#------------------------------------------------------------------------------
#$Date: 2023-03-13 09:35:08 +0200 (Mon, 13 Mar 2023) $
#$Revision: 281832 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/41/2004188.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004188
loop_
_publ_author_name
'Tian, Y.-P.'
'Duan, C.-Y.'
'Xu, X.-X.'
'You, X.-Z.'
_publ_section_title
;
 Screw-Chain Structure of 1,10-Phenanthroline Hydrate,
 C₁₂H₈N₂.H₂O
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2309
_journal_page_last               2312
_journal_paper_doi               10.1107/S010827019500549X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C12 H10 N2 O'
_chemical_formula_weight         198.2
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 31'
_symmetry_space_group_name_H-M   'P 31'
_atom_type_scat_source           'IntTabIV Table 2.2B'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   17.833(3)
_cell_length_b                   17.833(3)
_cell_length_c                   8.5430(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      15
_cell_measurement_theta_min      13
_cell_volume                     2352.8(6)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.008
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3081
_diffrn_reflns_theta_max         25.0
_diffrn_standards_decay_%        2.7
_diffrn_standards_interval_count 100
_diffrn_standards_number         10
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.22
_refine_ls_goodness_of_fit_obs   1.77
_refine_ls_hydrogen_treatment    'H atoms refined as riding model, fixed U~iso~'
_refine_ls_number_parameters     405
_refine_ls_number_reflns         1315
_refine_ls_R_factor_obs          0.07
_refine_ls_shift/esd_max         0.048
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0002F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.061
_reflns_number_observed          1315
_reflns_number_total             3067
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            ta1000.cif
_cod_data_source_block           ta1000a

loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text

1 'cif_fix_values 3143 2015-03-26 13:38:13Z robertas' 2015-04-02T14:22:18+03:00
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0002F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+0.0002F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;

2 'Steef Boerrigter' 2023-02-22T10:07:00+02:00
;Corrected space group operators:
added missing 3-fold axis operator to complete the group  -x+y,-x,2/3+z
;

3 'Saulius Gra\<zulis' 2023-02-24T11:08:49+02:00
;Converting _cod_depositor_comments to the _cod_changelog_entry_... loop.
;

_cod_original_cell_volume        2352.9(7)
_cod_database_code               2004188
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-y,x-y,1/3+z
-x+y,-x,2/3+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .5481(7) .7688(7) -.0869(18) .064(6)
C(2) .5617(14) .7448(10) -0.230(2) .086(12)
C(3) .6438(15) .7639(14) -0.282(3) .107(16)
C(4) .7132(13) .8080(12) -0.189(3) .101(14)
C(5) .7057(12) .8359(10) -.038(3) .075(11)
C(6) .7786(12) .8859(13) .063(3) .097(12)
C(7) .7682(13) .9121(12) .204(3) .109(12)
C(8) .6859(12) .8877(9) .257(3) .081(10)
C(9) .6682(15) .9100(10) .412(3) .100(12)
C(10) .5851(16) .8847(13) .451(3) .104(14)
C(11) .5203(12) .8372(10) .344(2) .095(12)
N(12) .5306(9) .8143(7) .2107 .072(8)
C(13) .6109(11) .8413(9) .167(2) .058(9)
C(14) .6202(10) .8135(9) .005(2) .062(9)
N(15) .8636(7) .3837(8) -0.111(2) .067(7)
C(16) .8561(11) .3518(9) -0.254(2) .075(10)
C(17) .9280(13) .3637(11) -0.344(2) .083(12)
C(18) 1.0071(12) .4115(11) -0.282(3) .082(12)
C(19) 1.0167(10) .4435(9) -0.131(2) .063(9)
C(20) 1.1022(10) .4953(9) -.067(2) .072(9)
C(21) 1.1131(10) .5298(9) .077(2) .082(10)
C(22) 1.0407(10) .5174(9) .172(2) .065(9)
C(23) 1.0456(11) .5502(10) .319(2) .086(11)
C(24) .9705(16) .5307(12) .397(2) .094(13)
C(25) .8903(11) .4760(12) .328(2) .078(11)
N(26) .8828(7) .4436(7) .190(2) .062(7)
C(27) .9541(11) .4636(9) .110(2) .055(9)
C(28) .9428(10) .4289(9) -.046(2) .063(9)
N(29) .2151(9) .0801(9) -.052(2) .081(9)
C(30) .2192(14) .0551(12) -0.199(3) .105(13)
C(31) .301(2) .0908(17) -0.281(3) .117(19)
C(32) .3734(16) .1511(18) -0.209(3) .13(2)
C(33) .3750(13) .1809(14) -.063(3) .096(14)
C(34) .4494(11) .2454(14) .019(3) .109(14)
C(35) .4399(14) .2713(12) .163(3) .113(14)
C(36) .3631(12) .2343(11) .247(3) .076(10)
C(37) .3528(13) .2587(11) .392(3) .092(12)
C(38) .2752(16) .2228(14) .461(2) .100(14)
C(39) .2030(11) .1548(11) .381(3) .086(11)
N(40) .2095(9) .1285(8) .241(2) .072(8)
C(41) .2853(11) .1689(10) .169(2) .068(9)
C(42) .2923(13) .1422(10) .013(2) .073(11)
O(1) .3649(6) .6982(6) .007(2) .092(6)
O(2) .0341(6) .0165(6) .102(2) .103(6)
O(3) .6981(5) .3352(5) .086(2) .081(5)
H(2) .5129 .7135 -0.2983 .080
H(3) .6506 .7458 -0.3847 .080
H(4) .7690 .8204 -0.2264 .080
H(6) .8356 .9004 .0288 .080
H(7) .8177 .9481 .2678 .080
H(9) .7145 .9423 .4846 .080
H(10) .5715 .8991 .5515 .080
H(11) .4622 .8204 .3748 .080
H(16) .7993 .3190 -0.2985 .080
H(17) .9204 .3385 -0.4467 .080
H(18) 1.0575 .4236 -0.3419 .080
H(20) 1.1518 .5055 -0.1280 .080
H(21) 1.1707 .5636 .1179 .080
H(23) 1.1009 .5867 .3665 .080
H(24) .9732 .5543 .4990 .080
H(25) .8387 .4620 .3854 .080
H(30) .1672 .0127 -0.2497 .080
H(31) .3035 .0719 -0.3849 .080
H(32) .4272 .1743 -0.2647 .080
H(34) .5059 .2702 -0.0273 .080
H(35) .4900 .3189 .2096 .080
H(37) .4025 .3029 .4458 .080
H(38) .2683 .2420 .5626 .080
H(39) .1474 .1270 .4317 .080
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) N(1) C(14) 116.0(16) yes
C(2) C(3) C(4) 120.(2) yes
C(4) C(5) C(6) 123.(2) yes
C(6) C(5) C(14) 122.(2) yes
C(6) C(7) C(8) 119.7(19) yes
C(7) C(8) C(13) 124.(2) yes
C(8) C(9) C(10) 118.7(19) yes
C(10) C(11) N(12) 126.(2) yes
C(8) C(13) N(12) 127.4(17) yes
N(12) C(13) C(14) 114.6(13) yes
N(1) C(14) C(13) 119.6(16) yes
C(16) N(15) C(28) 119.2(16) yes
C(16) C(17) C(18) 117.5(18) yes
C(18) C(19) C(20) 119.3(17) yes
C(20) C(19) C(28) 121.0(17) yes
C(20) C(21) C(22) 122.0(14) yes
C(21) C(22) C(27) 118.0(16) yes
C(22) C(23) C(24) 119.3(16) yes
C(24) C(25) N(26) 122.7(19) yes
C(22) C(27) N(26) 123.5(17) yes
N(26) C(27) C(28) 116.8(14) yes
N(15) C(28) C(27) 121.2(17) yes
C(30) N(29) C(42) 116.2(16) yes
C(30) C(31) C(32) 119.(2) yes
C(32) C(33) C(34) 127.(2) yes
C(34) C(33) C(42) 119.(2) yes
C(34) C(35) C(36) 124.8(18) yes
C(35) C(36) C(41) 118.(2) yes
C(36) C(37) C(38) 121.8(17) yes
C(38) C(39) N(40) 122.6(17) yes
C(36) C(41) N(40) 121.7(18) yes
N(40) C(41) C(42) 119.1(14) yes
N(29) C(42) C(41) 114.8(17) yes
N(1) C(2) C(3) 122.7(17) yes
C(3) C(4) C(5) 122.(2) yes
C(4) C(5) C(14) 114.5(17) yes
C(5) C(6) C(7) 121.(2) yes
C(7) C(8) C(9) 123.4(19) yes
C(9) C(8) C(13) 112.6(19) yes
C(9) C(10) C(11) 119.(2) yes
C(11) N(12) C(13) 116.4(14) yes
C(8) C(13) C(14) 117.9(17) yes
N(1) C(14) C(5) 125.2(17) yes
C(5) C(14) C(13) 115.2(15) yes
N(15) C(16) C(17) 123.3(15) yes
C(17) C(18) C(19) 120.(2) yes
C(18) C(19) C(28) 119.6(15) yes
C(19) C(20) C(21) 120.3(17) yes
C(21) C(22) C(23) 126.0(15) yes
C(23) C(22) C(27) 115.9(17) yes
C(23) C(24) C(25) 120.0(19) yes
C(25) N(26) C(27) 118.5(13) yes
C(22) C(27) C(28) 119.7(16) yes
N(15) C(28) C(19) 119.9(17) yes
C(19) C(28) C(27) 118.9(15) yes
N(29) C(30) C(31) 121.1(17) yes
C(31) C(32) C(33) 124.(2) yes
C(32) C(33) C(42) 114.4(18) yes
C(33) C(34) C(35) 119.6(19) yes
C(35) C(36) C(37) 125.5(17) yes
C(37) C(36) C(41) 116.7(18) yes
C(37) C(38) C(39) 118.(2) yes
C(39) N(40) C(41) 118.8(13) yes
C(36) C(41) C(42) 119.0(17) yes
N(29) C(42) C(33) 125.5(19) yes
C(33) C(42) C(41) 119.7(16) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) 1.36(2) yes
C(2) C(3) 1.40(4) yes
C(4) C(5) 1.42(3) yes
C(5) C(14) 1.42(3) yes
C(7) C(8) 1.38(3) yes
C(8) C(13) 1.40(3) yes
C(10) C(11) 1.38(3) yes
N(12) C(13) 1.32(2) yes
N(15) C(16) 1.33(2) yes
C(16) C(17) 1.42(3) yes
C(18) C(19) 1.38(3) yes
C(19) C(28) 1.41(3) yes
C(21) C(22) 1.45(3) yes
C(22) C(27) 1.45(2) yes
C(24) C(25) 1.40(3) yes
N(26) C(27) 1.32(2) yes
N(29) C(30) 1.34(3) yes
C(30) C(31) 1.45(4) yes
C(32) C(33) 1.35(4) yes
C(33) C(42) 1.43(3) yes
C(35) C(36) 1.39(3) yes
C(36) C(41) 1.45(2) yes
C(38) C(39) 1.43(3) yes
N(40) C(41) 1.33(2) yes
N(1) C(14) 1.37(2) yes
C(3) C(4) 1.34(3) yes
C(5) C(6) 1.44(3) yes
C(6) C(7) 1.34(4) yes
C(8) C(9) 1.46(3) yes
C(9) C(10) 1.36(4) yes
C(11) N(12) 1.26(2) yes
C(13) C(14) 1.51(3) yes
N(15) C(28) 1.35(2) yes
C(17) C(18) 1.34(3) yes
C(19) C(20) 1.44(2) yes
C(20) C(21) 1.35(3) yes
C(22) C(23) 1.37(3) yes
C(23) C(24) 1.38(3) yes
C(25) N(26) 1.29(3) yes
C(27) C(28) 1.44(3) yes
N(29) C(42) 1.38(2) yes
C(31) C(32) 1.35(3) yes
C(33) C(34) 1.43(3) yes
C(34) C(35) 1.35(4) yes
C(36) C(37) 1.35(3) yes
C(37) C(38) 1.34(3) yes
C(39) N(40) 1.31(3) yes
C(41) C(42) 1.44(3) yes
