#------------------------------------------------------------------------------
#$Date: 2016-03-22 13:50:58 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178980 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/03/4120316.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_4120316
loop_
_publ_author_name
'Subash Chandra Sahoo'
'Manas K. Panda'
'Naba K. Nath'
'Panče Naumov'
_publ_contact_author_name        'Dr. pance naumov'
_publ_section_title
;
 Biomimetic Crystalline Actuators: Structure-Kinematic Aspects of the
 Self-Actuation and Motility of Thermosalient Crystals
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12241
_journal_page_last               12251
_journal_paper_doi               10.1021/ja404192g
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'C10 H12 N2 O2'
_chemical_formula_sum            'C10 H12 N2 O2'
_chemical_formula_weight         192.22
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 97.950(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6315(11)
_cell_length_b                   12.0996(17)
_cell_length_c                   10.2473(14)
_cell_measurement_reflns_used    4515
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      3.55
_cell_volume                     937.1(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7590
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.62
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             408.0
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0409
_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)+(0.0706P)²+0.4865P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                2000
_reflns_number_total             2312
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja404192g_si_001.cif
_cod_data_source_block           mo_ml001_0m
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4120316
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
O1 O -0.37970(12) 0.38857(8) 0.16362(9) 0.0178(2) Uani 1 1 d .
H1 H -0.4056 0.3639 0.0889 0.027 Uiso 1 1 calc R
O2 O 0.33920(12) 0.26236(8) 0.51872(8) 0.0167(2) Uani 1 1 d .
C4 C 0.12141(15) 0.28556(9) 0.33031(11) 0.0113(2) Uani 1 1 d .
C8 C 0.64083(15) 0.07973(10) 0.31861(12) 0.0141(3) Uani 1 1 d .
C7 C 0.29529(15) 0.24698(9) 0.39958(11) 0.0116(2) Uani 1 1 d .
C1 C -0.21604(15) 0.35404(10) 0.21368(11) 0.0125(3) Uani 1 1 d .
C5 C 0.04195(15) 0.23933(10) 0.21162(12) 0.0132(3) Uani 1 1 d .
H5 H 0.1012 0.1845 0.1714 0.016 Uiso 1 1 calc R
C6 C -0.12398(16) 0.27389(10) 0.15273(12) 0.0137(3) Uani 1 1 d .
H6 H -0.1736 0.2436 0.0727 0.016 Uiso 1 1 calc R
C2 C -0.13733(16) 0.40128(10) 0.33204(11) 0.0140(3) Uani 1 1 d .
H2 H -0.1969 0.4556 0.3727 0.017 Uiso 1 1 calc R
C9 C 0.79964(17) 0.02188(11) 0.39002(13) 0.0194(3) Uani 1 1 d .
H9A H 0.8119 0.0402 0.4820 0.029 Uiso 1 1 calc R
H9B H 0.9036 0.0449 0.3543 0.029 Uiso 1 1 calc R
H9C H 0.7851 -0.0566 0.3795 0.029 Uiso 1 1 calc R
C3 C 0.02920(16) 0.36727(10) 0.38875(11) 0.0130(3) Uani 1 1 d .
H3 H 0.0805 0.3995 0.4672 0.016 Uiso 1 1 calc R
C10 C 0.59795(17) 0.05482(11) 0.17434(12) 0.0179(3) Uani 1 1 d .
H10A H 0.5360 -0.0143 0.1628 0.027 Uiso 1 1 calc R
H10B H 0.7055 0.0502 0.1359 0.027 Uiso 1 1 calc R
H10C H 0.5248 0.1126 0.1320 0.027 Uiso 1 1 calc R
N2 N 0.55273(13) 0.14145(9) 0.38771(10) 0.0132(2) Uani 1 1 d .
N1 N 0.39932(13) 0.19098(9) 0.32456(10) 0.0136(2) Uani 1 1 d .
H1A H 0.3712 0.1863 0.2405 0.016 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 0.0128(4) 0.0250(5) 0.0141(4) -0.0051(3) -0.0037(3) 0.0062(3)
O2 0.0151(4) 0.0229(5) 0.0111(4) -0.0024(3) -0.0019(3) 0.0011(3)
C4 0.0101(5) 0.0132(5) 0.0102(5) 0.0014(4) 0.0001(4) -0.0009(4)
C8 0.0121(5) 0.0148(5) 0.0151(5) 0.0014(4) 0.0004(4) -0.0009(4)
C7 0.0106(5) 0.0121(5) 0.0115(5) 0.0008(4) -0.0004(4) -0.0017(4)
C1 0.0102(5) 0.0149(5) 0.0120(5) 0.0015(4) 0.0001(4) 0.0002(4)
C5 0.0120(5) 0.0143(5) 0.0131(5) -0.0022(4) 0.0006(4) 0.0009(4)
C6 0.0128(5) 0.0167(6) 0.0106(5) -0.0029(4) -0.0014(4) -0.0006(4)
C2 0.0142(5) 0.0149(5) 0.0126(5) -0.0024(4) 0.0010(4) 0.0025(4)
C9 0.0164(6) 0.0225(6) 0.0181(6) -0.0021(5) -0.0016(5) 0.0072(5)
C3 0.0138(5) 0.0146(5) 0.0098(5) -0.0005(4) -0.0008(4) -0.0015(4)
C10 0.0174(6) 0.0225(6) 0.0140(6) 0.0002(5) 0.0027(4) 0.0028(5)
N2 0.0098(5) 0.0151(5) 0.0135(5) 0.0010(4) -0.0020(4) 0.0015(4)
N1 0.0105(5) 0.0188(5) 0.0106(5) 0.0003(4) -0.0019(4) 0.0028(4)
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'
N N 0.0061 0.0033 '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
C3 C4 C5 118.22(10)
C3 C4 C7 119.08(10)
C5 C4 C7 122.63(11)
N2 C8 C9 116.91(11)
N2 C8 C10 127.01(11)
C9 C8 C10 116.02(11)
O2 C7 N1 122.30(11)
O2 C7 C4 121.71(11)
N1 C7 C4 115.95(10)
O1 C1 C6 122.83(10)
O1 C1 C2 117.84(11)
C6 C1 C2 119.33(11)
C6 C5 C4 121.11(11)
C5 C6 C1 120.00(10)
C3 C2 C1 120.10(11)
C2 C3 C4 121.22(11)
C8 N2 N1 117.75(10)
C7 N1 N2 118.08(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3492(14)
O2 C7 1.2346(15)
C4 C3 1.3956(16)
C4 C5 1.3986(16)
C4 C7 1.4907(15)
C8 N2 1.2818(16)
C8 C9 1.4997(16)
C8 C10 1.4999(17)
C7 N1 1.3599(16)
C1 C6 1.3948(17)
C1 C2 1.3989(16)
C5 C6 1.3897(16)
C2 C3 1.3849(16)
N2 N1 1.3925(13)
