#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/99/2009967.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_2009967
loop_
_publ_author_name
'Lynch, D.E.'
'Smith, G.'
'Byriel, K.A.'
'Kennard, C.H.L.'
_publ_section_title
;
 3,5-Dimethoxybenzoic acid and the second polymorph of the 2:1 adduct
 of 3,5-dinitrobenzoic acid with ethylenediamine
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1259
_journal_page_last               1262
_journal_paper_doi               10.1107/S0108270193012259
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C9 H10 O4'
_chemical_formula_sum            'C9 H10 O4'
_chemical_formula_weight         182.2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'SHELXS86 (Sheldrick, 1985)'
_cell_angle_alpha                90.
_cell_angle_beta                 104.42(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   10.879(4)
_cell_length_b                   4.9238(3)
_cell_length_c                   16.388(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      14
_cell_measurement_theta_min      6
_cell_volume                     850.2(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       2\q/\w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.008
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            1777
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0.4
_diffrn_standards_interval_count 250
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.11
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.16
_refine_ls_goodness_of_fit_obs   1.40
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1122
_refine_ls_R_factor_obs          0.032
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = [\s^2^(F~o~) + 5.20 x 10^-4^(F~o~)^2^]^-1^'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.035
_reflns_number_observed          1122
_reflns_number_total             1492
_reflns_observed_criterion       I>2.5\s(I~o~)
_cod_data_source_file            hl1043.cif
_cod_data_source_block           hl1043_structure_1_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '[\s^2^(F~o~) + 5.20 x
10^-4^(F~o~)^2^]^-1^' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = [\s^2^(F~o~) + 5.20 x 10^-4^(F~o~)^2^]^-1^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        850.2(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2009967
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .78830(10) .4906(3) .40950(10) 33.1(5)
C(11) .8811(2) .2805(3) .45040(10) 34.4(5)
O(10) .97740(10) .2358(3) .42440(10) 46.4(4)
O(11) .85670(10) .1498(3) .51300(10) 45.4(4)
C(2) .6795(2) .5381(3) .43640(10) 35.5(5)
C(3) .5937(2) .7343(3) .39540(10) 35.2(5)
O(31) .48920(10) .7703(3) .42570(10) 46.3(4)
C(31) .4021(2) .9789(5) .38810(10) 47.0(7)
C(4) .6171(2) .8783(4) .32840(10) 37.0(5)
C(5) .7275(2) .8278(3) .30250(10) 36.2(5)
O(51) .74060(10) .9813(3) .23580(10) 50.7(5)
C(51) .8504(2) .9413(6) .2052(2) 60.7(9)
C(6) .8138(2) .6352(4) .34220(10) 36.6(5)
H(11) .929(3) -.003(8) .537(2) .145(15)
H(2) .661(2) .442(4) .4820(10) .047(5)
H(31) .447(2) 1.161(4) .3930(10) .069(6)
H(32) .363(2) .933(4) .3250(10) .059(6)
H(33) .340(2) .978(5) .4210(10) .064(6)
H(4) .559(2) 1.020(4) .2980(10) .046(5)
H(51) .931(2) .986(5) .2500(10) .072(7)
H(52) .851(2) .746(5) .1850(10) .078(7)
H(53) .843(2) 1.068(5) .1590(10) .085(7)
H(6) .891(2) .600(3) .3250(10) .046(5)
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(2) C(1) C(11) 120.9(2) yes
C(6) C(1) C(2) 121.30(10) yes
O(11) C(11) C(1) 117.0(2) yes
C(3) C(2) C(1) 119.1(2) yes
C(4) C(3) C(2) 120.4(2) yes
C(31) O(31) C(3) 117.40(10) yes
O(51) C(5) C(4) 114.50(10) yes
C(6) C(5) O(51) 124.3(2) yes
C(5) C(6) C(1) 118.5(2) yes
C(6) C(1) C(11) 117.7(2) yes
O(10) C(11) C(1) 120.3(2) yes
O(11) C(11) O(10) 122.70(10) yes
O(31) C(3) C(2) 115.7(2) yes
C(4) C(3) O(31) 124.00(10) yes
C(5) C(4) C(3) 119.6(2) yes
C(6) C(5) C(4) 121.1(2) yes
C(51) O(51) C(5) 118.1(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(11) C(1) 1.484(2) yes
C(6) C(1) 1.397(3) yes
O(11) C(11) 1.293(2) yes
O(31) C(3) 1.362(2) yes
C(31) O(31) 1.429(2) yes
O(51) C(5) 1.366(2) yes
C(51) O(51) 1.419(3) yes
C(2) C(1) 1.382(3) yes
O(10) C(11) 1.245(2) yes
C(3) C(2) 1.394(2) yes
C(4) C(3) 1.382(3) yes
C(5) C(4) 1.392(3) yes
C(6) C(5) 1.379(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 14332
