#------------------------------------------------------------------------------
#$Date: 2019-11-11 23:21:18 +0200 (Mon, 11 Nov 2019) $
#$Revision: 227431 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/27/1552799.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_1552799
loop_
_publ_author_name
'Tu, Ting-Husn'
'Chen, Yi-Ting'
'Shen, Jiun-Yi'
'Lin, Ta-Chun'
'Chou, Pi-Tai'
_publ_section_title
;
 Excited-State Proton Transfer in 3-Cyano-7-azaindole: From Aqueous
 Solution to Ice.
;
_journal_issue                   9
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              2479
_journal_page_last               2484
_journal_paper_doi               10.1021/acs.jpca.8b00379
_journal_volume                  122
_journal_year                    2018
_chemical_formula_sum            'C8 H5 N3'
_chemical_formula_weight         143.15
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                104.868(3)
_cell_angle_beta                 96.052(3)
_cell_angle_gamma                96.718(3)
_cell_formula_units_Z            2
_cell_length_a                   3.8354(5)
_cell_length_b                   9.2168(12)
_cell_length_c                   9.8872(13)
_cell_measurement_reflns_used    1336
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.60
_cell_measurement_theta_min      2.31
_cell_volume                     332.14(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4305
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.153
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7654
_exptl_absorpt_correction_T_min  0.6674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       plate
_exptl_crystal_F_000             148
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0618P)²+0.0568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1309
_reflns_number_total             1510
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp8b00379_si_002.cif
_cod_data_source_block           ic16994
_cod_database_code               1552799
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.955
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.3257(3) 0.67348(12) 0.02703(11) 0.0286(3) Uani 1 1 d . .
H1 H 0.2024 0.6057 -0.0505 0.034 Uiso 1 1 d R U
N2 N 1.0486(3) 1.14378(13) 0.25367(13) 0.0401(3) Uani 1 1 d . .
N7 N 0.1487(3) 0.54478(12) 0.19686(11) 0.0288(3) Uani 1 1 d . .
C1 C 0.1899(4) 0.55602(15) 0.33550(14) 0.0314(3) Uani 1 1 d . .
H1A H 0.0754 0.4753 0.3659 0.038 Uiso 1 1 calc R U
C2 C 0.3907(4) 0.67904(15) 0.43826(14) 0.0323(3) Uani 1 1 d . .
H2A H 0.4086 0.6800 0.5351 0.039 Uiso 1 1 calc R U
C3 C 0.5629(3) 0.79899(15) 0.40004(13) 0.0290(3) Uani 1 1 d . .
H3 H 0.6990 0.8838 0.4688 0.035 Uiso 1 1 calc R U
C4 C 0.5299(3) 0.79114(13) 0.25667(13) 0.0250(3) Uani 1 1 d . .
C5 C 0.3207(3) 0.66146(14) 0.16246(13) 0.0251(3) Uani 1 1 d . .
C6 C 0.6596(3) 0.88238(14) 0.16971(13) 0.0268(3) Uani 1 1 d . .
C7 C 0.5279(3) 0.80579(14) 0.03181(13) 0.0288(3) Uani 1 1 d . .
H7 H 0.5723 0.8405 -0.0482 0.035 Uiso 1 1 calc R U
C8 C 0.8775(3) 1.02654(15) 0.21600(13) 0.0292(3) Uani 1 1 d . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 N1 C5 108.86(10)
C5 N7 C1 114.40(11)
N7 C1 C2 124.08(12)
C3 C2 C1 120.38(12)
C2 C3 C4 117.40(12)
C3 C4 C5 117.29(12)
C3 C4 C6 137.17(12)
C5 C4 C6 105.53(11)
N7 C5 N1 124.96(11)
N7 C5 C4 126.45(12)
N1 C5 C4 108.59(11)
C7 C6 C8 125.83(12)
C7 C6 C4 107.19(11)
C8 C6 C4 126.97(12)
N1 C7 C6 109.84(11)
N2 C8 C6 178.95(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C7 1.3538(16)
N1 C5 1.3735(16)
N2 C8 1.1459(17)
N7 C5 1.3329(16)
N7 C1 1.3387(16)
C1 C2 1.3966(19)
C2 C3 1.3776(19)
C3 C4 1.3921(17)
C4 C5 1.4095(17)
C4 C6 1.4343(18)
C6 C7 1.3747(18)
C6 C8 1.4216(17)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N7 0.90 1.99 2.8751(15) 168.1 2_565
C7 H7 N2 0.95 2.64 3.5048(18) 151.0 2_775
