#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:23:11 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230479 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/76/7057654.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_7057654
loop_
_publ_author_name
'Guo, Pei-Yu'
'Sun, Cai'
'Zhang, Ning-Ning'
'Cai, Li-Zhen'
'Wang, Ming-Sheng'
'Guo, Guo-Cong'
_publ_section_title
;
 Improving coloration time and moisture stability of photochromic
 viologen--carboxylate zwitterions
;
_journal_issue                   18
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15466
_journal_paper_doi               10.1039/C8NJ02326C
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C16 H16 N2 O4, 6(H2 O)'
_chemical_formula_sum            'C16 H28 N2 O10'
_chemical_formula_weight         408.40
_chemical_name_systematic        CV
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2018-04-12 deposited with the CCDC.
2018-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.75(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.239(16)
_cell_length_b                   7.250(7)
_cell_length_c                   18.806(19)
_cell_measurement_reflns_used    1544
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3
_cell_measurement_theta_min      3.1
_cell_volume                     2063(4)
_computing_cell_refinement
'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction
'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0977
_diffrn_reflns_av_unetI/netI     0.0800
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10523
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.605
_diffrn_reflns_theta_min         3.660
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sheet
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.854
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2379
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      0.854
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0659
_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)+(0.1069P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1606
_refine_ls_wR_factor_ref         0.1832
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1121
_reflns_number_total             2379
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj02326c2.cif
_cod_data_source_block           15
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

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

 Adding full bibliography for 7057654--7057655.cif.
;
_cod_database_code               7057654
_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.
;
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.53630(12) 0.2576(3) 0.18761(10) 0.0588(6) Uani 1 1 d . .
O2 O 0.42701(13) 0.3506(3) 0.10791(10) 0.0668(6) Uani 1 1 d . .
N1 N 0.38221(13) 0.2758(3) 0.35860(10) 0.0420(5) Uani 1 1 d . .
C1 C 0.34818(16) 0.4339(3) 0.38036(13) 0.0508(7) Uani 1 1 d . .
H1 H 0.3606 0.5442 0.3584 0.061 Uiso 1 1 calc R U
C2 C 0.29488(17) 0.4353(3) 0.43502(13) 0.0512(7) Uani 1 1 d . .
H2 H 0.2710 0.5458 0.4489 0.061 Uiso 1 1 calc R U
C3 C 0.27689(15) 0.2722(3) 0.46914(12) 0.0372(6) Uani 1 1 d . .
C4 C 0.31198(16) 0.1101(3) 0.44430(12) 0.0466(6) Uani 1 1 d . .
H4 H 0.2998 -0.0021 0.4649 0.056 Uiso 1 1 calc R U
C5 C 0.36433(16) 0.1145(3) 0.38979(12) 0.0462(6) Uani 1 1 d . .
H5 H 0.3877 0.0053 0.3742 0.055 Uiso 1 1 calc R U
C6 C 0.44288(17) 0.2799(4) 0.30160(13) 0.0485(7) Uani 1 1 d . .
H6A H 0.4773 0.1670 0.3039 0.058 Uiso 1 1 calc R U
H6B H 0.4836 0.3823 0.3106 0.058 Uiso 1 1 calc R U
C7 C 0.39397(17) 0.2992(4) 0.22762(13) 0.0498(7) Uani 1 1 d . .
H7A H 0.3600 0.4127 0.2249 0.060 Uiso 1 1 calc R U
H7B H 0.3530 0.1973 0.2185 0.060 Uiso 1 1 calc R U
C8 C 0.45813(18) 0.3016(3) 0.16964(13) 0.0433(6) Uani 1 1 d . .
O1W O 0.68171(16) 0.3279(3) 0.28442(12) 0.0814(7) Uani 1 1 d D .
H1WA H 0.701(2) 0.220(2) 0.2932(18) 0.098 Uiso 1 1 d D U
H1WB H 0.6376(17) 0.310(4) 0.2520(16) 0.098 Uiso 1 1 d D U
O3W O 0.51921(18) 0.1828(3) 0.00204(13) 0.0843(7) Uani 1 1 d D .
H3WA H 0.500(2) 0.245(4) 0.0356(15) 0.101 Uiso 1 1 d D U
H3WB H 0.5661(15) 0.237(5) -0.0075(18) 0.101 Uiso 1 1 d D U
O2W O 0.14708(15) 0.8075(3) 0.41972(12) 0.0693(6) Uani 1 1 d D .
H2WA H 0.1986(10) 0.819(5) 0.4395(14) 0.083 Uiso 1 1 d D U
H2WB H 0.1495(19) 0.766(4) 0.3785(8) 0.083 Uiso 1 1 d D U
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
_geom_angle_site_symmetry_3
C1 N1 C5 120.2(2) .
C1 N1 C6 119.7(2) .
C5 N1 C6 120.1(2) .
N1 C1 C2 121.0(2) .
N1 C1 H1 119.5 .
C2 C1 H1 119.5 .
C1 C2 C3 120.2(2) .
C1 C2 H2 119.9 .
C3 C2 H2 119.9 .
C2 C3 C4 117.3(2) .
C2 C3 C3 120.95(14) 2_556
C4 C3 C3 121.74(14) 2_556
C5 C4 C3 120.7(2) .
C5 C4 H4 119.6 .
C3 C4 H4 119.6 .
N1 C5 C4 120.6(2) .
N1 C5 H5 119.7 .
C4 C5 H5 119.7 .
N1 C6 C7 112.5(2) .
N1 C6 H6A 109.1 .
C7 C6 H6A 109.1 .
N1 C6 H6B 109.1 .
C7 C6 H6B 109.1 .
H6A C6 H6B 107.8 .
C6 C7 C8 111.5(2) .
C6 C7 H7A 109.3 .
C8 C7 H7A 109.3 .
C6 C7 H7B 109.3 .
C8 C7 H7B 109.3 .
H7A C7 H7B 108.0 .
O1 C8 O2 124.9(2) .
O1 C8 C7 118.1(2) .
O2 C8 C7 117.0(2) .
H1WA O1W H1WB 103(2) .
H3WA O3W H3WB 107(2) .
H2WA O2W H2WB 108(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C8 1.241(3) .
O2 C8 1.253(3) .
N1 C1 1.342(3) .
N1 C5 1.350(3) .
N1 C6 1.496(3) .
C1 C2 1.383(3) .
C1 H1 0.9300 .
C2 C3 1.388(3) .
C2 H2 0.9300 .
C3 C4 1.394(3) .
C3 C3 1.498(4) 2_556
C4 C5 1.371(3) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C7 1.506(4) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.548(4) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
O1W H1WA 0.844(10) .
O1W H1WB 0.862(10) .
O3W H3WA 0.857(10) .
O3W H3WB 0.853(10) .
O2W H2WA 0.833(10) .
O2W H2WB 0.836(10) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C5 N1 C1 C2 0.4(4) . .
C6 N1 C1 C2 -177.3(2) . .
N1 C1 C2 C3 1.0(4) . .
C1 C2 C3 C4 -2.2(4) . .
C1 C2 C3 C3 176.9(3) . 2_556
C2 C3 C4 C5 2.0(4) . .
C3 C3 C4 C5 -177.1(3) 2_556 .
C1 N1 C5 C4 -0.6(4) . .
C6 N1 C5 C4 177.1(2) . .
C3 C4 C5 N1 -0.7(4) . .
C1 N1 C6 C7 -78.9(3) . .
C5 N1 C6 C7 103.5(3) . .
N1 C6 C7 C8 -179.6(2) . .
C6 C7 C8 O1 11.8(3) . .
C6 C7 C8 O2 -167.3(2) . .
