2) .
C20 C15 N1 123.4(2) .
C16 C15 N1 117.8(2) .
C17 C16 C15 120.6(2) .
C16 C17 C18 121.1(2) .
C19 C18 C17 117.6(2) .
C19 C18 C21 121.3(2) .
C17 C18 C21 121.1(2) .
C20 C19 C18 122.1(2) .
C19 C20 C15 119.9(2) .
C21 C21 C18 113.7(2) 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C14 1.225(3) .
O2 C8 1.382(3) .
O2 C7 1.422(3) .
N1 C14 1.355(3) .
N1 C15 1.411(3) .
C1 C2 1.352(3) .
C1 C6 1.360(3) .
C1 C7 1.503(4) .
C2 C3 1.372(4) .
C3 C4 1.402(5) .
C4 C5 1.354(4) .
C5 C6 1.356(4) .
C8 C13 1.390(4) .
C8 C9 1.394(3) .
C9 C10 1.381(4) .
C10 C11 1.360(4) .
C11 C12 1.380(4) .
C12 C13 1.391(3) .
C13 C14 1.508(3) .
C15 C20 1.382(3) .
C15 C16 1.392(3) .
C16 C17 1.380(3) .
C17 C18 1.385(3) .
C18 C19 1.384(3) .
C18 C21 1.502(3) .
C19 C20 1.381(3) .
C21 C21 1.498(5) 2_655
