#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/17/7221776.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_7221776
loop_
_publ_author_name
'Meenatchi, V.'
'Agilandeshwari, R.'
'Meenakshisundaram, SP.'
_publ_section_title
;
 Synthesis, structure, characterization and theoretical studies of NLO
 active furan-2-carbohydrazide monohydrate derivative single crystals
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA07936E
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C15 H16 N2 O2, H2 O'
_chemical_formula_sum            'C15 H18 N2 O3'
_chemical_formula_weight         274.32
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/cc144rmn
_audit_creation_date             2015-08-03T12:57:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-08-03 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.715(2)
_cell_length_b                   12.331(5)
_cell_length_c                   24.742(11)
_cell_measurement_temperature    273.15
_cell_volume                     1438.5(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 microsource'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.033
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            14732
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.65
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_density_diffrn    1.2665
_exptl_crystal_description       needle
_exptl_crystal_F_000             584.2975
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.1886
_refine_diff_density_min         -0.2079
_refine_diff_density_rms         0.0454
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0E1(3)
_refine_ls_goodness_of_fit_ref   1.0783
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     252
_refine_ls_number_reflns         2806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0783
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0405P)²+0.2464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1029
_reflns_Friedel_coverage         0.996
_reflns_number_gt                2399
_reflns_number_total             2806
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5ra07936e2.cif
_cod_data_source_block           rc196
_cod_original_cell_volume        1438.6(11)
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               7221776
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,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
O1 O -0.0689(4) -0.79075(12) -0.71569(6) 0.0492(5) Uani 1
N1 N 0.3210(4) -0.67247(16) -0.77075(7) 0.0408(4) Uani 1
N2 N 0.4957(4) -0.61532(15) -0.80541(7) 0.0417(5) Uani 1
O2 O 0.1785(4) -0.51938(12) -0.72704(6) 0.0525(4) Uani 1
C5 C 0.1631(5) -0.61843(18) -0.73451(9) 0.0399(5) Uani 1
C7 C 0.8302(5) -0.62737(18) -0.87800(8) 0.0417(5) Uani 1
C4 C -0.0365(5) -0.68376(17) -0.70280(8) 0.0388(5) Uani 1
C6 C 0.6527(6) -0.67442(19) -0.83550(9) 0.0445(6) Uani 1
C12 C 0.8256(6) -0.5181(2) -0.89049(10) 0.0563(7) Uani 1
C10 C 1.1443(5) -0.54393(19) -0.96568(9) 0.0438(6) Uani 1
C3 C -0.2073(6) -0.6580(2) -0.66141(9) 0.0461(6) Uani 1
C13 C 1.2976(6) -0.5037(2) -1.01577(10) 0.0560(7) Uani 1
C2 C -0.3529(6) -0.7534(2) -0.64714(10) 0.0534(7) Uani 1
C11 C 0.9801(7) -0.4779(2) -0.93319(11) 0.0589(7) Uani 1
C1 C -0.2660(6) -0.8311(2) -0.68080(10) 0.0535(7) Uani 1
C9 C 1.1563(7) -0.6525(2) -0.95191(10) 0.0539(7) Uani 1
C8 C 1.0043(6) -0.6938(2) -0.90897(10) 0.0537(7) Uani 1
C14 C 1.1306(10) -0.5338(4) -1.06618(13) 0.0827(11) Uani 1
C15 C 1.3641(11) -0.3830(3) -1.01481(18) 0.0842(11) Uani 1
H6 H 0.655(5) -0.7557(18) -0.8323(8) 0.044(6) Uiso 1
H3 H -0.222(5) -0.5923(18) -0.6444(8) 0.039(6) Uiso 1
H1 H 0.305(5) -0.745(2) -0.7730(8) 0.044(6) Uiso 1
H12 H 0.713(6) -0.475(2) -0.8695(10) 0.062(8) Uiso 1
H2 H -0.483(5) -0.7598(18) -0.6206(9) 0.049(7) Uiso 1
H14a H 1.232(6) -0.516(2) -1.0958(12) 0.071(9) Uiso 1
H11 H 0.978(6) -0.404(2) -0.9396(11) 0.073(9) Uiso 1
H15a H 1.479(7) -0.364(2) -1.0430(12) 0.080(10) Uiso 1
H14b H 1.090(9) -0.606(3) -1.0661(14) 0.103(14) Uiso 1
H1a H -0.314(7) -0.902(2) -0.6853(10) 0.067(8) Uiso 1
H13 H 1.468(5) -0.5382(18) -1.0162(9) 0.037(6) Uiso 1
O4 O -0.3241(6) -0.39774(14) -0.70215(9) 0.0632(5) Uani 1
H4a H -0.460(10) -0.440(4) -0.7134(16) 0.124(16) Uiso 1
H4b H -0.174(8) -0.429(3) -0.7133(13) 0.081(11) Uiso 1
H9 H 1.269(5) -0.6986(19) -0.9719(9) 0.055(7) Uiso 1
H8 H 1.009(6) -0.762(2) -0.9006(10) 0.060(8) Uiso 1
H15b H 1.479(8) -0.360(3) -0.9778(15) 0.117(13) Uiso 1
H15c H 1.185(8) -0.352(2) -1.0163(12) 0.075(10) Uiso 1
H14c H 0.950(9) -0.494(3) -1.0663(16) 0.126(16) Uiso 1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H 0 0 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
C 0.00347 0.00161 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
O 0.01158 0.00611 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
N 0.00653 0.00323 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 C4 106.32(19)
C5 N1 N2 119.45(19)
H1 N1 N2 121.2(15)
H1 N1 C5 119.3(15)
C6 N2 N1 114.57(19)
O2 C5 N1 123.9(2)
C4 C5 N1 116.14(19)
C4 C5 O2 120.0(2)
C12 C7 C6 122.5(2)
C8 C7 C6 120.0(2)
C8 C7 C12 117.4(2)
C5 C4 O1 118.52(18)
C3 C4 O1 109.9(2)
C3 C4 C5 131.6(2)
C7 C6 N2 121.6(2)
H6 C6 N2 121.9(13)
H6 C6 C7 116.5(13)
C11 C12 C7 121.0(3)
H12 C12 C7 116.9(15)
H12 C12 C11 122.1(15)
C11 C10 C13 123.3(2)
C9 C10 C13 119.9(2)
C9 C10 C11 116.8(2)
C2 C3 C4 106.7(2)
H3 C3 C4 127.4(14)
H3 C3 C2 125.9(14)
C14 C13 C10 110.1(2)
C15 C13 C10 113.9(2)
C15 C13 C14 111.0(3)
H13 C13 C10 106.2(14)
H13 C13 C14 109.5(14)
H13 C13 C15 105.9(14)
C1 C2 C3 107.1(2)
H2 C2 C3 126.1(15)
H2 C2 C1 126.8(15)
C10 C11 C12 122.1(3)
H11 C11 C12 118.8(17)
H11 C11 C10 119.1(17)
C2 C1 O1 110.0(2)
H1a C1 O1 116.4(18)
H1a C1 C2 133.5(18)
C8 C9 C10 121.7(3)
H9 C9 C10 119.2(15)
H9 C9 C8 119.0(15)
C9 C8 C7 121.0(3)
H8 C8 C7 117.1(17)
H8 C8 C9 121.9(17)
H14a C14 C13 109.3(19)
H14b C14 C13 110(2)
H14b C14 H14a 111(3)
H14c C14 C13 109(2)
H14c C14 H14a 110(3)
H14c C14 H14b 108(4)
H15a C15 C13 111.5(18)
H15b C15 C13 111.2(18)
H15b C15 H15a 106(3)
H15c C15 C13 102(2)
H15c C15 H15a 114(3)
H15c C15 H15b 112(3)
H4b O4 H4a 104(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.366(3)
O1 C1 1.362(3)
N1 N2 1.382(3)
N1 C5 1.342(3)
N1 H1 0.89(2)
N2 C6 1.278(3)
O2 C5 1.237(3)
C5 C4 1.467(3)
C7 C6 1.464(3)
C7 C12 1.383(3)
C7 C8 1.390(3)
C4 C3 1.341(3)
C6 H6 1.01(2)
C12 C11 1.376(4)
C12 H12 0.92(3)
C10 C13 1.518(3)
C10 C11 1.382(4)
C10 C9 1.383(3)
C3 C2 1.407(3)
C3 H3 0.92(2)
C13 C14 1.521(5)
C13 C15 1.521(4)
C13 H13 0.91(2)
C2 C1 1.334(4)
C2 H2 0.90(2)
C11 H11 0.92(3)
C1 H1a 0.91(3)
C9 C8 1.379(4)
C9 H9 0.92(2)
C8 H8 0.87(3)
C14 H14a 0.90(3)
C14 H14b 0.91(4)
C14 H14c 0.98(4)
C15 H15a 0.92(3)
C15 H15b 1.10(4)
C15 H15c 0.93(4)
O4 H4a 0.87(4)
O4 H4b 0.85(4)
