#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:43:35 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179593 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/57/4505715.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_4505715
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            'C54 H76 N2 O4'
_chemical_formula_weight         817.17
_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                103.332(2)
_cell_angle_beta                 93.400(2)
_cell_angle_gamma                108.454(2)
_cell_formula_units_Z            1
_cell_length_a                   7.9247(5)
_cell_length_b                   10.2438(7)
_cell_length_c                   16.805(1)
_cell_measurement_reflns_used    1740
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.06
_cell_volume                     1246.19(14)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.885
_diffrn_measured_fraction_theta_max 0.885
_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  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6535
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.9806
_exptl_absorpt_correction_T_min  0.6070
_exptl_absorpt_correction_type   'sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.089
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular shape, cut'
_exptl_crystal_F_000             446
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0058(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4509
_refine_ls_number_restraints     196
_refine_ls_restrained_S_all      1.213
_refine_ls_R_factor_all          0.1867
_refine_ls_R_factor_gt           0.1188
_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)+(0.0575P)²+1.2726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2247
_refine_ls_wR_factor_ref         0.2591
_reflns_number_gt                2602
_reflns_number_total             4509
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg034045ysi20030326_110629.cif
_cod_data_source_block           sure2
_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_cell_volume        1246.2(1)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4505715
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5030(6) 0.1667(4) 0.0899(2) 0.1067(14) Uani 1 1 d . . .
O2 O 0.7429(5) 0.5553(3) 0.03980(19) 0.0812(11) Uani 1 1 d . . .
N1 N 0.5842(5) 0.4042(4) 0.1390(2) 0.0686(11) Uani 1 1 d . . .
H1 H 0.6274 0.4830 0.1255 0.082 Uiso 1 1 calc R . .
C1 C 0.4183(6) 0.4915(6) 0.4700(3) 0.0789(15) Uani 1 1 d . . .
H1A H 0.3161 0.4139 0.4762 0.095 Uiso 1 1 calc R . .
H1B H 0.3886 0.5782 0.4836 0.095 Uiso 1 1 calc R . .
C2 C 0.4529(6) 0.4612(6) 0.3807(3) 0.0671(13) Uani 1 1 d . . .
C3 C 0.5217(6) 0.5742(5) 0.3462(3) 0.0715(13) Uani 1 1 d . . .
H3 H 0.5409 0.6665 0.3776 0.086 Uiso 1 1 calc R . .
C4 C 0.5624(6) 0.5538(5) 0.2666(3) 0.0708(13) Uani 1 1 d . . .
H4 H 0.6078 0.6314 0.2448 0.085 Uiso 1 1 calc R . .
C5 C 0.5356(6) 0.4176(5) 0.2196(3) 0.0622(12) Uani 1 1 d . . .
C6 C 0.4647(6) 0.3031(5) 0.2529(3) 0.0691(13) Uani 1 1 d . . .
H6 H 0.4436 0.2110 0.2208 0.083 Uiso 1 1 calc R . .
C7 C 0.4246(6) 0.3234(5) 0.3333(3) 0.0670(13) Uani 1 1 d . . .
C8 C 0.3500(8) 0.1937(6) 0.3655(3) 0.0983(18) Uani 1 1 d . . .
H8A H 0.3274 0.2229 0.4212 0.147 Uiso 1 1 calc R . .
H8B H 0.4353 0.1447 0.3644 0.147 Uiso 1 1 calc R . .
H8C H 0.2397 0.1310 0.3312 0.147 Uiso 1 1 calc R . .
C9 C 0.5725(7) 0.2855(5) 0.0805(3) 0.0690(13) Uani 1 1 d . . .
C10 C 0.6434(6) 0.3033(5) 0.0015(3) 0.0612(12) Uani 1 1 d . . .
C11 C 0.6246(7) 0.1778(5) -0.0575(3) 0.0765(14) Uani 1 1 d . . .
H11 H 0.5736 0.0911 -0.0451 0.092 Uiso 1 1 calc R . .
C12 C 0.6788(8) 0.1778(6) -0.1333(3) 0.0854(16) Uani 1 1 d . . .
H12 H 0.6633 0.0921 -0.1718 0.102 Uiso 1 1 calc R . .
C13 C 0.7563(8) 0.3055(6) -0.1520(3) 0.0854(16) Uani 1 1 d . . .
H13 H 0.7941 0.3059 -0.2033 0.102 Uiso 1 1 calc R . .
C14 C 0.7784(7) 0.4323(5) -0.0956(3) 0.0818(15) Uani 1 1 d . . .
H14 H 0.8301 0.5182 -0.1088 0.098 Uiso 1 1 calc R . .
C15 C 0.7232(6) 0.4320(5) -0.0188(3) 0.0661(12) Uani 1 1 d . . .
C16 C 0.8309(7) 0.6923(5) 0.0265(3) 0.0717(13) Uani 1 1 d D . .
H16A H 0.7673 0.7048 -0.0207 0.086 Uiso 1 1 calc R . .
H16B H 0.9535 0.7033 0.0170 0.086 Uiso 1 1 calc R . .
C17 C 0.8277(7) 0.7985(5) 0.1045(3) 0.0760(14) Uani 1 1 d D . .
H17A H 0.8983 0.7871 0.1499 0.091 Uiso 1 1 calc R . .
H17B H 0.7048 0.7768 0.1161 0.091 Uiso 1 1 calc R . .
C18 C 0.9000(7) 0.9544(4) 0.1012(3) 0.0779(14) Uani 1 1 d D . .
H18A H 1.0242 0.9786 0.0914 0.093 Uiso 1 1 calc R . .
H18B H 0.8308 0.9673 0.0559 0.093 Uiso 1 1 calc R . .
C19 C 0.8878(8) 1.0523(5) 0.1819(3) 0.0849(15) Uani 1 1 d D . .
H19A H 0.7629 1.0262 0.1906 0.102 Uiso 1 1 calc R . .
H19B H 0.9541 1.0353 0.2265 0.102 Uiso 1 1 calc R . .
C20 C 0.9578(7) 1.2102(5) 0.1875(3) 0.0776(14) Uani 1 1 d D . .
H20A H 0.8912 1.2292 0.1438 0.093 Uiso 1 1 calc R . .
H20B H 1.0832 1.2382 0.1796 0.093 Uiso 1 1 calc R . .
C21 C 0.9395(7) 1.2989(5) 0.2711(3) 0.0805(15) Uani 1 1 d D B .
H21A H 0.8134 1.2716 0.2778 0.097 Uiso 1 1 calc R . .
H21B H 1.0018 1.2757 0.3145 0.097 Uiso 1 1 calc R . .
C22 C 1.0125(7) 1.4580(4) 0.2825(3) 0.0737(14) Uani 1 1 d D . .
H22A H 0.9451 1.4826 0.2417 0.088 Uiso 1 1 calc R A 1
H22B H 1.1369 1.4853 0.2729 0.088 Uiso 1 1 calc R A 1
C23 C 1.0020(7) 1.5424(5) 0.3687(3) 0.0823(15) Uani 1 1 d D B 1
H23A H 0.8763 1.5242 0.3748 0.099 Uiso 1 1 calc R B 1
H23B H 1.0533 1.5064 0.4091 0.099 Uiso 1 1 calc R B 1
C24 C 1.0945(17) 1.6993(7) 0.3881(6) 0.077(4) Uani 0.60 1 d PD B 1
H24A H 1.0277 1.7399 0.3566 0.093 Uiso 1 1 calc R B 1
H24B H 1.2135 1.7189 0.3719 0.093 Uiso 1 1 calc R B 1
C25 C 1.1112(14) 1.7716(7) 0.4821(5) 0.076(2) Uani 0.60 1 d PD B 1
H25A H 0.9923 1.7602 0.4973 0.091 Uiso 0.60 1 calc PR B 1
H25B H 1.1680 1.7251 0.5140 0.091 Uiso 0.60 1 calc PR B 1
C26 C 1.222(2) 1.9298(10) 0.5026(6) 0.134(6) Uani 0.60 1 d PD B 1
H26A H 1.1514 1.9821 0.4841 0.161 Uiso 0.60 1 calc PR B 1
H26B H 1.3282 1.9441 0.4753 0.161 Uiso 0.60 1 calc PR B 1
C27 C 1.2772(18) 1.9839(13) 0.5998(6) 0.127(5) Uiso 0.60 1 d PD B 1
H27D H 1.3459 2.0839 0.6149 0.191 Uiso 0.60 1 calc PR B 1
H27E H 1.3483 1.9324 0.6172 0.191 Uiso 0.60 1 calc PR B 1
H27F H 1.1709 1.9681 0.6260 0.191 Uiso 0.60 1 calc PR B 1
C24A C 1.085(5) 1.7028(13) 0.3741(12) 0.174(15) Uiso 0.40 1 d PD C 2
C25A C 1.063(3) 1.8002(16) 0.4517(11) 0.142(10) Uiso 0.40 1 d PD C 2
H25C H 1.0271 1.8745 0.4367 0.171 Uiso 0.40 1 calc PR C 2
H25D H 0.9663 1.7459 0.4762 0.171 Uiso 0.40 1 calc PR C 2
C26A C 1.227(3) 1.870(2) 0.5158(12) 0.147(11) Uiso 0.40 1 d PD C 2
H26C H 1.3313 1.9092 0.4900 0.176 Uiso 0.40 1 calc PR C 2
H26D H 1.2494 1.7990 0.5408 0.176 Uiso 0.40 1 calc PR C 2
C27A C 1.199(2) 1.9926(16) 0.5847(9) 0.104(6) Uiso 0.40 1 d PD C 2
H27A H 1.3086 2.0433 0.6223 0.157 Uiso 0.40 1 calc PR C 2
H27B H 1.1052 1.9515 0.6144 0.157 Uiso 0.40 1 calc PR C 2
H27C H 1.1660 2.0573 0.5591 0.157 Uiso 0.40 1 calc PR C 2
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_3
C15 O2 C16 121.4(3) .
C9 N1 C5 129.3(4) .
C2 C1 C1 112.0(5) 2_666
C3 C2 C7 118.7(4) .
C3 C2 C1 119.3(5) .
C7 C2 C1 122.0(4) .
C4 C3 C2 121.9(5) .
C5 C4 C3 119.5(5) .
C4 C5 C6 119.3(4) .
C4 C5 N1 116.8(4) .
C6 C5 N1 124.0(4) .
C5 C6 C7 121.3(4) .
C6 C7 C2 119.2(4) .
C6 C7 C8 118.2(5) .
C2 C7 C8 122.6(4) .
O1 C9 N1 121.7(4) .
O1 C9 C10 120.3(4) .
N1 C9 C10 117.9(4) .
C11 C10 C15 117.4(4) .
C11 C10 C9 115.7(4) .
C15 C10 C9 126.8(4) .
C12 C11 C10 122.1(5) .
C11 C12 C13 119.4(5) .
C14 C13 C12 120.6(5) .
C13 C14 C15 119.8(5) .
O2 C15 C14 122.2(4) .
O2 C15 C10 117.2(4) .
C14 C15 C10 120.6(4) .
O2 C16 C17 105.2(4) .
C16 C17 C18 114.4(4) .
C19 C18 C17 110.3(4) .
C20 C19 C18 115.8(4) .
C19 C20 C21 111.5(4) .
C22 C21 C20 114.6(4) .
C21 C22 C23 112.8(4) .
C24 C23 C22 115.6(5) .
C23 C24 C25 111.6(7) .
C26 C25 C24 111.0(7) .
C25 C26 C27 107.3(8) .
C26A C25A C24A 115.3(15) .
C25A C26A C27A 109.7(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C9 1.218(5) .
O2 C15 1.369(5) .
O2 C16 1.432(5) .
N1 C9 1.349(5) .
N1 C5 1.419(5) .
C1 C2 1.519(6) .
C1 C1 1.532(9) 2_666
C2 C3 1.387(6) .
C2 C7 1.391(6) .
C3 C4 1.379(6) .
C4 C5 1.378(6) .
C5 C6 1.388(6) .
C6 C7 1.391(6) .
C7 C8 1.510(6) .
C9 C10 1.498(6) .
C10 C11 1.390(6) .
C10 C15 1.399(6) .
C11 C12 1.367(6) .
C12 C13 1.375(7) .
C13 C14 1.373(6) .
C14 C15 1.387(6) .
C16 C17 1.505(6) .
C17 C18 1.532(6) .
C18 C19 1.517(6) .
C19 C20 1.513(6) .
C20 C21 1.529(6) .
C21 C22 1.508(6) .
C22 C23 1.528(6) .
C23 C24 1.487(8) .
C24 C25 1.559(10) .
C25 C26 1.524(10) .
C26 C27 1.585(11) .
C24A C25A 1.504(14) .
C25A C26A 1.502(14) .
C26A C27A 1.587(14) .
