#------------------------------------------------------------------------------
#$Date: 2017-10-13 13:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201982 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/10/4501018.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_4501018
loop_
_publ_author_name
'Seth, Saikat Kumar'
'Sarkar, Debayan'
'Jana, Atish Dipankar'
'Kar, Tanusree'
_publ_section_title
;
 On the Possibility of Tuning Molecular Edges To Direct Supramolecular
 Self-Assembly in Coumarin Derivatives through Cooperative Weak Forces:
 Crystallographic and Hirshfeld Surface Analyses
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4837
_journal_paper_doi               10.1021/cg2006343
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C11 H10 O2'
_chemical_formula_weight         174.19
_chemical_name_systematic
;
 4,7-dimethyl-2H-chromen-2-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.805(2)
_cell_angle_beta                 106.502(3)
_cell_angle_gamma                110.677(2)
_cell_formula_units_Z            2
_cell_length_a                   7.0118(13)
_cell_length_b                   7.3848(17)
_cell_length_c                   9.9023(17)
_cell_measurement_reflns_used    830
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.5
_cell_volume                     448.21(15)
_computing_cell_refinement       'BRUKER SMART APEX II'
_computing_data_collection       'BRUKER SMART APEX II'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics
'ORTEP-3 for Windows (Version 1.06) and CAMERON'
_computing_publication_material  'SHELXL97 and PARST 95 (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'BRUKER SMART APEX II CCD AREA DETECTOR'
_diffrn_measurement_method       'OMEGA SCAN'
_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  0.0138
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3240
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1563
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0424
_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)+(0.0618P)²+0.0549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1273
_reflns_number_gt                1180
_reflns_number_total             1563
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2006343_si_002.cif
_cod_data_source_block           compound-1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4501018
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.29840(17) 0.24869(14) 0.38346(11) 0.0557(3) Uani 1 1 d .
C4 C 0.3964(2) 0.2352(2) 0.62780(16) 0.0527(4) Uani 1 1 d .
H4 H 0.4604 0.3733 0.6510 0.063 Uiso 1 1 calc R
C6 C 0.1988(2) -0.0724(2) 0.44388(16) 0.0468(4) Uani 1 1 d .
C5 C 0.2967(2) 0.1345(2) 0.48483(15) 0.0459(4) Uani 1 1 d .
C1 C 0.2077(3) -0.1738(2) 0.55542(17) 0.0585(5) Uani 1 1 d .
H1 H 0.1460 -0.3120 0.5328 0.070 Uiso 1 1 calc R
C7 C 0.0986(2) -0.1647(2) 0.29145(16) 0.0506(4) Uani 1 1 d .
C8 C 0.1036(3) -0.0487(2) 0.19649(17) 0.0565(4) Uani 1 1 d .
H8 H 0.0376 -0.1087 0.0985 0.068 Uiso 1 1 calc R
C9 C 0.2058(3) 0.1639(2) 0.23799(17) 0.0583(4) Uani 1 1 d .
C3 C 0.4017(3) 0.1327(2) 0.73608(17) 0.0556(4) Uani 1 1 d .
C2 C 0.3054(3) -0.0745(3) 0.69733(18) 0.0624(5) Uani 1 1 d .
H2 H 0.3077 -0.1463 0.7693 0.075 Uiso 1 1 calc R
O2 O 0.2173(2) 0.27684(18) 0.15803(13) 0.0856(5) Uani 1 1 d .
C10 C 0.5091(3) 0.2404(3) 0.89275(18) 0.0760(6) Uani 1 1 d .
H10A H 0.5665 0.3811 0.8994 0.114 Uiso 1 1 calc R
H10B H 0.6249 0.2020 0.9379 0.114 Uiso 1 1 calc R
H10C H 0.4043 0.2067 0.9408 0.114 Uiso 1 1 calc R
C11 C -0.0101(3) -0.3868(2) 0.24231(19) 0.0704(5) Uani 1 1 d .
H11A H -0.0638 -0.4234 0.1386 0.106 Uiso 1 1 calc R
H11B H -0.1287 -0.4360 0.2775 0.106 Uiso 1 1 calc R
H11C H 0.0928 -0.4433 0.2794 0.106 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0686(7) 0.0409(6) 0.0477(6) 0.0083(5) 0.0151(5) 0.0152(5)
C4 0.0517(9) 0.0444(8) 0.0527(9) 0.0030(7) 0.0160(7) 0.0124(7)
C6 0.0437(8) 0.0416(8) 0.0506(9) 0.0074(7) 0.0141(7) 0.0143(6)
C5 0.0450(8) 0.0439(8) 0.0459(8) 0.0094(7) 0.0146(7) 0.0155(7)
C1 0.0620(10) 0.0440(8) 0.0606(10) 0.0122(8) 0.0172(8) 0.0142(7)
C7 0.0478(8) 0.0436(8) 0.0516(9) 0.0015(7) 0.0105(7) 0.0162(7)
C8 0.0612(10) 0.0527(9) 0.0452(9) 0.0008(7) 0.0094(7) 0.0207(8)
C9 0.0705(11) 0.0524(9) 0.0472(9) 0.0095(7) 0.0156(8) 0.0230(8)
C3 0.0519(9) 0.0612(10) 0.0468(9) 0.0069(7) 0.0155(7) 0.0174(7)
C2 0.0675(11) 0.0614(10) 0.0540(10) 0.0211(8) 0.0190(8) 0.0202(8)
O2 0.1297(12) 0.0607(8) 0.0560(8) 0.0207(6) 0.0242(8) 0.0302(8)
C10 0.0829(13) 0.0819(13) 0.0478(10) 0.0061(9) 0.0161(9) 0.0228(10)
C11 0.0766(12) 0.0452(9) 0.0677(11) -0.0024(8) 0.0105(9) 0.0152(8)
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
C9 O1 C5 121.43(12)
C3 C4 C5 120.37(14)
C3 C4 H4 119.8
C5 C4 H4 119.8
C1 C6 C5 116.50(14)
C1 C6 C7 125.23(14)
C5 C6 C7 118.27(14)
O1 C5 C4 116.54(13)
O1 C5 C6 121.21(13)
C4 C5 C6 122.24(14)
C2 C1 C6 121.43(15)
C2 C1 H1 119.3
C6 C1 H1 119.3
C8 C7 C6 118.69(14)
C8 C7 C11 121.15(15)
C6 C7 C11 120.16(14)
C7 C8 C9 123.24(15)
C7 C8 H8 118.4
C9 C8 H8 118.4
O2 C9 O1 116.28(15)
O2 C9 C8 126.57(15)
O1 C9 C8 117.14(14)
C4 C3 C2 118.26(15)
C4 C3 C10 121.05(15)
C2 C3 C10 120.68(16)
C1 C2 C3 121.19(15)
C1 C2 H2 119.4
C3 C2 H2 119.4
C3 C10 H10A 109.5
C3 C10 H10B 109.5
H10A C10 H10B 109.5
C3 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C7 C11 H11A 109.5
C7 C11 H11B 109.5
H11A C11 H11B 109.5
C7 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.3740(18)
O1 C5 1.3746(17)
C4 C3 1.373(2)
C4 C5 1.380(2)
C4 H4 0.9300
C6 C1 1.395(2)
C6 C5 1.395(2)
C6 C7 1.445(2)
C1 C2 1.368(2)
C1 H1 0.9300
C7 C8 1.334(2)
C7 C11 1.501(2)
C8 C9 1.433(2)
C8 H8 0.9300
C9 O2 1.2049(18)
C3 C2 1.396(2)
C3 C10 1.507(2)
C2 H2 0.9300
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 0.9600
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 281976
