#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/45/2004591.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004591
loop_
_publ_author_name
'Prayzner, P.'
'Ojadi, E. C. A.'
'Golen, J. A.'
'Williard, P. G.'
_publ_section_title
;
 3,4-Diphenylpyrrole-2,5-dicarboxylic Acid Acetic Acid Disolvate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              665
_journal_page_last               667
_journal_paper_doi               10.1107/S0108270195010481
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C18 H13 N O4 , 2C2 H4 O2'
_chemical_formula_moiety         'C18 H13 N O4 , 2C2 H4 O2'
_chemical_formula_sum            'C22 H21 N O8'
_chemical_formula_weight         427.4
_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_type_scat_source           IntTabIV
_cell_angle_alpha                87.07(3)
_cell_angle_beta                 82.13(3)
_cell_angle_gamma                88.24(3)
_cell_formula_units_Z            2
_cell_length_a                   6.4630(10)
_cell_length_b                   10.665(2)
_cell_length_c                   15.623(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    297
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      12
_cell_volume                     1065.0(3)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3667
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        7.2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       wedge
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.32
_refine_ls_hydrogen_treatment
'H atoms were refined as a riding model with fixed isotropic U'
_refine_ls_number_parameters     280
_refine_ls_number_reflns         1406
_refine_ls_R_factor_obs          0.0578
_refine_ls_shift/esd_max         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0005F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0575
_reflns_number_observed          1406
_reflns_number_total             2778
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            cr1169.cif
_cod_data_source_block           cr1169a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0005F^2^]'
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^(F) +
0.0005F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2004591
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .4419(8) 1.1262(4) .3724(3) .045(2)
O(1) .2780(7) .9499(4) .4975(3) .065(2)
O(2) .1318(7) .8547(4) .3977(2) .065(2)
O(3) .6397(7) 1.3980(4) .2476(3) .069(2)
O(4) .7444(7) 1.2961(4) .3640(3) .065(2)
O(5) -.0391(8) .6808(4) .5083(3) .070(2)
O(6) -0.3037(7) .5574(4) .5562(3) .074(2)
O(7) -.0419(7) .5118(4) .6743(3) .069(2)
O(8) .0728(8) .4323(4) .7930(3) .074(2)
C(1) .2940(10) 1.0447(5) .3573(3) .042(2)
C(2) .2368(9) 1.0742(5) .2749(3) .038(2)
C(3) .3536(10) 1.1787(5) .2414(3) .041(2)
C(4) .4805(10) 1.2099(5) .3019(3) .044(2)
C(5) .2336(10) .9459(6) .4251(4) .049(3)
C(6) .6269(10) 1.3088(6) .3008(4) .049(3)
C(7) .0897(10) 1.0087(5) .2296(4) .038(2)
C(8) -0.1108(11) .9839(5) .2672(4) .052(3)
C(9) -0.2498(12) .9257(6) .2234(5) .072(3)
C(10) -0.1864(14) .8898(7) .1401(6) .076(4)
C(11) .0112(15) .9130(6) .1009(4) .069(3)
C(12) .1513(11) .9718(5) .1448(4) .056(3)
C(13) .3450(12) 1.2437(5) .1545(4) .047(3)
C(14) .1602(11) 1.2915(5) .1326(4) .054(3)
C(15) .1515(13) 1.3512(6) .0513(5) .068(3)
C(16) .3280(15) 1.3618(7) -.0060(4) .074(4)
C(17) .5133(14) 1.3142(7) .0142(4) .076(3)
C(18) .5244(11) 1.2542(6) .0947(4) .060(3)
C(19) -0.2098(12) .6445(6) .5015(4) .050(3)
C(20) -0.3436(11) .6888(6) .4351(4) .076(3)
C(21) -.0672(12) .4413(6) .7393(4) .056(3)
C(22) -0.2501(12) .3625(6) .7625(4) .078(3)
H(1A) .5031 1.1257 .4208 .080
H(2A) .0867 .8071 .4412 .080
H(4A) .8376 1.3516 .3560 .080
H(6A) -0.2261 .5396 .5951 .080
H(O8A) .1628 .4885 .7779 .080
H(8A) -0.1518 1.0082 .3255 .080
H(9A) -0.3887 .9100 .2517 .080
H(10A) -0.2828 .8494 .1094 .080
H(11A) .0530 .8882 .0427 .080
H(12A) .2914 .9868 .1177 .080
H(14A) .0357 1.2828 .1734 .080
H(15A) .0222 1.3863 .0361 .080
H(16A) .3205 1.4015 -0.0621 .080
H(17A) .6376 1.3235 -0.0267 .080
H(18A) .6533 1.2185 .1100 .080
H(20A) -0.2697 .7510 .3972 .080
H(20B) -0.3742 .6197 .4022 .080
H(20C) -0.4717 .7251 .4627 .080
H(22A) -0.3412 .3757 .7190 .080
H(22B) -0.2084 .2754 .7661 .080
H(22C) -0.3221 .3861 .8174 .080
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) N(1) C(4) 109.0(5) yes
N(1) C(1) C(5) 117.2(5) yes
C(1) C(2) C(3) 106.2(5) yes
C(3) C(2) C(7) 125.5(5) yes
C(2) C(3) C(13) 125.6(6) yes
N(1) C(4) C(3) 107.6(5) yes
C(3) C(4) C(6) 131.2(5) yes
O(1) C(5) C(1) 122.3(6) yes
O(3) C(6) O(4) 123.0(6) yes
O(4) C(6) C(4) 113.5(5) yes
C(2) C(7) C(12) 120.0(6) yes
C(7) C(8) C(9) 121.7(6) no
C(9) C(10) C(11) 120.2(8) no
C(7) C(12) C(11) 120.2(6) yes
C(3) C(13) C(18) 120.5(6) yes
C(13) C(14) C(15) 120.5(6) no
C(15) C(16) C(17) 120.7(7) no
C(13) C(18) C(17) 119.7(7) no
O(5) C(19) O(6) 121.9(6) yes
O(6) C(19) C(20) 111.6(6) yes
O(7) C(21) C(22) 123.5(7) yes
N(1) C(1) C(2) 108.8(5) yes
C(2) C(1) C(5) 133.9(6) yes
C(1) C(2) C(7) 128.3(5) yes
C(2) C(3) C(4) 108.3(5) yes
C(4) C(3) C(13) 126.1(5) yes
N(1) C(4) C(6) 121.2(5) yes
O(1) C(5) O(2) 124.6(5) yes
O(2) C(5) C(1) 113.1(5) yes
O(3) C(6) C(4) 123.5(6) yes
C(2) C(7) C(8) 122.0(5) yes
C(8) C(7) C(12) 118.0(6) yes
C(8) C(9) C(10) 119.5(7) no
C(10) C(11) C(12) 120.3(7) no
C(3) C(13) C(14) 120.4(6) yes
C(14) C(13) C(18) 119.1(5) yes
O(5) C(19) C(20) 126.4(6) yes
O(7) C(21) O(8) 120.8(6) yes
O(8) C(21) C(22) 115.7(5) yes
C(14) C(15) C(16) 119.7(8) no
C(16) C(17) C(18) 120.2(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(1) 1.363(8) yes
O(1) C(5) 1.208(8) yes
O(3) C(6) 1.229(7) yes
O(5) C(19) 1.200(10) yes
O(7) C(21) 1.228(7) yes
C(1) C(2) 1.405(8) yes
C(2) C(3) 1.404(8) yes
C(3) C(4) 1.393(9) yes
C(4) C(6) 1.436(9) yes
C(19) C(20) 1.490(10) yes
N(1) C(4) 1.382(7) yes
O(2) C(5) 1.312(8) yes
O(4) C(6) 1.324(8) yes
O(6) C(19) 1.332(7) yes
O(8) C(21) 1.313(9) yes
C(1) C(5) 1.477(8) yes
C(2) C(7) 1.473(9) yes
C(3) C(13) 1.499(8) yes
C(7) C(8) 1.375(9) yes
C(21) C(22) 1.465(10) yes
C(7) C(12) 1.402(8) no
C(9) C(10) 1.380(11) no
C(11) C(12) 1.390(11) no
C(13) C(18) 1.390(9) no
C(15) C(16) 1.354(11) no
C(17) C(18) 1.390(9) no
C(8) C(9) 1.380(11) no
C(10) C(11) 1.363(12) no
C(13) C(14) 1.364(10) no
C(14) C(15) 1.398(9) no
C(16) C(17) 1.357(13) no
