#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/22/7202265.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_7202265
loop_
_publ_author_name
'Mondal, Pallab'
'Karmakar, Anirban'
'Singh, W. Marjit'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Crystal packing in some flexible carboxylic acids and esters attached
 to a naphthalene ring
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1550
_journal_paper_doi               10.1039/b808399a
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C16 H16 O6'
_chemical_formula_weight         304.29
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.669(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.3847(10)
_cell_length_b                   6.7513(3)
_cell_length_c                   8.0896(3)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.45
_cell_measurement_theta_min      2.98
_cell_volume                     1495.52(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16525
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3623
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1758
_refine_ls_R_factor_gt           0.0678
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0653P)²+0.0650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1796
_reflns_number_gt                1531
_reflns_number_total             3623
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b808399a.txt
_cod_data_source_block           27diester_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'MOnoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7202265
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.13773(6) 0.3502(3) 0.0053(2) 0.0564(5) Uani 1 1 d . . .
O4 O 0.36509(6) 0.3413(3) 0.4951(2) 0.0638(6) Uani 1 1 d . . .
O6 O 0.42164(8) -0.1174(4) 0.5647(3) 0.0897(8) Uani 1 1 d . . .
O5 O 0.44100(9) 0.1847(4) 0.6567(3) 0.1009(9) Uani 1 1 d . . .
O2 O 0.06278(8) 0.2011(3) -0.1697(3) 0.0829(7) Uani 1 1 d . . .
O3 O 0.07574(7) -0.1003(3) -0.0612(2) 0.0677(6) Uani 1 1 d . . .
C2 C 0.17394(9) 0.4294(4) 0.1044(3) 0.0452(7) Uani 1 1 d . . .
C3 C 0.16648(10) 0.6290(4) 0.1463(3) 0.0508(7) Uani 1 1 d . . .
H3 H 0.1391 0.6959 0.1061 0.061 Uiso 1 1 calc R . .
C4 C 0.19932(10) 0.7242(4) 0.2459(3) 0.0512(7) Uani 1 1 d . . .
H4 H 0.1941 0.8561 0.2737 0.061 Uiso 1 1 calc R . .
C5 C 0.24127(9) 0.6252(4) 0.3076(3) 0.0463(7) Uani 1 1 d . . .
C6 C 0.27578(10) 0.7177(4) 0.4140(3) 0.0560(8) Uani 1 1 d . . .
H6 H 0.2710 0.8488 0.4450 0.067 Uiso 1 1 calc R . .
C7 C 0.31573(11) 0.6197(4) 0.4720(4) 0.0598(8) Uani 1 1 d . . .
H7 H 0.3379 0.6835 0.5419 0.072 Uiso 1 1 calc R . .
C8 C 0.32348(9) 0.4225(4) 0.4262(3) 0.0504(7) Uani 1 1 d . . .
C9 C 0.29128(9) 0.3244(4) 0.3244(3) 0.0460(7) Uani 1 1 d . . .
H9 H 0.2971 0.1934 0.2951 0.055 Uiso 1 1 calc R . .
C10 C 0.24902(9) 0.4240(3) 0.2638(3) 0.0428(6) Uani 1 1 d . . .
C1 C 0.21409(9) 0.3285(4) 0.1612(3) 0.0467(7) Uani 1 1 d . . .
H1 H 0.2184 0.1964 0.1322 0.056 Uiso 1 1 calc R . .
C14 C 0.37339(10) 0.1370(4) 0.4705(4) 0.0595(8) Uani 1 1 d . . .
H14A H 0.3802 0.1112 0.3551 0.071 Uiso 1 1 calc R . .
H14B H 0.3447 0.0616 0.5010 0.071 Uiso 1 1 calc R . .
C15 C 0.41620(11) 0.0778(5) 0.5764(4) 0.0637(8) Uani 1 1 d . . .
C16 C 0.46017(14) -0.2091(7) 0.6614(6) 0.1224(16) Uani 1 1 d . . .
H16A H 0.4911 -0.1567 0.6283 0.184 Uiso 1 1 calc R . .
H16B H 0.4597 -0.3497 0.6435 0.184 Uiso 1 1 calc R . .
H16C H 0.4553 -0.1819 0.7765 0.184 Uiso 1 1 calc R . .
C12 C 0.08553(10) 0.0909(5) -0.0827(3) 0.0532(7) Uani 1 1 d . . .
C13 C 0.03617(12) -0.1854(6) -0.1571(5) 0.0933(12) Uani 1 1 d . . .
H13A H 0.0056 -0.1342 -0.1185 0.140 Uiso 1 1 calc R . .
H13B H 0.0366 -0.3268 -0.1449 0.140 Uiso 1 1 calc R . .
H13C H 0.0400 -0.1517 -0.2715 0.140 Uiso 1 1 calc R . .
C11 C 0.13030(9) 0.1440(4) 0.0160(3) 0.0487(7) Uani 1 1 d . . .
H11A H 0.1262 0.1056 0.1306 0.058 Uiso 1 1 calc R . .
H11B H 0.1584 0.0743 -0.0269 0.058 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C11 116.84(19) . . ?
C8 O4 C14 117.7(2) . . ?
C15 O6 C16 117.9(3) . . ?
C12 O3 C13 117.8(3) . . ?
C1 C2 O1 124.9(2) . . ?
C1 C2 C3 121.0(2) . . ?
O1 C2 C3 114.1(2) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 122.7(2) . . ?
C6 C5 C10 118.2(2) . . ?
C4 C5 C10 119.1(2) . . ?
C7 C6 C5 121.7(3) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 O4 125.1(3) . . ?
C9 C8 C7 121.4(3) . . ?
O4 C8 C7 113.5(2) . . ?
C8 C9 C10 119.7(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C1 C10 C5 118.7(2) . . ?
C1 C10 C9 122.0(2) . . ?
C5 C10 C9 119.3(2) . . ?
C2 C1 C10 120.3(2) . . ?
C2 C1 H1 119.8 . . ?
C10 C1 H1 119.8 . . ?
O4 C14 C15 107.8(2) . . ?
O4 C14 H14A 110.1 . . ?
C15 C14 H14A 110.1 . . ?
O4 C14 H14B 110.1 . . ?
C15 C14 H14B 110.1 . . ?
H14A C14 H14B 108.5 . . ?
O5 C15 O6 125.5(3) . . ?
O5 C15 C14 126.4(3) . . ?
O6 C15 C14 108.1(3) . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C12 O3 125.2(3) . . ?
O2 C12 C11 125.7(3) . . ?
O3 C12 C11 109.1(2) . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C11 C12 108.7(2) . . ?
O1 C11 H11A 109.9 . . ?
C12 C11 H11A 109.9 . . ?
O1 C11 H11B 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.376(3) . ?
O1 C11 1.410(3) . ?
O4 C8 1.376(3) . ?
O4 C14 1.413(3) . ?
O6 C15 1.330(4) . ?
O6 C16 1.445(4) . ?
O5 C15 1.181(3) . ?
O2 C12 1.194(3) . ?
O3 C12 1.330(3) . ?
O3 C13 1.445(3) . ?
C2 C1 1.368(3) . ?
C2 C3 1.405(3) . ?
C3 C4 1.361(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.415(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.416(3) . ?
C5 C10 1.420(3) . ?
C6 C7 1.357(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.399(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.370(3) . ?
C9 C10 1.421(3) . ?
C9 H9 0.9300 . ?
C10 C1 1.415(3) . ?
C1 H1 0.9300 . ?
C14 C15 1.499(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12 C11 1.499(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21126160
