#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/94/1519468.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_1519468
loop_
_publ_author_name
'Warriner, C. N.'
'Camiolo, S.'
'Gale, Phil A.'
'Hursthouse, Michael B.'
'Light, Mark E.'
_publ_section_title
;
 3,4-Diphenyl-furan-2,5-dicarboxylic acid bis-phenylamide acetonitrile
 solvate
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              28
_journal_year                    2002
_chemical_formula_sum            'C32 H25 N3 O3'
_chemical_formula_weight         499.55
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 102.4470(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8334(2)
_cell_length_b                   15.6053(4)
_cell_length_c                   19.0971(7)
_cell_measurement_reflns_used    7988
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2570.62(13)
_computing_cell_refinement       'DENZO (Otwinowski and MInor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO, COLLECT, MAXUS (Mackay et al., 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Nonius Kappa CCD Area detector'
_diffrn_measurement_method       'φ and ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0669
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8697
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9941
_exptl_absorpt_correction_T_min  0.9834
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0602P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1127
_reflns_number_gt                3130
_reflns_number_total             4541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-28.cif
_cod_data_source_block           02sot097
_cod_depositor_comments
;
Citation :
Warriner, C. N. and Camiolo, S. and Gale, Phil A. and 
Hursthouse, Michael B. and Light, Mark E. (2002) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/28)

More at:
http://ecrystals.chem.soton.ac.uk/28/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1519468
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.60314(16) 0.61896(9) 0.04076(8) 0.0226(4) Uani 1 1 d . . .
H1 H 0.6785 0.6079 0.0186 0.027 Uiso 1 1 calc R . .
N2 N 0.88733(16) 0.40806(9) -0.06134(8) 0.0220(4) Uani 1 1 d . . .
H2 H 0.7932 0.4293 -0.0671 0.026 Uiso 1 1 calc R . .
O1 O 0.45349(13) 0.55590(8) 0.11092(7) 0.0248(3) Uani 1 1 d . . .
O2 O 0.75958(12) 0.47474(7) 0.03910(7) 0.0205(3) Uani 1 1 d . . .
O3 O 1.08921(13) 0.35626(8) 0.02453(7) 0.0263(3) Uani 1 1 d . . .
C1 C 0.4414(2) 0.73605(12) 0.07184(11) 0.0283(5) Uani 1 1 d . . .
H1A H 0.4156 0.7033 0.1095 0.034 Uiso 1 1 calc R . .
C2 C 0.3855(2) 0.81930(13) 0.05858(12) 0.0336(5) Uani 1 1 d . . .
H2A H 0.3202 0.8429 0.0872 0.040 Uiso 1 1 calc R . .
C3 C 0.4235(2) 0.86800(13) 0.00459(12) 0.0336(5) Uani 1 1 d . . .
H3 H 0.3845 0.9246 -0.0040 0.040 Uiso 1 1 calc R . .
C4 C 0.5190(2) 0.83375(13) -0.03705(12) 0.0321(5) Uani 1 1 d . . .
H4 H 0.5469 0.8673 -0.0738 0.039 Uiso 1 1 calc R . .
C5 C 0.5739(2) 0.75061(12) -0.02522(11) 0.0272(5) Uani 1 1 d . . .
H5 H 0.6381 0.7271 -0.0544 0.033 Uiso 1 1 calc R . .
C6 C 0.53529(19) 0.70163(11) 0.02915(10) 0.0230(4) Uani 1 1 d . . .
C7 C 0.56537(18) 0.55492(11) 0.08204(10) 0.0204(4) Uani 1 1 d . . .
C8 C 0.67314(18) 0.48110(11) 0.09063(10) 0.0192(4) Uani 1 1 d . . .
C9 C 0.71826(18) 0.42042(11) 0.14264(10) 0.0192(4) Uani 1 1 d . . .
C10 C 0.84354(18) 0.37379(11) 0.12226(10) 0.0186(4) Uani 1 1 d . . .
C11 C 0.86343(18) 0.40884(11) 0.05951(10) 0.0194(4) Uani 1 1 d . . .
C12 C 0.95881(19) 0.38777(11) 0.00656(10) 0.0205(4) Uani 1 1 d . . .
C13 C 0.94631(18) 0.39910(11) -0.12427(10) 0.0205(4) Uani 1 1 d . . .
C14 C 0.89131(19) 0.45630(11) -0.17975(10) 0.0224(4) Uani 1 1 d . . .
H14 H 0.8210 0.5002 -0.1734 0.027 Uiso 1 1 calc R . .
C15 C 0.9383(2) 0.44970(12) -0.24404(11) 0.0260(5) Uani 1 1 d . . .
H15 H 0.8992 0.4884 -0.2820 0.031 Uiso 1 1 calc R . .
C16 C 1.0425(2) 0.38644(13) -0.25285(11) 0.0287(5) Uani 1 1 d . . .
H16 H 1.0763 0.3822 -0.2967 0.034 Uiso 1 1 calc R . .
C17 C 1.0971(2) 0.32953(13) -0.19782(11) 0.0286(5) Uani 1 1 d . . .
H17 H 1.1687 0.2863 -0.2041 0.034 Uiso 1 1 calc R . .
C18 C 1.04879(18) 0.33479(12) -0.13369(11) 0.0247(5) Uani 1 1 d . . .
H18 H 1.0854 0.2948 -0.0964 0.030 Uiso 1 1 calc R . .
C19 C 0.66355(19) 0.40976(11) 0.21036(10) 0.0203(4) Uani 1 1 d . . .
C20 C 0.5062(2) 0.40712(11) 0.21148(11) 0.0248(4) Uani 1 1 d . . .
H20 H 0.4310 0.4086 0.1677 0.030 Uiso 1 1 calc R . .
C21 C 0.4589(2) 0.40234(12) 0.27607(11) 0.0287(5) Uani 1 1 d . . .
H21 H 0.3515 0.4008 0.2763 0.034 Uiso 1 1 calc R . .
C22 C 0.5672(2) 0.39975(13) 0.33984(12) 0.0333(5) Uani 1 1 d . . .
H22 H 0.5343 0.3980 0.3840 0.040 Uiso 1 1 calc R . .
C23 C 0.7242(2) 0.39963(13) 0.33980(11) 0.0315(5) Uani 1 1 d . . .
H23 H 0.7988 0.3964 0.3838 0.038 Uiso 1 1 calc R . .
C24 C 0.7718(2) 0.40426(12) 0.27541(11) 0.0249(5) Uani 1 1 d . . .
H24 H 0.8794 0.4037 0.2754 0.030 Uiso 1 1 calc R . .
C25 C 0.92432(18) 0.29872(11) 0.16070(10) 0.0195(4) Uani 1 1 d . . .
C26 C 0.8380(2) 0.22920(12) 0.17608(11) 0.0271(5) Uani 1 1 d . . .
H26 H 0.7281 0.2305 0.1618 0.033 Uiso 1 1 calc R . .
C27 C 0.9105(2) 0.15816(13) 0.21193(12) 0.0324(5) Uani 1 1 d . . .
H27 H 0.8505 0.1106 0.2212 0.039 Uiso 1 1 calc R . .
C28 C 1.0690(2) 0.15647(13) 0.23404(11) 0.0300(5) Uani 1 1 d . . .
H28 H 1.1184 0.1080 0.2592 0.036 Uiso 1 1 calc R . .
C29 C 1.1573(2) 0.22504(12) 0.21988(11) 0.0305(5) Uani 1 1 d . . .
H29 H 1.2669 0.2236 0.2355 0.037 Uiso 1 1 calc R . .
C30 C 1.08567(19) 0.29574(12) 0.18295(11) 0.0261(5) Uani 1 1 d . . .
H30 H 1.1466 0.3424 0.1727 0.031 Uiso 1 1 calc R . .
C32 C 0.0284(3) 0.14085(13) 0.03913(12) 0.0428(6) Uani 1 1 d . . .
H32A H -0.0543 0.1257 -0.0021 0.064 Uiso 1 1 calc R . .
H32B H 0.0916 0.1870 0.0256 0.064 Uiso 1 1 calc R . .
H32C H -0.0176 0.1601 0.0788 0.064 Uiso 1 1 calc R . .
C33 C 0.1252(2) 0.06641(14) 0.06150(12) 0.0323(5) Uani 1 1 d . . .
N3 N 0.2004(2) 0.00759(13) 0.07888(11) 0.0471(5) Uani 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'
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
C7 N1 C6 127.66(15) . .
C12 N2 C13 127.57(15) . .
C8 O2 C11 106.89(14) . .
C6 C1 C2 119.10(19) . .
C3 C2 C1 121.07(19) . .
C2 C3 C4 119.52(18) . .
C3 C4 C5 120.2(2) . .
C4 C5 C6 120.17(18) . .
C5 C6 C1 119.94(17) . .
C5 C6 N1 116.94(16) . .
C1 C6 N1 123.01(17) . .
O1 C7 N1 124.90(16) . .
O1 C7 C8 121.26(16) . .
N1 C7 C8 113.84(15) . .
C9 C8 O2 110.51(14) . .
C9 C8 C7 134.32(17) . .
O2 C8 C7 114.86(15) . .
C8 C9 C10 105.84(16) . .
C8 C9 C19 127.70(16) . .
C10 C9 C19 126.15(16) . .
C11 C10 C9 106.61(15) . .
C11 C10 C25 127.85(15) . .
C9 C10 C25 125.40(16) . .
C10 C11 O2 110.14(15) . .
C10 C11 C12 135.17(16) . .
O2 C11 C12 114.42(15) . .
O3 C12 N2 125.20(17) . .
O3 C12 C11 122.16(17) . .
N2 C12 C11 112.63(15) . .
C18 C13 C14 119.71(17) . .
C18 C13 N2 123.40(17) . .
C14 C13 N2 116.82(16) . .
C15 C14 C13 120.44(17) . .
C14 C15 C16 119.73(19) . .
C17 C16 C15 119.90(19) . .
C16 C17 C18 120.76(18) . .
C17 C18 C13 119.44(18) . .
C20 C19 C24 118.54(17) . .
C20 C19 C9 121.95(17) . .
C24 C19 C9 119.49(15) . .
C21 C20 C19 120.50(18) . .
C22 C21 C20 120.15(18) . .
C21 C22 C23 120.24(19) . .
C24 C23 C22 119.70(19) . .
C23 C24 C19 120.79(17) . .
C26 C25 C30 118.61(16) . .
C26 C25 C10 119.54(14) . .
C30 C25 C10 121.85(16) . .
C27 C26 C25 120.75(16) . .
C28 C27 C26 119.98(18) . .
C27 C28 C29 120.34(17) . .
C28 C29 C30 119.98(16) . .
C29 C30 C25 120.33(17) . .
N3 C33 C32 179.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C7 1.358(2) .
N1 C6 1.420(2) .
N2 C12 1.352(2) .
N2 C13 1.416(2) .
O1 C7 1.231(2) .
O2 C8 1.373(2) .
O2 C11 1.377(2) .
O3 C12 1.231(2) .
C1 C6 1.390(3) .
C1 C2 1.393(3) .
C2 C3 1.379(3) .
C3 C4 1.385(3) .
C4 C5 1.387(3) .
C5 C6 1.390(3) .
C7 C8 1.481(2) .
C8 C9 1.368(3) .
C9 C10 1.446(2) .
C9 C19 1.484(3) .
C10 C11 1.363(3) .
C10 C25 1.481(2) .
C11 C12 1.486(2) .
C13 C18 1.389(2) .
C13 C14 1.390(3) .
C14 C15 1.382(3) .
C15 C16 1.384(3) .
C16 C17 1.381(3) .
C17 C18 1.384(3) .
C19 C20 1.395(2) .
C19 C24 1.398(3) .
C20 C21 1.387(3) .
C21 C22 1.378(3) .
C22 C23 1.387(3) .
C23 C24 1.385(3) .
C25 C26 1.393(2) .
C25 C30 1.398(2) .
C26 C27 1.385(3) .
C27 C28 1.373(3) .
C28 C29 1.385(3) .
C29 C30 1.387(3) .
C32 C33 1.451(3) .
C33 N3 1.140(3) .
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 H2 O1 0.88 2.17 3.0079(18) 158.6 3_665
N1 H1 O3 0.88 2.43 3.2481(19) 153.9 3_765
