#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/37/2003701.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_2003701
loop_
_publ_author_name
'Okabe, N.'
'Tamaki, K.'
'Suga, T.'
'Kohyama, Y.'
_publ_section_title
;
 Aluminium Cupferronate, [Al(C₆H₅N₂O₂)₃]
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1295
_journal_page_last               1297
_journal_paper_doi               10.1107/S0108270195000102
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;Crystals were obtained by slow evaporation at room temperature of
solutions in 50% ethanol
;
_chemical_formula_moiety         '3C6 H5 N2 O2 , Al'
_chemical_formula_sum            'C18 H15 Al N6 O6'
_chemical_formula_weight         438.33
_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_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 100.72(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.119(6)
_cell_length_b                   16.062(3)
_cell_length_c                   12.027(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      11.75
_cell_measurement_theta_min      10.15
_cell_volume                     2110.5(14)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5282
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        0.92
_diffrn_standards_interval_count 150
_diffrn_standards_interval_time  55
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      1.394(1)
_exptl_crystal_density_method    'flotation in CCl~4~/C~6~H~6~ '
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.33
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.65
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     280
_refine_ls_number_reflns         1987
_refine_ls_R_factor_obs          0.076
_refine_ls_shift/esd_max         0.016
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;                    sigma
w=4F~o~^2^/\s^2^(F~o~^2^)
;
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          1987
_reflns_number_total             5035
_reflns_observed_criterion       I>1.5\s(I)
_cod_data_source_file            mu1149.cif
_cod_data_source_block           mu1149a
_cod_original_cell_volume        2110.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2003701
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Al(1) 0.0428(2) 0.2251(1) 0.4621(1) 4.17(8)
O(1A) 0.0427(4) 0.3263(2) 0.5408(3) 4.6(2)
O(1B) -0.1257(3) 0.2355(2) 0.4067(3) 4.7(2)
O(1C) 0.0749(4) 0.1311(2) 0.3789(3) 4.9(2)
O(2A) 0.2034(3) 0.2236(2) 0.5468(3) 4.9(2)
O(2B) -0.0167(4) 0.1549(2) 0.5656(3) 5.0(2)
O(2C) 0.0791(3) 0.2783(2) 0.3318(3) 4.8(2)
N(1A) 0.1492(4) 0.3404(3) 0.6063(4) 3.9(2)
N(1B) -0.1886(5) 0.1928(3) 0.4688(4) 4.5(2)
N(1C) 0.1055(4) 0.1524(3) 0.2830(4) 4.4(2)
N(2A) 0.2368(4) 0.2876(3) 0.6120(4) 4.5(2)
N(2B) -0.1361(5) 0.1488(3) 0.5529(4) 5.2(3)
N(2C) 0.1087(4) 0.2297(3) 0.2540(4) 4.7(2)
C(1A) 0.1661(6) 0.4165(4) 0.6713(5) 4.3(3)
C(1B) -0.3205(6) 0.1972(5) 0.4398(6) 5.5(3)
C(1C) 0.1393(6) 0.0887(4) 0.2114(5) 4.9(3)
C(2A) 0.0670(7) 0.4681(4) 0.6649(6) 6.3(4)
C(2B) -0.3717(6) 0.2532(5) 0.3600(5) 6.2(4)
C(2C) 0.1680(6) 0.0118(4) 0.2585(6) 6.2(4)
C(3A) 0.084(1) 0.5429(5) 0.7254(8) 8.5(5)
C(3B) -0.4984(8) 0.2564(7) 0.3326(6) 9.0(5)
C(3C) 0.2050(8) -0.0500(4) 0.1930(7) 8.6(5)
C(4A) 0.196(1) 0.5597(5) 0.7899(8) 8.7(5)
C(4B) -0.5663(8) 0.2067(9) 0.3867(9) 11.5(7)
C(4C) 0.210(1) -0.0352(6) 0.0836(9) 12.3(7)
C(5A) 0.2934(8) 0.5064(6) 0.7957(6) 7.4(4)
C(5B) -0.516(1) 0.1519(8) 0.4657(8) 11.3(7)
C(5C) 0.181(1) 0.0416(7) 0.0386(8) 15.0(8)
C(6A) 0.2775(6) 0.4325(4) 0.7356(5) 5.5(3)
C(6B) -0.3890(8) 0.1449(6) 0.4930(7) 8.5(5)
C(6C) 0.146(1) 0.1049(5) 0.1041(6) 9.9(5)
H(2A) -0.0317 0.4517 0.6122 6.9
H(2B) -0.3242 0.2951 0.3121 7.6
H(2C) 0.1631 -0.0127 0.3386 6.4
H(3A) -0.0032 0.5851 0.7161 10.4
H(3B) -0.5372 0.2973 0.2766 11.2
H(3C) 0.2125 -0.1145 0.2069 4.0
H(4A) 0.2052 0.6090 0.8378 10.4
H(4B) -0.6540 0.2116 0.3679 13.7
H(4C) 0.2343 -0.0779 0.0387 14.7
H(5A) 0.3868 0.5097 0.8545 9.0
H(5B) -0.5543 0.1251 0.5414 4.0
H(5C) 0.1919 0.0541 -0.0365 17.7
H(6A) 0.3530 0.4079 0.7240 6.5
H(6B) -0.3359 0.1009 0.5527 4.0
H(6C) 0.1119 0.1672 0.0575 4.0
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
O(1A) Al(1) O(1B) 90.4(2) yes
O(1A) Al(1) O(2A) 80.1(2) yes
O(1A) Al(1) O(2C) 92.6(2) yes
O(1B) Al(1) O(2A) 167.6(2) yes
O(1B) Al(1) O(2C) 91.1(2) yes
O(1C) Al(1) O(2B) 89.8(2) yes
O(2A) Al(1) O(2B) 92.8(2) yes
O(2B) Al(1) O(2C) 166.0(2) yes
Al(1) O(1B) N(1B) 110.8(3) yes
Al(1) O(2A) N(2A) 116.8(3) yes
Al(1) O(2C) N(2C) 116.3(3) yes
O(1A) N(1A) C(1A) 118.9(4) yes
O(1B) N(1B) N(2B) 121.8(5) yes
N(2B) N(1B) C(1B) 120.7(6) yes
O(1C) N(1C) C(1C) 119.0(5) yes
O(2A) N(2A) N(1A) 111.1(4) yes
O(2C) N(2C) N(1C) 111.0(4) yes
N(1A) C(1A) C(6A) 118.8(6) yes
N(1B) C(1B) C(2B) 118.4(7) yes
C(2B) C(1B) C(6B) 122.6(7) yes
N(1C) C(1C) C(6C) 120.8(6) yes
C(1A) C(2A) C(3A) 117.3(7) yes
C(1C) C(2C) C(3C) 119.0(6) yes
C(2B) C(3B) C(4B) 120.0(8) yes
C(3A) C(4A) C(5A) 122.2(8) yes
C(3C) C(4C) C(5C) 119.7(8) yes
C(4B) C(5B) C(6B) 119.5(9) yes
C(1A) C(6A) C(5A) 118.3(7) yes
C(1C) C(6C) C(5C) 118.7(7) yes
O(1A) Al(1) O(1C) 168.1(2) yes
O(1A) Al(1) O(2B) 98.7(2) yes
O(1B) Al(1) O(1C) 99.1(2) yes
O(1B) Al(1) O(2B) 80.7(2) yes
O(1C) Al(1) O(2A) 91.3(2) yes
O(1C) Al(1) O(2C) 80.3(2) yes
O(2A) Al(1) O(2C) 97.3(2) yes
Al(1) O(1A) N(1A) 111.5(3) yes
Al(1) O(1C) N(1C) 111.5(3) yes
Al(1) O(2B) N(2B) 116.0(3) yes
O(1A) N(1A) N(2A) 120.5(5) yes
N(2A) N(1A) C(1A) 120.6(5) yes
O(1B) N(1B) C(1B) 117.5(5) yes
O(1C) N(1C) N(2C) 120.9(5) yes
N(2C) N(1C) C(1C) 120.1(5) yes
O(2B) N(2B) N(1B) 110.7(5) yes
N(1A) C(1A) C(2A) 117.4(6) yes
C(2A) C(1A) C(6A) 123.8(6) yes
N(1B) C(1B) C(6B) 119.0(7) yes
N(1C) C(1C) C(2C) 117.5(5) yes
C(2C) C(1C) C(6C) 121.7(6) yes
C(1B) C(2B) C(3B) 117.7(7) yes
C(2A) C(3A) C(4A) 119.2(8) yes
C(2C) C(3C) C(4C) 120.2(7) yes
C(3B) C(4B) C(5B) 122.3(9) yes
C(4A) C(5A) C(6A) 119.1(8) yes
C(4C) C(5C) C(6C) 120.7(8) yes
C(1B) C(6B) C(5B) 117.9(8) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Al(1) O(1A) 1.882(4) yes
Al(1) O(1B) 1.875(4) yes
Al(1) O(1C) 1.881(4) yes
Al(1) O(2A) 1.885(4) yes
Al(1) O(2B) 1.888(4) yes
Al(1) O(2C) 1.894(4) yes
O(1A) N(1A) 1.314(5) yes
O(1B) N(1B) 1.308(5) yes
O(1C) N(1C) 1.308(5) yes
O(2A) N(2A) 1.304(5) yes
O(2B) N(2B) 1.312(6) yes
O(2C) N(2C) 1.307(5) yes
N(1A) N(2A) 1.285(5) yes
N(1A) C(1A) 1.444(6) yes
N(1B) N(2B) 1.282(6) yes
N(1B) C(1B) 1.445(7) yes
N(1C) N(2C) 1.291(6) yes
N(1C) C(1C) 1.432(7) yes
C(1A) C(2A) 1.370(8) yes
C(1A) C(6A) 1.358(8) yes
C(1B) C(2B) 1.361(8) yes
C(1B) C(6B) 1.369(9) yes
C(1C) C(2C) 1.371(8) yes
C(1C) C(6C) 1.331(8) yes
C(2A) C(3A) 1.399(9) yes
C(2B) C(3B) 1.387(9) yes
C(2C) C(3C) 1.377(8) yes
C(3A) C(4A) 1.370(10) yes
C(3B) C(4B) 1.350(10) yes
C(3C) C(4C) 1.350(10) yes
C(4A) C(5A) 1.370(10) yes
C(4B) C(5B) 1.340(10) yes
C(4C) C(5C) 1.360(10) yes
C(5A) C(6A) 1.384(9) yes
C(5B) C(6B) 1.390(10) yes
C(5C) C(6C) 1.380(10) yes
C(2A) H(2A) 1.191 no
C(2B) H(2B) 1.084 no
C(2C) H(2C) 1.052 no
C(3A) H(3A) 1.174 no
C(3B) H(3B) 0.981 no
C(3C) H(3C) 1.051 no
C(4A) H(4A) 0.974 no
C(4B) H(4B) 0.962 no
C(4C) H(4C) 0.941 no
C(5A) H(5A) 1.144 no
C(5B) H(5B) 1.158 no
C(5C) H(5C) 0.957 no
C(6A) H(6A) 0.961 no
C(6B) H(6B) 1.098 no
C(6C) H(6C) 1.175 no
