#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223118.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_7223118
loop_
_publ_author_name
'Gong, Peng'
'Ye, Kaiqi'
'Sun, Jingbo'
'Chen, Peng'
'Xue, peng chong'
'Yang, Hao'
'Lu, Ran'
_publ_section_title
;
 Electroluminescence and Fluorescence Response towards Acid Vapors
 Depending on the Structures of Indole-fused Phospholes
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA19867D
_journal_year                    2015
_chemical_formula_sum            'C26 H25 N2 O2 P'
_chemical_formula_weight         428.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-07 deposited with the CCDC.
2015-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.74(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.649(2)
_cell_length_b                   10.083(2)
_cell_length_c                   20.878(4)
_cell_measurement_temperature    293(2)
_cell_volume                     2202.5(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20088
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.151
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         5024
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1027P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1571
_refine_ls_wR_factor_ref         0.1681
_reflns_number_gt                3529
_reflns_number_total             5024
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra19867d2.cif
_cod_data_source_block           c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/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 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               7223118
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
P1 P 0.78932(5) 0.74261(5) 0.10529(3) 0.03687(17) Uani 1 1 d .
N1 N 0.66786(16) 0.98785(17) -0.03461(8) 0.0402(4) Uani 1 1 d .
N2 N 0.94874(16) 1.07175(16) 0.07065(9) 0.0404(4) Uani 1 1 d .
O1 O 0.83229(15) 0.60315(15) 0.10038(8) 0.0526(4) Uani 1 1 d .
C1 C 0.3826(3) 0.8045(3) -0.11871(15) 0.0729(8) Uani 1 1 d .
H1A H 0.3149 0.8080 -0.1540 0.087 Uiso 1 1 calc R
C2 C 0.4691(2) 0.9080(3) -0.10884(13) 0.0606(7) Uani 1 1 d .
H2A H 0.4612 0.9805 -0.1368 0.073 Uiso 1 1 calc R
C3 C 0.5686(2) 0.8990(2) -0.05523(10) 0.0440(5) Uani 1 1 d .
C4 C 0.58207(18) 0.7898(2) -0.01252(10) 0.0407(5) Uani 1 1 d .
C5 C 0.4924(2) 0.6867(2) -0.02411(13) 0.0532(6) Uani 1 1 d .
H5A H 0.4989 0.6137 0.0035 0.064 Uiso 1 1 calc R
C6 C 0.3939(2) 0.6957(3) -0.07758(15) 0.0682(8) Uani 1 1 d .
H6A H 0.3343 0.6275 -0.0860 0.082 Uiso 1 1 calc R
C7 C 0.6791(2) 1.1144(2) -0.06699(12) 0.0524(6) Uani 1 1 d .
H7A H 0.7526 1.1613 -0.0444 0.079 Uiso 1 1 calc R
H7B H 0.6037 1.1664 -0.0666 0.079 Uiso 1 1 calc R
H7C H 0.6882 1.0987 -0.1112 0.079 Uiso 1 1 calc R
C8 C 0.74316(18) 0.93536(19) 0.01956(9) 0.0359(4) Uani 1 1 d .
C9 C 0.69397(18) 0.8140(2) 0.03475(10) 0.0382(4) Uani 1 1 d .
C10 C 0.86215(18) 0.97014(19) 0.06378(9) 0.0359(4) Uani 1 1 d .
C11 C 0.9429(3) 1.1958(3) 0.03488(15) 0.0594(7) Uani 1 1 d .
C12 C 1.04650(19) 1.0411(2) 0.12249(10) 0.0411(5) Uani 1 1 d .
C13 C 1.1570(2) 1.1118(3) 0.14773(13) 0.0562(6) Uani 1 1 d .
H13A H 1.1747 1.1932 0.1305 0.067 Uiso 1 1 calc R
C14 C 1.2387(2) 1.0554(3) 0.19927(14) 0.0650(7) Uani 1 1 d .
H14A H 1.3139 1.0999 0.2166 0.078 Uiso 1 1 calc R
C15 C 1.2136(2) 0.9350(3) 0.22650(13) 0.0634(7) Uani 1 1 d .
H15A H 1.2714 0.9010 0.2616 0.076 Uiso 1 1 calc R
C16 C 1.1041(2) 0.8652(3) 0.20211(11) 0.0543(6) Uani 1 1 d .
H16A H 1.0868 0.7849 0.2206 0.065 Uiso 1 1 calc R
C17 C 1.01965(18) 0.9179(2) 0.14904(10) 0.0406(5) Uani 1 1 d .
C18 C 0.90131(18) 0.8740(2) 0.11066(10) 0.0387(4) Uani 1 1 d .
C19 C 0.70399(18) 0.76282(19) 0.17120(10) 0.0380(4) Uani 1 1 d .
C20 C 0.6105(2) 0.6710(2) 0.17777(12) 0.0528(6) Uani 1 1 d .
H20A H 0.5961 0.5985 0.1498 0.063 Uiso 1 1 calc R
C21 C 0.5381(2) 0.6870(3) 0.22612(14) 0.0625(7) Uani 1 1 d .
H21A H 0.4755 0.6251 0.2305 0.075 Uiso 1 1 calc R
C22 C 0.5585(2) 0.7933(3) 0.26735(12) 0.0568(6) Uani 1 1 d .
H22A H 0.5093 0.8040 0.2994 0.068 Uiso 1 1 calc R
C23 C 0.6523(2) 0.8850(3) 0.26154(11) 0.0539(6) Uani 1 1 d .
H23A H 0.6659 0.9576 0.2895 0.065 Uiso 1 1 calc R
C24 C 0.7255(2) 0.8686(2) 0.21417(10) 0.0454(5) Uani 1 1 d .
H24A H 0.7899 0.9292 0.2110 0.054 Uiso 1 1 calc R
O2 O 1.06472(19) 0.4724(2) 0.12152(12) 0.0783(7) Uani 1 1 d D
C26 C 1.1453(4) 0.5515(4) 0.0937(3) 0.1200(17) Uani 1 1 d D
H26A H 1.1661 0.6291 0.1211 0.144 Uiso 1 1 calc R
H26B H 1.0989 0.5820 0.0519 0.144 Uiso 1 1 calc R
C25 C 1.2579(4) 0.4947(5) 0.0841(2) 0.1180(15) Uani 1 1 d .
H25A H 1.3066 0.5588 0.0651 0.177 Uiso 1 1 calc R
H25B H 1.2393 0.4200 0.0554 0.177 Uiso 1 1 calc R
H25C H 1.3063 0.4657 0.1252 0.177 Uiso 1 1 calc R
H2B H 0.995(3) 0.517(4) 0.1199(18) 0.092(11) Uiso 1 1 d .
H11B H 0.860(3) 1.244(3) 0.0332(16) 0.096(11) Uiso 1 1 d D
H11A H 1.000(3) 1.254(3) 0.0566(15) 0.085(10) Uiso 1 1 d D
H11C H 0.949(3) 1.184(3) -0.0069(16) 0.097(11) Uiso 1 1 d 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'
P P 0.1023 0.0942 '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
O1 P1 C18 119.93(9)
O1 P1 C9 117.46(10)
C18 P1 C9 91.33(9)
O1 P1 C19 111.46(9)
C18 P1 C19 107.29(10)
C9 P1 C19 107.24(9)
C8 N1 C3 107.58(17)
C8 N1 C7 129.54(19)
C3 N1 C7 122.86(19)
C10 N2 C12 107.91(16)
C10 N2 C11 128.88(19)
C12 N2 C11 123.12(19)
C2 C1 C6 121.8(3)
C1 C2 C3 117.2(3)
N1 C3 C2 128.8(2)
N1 C3 C4 109.00(18)
C2 C3 C4 122.2(2)
C5 C4 C3 119.0(2)
C5 C4 C9 134.8(2)
C3 C4 C9 106.22(18)
C6 C5 C4 118.7(3)
C1 C6 C5 121.2(3)
N1 C8 C9 109.99(17)
N1 C8 C10 137.30(18)
C9 C8 C10 112.67(17)
C8 C9 C4 107.20(18)
C8 C9 P1 111.35(15)
C4 C9 P1 141.45(16)
N2 C10 C18 109.96(18)
N2 C10 C8 137.11(18)
C18 C10 C8 112.90(17)
N2 C12 C13 129.7(2)
N2 C12 C17 108.95(18)
C13 C12 C17 121.4(2)
C14 C13 C12 116.9(3)
C13 C14 C15 122.7(2)
C16 C15 C14 120.7(3)
C15 C16 C17 118.4(3)
C16 C17 C12 120.0(2)
C16 C17 C18 134.2(2)
C12 C17 C18 105.89(18)
C10 C18 C17 107.28(18)
C10 C18 P1 111.58(15)
C17 C18 P1 141.10(16)
C24 C19 C20 119.06(19)
C24 C19 P1 122.52(15)
C20 C19 P1 118.39(17)
C19 C20 C21 120.0(2)
C22 C21 C20 120.3(2)
C21 C22 C23 120.2(2)
C24 C23 C22 119.8(2)
C23 C24 C19 120.7(2)
O2 C26 C25 116.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 O1 1.4882(15)
P1 C18 1.772(2)
P1 C9 1.778(2)
P1 C19 1.796(2)
N1 C8 1.365(2)
N1 C3 1.391(3)
N1 C7 1.459(3)
N2 C10 1.368(3)
N2 C12 1.390(3)
N2 C11 1.452(3)
C1 C2 1.382(4)
C1 C6 1.384(5)
C2 C3 1.393(3)
C3 C4 1.407(3)
C4 C5 1.402(3)
C4 C9 1.420(3)
C5 C6 1.385(4)
C8 C9 1.390(3)
C8 C10 1.465(3)
C10 C18 1.385(3)
C12 C13 1.393(3)
C12 C17 1.411(3)
C13 C14 1.374(4)
C14 C15 1.388(4)
C15 C16 1.376(3)
C16 C17 1.396(3)
C17 C18 1.432(3)
C19 C24 1.385(3)
C19 C20 1.385(3)
C20 C21 1.389(3)
C21 C22 1.367(4)
C22 C23 1.382(4)
C23 C24 1.379(3)
O2 C26 1.376(3)
C26 C25 1.377(5)
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
O2 H2B O1 0.86(3) 1.91(4) 2.766(3) 170(4)
