#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:08:28 +0200 (vie 13 de oct de 2017) $
#$Revision: 201955 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/42/2004215.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_2004215
loop_
_publ_author_name
'Bocelli, G.'
'Cantoni, A.'
_publ_section_title
;
 3-Methylphthalic Anhydride
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2652
_journal_page_last               2654
_journal_paper_doi               10.1107/S0108270195008869
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C9 H6 O3'
_chemical_formula_weight         162.14
_chemical_name_common            '3-methylphthalic anhydride'
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.504(2)
_cell_length_b                   15.059(3)
_cell_length_c                   5.295(2)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      42.9
_cell_measurement_theta_min      11.2
_cell_volume                     757.8(4)
_computing_cell_refinement       'Belletti, Cantoni & Pasquinelli (1992)'
_computing_data_collection       'Belletti, Cantoni & Pasquinelli (1992)'
_computing_data_reduction        'Belletti, Cantoni & Pasquinelli (1992)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens AED'
_diffrn_measurement_method       'Lehman & Larsen (1974)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.2069
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            809
_diffrn_reflns_theta_max         70.07
_diffrn_reflns_theta_min         5.50
_diffrn_standards_decay_%        55
_diffrn_standards_interval_count 50
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       prism
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.10
_refine_diff_density_min         -0.09
_refine_ls_abs_structure_details
'Flack (1983) parameter = 0.1(5); not determined reliably'
_refine_ls_abs_structure_Flack   0.1(5)
_refine_ls_extinction_coef       0.0084(7)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   0.647
_refine_ls_goodness_of_fit_obs   0.929
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         806
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_restrained_S_obs      0.927
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_obs          0.0323
_refine_ls_shift/esd_max         0.482
_refine_ls_shift/esd_mean        0.084
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0129P)^2^]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.0746
_refine_ls_wR_factor_obs         0.0433
_reflns_number_observed          387
_reflns_number_total             809
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1019.cif
_cod_data_source_block           struct
_cod_database_code               2004215
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
'-x, -y, z+1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.081(2) 0.0450(13) 0.092(3) -0.0055(14) -0.009(2) -0.013(2)
C2 0.062(3) 0.050(2) 0.071(4) 0.004(2) 0.005(3) 0.010(3)
C3 0.050(2) 0.036(2) 0.060(3) 0.002(2) 0.003(3) 0.004(2)
C4 0.062(3) 0.044(2) 0.066(3) 0.005(2) -0.014(3) -0.009(3)
C5 0.069(2) 0.044(2) 0.074(4) 0.004(2) -0.006(3) -0.013(2)
C6 0.059(2) 0.043(2) 0.069(4) 0.004(2) 0.003(3) 0.001(2)
C7 0.050(2) 0.063(2) 0.061(4) -0.002(2) 0.006(3) 0.005(3)
C8 0.050(2) 0.046(2) 0.045(3) -0.003(2) 0.007(3) 0.001(2)
C9 0.060(3) 0.064(2) 0.071(4) -0.008(2) 0.009(3) 0.003(3)
C10 0.087(4) 0.094(4) 0.056(4) 0.010(3) -0.028(3) 0.003(4)
O11 0.085(2) 0.0537(14) 0.098(3) 0.0159(14) -0.010(2) 0.012(2)
O12 0.103(2) 0.089(2) 0.094(3) -0.016(2) -0.026(3) -0.027(2)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
O1 1 .2251(3) .06205(14) .0184(7) .0726(10) Uani d O
C2 1 .1503(4) .0169(2) -0.1690(10) .0609(13) Uani d C
C3 1 .1948(3) -.0763(2) -0.1651(9) .0488(11) Uani d C
C4 1 .1473(4) -0.1467(2) -0.3043(9) .0576(13) Uani d C
C5 1 .2075(4) -0.2289(2) -0.2555(9) .0625(13) Uani d C
C6 1 .3103(4) -0.2380(2) -.0681(8) .0570(13) Uani d C
C7 1 .3578(4) -0.1672(2) .0780(8) .0577(13) Uani d C
C8 1 .2945(3) -.0858(2) .0217(8) .0468(10) Uani d C
C9 1 .3141(4) .0006(3) .1437(9) .0649(14) Uani d C
C10 1 .4730(6) -0.1791(4) .2721(11) .079(2) Uani d C
O11 1 .0678(3) .05567(13) -0.3007(7) .0790(11) Uani d O
O12 1 .3851(3) .0265(2) .3144(7) .0954(13) Uani d O
H4 1 .073(3) -0.132(2) -0.447(9) .101(15) Uiso d H
H5 1 .185(3) -0.2888(19) -0.402(7) .092(12) Uiso d H
H6 1 .353(3) -0.3042(16) -.058(7) .063(9) Uiso d H
H10A 1 .500(4) -0.246(2) .313(10) .153(19) Uiso d H
H10B 1 .451(4) -0.148(2) .418(8) .079(17) Uiso d H
H10C 1 .577(6) -0.130(3) .288(15) .19(3) Uiso d H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 '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'
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
C2 O1 C9 108.6(3) yes
O11 C2 O1 120.5(3) yes
O11 C2 C3 131.5(5) yes
O1 C2 C3 108.0(4) yes
C4 C3 C8 122.3(3) yes
C4 C3 C2 129.7(4) yes
C8 C3 C2 107.9(4) yes
C3 C4 C5 117.0(4) yes
C4 C5 C6 120.5(4) yes
C7 C6 C5 123.0(3) yes
C6 C7 C8 114.5(4) yes
C6 C7 C10 121.4(4) yes
C8 C7 C10 124.1(4) yes
C3 C8 C7 122.7(3) yes
C3 C8 C9 108.2(3) yes
C7 C8 C9 129.1(4) yes
O12 C9 O1 118.6(4) yes
O12 C9 C8 134.1(4) yes
O1 C9 C8 107.3(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.398(5) yes
O1 C9 1.418(4) yes
C2 O11 1.201(4) yes
C2 C3 1.466(4) yes
C3 C4 1.368(5) yes
C3 C8 1.377(4) yes
C4 C5 1.388(4) yes
C5 C6 1.399(5) yes
C6 C7 1.392(5) yes
C7 C8 1.398(4) yes
C7 C10 1.513(6) yes
C8 C9 1.465(5) yes
C9 O12 1.193(5) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 88955
