#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:34:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179668 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/21/4512100.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_4512100
loop_
_publ_author_name
'Zhurov, Vladimir V.'
'Pinkerton, A. Alan'
_publ_contact_author
;
A. Alan Pinkerton
;
_publ_section_title
;
 Quantifying the Inter- and Intramolecular Interactions in Crystalline
 Phthalic Acid
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5685
_journal_paper_doi               10.1021/cg500970v
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C8 H6 O4'
_chemical_formula_sum            'C8 H6 O4'
_chemical_formula_weight         166.13
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source           'Volkov et al, (2006)'
_cell_angle_alpha                90
_cell_angle_beta                 94.629(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.9917(2)
_cell_length_b                   14.1715(5)
_cell_length_c                   9.5119(4)
_cell_measurement_reflns_used    63075
_cell_measurement_temperature    20.0(1)
_cell_measurement_theta_max      70.33
_cell_measurement_theta_min      2.88
_cell_volume                     670.68(5)
_computing_cell_refinement       'Otwinowski & Minor (1997)'
_computing_data_collection       'CrystalClear, (2005)'
_computing_data_reduction
;
Zhurova et al,(1999), Zhurov et al,(2008), Blessing, (1995,1997)
;
_computing_molecular_graphics    'Volkov et al, (2006), Stash, (2002,2005)'
_computing_publication_material  'Volkov et al, (2006)'
_computing_structure_refinement  'Volkov et al, (2006)'
_computing_structure_solution    'Sheldrick (2008)'
_diffrn_ambient_temperature      20.0(1)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device       'Rigaku R-axis Rapid'
_diffrn_measurement_method       w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            63075
_diffrn_reflns_theta_full        45.29
_diffrn_reflns_theta_max         70.33
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_description       'prism '
_exptl_crystal_F_000             344.0
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.188
_refine_ls_extinction_coef       0.075(6)
_refine_ls_extinction_expression
;
Becker, P.J. & Coppens, P. (1974) Acta Cryst., A30, 129-153.
;
_refine_ls_extinction_method     'Becker-Coppens type 1 Lorentzian isotropic'
_refine_ls_goodness_of_fit_ref   0.9865
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         5040
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0159
_refine_ls_R_factor_gt           0.0159
_refine_ls_R_Fsqd_factor         0.0157
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
calc w1 = [Fo*sqrt(w2) + sqrt(Fo²w2² + sqrt(w2²))]²
where
     calc w2 = q/[s²(Fo²) + (0.01 P)² + 0.01 P + 0.00 + 0.00 sin(th)]
     where P = (0.3333 Fo² + 0.6667 Fc²)
           q = 1.0
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0140
_reflns_number_gt                5040
_reflns_number_total             6159
_reflns_threshold_expression
; 
I>3σ, non-overlapped & non-partial reflections
;
_cod_data_source_file            cg500970v_si_001.cif
_cod_data_source_block           phthalic_acid_20K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius 

 Adding full bibliography for 4512100.cif.
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4512100
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2-Y,-Z
7 1/2-X,1/2+Y,1/2-Z
8 1/2+X,1/2-Y,1/2+Z
loop_
_atom_local_axes_atom_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
O(1) C(1) Z O(1) O(2) Y
O(2) H(2) Z O(2) C(1) Y
C(1) O(1) Z C(1) O(2) Y
C(2) C(3) Z C(2) C(1) Y
C(3) H(3) Z C(3) C(2) Y
C(4) H(4) Z C(4) C(3) Y
H(2) O(2) Z H(2) C(1) Y
H(3) C(3) Z H(3) C(2) Y
H(4) C(4) Z H(4) C(3) Y
loop_
_atom_rho_multipole_atom_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa
_atom_rho_multipole_kappa_prime0
_atom_rho_multipole_kappa_prime1
_atom_rho_multipole_kappa_prime2
_atom_rho_multipole_kappa_prime3
_atom_rho_multipole_kappa_prime4
_atom_rho_multipole_radial_slater_n0
_atom_rho_multipole_radial_slater_zeta0
_atom_rho_multipole_radial_slater_n1
_atom_rho_multipole_radial_slater_zeta1
_atom_rho_multipole_radial_slater_n2
_atom_rho_multipole_radial_slater_zeta2
_atom_rho_multipole_radial_slater_n3
_atom_rho_multipole_radial_slater_zeta3
_atom_rho_multipole_radial_slater_n4
_atom_rho_multipole_radial_slater_zeta4
O(1) 5.43(13) 0.77(12) 0.001(4) -0.014(3) -0.066(4) -0.011(4) 0.007(4) 0.008(3)
-0.094(3) -0.003(3) 0.032(3) 0.003(3) 0.004(3) 0.018(3) -0.003(3) 0.001(3)
0.002(3) 0.008(4) 0.003(4) 0.001(4) 0.005(4) 0.001(4) 0.004(4) 0.001(4)
0.006(4) -0.005(4) 0.975(5) 1.081(18) 1.08131 1.08131 1.08131 1.08131 2 4.4974
2 4.4974 2 4.4974 3 4.4974 4 4.4974
O(2) 5.18(14) 0.89(12) 0.002(4) -0.068(4) -0.040(5) -0.009(4) -0.006(4)
0.035(3) 0.013(3) -0.012(3) 0.064(4) -0.004(4) -0.030(4) 0.026(3) 0.000(3)
0.003(3) -0.012(3) 0.020(5) 0.003(4) 0.008(4) 0.006(4) -0.001(4) -0.002(4)
0.004(4) 0.008(4) -0.003(4) 0.975(5) 1.081(18) 1.08131 1.08131 1.08131 1.08131
2 4.4974 2 4.4974 2 4.4974 3 4.4974 4 4.4974
C(1) 2.93(7) 1.03(9) 0.002(6) -0.026(6) 0.067(7) 0.212(7) 0.019(5) 0.011(5)
-0.218(7) 0.010(5) 0.334(12) -0.000(6) 0.012(7) 0.256(9) -0.014(6) 0.010(6)
-0.013(6) -0.028(10) 0.000(8) 0.016(10) -0.046(9) -0.009(9) -0.009(8) 0.008(8)
0.016(8) -0.006(7) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2
3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303
C(2) 3.23(7) 0.70(8) 0.012(7) -0.041(7) 0.034(7) 0.110(7) -0.004(6) 0.043(6)
-0.137(6) -0.031(6) 0.212(9) 0.004(7) -0.005(6) 0.178(7) 0.044(8) -0.002(7)
-0.018(6) 0.004(9) 0.003(9) -0.003(8) -0.007(9) 0.017(11) 0.004(9) 0.014(8)
0.014(8) 0.006(8) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2
3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303
C(3) 3.00(8) 0.99(10) -0.002(7) 0.006(8) -0.017(11) 0.118(8) -0.011(6) 0.003(6)
-0.187(7) -0.011(6) 0.254(11) -0.004(8) -0.010(8) 0.156(8) 0.002(7) 0.008(7)
-0.002(7) 0.021(10) -0.020(9) 0.009(11) -0.016(9) 0.014(10) -0.007(8) 0.006(8)
0.013(8) 0.012(8) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2
3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303
C(4) 2.97(8) 1.03(10) 0.002(8) -0.002(7) -0.028(11) 0.087(8) -0.015(6) 0.013(6)
-0.191(6) -0.019(7) 0.258(10) 0.003(8) -0.010(7) 0.150(8) 0.010(8) 0.005(8)
-0.001(6) 0.011(9) 0.010(10) 0.009(9) -0.026(8) -0.005(11) 0.012(9) 0.000(7)
0.009(7) 0.002(9) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2
3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303
H(2) 0.895(19) 0 -0.019(15) 0.017(14) 0.106(16) 0.167(15) 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4
1.9154
H(3) 0.96(3) 0 -0.033(17) -0.007(17) 0.13(2) 0.050(15) 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4
1.9154
H(4) 0.99(2) 0 0.016(18) -0.020(15) 0.12(2) 0.051(16) 0 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4
1.9154
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_U_iso_or_equiv
O(1) 0.01461(2) 0.214035(8) 0.100098(15) 1 8 0.007
O(2) 0.41341(2) 0.145022(9) 0.078711(16) 1 8 0.007
C(1) 0.17109(2) 0.148213(7) 0.124548(12) 1 8 0.005
C(2) 0.09560(2) 0.060923(7) 0.199393(12) 1 8 0.005
C(3) 0.19532(2) -0.024874(7) 0.153669(13) 1 8 0.006
C(4) 0.10072(2) -0.110406(8) 0.203530(14) 1 8 0.006
H(2) 0.4358(19) 0.1957(7) 0.0213(12) 1 8 0.022
H(3) 0.340(2) -0.0246(6) 0.0792(11) 1 8 0.020
H(4) 0.1799(19) -0.1736(7) 0.1683(10) 1 8 0.022
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(1) O(2) H(2) 109.3(6) 1_555 1_555 1_555 yes
O(1) C(1) O(2) 123.378(11) 1_555 1_555 1_555 yes
O(1) C(1) C(2) 122.673(9) 1_555 1_555 1_555 yes
O(2) C(1) C(2) 113.780(10) 1_555 1_555 1_555 yes
C(1) C(2) C(2) 122.511(5) 1_555 1_555 2_555 yes
C(1) C(2) C(3) 117.616(9) 1_555 1_555 1_555 yes
C(2) C(2) C(3) 119.394(6) 2_555 1_555 1_555 yes
C(2) C(3) C(4) 120.713(10) 1_555 1_555 1_555 yes
C(2) C(3) H(3) 119.2(5) 1_555 1_555 1_555 yes
C(4) C(3) H(3) 120.0(5) 1_555 1_555 1_555 yes
C(3) C(4) C(4) 119.794(6) 1_555 1_555 2_555 yes
C(3) C(4) H(4) 119.2(5) 1_555 1_555 1_555 yes
C(4) C(4) H(4) 121.0(5) 2_555 1_555 1_555 yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(1) 1.22679(15) 1_555 1_555 yes
O(2) C(1) 1.31921(14) 1_555 1_555 yes
O(2) H(2) 0.914(12) 1_555 1_555 yes
C(1) C(2) 1.49076(14) 1_555 1_555 yes
C(2) C(2) 1.40928(19) 1_555 2_555 yes
C(2) C(3) 1.39650(14) 1_555 1_555 yes
C(3) C(4) 1.39760(15) 1_555 1_555 yes
C(3) H(3) 1.053(10) 1_555 1_555 yes
C(4) C(4) 1.3914(2) 1_555 2_555 yes
C(4) H(4) 1.045(10) 1_555 1_555 yes
