#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:17:14 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229057 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/02/7230291.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_7230291
loop_
_publ_author_name
'Oberle, Carl D.'
'Bequette, Dylan G.'
'Brewer, Taylor K.'
'Terry, Traviona R. R.'
'Beatty, Alicia M.'
_publ_section_title
;
 π-Choreography in aromatic ammonium formate solids
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              1899
_journal_paper_doi               10.1039/C8CE00198G
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C7 H10 N, C H O2'
_chemical_formula_sum            'C8 H11 N O2'
_chemical_formula_weight         153.18
_chemical_melting_point          360(8)
_chemical_name_systematic        'Benzylammonium Formate'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2017-09-29
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-09-30 deposited with the CCDC.
2018-03-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.5468(5)
_cell_length_b                   11.0536(7)
_cell_length_c                   17.5296(10)
_cell_measurement_reflns_used    9858
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.92
_cell_measurement_theta_min      2.32
_cell_volume                     1656.07(17)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39249
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.966
_diffrn_reflns_theta_min         2.324
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0562 before and 0.0492 after correction. The Ratio of minimum to maximum transmission is 0.9480. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.467
_exptl_crystal_size_mid          0.363
_exptl_crystal_size_min          0.152
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         2869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0354
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0590P)²+0.3470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1027
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2557
_reflns_number_total             2869
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00198g1.cif
_cod_data_source_block           ab54016
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '352.15-367.15' was changed to
'360(8)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7230287--7230294.cif.
;
_cod_database_code               7230291
_shelxl_version_number           2014-3
_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_max   0.987
_shelx_estimated_absorpt_t_min   0.960
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
H2A H -0.0843(14) 1.3742(11) -0.2156(6) 0.026(3) Uiso 1 1 d
H2B H -0.2353(15) 1.3866(11) -0.1762(7) 0.029(3) Uiso 1 1 d
H2C H -0.1445(14) 1.2673(11) -0.1664(7) 0.029(3) Uiso 1 1 d
H4A H 0.0538(16) 1.3804(12) -0.1067(7) 0.032(3) Uiso 1 1 d
H4B H -0.0505(14) 1.4954(10) -0.1139(7) 0.025(3) Uiso 1 1 d
H5 H -0.4046(15) 1.4885(11) 0.0862(7) 0.028(3) Uiso 1 1 d
H6 H -0.0856(14) 1.2150(11) 0.1249(7) 0.031(3) Uiso 1 1 d
H8 H 0.0179(15) 1.2474(11) 0.0022(7) 0.030(3) Uiso 1 1 d
H9 H -0.2914(14) 1.5175(11) -0.0347(7) 0.029(3) Uiso 1 1 d
H10 H -0.2998(14) 1.3350(11) 0.1658(7) 0.028(3) Uiso 1 1 d
C3 C -0.12831(8) 1.38478(6) -0.02820(4) 0.01640(13) Uani 1 1 d
C4 C -0.05374(8) 1.40944(7) -0.10443(4) 0.01864(14) Uani 1 1 d
C5 C -0.31709(8) 1.43686(7) 0.06913(4) 0.02048(14) Uani 1 1 d
C6 C -0.13174(10) 1.27637(7) 0.09186(4) 0.02324(15) Uani 1 1 d
C8 C -0.06833(9) 1.29507(7) 0.01952(4) 0.02156(15) Uani 1 1 d
C9 C -0.25323(8) 1.45564(6) -0.00301(4) 0.01790(14) Uani 1 1 d
C10 C -0.25614(9) 1.34734(7) 0.11658(4) 0.02135(15) Uani 1 1 d
N2 N -0.13964(7) 1.35379(5) -0.16988(3) 0.01626(12) Uani 1 1 d
H7 H 0.0059(14) 0.9058(10) 0.2508(7) 0.028(3) Uiso 1 1 d
C7 C 0.07661(8) 0.95313(6) 0.21621(4) 0.01784(14) Uani 1 1 d
O O 0.17271(7) 0.89525(5) 0.17706(3) 0.02246(13) Uani 1 1 d
O1 O 0.06067(6) 1.06678(5) 0.21644(3) 0.02019(12) 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'
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
C8 C3 C4 120.36(6)
C8 C3 C9 119.36(6)
C9 C3 C4 120.21(6)
N2 C4 C3 113.51(6)
C9 C5 C10 120.08(7)
C10 C6 C8 119.79(7)
C6 C8 C3 120.52(7)
C5 C9 C3 120.22(6)
C6 C10 C5 120.03(7)
O C7 O1 125.65(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C3 C4 1.5053(10)
C3 C8 1.3950(10)
C3 C9 1.3958(10)
C4 N2 1.4946(9)
C5 C9 1.3928(10)
C5 C10 1.3936(11)
C6 C8 1.3945(11)
C6 C10 1.3905(11)
C7 O 1.2469(9)
C7 O1 1.2635(9)
