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By Jim Christie and Peter Henderson

SAN FRANCISCO, July 20 (Reuters) – Stockton, California, the

largest U.S. city to file for bankruptcy, never came close to

striking deals with key creditors in talks before it sought

court protection, the city disclosed on Friday in documents

illustrating its stark choices.

The city’s bond insurers snubbed proposals from managers of

the city of nearly 300,000 in California’s Central Valley, where

crime and unemployment have soared as the housing market fell.

Retired city employees and fire and police unions over three

months made some headway, but in the end the only tentative

deals were with six other unions.

The city is trying to convince a federal bankruptcy judge to

give it Chapter 9 protection from creditors. Initial proposals

included ending health care for retirees, suspending payments on

much of its debt for five years and draconian cuts of payments

on $124.3 million of pension obligation bonds.

The city faces a $26 million shortfall in the current fiscal

year, when its main budget, or General Fund, revenues are

projected to be $155 million. It has cut $90 million in General

Fund spending in the last three years.

Stockton’s future may be a roadmap for other troubled

California cities. Los Angeles-area’s San Bernardino is

preparing to file for bankruptcy and Compton may do so later in

the year. Stockton’s case will test how far courts are willing

to let cities cut retiree benefits.

Stockton became an outpost of the San Francisco Bay Area, 80

miles away, when the housing market boomed, and the town began

to spend like a big city, building a new sports complex,

redeveloping its riverfront and buying a new town hall.

The development is a money-loser, the town hall has been

taken over by a creditor, and the mainstay of city finances –

property taxes – has dried up; housing prices more than tripled

in the first half of the last decade but faded back to 2000

levels in 2009.

The roughly 800 pages of proposals and records of meetings

over three months that the city presented on Friday are its

evidence that it negotiated in good faith and cannot afford to

pay its debts.

City Manager Bob Deis in an open letter accompanying the

papers said the city could not cut services any more. “The City

ranks at the top in violent crime and at the bottom in police

officer staffing levels among major cities in the country. It

has some of the busiest fire stations in the country,” he wrote.

The proposals disclosed on Friday evening are months old,

but the city sets the agenda in Chapter 9 talks. Its proposal to

end health care coverage for retirees is already the subject of

a related case, which has a hearing set for Monday.

Assured Guaranty, the insurer on the pension bonds, has

scorned Stockton’s efforts, arguing the city made no real

attempt to raise revenue or cut pensions. City documents showed

Assured, National Public Finance Guarantee Corp and bondholder

trustee Wells Fargo Bank NA, which has repossessed three

of Stockton’s parking garages and the building slated to be city

hall, did not counter Stockton’s offers.

National Public Finance Guarantee Corp, a wholly owned

subsidiary of MBIA Inc, has about $224 million of

exposure to Stockton, including $89 million backed by the city’s

General Fund.

Assured Guaranty disputes whether Stockton should be

in bankruptcy court and has said it intends to “vigorously

enforce” its rights as a creditor in Chapter 9 proceedings,

including its right to contest the city’s eligibility for

bankruptcy and any plan of adjustment it considers unfair.

Assured Guaranty has $161.4 million of exposure to Stockton

debt, including just over $121 million of exposure to the city’s

pension obligation bonds.

“Many other cities across the country are experiencing

similar financial challenges, but they (and their respective

voters) have responsibly chosen to make the difficult decisions

rather than choosing bankruptcy,” Assured wrote in a June 29

statement.

City manager Deis told the Stockton Record at the time:

“They (Assured) literally want anarchy in the streets.”